94,639 properties available

🎯

Can't agree on where to go?

Try Trip Match →
Spacious Retreat. Close to beach & bike trails.  AC, deck & outdoor shower West Tisbury, Massachusetts

Spacious Retreat. Close to beach & bike trails. AC, deck & outdoor shower

Located in West Tisbury, Massachusetts, United States. Spacious Retreat. Close to beach & bike trails. AC, deck & outdoor shower Peaceful, spacious wooded setting. Perfect for relaxing. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Adjacent to the indoor/outdoor dining area is the beautifully renovated kitchen with stainless steel appliances and ample cooking amenities. Open the sliding glass doors onto the furnished deck. Off the open concept living/dining room is a large Master bedroom and private bath. The master also has sliding glass doors which lead out to a nice deck with table and chairs. Also downstairs is a cozy bedroom with a trundle bed and a half bath. Upstairs is a landing overlooking the downstairs that runs between two more bedrooms each with their own sliding glass doors and second story deck space; one has a trundle and the other has a King size

🛏 4 beds · 👥 8 guests
$346 /night
Read More
Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi Chilmark, Massachusetts

Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi

Located in Chilmark, Massachusetts, United States. Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi One of the most spectacular oceanfront rentals available on the exclusive Island of Marthas Vineyard. This unique residence is situated on the Chilmark bluff overlooking Lucy Vincent Beach and the Atlantic Ocean, with over 440 feet of private beach. The complex is crafted from the finest materials and consists of 4 bedroom, 4 baths. There are 2 master suites with king beds and private baths. The property consists of 3 separate houses all connected by a large deck. The three houses are as follows: Kitchen house, Master house, and the Bunk house. The Kitchen house has a large living room, indoor dining table for 8, and a fully equipped kitchen with a large walk in pantry. The Master house contains a king bed, large sliding glass doors for beautiful morning views, walk in closet, beautiful bathroom with two sinks, indoor and outdoor shower, and a tub. The Bunk house contains two guest rooms, one with just a qu

🛏 4 beds · 👥 10 guests
$5,039 /night
Read More
Charming Chilmark beach house with private Abel's Hill beach access Chilmark, Massachusetts

Charming Chilmark beach house with private Abel's Hill beach access

Located in Chilmark, Massachusetts, United States. Charming Chilmark beach house with private Abel's Hill beach access Lovely house at the top of Abel's Hill with access to private Abels' Hill Beach a half mile away. The house is wonderful for families with 5 bedrooms, three and half baths, two outdoor showers, well appointed kitchen, fire pit and lots of toys including boogie boards, kayaks, etc. There is an eigthy five foot deck with a seating area, dinig table for 12 and chaises overlooking a meadow. Our property also abuts the Sherrif's Meadow trail system. Newly installed A/C

🛏 5 beds · 👥 10 guests
$496 /night
Read More
Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath Chilmark, Massachusetts

Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath

Located in Chilmark, Massachusetts, United States. Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath *PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR ANY STAYS LESS THAN 7 NIGHTS, THE NIGHTLY PRICE WILL INCREASE. PLEASE SEND THE PROPERTY MANAGER THE NUMBER OF NIGHTS YOU WOULD LIKE TO STAY AND THE NUMBER OF GUESTS, AND WE WILL SEND YOU AN UPDATED PRICE.This recently renovated & tastefully decorated modern home has beautiful views of the Atlantic ocean. Located on a private road in Chilmark, you will get to experience Martha's Vineyard in the best way possible. With private beach access just a short kayak ride across the pond, you and your friends or family will have a vacation that will not be forgotten. Kayaks are provided for your convenience.The home has 4 bedrooms and 3 bathrooms, and a fantastic TV/Movie room in the basement. All bed linens and towels are provided. The kitchen is stocked with state of the art equipment, and everything you need to co

🛏 4 beds · 👥 8 guests
$4,184 /night
Read More
Contemporary Home with Heated Pool! West Tisbury, Massachusetts

Contemporary Home with Heated Pool!

Located in West Tisbury, Massachusetts, United States. Contemporary Home with Heated Pool! Exquisitely designed new contemporary coastal home, set on a private freshwater pond that connects to a south shore barrier beach.The open floor plan takes full advantage of this spectacular property, surrounded by hundreds of acres of conservation land. Breathtaking sunrise and sunset views await you.The spacious common rooms are perfect for entertaining with a professionally equipped kitchen. Huge sliding glass doors open to a deck overlooking the pond on one side and the screened porch on the other, which overlooks the heated pool. The terrace is equipped with a stone cooking station which includes a gas grill and green egg oven.The primary suite consists of a study with fireplace, spacious bath with private outdoor shower and king-sized bedroom. The guest rooms are at the opposite end of the house to allow everyone’s privacy. The first guest room consists of a queen-size bed and full bath. The second guest room has 3 twin beds and an adjacent ful

🛏 3 beds · 👥 7 guests
$2,777 /night
Read More
Updated Contemporary Home Near Long Point Beach West Tisbury, Massachusetts

Updated Contemporary Home Near Long Point Beach

Located in West Tisbury, Massachusetts, United States. Updated Contemporary Home Near Long Point Beach Contemporary 4 bedroom, 3 bathroom home that has been imbued with a unique sense of style by owners with a great eye for design. The house has recently been remodeled and now includes an expanded living area, new 3-season room, and master en suite. Open living spaces with vaulted ceilings and great lighting from south-facing windows and sliders that lead out to a large deck. First floor has newly added master suite with queen-sized bed and full bath with separate shower and bath and french doors leading to bluestone patio. A second bedroom. full bath, and open kitchen, dining, and living area, with 3-season room. Second floor has nicely sized full bath with two more bright bedrooms with vaulted ceilings. One of the second floor bedrooms contains two sets of bunk beds and the other bedroom has a queen bed. All of this is situated on a 2-acre, wooded, secluded lot at end of a quiet dead-end street. Private yard with large deck and outdoor

