27,207 properties available

Located in Oak Bluffs, Massachusetts, United States. Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated! This beautifully landscaped, professionally decorated 1998 contemporary offers affordable luxury. Stately French doors, eyebrow windows and cathedral ceilings make for sun-filled days. The newly renovated kitchen area has stainless steel appliances, ample counter seating, and a dining nook with banquette seating. Variable lighting and a working brick fireplace provide a warm glow during chilly evenings.The house features a built-in surround sound system, central air-conditioning, ceiling fans, hardwood floors, and a screened cedar porch that allows for outdoor dining without the bugs. The location is less than one mile from town via Circuit Avenue and is a short walk to land bank properties, tennis, basketball, and the bike path.A large parking area on a broad pebble drive is surrounded by a fenced-in yard that includes a professionally landscaped lawn with an automated sprinkler system, flowering trellis, perennial

Located in Oak Bluffs, Massachusetts, United States. Rustic circa 1870s home w/outdoor shower, 3 decks & private grill - 1 dog OK Brunswick PlainOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Listed with the local historical society, this rustic, 1870s gingerbread-inspired home is all about location location location and embracing a simpler time. Boasting two decks and a front porch, pick your favorite spot for some cozy lounging. The second-floor deck in particular is perfect for sunbathing or simply gazing at the sea of stars at night. Meanwhile, the back deck is ideal for after-beach activities thanks to the outdoor shower and gas grill. Wash the sand off from your beach expedition earlier in the day, throw something on the grill, and reflect on the day's adventures while the food sears to perfection.After enjoying your mornings at home taking in the sights and cooking breakfast, you can begin your adventures. Oak Bluffs is known as the busiest an

Located in Oak Bluffs, Massachusetts, United States. Martha’s Vineyard 15 minute walk to Oak Bluffs Beach and Town 15 minute walk to Oak Bluffs town and beach. 2 queen beds. 5 minute walk to the bus. 5 minute walk to library. 1 bedroom upstairs apartment with 750 square feet of living space. It’s above a garage (garage not accessible). 2 outside parking spaces available. Upstairs deck with grill and 4 chairs. 1 queen bed in bedroom. 1 queen pullout sofa bed in open LR/kitchen. Outside yard available to enjoy next to the shed. Our neighbor has a rooster across the street.

Located in Vineyard Haven, Massachusetts, United States. Charming Cottage Near West Chop- Vineyard Haven Charming, fully renovated cottage in quiet neighborhood. Completely and comfortably furnished to make you feel at home here on the Island. The vineyard breezes blow through the brand new windows in this open, airy floor plan. Enjoy a new kitchen with new appliances including a dishwasher and a freshly tiled bath. Additional features include refinished random-planked hardwood floors, washer and dryer, high speed internet and a new oversized outdoor shower. A wonderful backyard for barbecues. This is the perfect combination of classic Martha's Vineyard with the newest amenities. Located within a short walking distance to ferry, shops, and restaurants of downtown Vineyard Haven. Tashmoo Beach, Owen Little Beach, West Chop and Mink Meadows golf course less than a mile away.Keywords: House, Cottage, Bungalow, single Family Home

Located in Oak Bluffs, Massachusetts, United States. Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis with a private pool and outdoor kitchen that enable a relaxing and serene retreat. This picturesque home, The Felicity, has brand-new furnishings and is ideally situated on the bike path and walking distance or a short drive to Oak Bluffs village, several beaches, Farmneck Golf and Tennis Club, downtown Vineyard Haven and both ferries. The Felicity is an immaculate home with designer touches throughout and contains multiple sitting areas for families and friends to gather after a day at the heated pool or beach. The sitting areas include a large great room with a flatscreen TV for movie nights and an open concept and spacious living area. Additionally, the lower level family and game room has a flatscreen TV and a pool/ping-pong/hockey table for rainy days and late nights. And, finally, catch up

Located in Oak Bluffs, Massachusetts, United States. Cozy vineyard cottage close to downtown with outdoor living space and amentiies. 2 Decks, hot tub and close to everything. Has all new stainless appliances, wi-fi, cable, grill, about one mile walk to downtown Oak Bluffs. Directly across from bike path to run or take a quick bike ride around the island.

Located in Oak Bluffs, Massachusetts, United States. Short walk to town! Just on the outskirts of town in Oak Bluffs behind the Library is this lovely 3 Bedroom, 2.5 Bathroom home with Central AC. Close proximity to in town shops, restaurants and harbor! A large open floor plan for family and friends to gather. If you prefer to be outside, you can enjoy the rocking chairs on the covered front porch or perhaps grill and dine on the private back deck. This is a comfortable home that is just a short distance to the harbor, ferry terminal, town library and Oak Bluffs shops and restaurants. Add in an outdoor shower and wifi and you have everything you need for an enjoyable stay on Martha's Vineyard.