🛏 4 beds · 👥 10 guests
$802 /night
Read More
West Tisbury home Walk to Beach and Pond West Tisbury, Massachusetts

West Tisbury home Walk to Beach and Pond

Located in West Tisbury, Massachusetts, United States. West Tisbury home Walk to Beach and Pond Come relax in this family-friendly island home tucked away in a quiet neighborhood. Just a mile to one of the most breath-taking beaches. Car and walk-on passes to this permit-only beach are included. Take a short walk and take a dip in the fresh water of Ice House Pond - a local favorite. At home, lounge on the back deck listening to the songbirds. Grill your fresh catch, and roast s'mores in the fire pit. Centrally located, away from the bustle of town but with the convenience of stores only a few minutes away. Check out the many Land Bank trails for a nature walk or bring your kayaks and paddle boards to nearby Tashmoo or Seth’s Pond. You’ll find plenty to explore close by and plenty of fun games at home for family fun!

🛏 4 beds · 👥 8 guests
$741 /night
Read More
Private 14 Acre Waterfront Home West Tisbury, Massachusetts

Private 14 Acre Waterfront Home

Located in West Tisbury, Massachusetts, United States. Private 14 Acre Waterfront Home Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Set on 14 private landscaped acres. View gorgeous evening sunsets on your secluded private 350ft beach. Enjoy summer star-studded skies from your patio or through skylights in each bedroom. Open living dining area. Small but functional galley kitchen. The glassed-in breezeway offers comfortable wicker furniture to relax in while reading and looking at the gardens. The cottage, attached to the breezeway, is a family great room area with smart TV, Internet access, and a bathroom with Jacuzzi tub and steam generator glass shower.A boardwalk leads you to a hot tub with a table surround to use for lunch. Nearby is a hot/cold shower. Follow the boardwalk to a furnished deck at the bluff's edge to enjoy intimate meals while overlooking the ocean. Extensive landscaped grounds for vol

🛏 4 beds · 👥 8 guests
$1,442 /night
Read More
Beautiful Chilmark - Blueberry Ridge - August! Chilmark, Massachusetts

Beautiful Chilmark - Blueberry Ridge - August!

Located in Chilmark, Massachusetts, United States. Beautiful Chilmark - Blueberry Ridge - August! This property is available August 5-19, 2023. Located just off North Road in Chilmark, this Blueberry Ridge guest house features 2 bedrooms, one bath, air conditioning and passes to Chilmark's famous Lucy Vincent and Squibnocket beaches.

🛏 2 beds · 👥 4 guests
$494 /night
Read More
"Over South", Family farm house in Chilmark Chilmark, Massachusetts

"Over South", Family farm house in Chilmark

Located in Chilmark, Massachusetts, United States. "Over South", Family farm house in Chilmark Situated on the quiet end of the Island, yet only a 20 minute drive from Vineyard Haven, this rustic, authentic Chilmark farm house boasts four bedrooms, two baths, and an outdoor shower. Two bedrooms downstairs,one Queen and one Twin and two upstairs, One twin and one single, a large kitchen/dining room, and spacious comfortable TV room with cable.Large deck on two sides with BBQ. The house is approximately 1500 square feet and sits on a 1/2 acre plot with plenty of parking. Included in the rental are all the amenities of home, dishwasher, washer/dryer, BBQ. All linen needed including towels and beach towels. The house also has lots of board games, movies and books to help you relax on your vacation.The front and back yards are large enough to accommodate a boat trailer with a 360 degree drive. The house is just off State Road, so no dirt roads to navigate. One mile south from Chilmark village and Chilmark Chocolates. Rental of house entit

🛏 4 beds · 👥 8 guests
$323 /night
Read More
GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C West Tisbury, Massachusetts

GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C

Located in West Tisbury, Massachusetts, United States. GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C ***IMPORTANT--PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you will find 'CONTACT HOST" on the bottom of the listing on the mobile app and on the full website "CONTACT HOST' will be located just under where it says request to book ) THEN SEND MESSAGE ) ******* ** PETS WELCOME!*** Beautiful home with AIR CONDITIONING, built in 2000.Large yard, with gardens. Spacious back deck. French doors from the kitchen/living room open to a spacious screened porch dining area. Great for entertaining! The eat-in kitchen has a bar to eat at and a dining table, stainless steel appliances, dishwasher. Gorgeous hardwood floors throughout. The floor plan is open: kitchen, living room & dining room with French doors that lead you to either the back deck or screened dining porch. There is also a second living room.The huge primary bedroom has a king bed, a couch,

🛏 3 beds · 👥 6 guests
$266 /night
Read More
Charming Lambert's Cove Home Close to Beach & Ie House Pond West Tisbury, Massachusetts

Charming Lambert's Cove Home Close to Beach & Ie House Pond

Located in West Tisbury, Massachusetts, United States. Charming Lambert's Cove Home Close to Beach & Ie House Pond Charming Lambert’s Cove home with three bedrooms, two baths, outdoor shower, and a greenhouse. Tucked away on 2.1 private wooded acres with landscaped gardens and a stone wall backing on a forested conservation area. All-new (2024) kitchen and bathrooms, central AC, two cable TV’s, washer/dryer, outdoor gas grill, season pass to nearby Lambert’s Cove Beach, and Ice House Pond a 10-minute walk. Enormous screened porch, deck, library/office, free WiFi, and home gym (treadmill & weights)/TV room.

🛏 3 beds · 👥 6 guests
$285 /night
Read More
5 BR, Private Beach, Pickleball, Idyllic Wildlife Sanctuary Nearby West Tisbury, Massachusetts

5 BR, Private Beach, Pickleball, Idyllic Wildlife Sanctuary Nearby

Located in West Tisbury, Massachusetts, United States. 5 BR, Private Beach, Pickleball, Idyllic Wildlife Sanctuary Nearby • 5 bedrooms, 3.5 baths• queen en suite main floor, 1 antique 3/4, 3 twins upstairs, 2 twins main floor w/ privacy screen, detached queen en suite, sleeps up to 8 people• 3/4 mile walking distance to private assoc. beach & trail entrance• a/c mini splits in kitchen, LR, gallery bedroom; window units in all other rooms• outdoor shower • professionally cleaned• tenant/caretaker lives on the property in a separate building• Lambert's Cove permit available for purchase Our serene spot offers an unparalleled experience with a private association beach and direct access to the breathtaking Cedar Tree Neck Sanctuary, boasting 300 acres of pristine beaches and scenic hiking trails. Enjoy the expansive lawns and garden, complete with a pickleball court. Unwind on the back patio with a gas grill, perfect for outdoor dining. Our fully equipped kitchen is ready for preparing family meals. If you're seeking peace and quiet, you've f

🛏 5 beds · 👥 8 guests
$411 /night
Read More
Lambert's Cove, Custom Contemporary West Tisbury, Massachusetts

Lambert's Cove, Custom Contemporary

Located in West Tisbury, Massachusetts, United States. Lambert's Cove, Custom Contemporary It's just a short walk to beautiful Lambert's Cove beach from this lovely 4 bedroom, 2 bath custom contemporary. The house is in 'like-new' condition. We recently finished a complete renovation including new decks, central air conditioning, windows, siding, carpeting, complete interior painting, plumbing and electrical upgrades. This year we completed renovations of the two bathrooms, seeded a new lawn and continued landscaping.The open, airy layout with large decks on three levels provide plenty of room for outdoor summer living. On the first level there are three bedrooms and the laundry facility. One bedroom has a queen bed. Another has two twin beds and the third has two bunk beds. The bedroom with twin beds and the bedroom with the bunk beds open directly onto the first level deck. The second level has the living and dining area and the kitchen. The living area opens on to a large deck with gas grill. Another bedroom (with a queen bed) with

🛏 4 beds · 👥 8 guests
$272 /night
Read More
Nestled in the woods w/ outdoor shower, firepit, streamside trail, Vincent Beach Chilmark, Massachusetts

Nestled in the woods w/ outdoor shower, firepit, streamside trail, Vincent Beach

Located in Chilmark, Massachusetts, United States. Nestled in the woods w/ outdoor shower, firepit, streamside trail, Vincent Beach The Crossroads Salt Box, built in 2020, combines Up Island charm with modern amenities. Explore the woods on our walking trails, enjoy our huge outdoor shower, relax in the hammock and enjoy a fire in the fire pit or indoors in the living room stove. Post and beam cathedral ceilings (even in the screened in porch!) and hardwood floors will delight you. Renting includes access to Lucy Vincent Beach.

🛏 3 beds · 👥 6 guests
$190 /night
Read More
A "Close to All" Oak Bluffs Oasis! Oak Bluffs, Massachusetts

A "Close to All" Oak Bluffs Oasis!

Located in Oak Bluffs, Massachusetts, United States. A "Close to All" Oak Bluffs Oasis! Nestled at the end of a cul-de-sac, this home is the ideal spot for a peaceful island retreat. It sits on over a1/2 acre of land, bordered by foliage, with streaming light through every window. The home features three bedrooms with two full bathrooms and a powder room. It comfortably sleeps 6-10 guests. With a private driveway, 2-3 cars may be kept on the property with a Tesla car charging station included. While this home has an 'out of the way' feel, it's close to the island's most popular attractions. The home is equidistant (approximate10 minute drive) from Circuit Avenue in Oak Bluffs, Main Street in Vineyard Haven, and Water Street in Edgartown for shopping and fine food locations.

🛏 3 beds · 👥 10 guests
$742 /night
Read More
Waterfront Brand New Home With Pool West Tisbury, Massachusetts

Waterfront Brand New Home With Pool

Located in West Tisbury, Massachusetts, United States. Waterfront Brand New Home With Pool Brand new secluded waterfront getaway on the south shore with water views and ocean access. This 5.5-acre property enjoys over 500 feet of frontage on the crystal waters of one of Martha’s Vineyard most desirable ponds. The 4-bedroom / 3.5 bathroom home was just completed and offers first floor living! The exterior and pool will be finished at the end of May. The home features top of the line finishes and beautiful furnishings throughout. The open concept floor plan is filled with natural light and water views. Nearly every room has a view of the pond and / or the Atlantic Ocean. Beautiful wood work details throughout provide causal elegance. The heated pool will be surrounded in lush gardens. Come enjoy Island living!

🛏 4 beds · 👥 8 guests
$1,473 /night
Read More
Light and airy modern holiday cottage with access to private beach Chilmark, Massachusetts

Light and airy modern holiday cottage with access to private beach

Located in Chilmark, Massachusetts, United States. Light and airy modern holiday cottage with access to private beach Beautiful, open holiday cottage that offers a secluded and affordable base for a wonderful Martha's Vineyard holiday. Designed by a leading island archiitect, this pagoda-like building features a large central open-plan room with kitchen, dining and sitting areas. The high ceiling, clean lines and large sliding glass doors give a great feeling of light and openness to the surrounding fields and trees. There is a patio area on both sides to allow sun-bathing at any time of day. There is a double bedroom with good storage and two further interconnecting children's rooms, each with two bunk beds. There is a mini-split unit in the main room that offers both air-conditioning and heating as well as wifi internet access. There is also an outdoor shower for when you come back from the beach.The house comes with a key to beautiful, sought-after private Hancock's Beach, accessible via a short car drive. The property is located of

🛏 3 beds · 👥 6 guests
$266 /night
Read More
Indian Hill / Cedar Tree Neck / Private Beach West Tisbury, Massachusetts

Indian Hill / Cedar Tree Neck / Private Beach

Located in West Tisbury, Massachusetts, United States. Indian Hill / Cedar Tree Neck / Private Beach Classic Vineyard Summer House set on 3 acres, Swim at your private beach near Cedar Tree Neck (1 mile), Easy access to Sheriffs Meadow Foundation lands and Cedar Tree Neck Wildlife Sanctuary, See beautiful sunsets from the screened in porch. Shower in large private outdoor shower. Lots of dirt roads to walk and bike. Flexible on beginning and end dates of remaining available summer weeks. Keywords: Summer House