Located in Oak Bluffs, Massachusetts, United States. Multiple Ensuites, Central Air, Perfect Location Our home is approximate 2200sf and has 4 bedrooms including 3 bedrooms with en-suite bathrooms (all on second floor) and a first floor bedroom (not en-suite) and a first floor powder bathroom. It is 3/4 miles to Oak Bluffs Center (15 minute walk), 1.2 miles to Inkwell Beach, 1.5 miles to Farm Neck. Highlights:*Central Air*Bose smart speakers*Hotel Linens, Bath Towels and Beach Towels included*On-demand hot water heater and 3 full bathrooms means everyone can get ready at the same time*Beach toys, beach chairs, cooler and yard games included*4 used bikes available to use (good for quick bike rides to town)*Screened in porch for morning coffee and evening wine*Large outside shower with custom privacy screening and high end fixtures*Large custom made dining room table seats 10 comfortably.*Large custom made back yard picnic table seats 10 comfortably*1st Primary bedroom suite has private balcony with seating and ottomans for two.*1st Primar

Located in Oak Bluffs, Massachusetts, United States. Historic Home with Gorgeous Antiques & Mondern Conveniences The SamosetOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This classic Oak Bluffs home is filled with antiques and has views of the pier from the front porch. It's the perfect home for families wanting a relaxing getaway. This historic cottage is only five minutes away from Ink Well Beach and the Steamship Authority Dock, and is just a half mile from the Flying Horses Carousel.This stately home boasts many antiques, comfortable furniture, and Persian rugs. The expansive living room has a red velvet camel-back sofa, pink chesterfield, two striped chairs, and a striped settee. And the air conditioning (in most rooms) will keep you cool and collected during the summer. There's a six-seat dining room table nearby as well as a full kitchen with a stainless steel stove, fridge, dishwasher, and two-seat dinette set. There are four bedrooms in thi

Located in Oak Bluffs, Massachusetts, United States. Family cottage in Oak Bluffs. Close to town Bright cottage for a small family or friends getaway with a large yard for lounging and outdoor dining. One mile from downtown Oak Bluffs dining, shops and Inkwell beach. Walking and bike trail steps away.

Located in Oak Bluffs, Massachusetts, United States. Sunny Oak Bluffs cottage minutes from beach Hello! This is a bright and airy colonial-style cottage with lots of comfortable spots to spend time together, or spread out and relax. Outside there is a large grassy yard, a flagstone courtyard just off the kitchen for morning coffee or happy hour, and a deck on the opposite side of the house with a large dining table and umbrella for family meals. The sunny galley kitchen is open on both sides to the patio and living/dining area and includes a four burner range, integrated fridge, combination microwave/convection oven/air fryer (Breville), Nespresso coffee machine, drip coffee maker, toaster, electric kettle, blender/food processor, stainless pots and pans set, baking pans, cooking utensils, dining service and flatware for 8, glasses, mugs, and serving dishes. Weber gas grill (Spirit II) just outside on the patio!The main living/dining area is lined with windows and gets pretty sunlight all day long. The dining area includes a round 4

Located in Oak Bluffs, Massachusetts, United States. Perfect Family Home- Oak Bluffs, Martha's Vineyard Our wonderful family house is exactly what you're looking for to compliment your Martha's Vineyard vacation. The house's wonderful location is nestled quietly a short distance (2 miles) from downtown Oak Bluffs, the many area beaches, public golf courses, plus 2 miles from the OB and VH ferries and 10 minutes from airport. Not only does the house have 3 bedrooms, but it also has 3 full baths to match. Whether you're a family with children, or 3 couples looking to enjoy an Island vacation, this house is more than you've hoped for. We have all the "kid" stuff you need like 2 Pack n Plays, High Chairs, books & toys. There is plenty of parking, all recently updated appliances, we are sure that you'll fall in love with this house just as much as we did.

Located in Oak Bluffs, Massachusetts, United States. Heart of Oak Bluffs - A Newly Renovated Gem, 5 Minute Walk to Town! Discover the perfect blend of location and luxury in this beautifully renovated charmer, centrally situated in Oak Bluffs. Just a 5-minute walk to Circuit Ave and Sea View, this home offers unparalleled convenience and style.Step inside to a bright, open first floor featuring a state-of-the-art entertainment system with a large TV and surround sound. The highlight of this home is the incredible wrap-around enclosed terrace, ideal for relaxing, gaming, and reading.This gem boasts three stunning bedrooms, two modern bathrooms, and a formal dining area. Enjoy the newly renovated kitchen, central A/C and the outdoor deck, which provides extra space for entertaining.Fall in love with this beautifully renovated space and its prime location in the heart of Oak Bluffs.

Located in Oak Bluffs, Massachusetts, United States. Family friendly, walking distance to town, harbor, shops, restaurants, beaches Canary CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the Martha's Vineyard of yesteryear at this beautifully updated historical home, ideally located near the heart of Oak Bluffs. The ferry terminal, the Flying Horses Carousel, Oak Bluffs Town Beach - it's all within a half-mile stroll. This two-story home has stood on Brunswick Avenue since 1870, with a classic, covered front porch where you can relax in the afternoons. It's a wonderful location for walking to dinner, visiting the East Chop Lighthouse, and spending your days on Inkwell Beach or Joseph Sylvia State Beach. Begin and end each day outside on the porch, which offers plentiful space for sipping morning coffee, playing board games in the afternoons, and sharing alfresco dinners with your loved ones. The interior has been thoughtfully updated

Located in Oak Bluffs, Massachusetts, United States. Beautiful 3 bedroom 2 bath Home / Close to Town & Beach Beautiful and spacious 3 bedroom and 2 bathroom in Oak Bluffs, Martha's Vineyard. Sunny, open and airy Cape style home. Sleeps 6 people.Comfortably furnished, has air conditioning, Hi-Speed internet, cable TVs, washer, dryer and parking. Large, private back yard with deck and grill. Convenient location - short walking distance to town, playground, Gingerbread Houses, and short bike ride or drive to beach, golf course, harbor, and great fishing spots. Perfect for family vacations or romantic getaways.Please feel free to bring your own linens from home or use the convenient service of Takemmy Linens Rentals. We recommend this convenient service as this ensures you that all linens are properly laundered and ready for use upon arrival. Sheeting and pillowcases needed for: 2 Queen Bed and 2 twin beds There are bathroom rugs/mats and kitchen dish towels in the house. Each bed has a light quilt, extra blanket, mattress protector an

Located in Oak Bluffs, Massachusetts, United States. NEW KITCHEN! GREAT OAK BLUFFS LOCATION! 5 Bedroom/3 Bath/Central AC. This is one summer school you won't want to miss! Bright, airy, elegant home is perfect combination of past and present featuring great natural light, high tin ceilings and spacious rooms. Vintage detail fuses nicely with modern amenities like Central AC, 77" Smart HDTV and strong wifi signal throughout. The house is ideally located in a quiet residential neighborhood but within walking distance of the ferry. A five minute walk brings you to the waterfront and/or center of town. Stroll through the famous gingerbread cottages on your way to the boutiques and restaurants that make Oak Bluffs such a unique spot. Take full advantage of Inkwell and Jetty beaches- both only 10 minute walk from the house or jump in the car to explore all that the island has to offer. Aside from location, what makes this house truly unique is the unbeatable combination of indoor/outdoor living space. Mahogany deck, private outdoor s

Located in Oak Bluffs, Massachusetts, United States. Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park! - Magnificent front porch for rocking and peaceful island observations!- All furniture is whimsical and light to match the beach seasons and provide the comforts of home. The beds are reviewed as very comfy!- 50" Smart LED TV includes expanded cable! and DVR capabilities, WIFI and game available.- 5 spacious bedrooms with ceiling fans and extra floor fans to enhance the windows ocean breezes. 1 Full, 3 Doubles and 2 twins.- Full size washer and dryer available on the 2nd floor for ease of use and light packing.- The front of the cottage provides a crushed shell private parking area, large enough for 2 cars.- The enclosed backyard contains a large outdoor shower, blue stone patio and seating area, small floral yard and propane grill for added enjoyment.- The kitchen is fully equipped with pots/pans, dish-ware, coffee pot, microwave, blender and dishwasher. - Linens and towels are to be provided by you, but pill

Located in Oak Bluffs, Massachusetts, United States. Close to Lagoon & easy access downtown This charming, newly built home will provide the perfect getaway for your Martha's Vineyard vacation! Centrally-located, staying here will allow you to take advantage of all the wonderful activities and sights Martha's Vineyard has to offer.With a full kitchen, multiple lounging rooms, and a sun-soaked patio, you will love waking up and starting your day here. Plus, the new gas grill on the back bluestone patio will be a wonderful addition for nights when you choose to fire up the grill at home.Located in a private setting, this home is only 2 miles from downtown Oak Bluffs and is nestled within quick access to the Sailing Camp and Lagoon. Kayaks can be rented at several locations for a trip out on the water. Rain or shine, the convenient location of this home will guarantee that you can access the multitude of activities that the Island has to offer, whether it's sunny days lounging on the beaches and strolling through the quaint shops in Edgarto