🛏 3 beds · 👥 6 guests
$326 /night
Read More
West Tisbury Wooded Summer Retreat West Tisbury, Massachusetts

West Tisbury Wooded Summer Retreat

Located in West Tisbury, Massachusetts, United States. West Tisbury Wooded Summer Retreat Charming Cape nestled in amongst mature trees, maintained lawn and native plantings on 2 secluded acres at the end of a cul de sac.Private setting yet central and convenient mid-island location abutting miles of hiking trails and bike paths. Beach Sticker allows access to Lambert's Cove Beach and West Tisbury village is just minutes away.Great family home to enjoy an open floor plan with a fully renovated and equipped kitchen, comfortable dinning table for 6 and large sectional sofa to sit back and enjoy the AV equipment with surround sound in the living room. There is also a half bath recently renovated.Bedrooms and 1 Full bath are located on the second floor.Outside you will find an enclosed private shower, the patio for grilling or relaxing at the teak table under the shade of the oak tree. or you can choose to lay back in the hammock and enjoy the natural surroundings.

🛏 3 beds · 👥 6 guests
$342 /night
Read More
Access Road to Long Point, Best Island Beach! West Tisbury, Massachusetts

Access Road to Long Point, Best Island Beach!

Located in West Tisbury, Massachusetts, United States. Access Road to Long Point, Best Island Beach! This is a contemporary house, located on over 1 1/2 wooded acres with access to Long Point Beach, considered one of the best beaches on the Island. Central location- short trip to Oak Bluffs, Vineyard Haven, Edgartown, Chilmark. Sit back, relax and enjoy your stay on Martha's Vineyard! Reservations can be flexible to accommodate ferry availability

🛏 3 beds · 👥 6 guests
$362 /night
Read More
Spacious Beach House with Spectacular Ocean Views and Private Beach Access Ipswich, Wisconsin

Spacious Beach House with Spectacular Ocean Views and Private Beach Access

Located in Ipswich, Wisconsin, United States. Spacious Beach House with Spectacular Ocean Views and Private Beach Access The cottage name is "High Tide" and is truly a hidden gem! It's located on a small island/peninsula called Little Neck in Ipswich MA that not many know about. Little Neck is a gated, private community where you can step back in time, relax, enjoy family time or begin a new adventure. It's a Seasonal property and only rented May - October. Off season May, September and October there is a one week minimum rental. Peak season June, July and August there is typically a two week minimum rental. The 100 year old cottage has been updated with all the modern amenities to make it easier to relax and enjoy the spectacular views but has kept its historical charm and roots. It boasts water, beach and sand dune views from every room, the beach is about 100 yards away, includes access to kayaks, a private community dock and two kids playgrounds. High Tide sits on a small hill overlooking the water with spectacular views

🛏 4 beds · 👥 8 guests
$371 /night
Read More
Charming and newly-renovated 1850's house in quiet residential neighborhood Oswego, Montana

Charming and newly-renovated 1850's house in quiet residential neighborhood

Located in Oswego, Montana, United States. Charming and newly-renovated 1850's house in quiet residential neighborhood This 1850's house has an open-floor plan downstairs, with a dining area adjacent to the kitchen. It has access to a deck with gas grill and outdoor dining table. The upstairs has two bedrooms with 1 queen bed and 1 full bed, and a light and airy upstairs sitting area The downstairs has a 1/2 bath, and the upstairs has a full bath (shower only). This house was recently renovated.

🛏 2 beds · 👥 4 guests
$89 /night
Read More
Spacious House with PARKING & Ideal for Long Stays Oswego, Montana

Spacious House with PARKING & Ideal for Long Stays

Located in Oswego, Montana, United States. Spacious House with PARKING & Ideal for Long Stays This is a 1600 square foot 3 bedroom older house that has been updated to provide a comfortable place to stay. This home comes equipped with everything you need - from furnishings to linens to silverware for fraction of what the local hotels are charging. We do not charge a cleaning fee and never will. We just ask that you clean up after yourselves and don't fret if you find a dust bunny under a couch.The house includes many photos from my trips around the world. Furniture that has been painted with funky designs. More improvements being done every week! New update: AC on the main floor and a window unit in each bedroom!1 mile to the Oswego Speedway and a few blocks from prime salmon fishing. Centrally located in Oswego and a few blocks to 481 to get on the highway to head to Syracuse. One of the few listings locally that will allow 6 people to stay!Netflix and other streaming apps available. Washer and dryer available as well.

🛏 3 beds · 👥 6 guests
$77 /night
Read More
Spacious Retreat. Close to beach & bike trails.  AC, deck & outdoor shower

West Tisbury, Massachusetts

Spacious Retreat. Close to beach & bike trails. AC, deck & outdoor shower

🛏 4 bed · 👥 8 guests

Located in West Tisbury, Massachusetts, United States. Spacious Retreat. Close to beach & bike trails. AC, deck & outdoor shower Peaceful, spacious wooded setting. Perfect for relaxing. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Adjacent to the indoor/outdoor dining area is the beautifully renovated kitchen with stainless steel appliances and ample cooking amenities. Open the sliding glass doors onto the furnished deck. Off the open concept living/dining room is a large Master bedroom and private bath. The master also has sliding glass doors which lead out to a nice deck with table and chairs. Also downstairs is a cozy bedroom with a trundle bed and a half bath. Upstairs is a landing overlooking the downstairs that runs between two more bedrooms each with their own sliding glass doors and second story deck space; one has a trundle and the other has a King size

$346

/ night

Read More
Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi

Chilmark, Massachusetts

Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi

🛏 4 bed · 👥 10 guests

Located in Chilmark, Massachusetts, United States. Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi One of the most spectacular oceanfront rentals available on the exclusive Island of Marthas Vineyard. This unique residence is situated on the Chilmark bluff overlooking Lucy Vincent Beach and the Atlantic Ocean, with over 440 feet of private beach. The complex is crafted from the finest materials and consists of 4 bedroom, 4 baths. There are 2 master suites with king beds and private baths. The property consists of 3 separate houses all connected by a large deck. The three houses are as follows: Kitchen house, Master house, and the Bunk house. The Kitchen house has a large living room, indoor dining table for 8, and a fully equipped kitchen with a large walk in pantry. The Master house contains a king bed, large sliding glass doors for beautiful morning views, walk in closet, beautiful bathroom with two sinks, indoor and outdoor shower, and a tub. The Bunk house contains two guest rooms, one with just a qu

$5,039

/ night

Read More
Charming Chilmark beach house with private Abel's Hill beach access

Chilmark, Massachusetts

Charming Chilmark beach house with private Abel's Hill beach access

🛏 5 bed · 👥 10 guests

Located in Chilmark, Massachusetts, United States. Charming Chilmark beach house with private Abel's Hill beach access Lovely house at the top of Abel's Hill with access to private Abels' Hill Beach a half mile away. The house is wonderful for families with 5 bedrooms, three and half baths, two outdoor showers, well appointed kitchen, fire pit and lots of toys including boogie boards, kayaks, etc. There is an eigthy five foot deck with a seating area, dinig table for 12 and chaises overlooking a meadow. Our property also abuts the Sherrif's Meadow trail system. Newly installed A/C

$496

/ night

Read More
Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath

Chilmark, Massachusetts

Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath

🛏 4 bed · 👥 8 guests

Located in Chilmark, Massachusetts, United States. Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath *PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR ANY STAYS LESS THAN 7 NIGHTS, THE NIGHTLY PRICE WILL INCREASE. PLEASE SEND THE PROPERTY MANAGER THE NUMBER OF NIGHTS YOU WOULD LIKE TO STAY AND THE NUMBER OF GUESTS, AND WE WILL SEND YOU AN UPDATED PRICE.This recently renovated & tastefully decorated modern home has beautiful views of the Atlantic ocean. Located on a private road in Chilmark, you will get to experience Martha's Vineyard in the best way possible. With private beach access just a short kayak ride across the pond, you and your friends or family will have a vacation that will not be forgotten. Kayaks are provided for your convenience.The home has 4 bedrooms and 3 bathrooms, and a fantastic TV/Movie room in the basement. All bed linens and towels are provided. The kitchen is stocked with state of the art equipment, and everything you need to co

$4,184

/ night

Read More
Contemporary Home with Heated Pool!

West Tisbury, Massachusetts

Contemporary Home with Heated Pool!

🛏 3 bed · 👥 7 guests

Located in West Tisbury, Massachusetts, United States. Contemporary Home with Heated Pool! Exquisitely designed new contemporary coastal home, set on a private freshwater pond that connects to a south shore barrier beach.The open floor plan takes full advantage of this spectacular property, surrounded by hundreds of acres of conservation land. Breathtaking sunrise and sunset views await you.The spacious common rooms are perfect for entertaining with a professionally equipped kitchen. Huge sliding glass doors open to a deck overlooking the pond on one side and the screened porch on the other, which overlooks the heated pool. The terrace is equipped with a stone cooking station which includes a gas grill and green egg oven.The primary suite consists of a study with fireplace, spacious bath with private outdoor shower and king-sized bedroom. The guest rooms are at the opposite end of the house to allow everyone’s privacy. The first guest room consists of a queen-size bed and full bath. The second guest room has 3 twin beds and an adjacent ful

$2,777

/ night

Read More
Updated Contemporary Home Near Long Point Beach

West Tisbury, Massachusetts

Updated Contemporary Home Near Long Point Beach

🛏 4 bed · 👥 10 guests

Located in West Tisbury, Massachusetts, United States. Updated Contemporary Home Near Long Point Beach Contemporary 4 bedroom, 3 bathroom home that has been imbued with a unique sense of style by owners with a great eye for design. The house has recently been remodeled and now includes an expanded living area, new 3-season room, and master en suite. Open living spaces with vaulted ceilings and great lighting from south-facing windows and sliders that lead out to a large deck. First floor has newly added master suite with queen-sized bed and full bath with separate shower and bath and french doors leading to bluestone patio. A second bedroom. full bath, and open kitchen, dining, and living area, with 3-season room. Second floor has nicely sized full bath with two more bright bedrooms with vaulted ceilings. One of the second floor bedrooms contains two sets of bunk beds and the other bedroom has a queen bed. All of this is situated on a 2-acre, wooded, secluded lot at end of a quiet dead-end street. Private yard with large deck and outdoor

$802

/ night

Read More
West Tisbury home Walk to Beach and Pond

West Tisbury, Massachusetts

West Tisbury home Walk to Beach and Pond

🛏 4 bed · 👥 8 guests

Located in West Tisbury, Massachusetts, United States. West Tisbury home Walk to Beach and Pond Come relax in this family-friendly island home tucked away in a quiet neighborhood. Just a mile to one of the most breath-taking beaches. Car and walk-on passes to this permit-only beach are included. Take a short walk and take a dip in the fresh water of Ice House Pond - a local favorite. At home, lounge on the back deck listening to the songbirds. Grill your fresh catch, and roast s'mores in the fire pit. Centrally located, away from the bustle of town but with the convenience of stores only a few minutes away. Check out the many Land Bank trails for a nature walk or bring your kayaks and paddle boards to nearby Tashmoo or Seth’s Pond. You’ll find plenty to explore close by and plenty of fun games at home for family fun!