Located in Vineyard Haven, Massachusetts, United States. Charming In-town Greek Revival- Captain William West House Well furnished and equipped, In-town antique home which has undergone a complete renovation yet maintains the traditional character of the home and that Vineyard 'feel'. Huge porch with multiple spaces that allows for true indoor outdoor living. Private backyard with additional seating and teak dining. First floor includes two bedrooms each with private bath including a first floor master suite with separate family room area, a well equipped kitchen and fireplaced living room. Up the original classic staircase are two more bedrooms and two full baths with a separate sitting area. Comfortable beds with plenty of pillows, down(alternative) comforters. Separate out building theater room and a two car garage with ping pong. A private landscaped yard complete this property. Walk to restaurants, shops, ferry and Owen Park beach. Catch Harbor breezes. listen to the church bells and the horn from the steamship!!History: “On 29 Apr 18

Located in Vineyard Haven, Massachusetts, United States. Peaceful Escape Beautiful Contemporary Perfect For Families Walk To Town Need a change of scenery? This charming three bedroom, two bath contemporary sleeps 8 and is conveniently located near the ferry, town center and beaches. This home features an open floor plan with cathedral ceilings, skylights, hardwood floors, a finished basement recreation room (w/ ping pong table) and air conditioning throughout. The home's amenities also include cable TV, Blu-Ray DVD player with 180+ DVD movie titles, numerous board games, wireless Internet (Wi-Fi), Bose radio, full laundry, dish washer, outdoor hammock, outdoor gas grill and a "refreshing" outdoor shower. Linens are NOT provided but the house comes with comforters/blankets/pillows/dish towels. The home has a well-equipped new kitchen (2020) a new outdoor deck (2020) off the breakfast nook and a new patio (2020).One minute walk to Tisbury town tennis court and new pickleball courts (2023). Three minute walk to Lake Tashmoo where you can enjoy

Located in Oak Bluffs, Massachusetts, United States. Walk to OB Restaurants, Shopping, Harbor & Beaches! Winter monthly rental avail. This beautiful, open concept, fully furnished home is just footsteps to Sunset Lake, harbor, beaches, entertainment, restaurants, and shops of the popular town of Oak Bluffs. 3 bedrooms (King, Queen and Full), 2 baths, all on first floor, the loft has 3 couches and large flat screen TV. The 3-season sunroom with TV and seating for 4 adds to the joy of the feeling of being outdoors. This perfectly landscaped home is located on a quiet, tree lined street, with plenty of off-street parking and large yard with fire pit. The kitchen is equipped with everything one could want or need: Coffee maker, toaster, dishwasher, trash compactor, pots and pans, place settings and utensils for 10, dining room with seating for 6, plus extension for added company. Washer/drier, linens and towels provided. Make our home yours, with FLEXABLE scheduling to ease the hassle of getting a boat with your car! Boat tickets may be avai

Located in Oak Bluffs, Massachusetts, United States. Traditional Martha's Vineyard Home w/ Porch & Yard This exquisite, shingled Colonial house with an expansive wraparound porch is synonymous with Martha's Vineyard architectural style. The 2,500-square-foot vacation rental home features 4 bedrooms, 3 bathrooms, accommodations for 9 guests, and a beautiful, lush yard space. If you're seeking a restful getaway, this home is the perfect spot for you to enjoy the rustic charms of this infamous 100-square-mile New England island. Walk to the ferry, beach, harbor, endless town attractions, and more!-- THE PROPERTY --Walking Distance to Beach, Harbor & Ferry | 2,500 Sq Ft | Free WiFiDesigned with families in mind and filled with New England charm, this colorful Martha’s Vineyard home is stocked with at-home essentials and an ideal location ensuring a seamless vacation experience full of lasting memories!Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed | Bedroom 4: 2 Queen BedsOUTDOOR SPACE: Screened porch, deck, outdoor dining,

Located in Oak Bluffs, Massachusetts, United States. Family-built Oak Bluffs property in a great location Frazier Circle, Unit 1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Lovingly built and owned by the same family since 1971, Frazier Circle offers lovely living quarters for your next family or friend getaway! The property is nestled minutes away from the Oak Bluffs ferry terminal, Town Beach, Inkwell Beach, and numerous shops and restaurants. Fun in the sun continues right at Frazier Circle as the property boasts shared access to a screened-in gazebo equipped with a hot tub. Inside, you'll have no issue getting cozy amidst the vaulted ceilings and warm wood finishes. With a gas fireplace, oversized sofa, and smart TV in the living room, this space is perfect for peaceful evenings in. Breezy cooking sessions are inevitable in the well-equipped kitchen, framed by a blue-tile backsplash. The bedrooms are lined with soft linens and ceiling fans, ens

Located in Oak Bluffs, Massachusetts, United States. Waterfront House On Oak Bluffs Harbor Rarely available, large 5 bedroom home with 2 bathrooms and an outside shower right on Oak Bluffs Harbor. Great for kids and lots of kid gear we can leave for you. Less than 5min walk to the beach and downtown. Open concept living room, sunroom, kitchen, dining room. Plenty of space, two-car garage for storing your gear, and plenty of parking.