$741

/ night

Read More
Private 14 Acre Waterfront Home

West Tisbury, Massachusetts

Private 14 Acre Waterfront Home

🛏 4 bed · 👥 8 guests

Located in West Tisbury, Massachusetts, United States. Private 14 Acre Waterfront Home Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Set on 14 private landscaped acres. View gorgeous evening sunsets on your secluded private 350ft beach. Enjoy summer star-studded skies from your patio or through skylights in each bedroom. Open living dining area. Small but functional galley kitchen. The glassed-in breezeway offers comfortable wicker furniture to relax in while reading and looking at the gardens. The cottage, attached to the breezeway, is a family great room area with smart TV, Internet access, and a bathroom with Jacuzzi tub and steam generator glass shower.A boardwalk leads you to a hot tub with a table surround to use for lunch. Nearby is a hot/cold shower. Follow the boardwalk to a furnished deck at the bluff's edge to enjoy intimate meals while overlooking the ocean. Extensive landscaped grounds for vol

$1,442

/ night

Read More
Beautiful Chilmark - Blueberry Ridge - August!

Chilmark, Massachusetts

Beautiful Chilmark - Blueberry Ridge - August!

🛏 2 bed · 👥 4 guests

Located in Chilmark, Massachusetts, United States. Beautiful Chilmark - Blueberry Ridge - August! This property is available August 5-19, 2023. Located just off North Road in Chilmark, this Blueberry Ridge guest house features 2 bedrooms, one bath, air conditioning and passes to Chilmark's famous Lucy Vincent and Squibnocket beaches.

$494

/ night

Read More
"Over South", Family farm house in Chilmark

Chilmark, Massachusetts

"Over South", Family farm house in Chilmark

🛏 4 bed · 👥 8 guests

Located in Chilmark, Massachusetts, United States. "Over South", Family farm house in Chilmark Situated on the quiet end of the Island, yet only a 20 minute drive from Vineyard Haven, this rustic, authentic Chilmark farm house boasts four bedrooms, two baths, and an outdoor shower. Two bedrooms downstairs,one Queen and one Twin and two upstairs, One twin and one single, a large kitchen/dining room, and spacious comfortable TV room with cable.Large deck on two sides with BBQ. The house is approximately 1500 square feet and sits on a 1/2 acre plot with plenty of parking. Included in the rental are all the amenities of home, dishwasher, washer/dryer, BBQ. All linen needed including towels and beach towels. The house also has lots of board games, movies and books to help you relax on your vacation.The front and back yards are large enough to accommodate a boat trailer with a 360 degree drive. The house is just off State Road, so no dirt roads to navigate. One mile south from Chilmark village and Chilmark Chocolates. Rental of house entit

$323

/ night

Read More
GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C

West Tisbury, Massachusetts

GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C

🛏 3 bed · 👥 6 guests

Located in West Tisbury, Massachusetts, United States. GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C ***IMPORTANT--PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you will find 'CONTACT HOST" on the bottom of the listing on the mobile app and on the full website "CONTACT HOST' will be located just under where it says request to book ) THEN SEND MESSAGE ) ******* ** PETS WELCOME!*** Beautiful home with AIR CONDITIONING, built in 2000.Large yard, with gardens. Spacious back deck. French doors from the kitchen/living room open to a spacious screened porch dining area. Great for entertaining! The eat-in kitchen has a bar to eat at and a dining table, stainless steel appliances, dishwasher. Gorgeous hardwood floors throughout. The floor plan is open: kitchen, living room & dining room with French doors that lead you to either the back deck or screened dining porch. There is also a second living room.The huge primary bedroom has a king bed, a couch,

$266

/ night

Read More
Charming Lambert's Cove Home Close to Beach & Ie House Pond

West Tisbury, Massachusetts

Charming Lambert's Cove Home Close to Beach & Ie House Pond

🛏 3 bed · 👥 6 guests

Located in West Tisbury, Massachusetts, United States. Charming Lambert's Cove Home Close to Beach & Ie House Pond Charming Lambert’s Cove home with three bedrooms, two baths, outdoor shower, and a greenhouse. Tucked away on 2.1 private wooded acres with landscaped gardens and a stone wall backing on a forested conservation area. All-new (2024) kitchen and bathrooms, central AC, two cable TV’s, washer/dryer, outdoor gas grill, season pass to nearby Lambert’s Cove Beach, and Ice House Pond a 10-minute walk. Enormous screened porch, deck, library/office, free WiFi, and home gym (treadmill & weights)/TV room.

$285

/ night

Read More
5 BR, Private Beach, Pickleball, Idyllic Wildlife Sanctuary Nearby

West Tisbury, Massachusetts

5 BR, Private Beach, Pickleball, Idyllic Wildlife Sanctuary Nearby

🛏 5 bed · 👥 8 guests

Located in West Tisbury, Massachusetts, United States. 5 BR, Private Beach, Pickleball, Idyllic Wildlife Sanctuary Nearby • 5 bedrooms, 3.5 baths• queen en suite main floor, 1 antique 3/4, 3 twins upstairs, 2 twins main floor w/ privacy screen, detached queen en suite, sleeps up to 8 people• 3/4 mile walking distance to private assoc. beach & trail entrance• a/c mini splits in kitchen, LR, gallery bedroom; window units in all other rooms• outdoor shower • professionally cleaned• tenant/caretaker lives on the property in a separate building• Lambert's Cove permit available for purchase Our serene spot offers an unparalleled experience with a private association beach and direct access to the breathtaking Cedar Tree Neck Sanctuary, boasting 300 acres of pristine beaches and scenic hiking trails. Enjoy the expansive lawns and garden, complete with a pickleball court. Unwind on the back patio with a gas grill, perfect for outdoor dining. Our fully equipped kitchen is ready for preparing family meals. If you're seeking peace and quiet, you've f

$411

/ night

Read More
Lambert's Cove, Custom Contemporary

West Tisbury, Massachusetts

Lambert's Cove, Custom Contemporary

🛏 4 bed · 👥 8 guests

Located in West Tisbury, Massachusetts, United States. Lambert's Cove, Custom Contemporary It's just a short walk to beautiful Lambert's Cove beach from this lovely 4 bedroom, 2 bath custom contemporary. The house is in 'like-new' condition. We recently finished a complete renovation including new decks, central air conditioning, windows, siding, carpeting, complete interior painting, plumbing and electrical upgrades. This year we completed renovations of the two bathrooms, seeded a new lawn and continued landscaping.The open, airy layout with large decks on three levels provide plenty of room for outdoor summer living. On the first level there are three bedrooms and the laundry facility. One bedroom has a queen bed. Another has two twin beds and the third has two bunk beds. The bedroom with twin beds and the bedroom with the bunk beds open directly onto the first level deck. The second level has the living and dining area and the kitchen. The living area opens on to a large deck with gas grill. Another bedroom (with a queen bed) with

$272

/ night

Read More
Nestled in the woods w/ outdoor shower, firepit, streamside trail, Vincent Beach

Chilmark, Massachusetts

Nestled in the woods w/ outdoor shower, firepit, streamside trail, Vincent Beach

🛏 3 bed · 👥 6 guests

Located in Chilmark, Massachusetts, United States. Nestled in the woods w/ outdoor shower, firepit, streamside trail, Vincent Beach The Crossroads Salt Box, built in 2020, combines Up Island charm with modern amenities. Explore the woods on our walking trails, enjoy our huge outdoor shower, relax in the hammock and enjoy a fire in the fire pit or indoors in the living room stove. Post and beam cathedral ceilings (even in the screened in porch!) and hardwood floors will delight you. Renting includes access to Lucy Vincent Beach.

$190

/ night

Read More
A "Close to All" Oak Bluffs Oasis!

Oak Bluffs, Massachusetts

A "Close to All" Oak Bluffs Oasis!

🛏 3 bed · 👥 10 guests

Located in Oak Bluffs, Massachusetts, United States. A "Close to All" Oak Bluffs Oasis! Nestled at the end of a cul-de-sac, this home is the ideal spot for a peaceful island retreat. It sits on over a1/2 acre of land, bordered by foliage, with streaming light through every window. The home features three bedrooms with two full bathrooms and a powder room. It comfortably sleeps 6-10 guests. With a private driveway, 2-3 cars may be kept on the property with a Tesla car charging station included. While this home has an 'out of the way' feel, it's close to the island's most popular attractions. The home is equidistant (approximate10 minute drive) from Circuit Avenue in Oak Bluffs, Main Street in Vineyard Haven, and Water Street in Edgartown for shopping and fine food locations.

$742

/ night

Read More
Waterfront Brand New Home With Pool

West Tisbury, Massachusetts

Waterfront Brand New Home With Pool

🛏 4 bed · 👥 8 guests

Located in West Tisbury, Massachusetts, United States. Waterfront Brand New Home With Pool Brand new secluded waterfront getaway on the south shore with water views and ocean access. This 5.5-acre property enjoys over 500 feet of frontage on the crystal waters of one of Martha’s Vineyard most desirable ponds. The 4-bedroom / 3.5 bathroom home was just completed and offers first floor living! The exterior and pool will be finished at the end of May. The home features top of the line finishes and beautiful furnishings throughout. The open concept floor plan is filled with natural light and water views. Nearly every room has a view of the pond and / or the Atlantic Ocean. Beautiful wood work details throughout provide causal elegance. The heated pool will be surrounded in lush gardens. Come enjoy Island living!

$1,473

/ night

Read More
Light and airy modern holiday cottage with access to private beach

Chilmark, Massachusetts

Light and airy modern holiday cottage with access to private beach

🛏 3 bed · 👥 6 guests

Located in Chilmark, Massachusetts, United States. Light and airy modern holiday cottage with access to private beach Beautiful, open holiday cottage that offers a secluded and affordable base for a wonderful Martha's Vineyard holiday. Designed by a leading island archiitect, this pagoda-like building features a large central open-plan room with kitchen, dining and sitting areas. The high ceiling, clean lines and large sliding glass doors give a great feeling of light and openness to the surrounding fields and trees. There is a patio area on both sides to allow sun-bathing at any time of day. There is a double bedroom with good storage and two further interconnecting children's rooms, each with two bunk beds. There is a mini-split unit in the main room that offers both air-conditioning and heating as well as wifi internet access. There is also an outdoor shower for when you come back from the beach.The house comes with a key to beautiful, sought-after private Hancock's Beach, accessible via a short car drive. The property is located of

$266

/ night

Read More
Indian Hill / Cedar Tree Neck / Private Beach

West Tisbury, Massachusetts

Indian Hill / Cedar Tree Neck / Private Beach

🛏 3 bed · 👥 6 guests

Located in West Tisbury, Massachusetts, United States. Indian Hill / Cedar Tree Neck / Private Beach Classic Vineyard Summer House set on 3 acres, Swim at your private beach near Cedar Tree Neck (1 mile), Easy access to Sheriffs Meadow Foundation lands and Cedar Tree Neck Wildlife Sanctuary, See beautiful sunsets from the screened in porch. Shower in large private outdoor shower. Lots of dirt roads to walk and bike. Flexible on beginning and end dates of remaining available summer weeks. Keywords: Summer House

$326

/ night

Read More
West Tisbury Wooded Summer Retreat

West Tisbury, Massachusetts

West Tisbury Wooded Summer Retreat

🛏 3 bed · 👥 6 guests

Located in West Tisbury, Massachusetts, United States. West Tisbury Wooded Summer Retreat Charming Cape nestled in amongst mature trees, maintained lawn and native plantings on 2 secluded acres at the end of a cul de sac.Private setting yet central and convenient mid-island location abutting miles of hiking trails and bike paths. Beach Sticker allows access to Lambert's Cove Beach and West Tisbury village is just minutes away.Great family home to enjoy an open floor plan with a fully renovated and equipped kitchen, comfortable dinning table for 6 and large sectional sofa to sit back and enjoy the AV equipment with surround sound in the living room. There is also a half bath recently renovated.Bedrooms and 1 Full bath are located on the second floor.Outside you will find an enclosed private shower, the patio for grilling or relaxing at the teak table under the shade of the oak tree. or you can choose to lay back in the hammock and enjoy the natural surroundings.

$342

/ night

Read More
Access Road to Long Point, Best Island Beach!

West Tisbury, Massachusetts

Access Road to Long Point, Best Island Beach!

🛏 3 bed · 👥 6 guests

Located in West Tisbury, Massachusetts, United States. Access Road to Long Point, Best Island Beach! This is a contemporary house, located on over 1 1/2 wooded acres with access to Long Point Beach, considered one of the best beaches on the Island. Central location- short trip to Oak Bluffs, Vineyard Haven, Edgartown, Chilmark. Sit back, relax and enjoy your stay on Martha's Vineyard! Reservations can be flexible to accommodate ferry availability

$362

/ night

Read More
Spacious Beach House with Spectacular Ocean Views and Private Beach Access

Ipswich, Wisconsin

Spacious Beach House with Spectacular Ocean Views and Private Beach Access

🛏 4 bed · 👥 8 guests

Located in Ipswich, Wisconsin, United States. Spacious Beach House with Spectacular Ocean Views and Private Beach Access The cottage name is "High Tide" and is truly a hidden gem! It's located on a small island/peninsula called Little Neck in Ipswich MA that not many know about. Little Neck is a gated, private community where you can step back in time, relax, enjoy family time or begin a new adventure. It's a Seasonal property and only rented May - October. Off season May, September and October there is a one week minimum rental. Peak season June, July and August there is typically a two week minimum rental. The 100 year old cottage has been updated with all the modern amenities to make it easier to relax and enjoy the spectacular views but has kept its historical charm and roots. It boasts water, beach and sand dune views from every room, the beach is about 100 yards away, includes access to kayaks, a private community dock and two kids playgrounds. High Tide sits on a small hill overlooking the water with spectacular views

$371

/ night

Read More
Charming and newly-renovated 1850's house in quiet residential neighborhood

Oswego, Montana

Charming and newly-renovated 1850's house in quiet residential neighborhood

🛏 2 bed · 👥 4 guests

Located in Oswego, Montana, United States. Charming and newly-renovated 1850's house in quiet residential neighborhood This 1850's house has an open-floor plan downstairs, with a dining area adjacent to the kitchen. It has access to a deck with gas grill and outdoor dining table. The upstairs has two bedrooms with 1 queen bed and 1 full bed, and a light and airy upstairs sitting area The downstairs has a 1/2 bath, and the upstairs has a full bath (shower only). This house was recently renovated.

$89

/ night

Read More
Spacious House with PARKING & Ideal for Long Stays

Oswego, Montana

Spacious House with PARKING & Ideal for Long Stays

🛏 3 bed · 👥 6 guests · 🐾 Pets

Located in Oswego, Montana, United States. Spacious House with PARKING & Ideal for Long Stays This is a 1600 square foot 3 bedroom older house that has been updated to provide a comfortable place to stay. This home comes equipped with everything you need - from furnishings to linens to silverware for fraction of what the local hotels are charging. We do not charge a cleaning fee and never will. We just ask that you clean up after yourselves and don't fret if you find a dust bunny under a couch.The house includes many photos from my trips around the world. Furniture that has been painted with funky designs. More improvements being done every week! New update: AC on the main floor and a window unit in each bedroom!1 mile to the Oswego Speedway and a few blocks from prime salmon fishing. Centrally located in Oswego and a few blocks to 481 to get on the highway to head to Syracuse. One of the few listings locally that will allow 6 people to stay!Netflix and other streaming apps available. Washer and dryer available as well.

$77

/ night

Read More

Spacious Retreat. Close to beach & bike trails. AC, deck & outdoor shower

West Tisbury, Massachusetts

$346/night

Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi

Chilmark, Massachusetts

$5,039/night

Charming Chilmark beach house with private Abel's Hill beach access

Chilmark, Massachusetts

$496/night

Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath

Chilmark, Massachusetts

$4,184/night

Contemporary Home with Heated Pool!

West Tisbury, Massachusetts

$2,777/night

Updated Contemporary Home Near Long Point Beach

West Tisbury, Massachusetts

$802/night

West Tisbury home Walk to Beach and Pond

West Tisbury, Massachusetts

$741/night

Private 14 Acre Waterfront Home

West Tisbury, Massachusetts

$1,442/night

Beautiful Chilmark - Blueberry Ridge - August!

Chilmark, Massachusetts

$494/night

"Over South", Family farm house in Chilmark

Chilmark, Massachusetts

$323/night

GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C

West Tisbury, Massachusetts

$266/night

Charming Lambert's Cove Home Close to Beach & Ie House Pond

West Tisbury, Massachusetts

$285/night

5 BR, Private Beach, Pickleball, Idyllic Wildlife Sanctuary Nearby

West Tisbury, Massachusetts

$411/night

Lambert's Cove, Custom Contemporary

West Tisbury, Massachusetts

$272/night

Nestled in the woods w/ outdoor shower, firepit, streamside trail, Vincent Beach

Chilmark, Massachusetts

$190/night

A "Close to All" Oak Bluffs Oasis!

Oak Bluffs, Massachusetts

$742/night

Waterfront Brand New Home With Pool

West Tisbury, Massachusetts

$1,473/night

Light and airy modern holiday cottage with access to private beach

Chilmark, Massachusetts

$266/night

Indian Hill / Cedar Tree Neck / Private Beach

West Tisbury, Massachusetts

$326/night

West Tisbury Wooded Summer Retreat

West Tisbury, Massachusetts

$342/night

Access Road to Long Point, Best Island Beach!

West Tisbury, Massachusetts

$362/night

Spacious Beach House with Spectacular Ocean Views and Private Beach Access

Ipswich, Wisconsin

$371/night

Charming and newly-renovated 1850's house in quiet residential neighborhood

Oswego, Montana

$89/night

Spacious House with PARKING & Ideal for Long Stays

Oswego, Montana

$77/night