358,603 properties available

Located in Oak Bluffs, Massachusetts, United States. BEST LOCATION * Walk to Town/Beaches * Fun and Relaxing Wonderful newly renovated, conveniently located 3 bedroom, 2 bath house with stone patio on New York Avenue (the main road connecting Oak Bluffs and Vineyard Haven). Come with or without your car because Public Transportation to ALL TOWNS is a piece of cake! Young and old can easily hop on the local bus which runs every 20 min from 6:45A to 1:30A. The bus will pick you up and drop you off DIRECTLY IN FRONT of the house when flagged! If you prefer to walk into town...no problem! Enjoy everything OAK BLUFFS has to offer within a 5-10 MIN WALKING distance – gorgeous harbor offers fine or family dining, great shopping, bars, beaches, parks, water-activities, auto/bike rentals, fishing charters, dancing, live music, band-stand concerts, ice-cream, liquor and grocery stores, the famous CAROUSEL, turn-of-the century ginger-bread cottages, and the Tabernacle! New Furnishings include:Upstairs:* 1ST BEDROOM - new queen size bed, two night

Located in Oak Bluffs, Massachusetts, United States. East Chop Beach House w/Pool Fabulous new house in East Chop completed in 2019 located in the heart of East Chop. The house is well appointed, very comfortable and a perfect spot for a Vineyard Holiday.The First Floor is an open concept design with an attached 3 season room leading to the pool, outdoor shower & bathroom.The Second Floor consists of 2 master suites each with a king size bed and a third bedroom with XL twin Bunk Beds and a full bathroom across the hall.The Third Floor will have a full bath, 1 bedroom with a queen bed and 1 bedroom with 2 twin beds.Private Patio with a 16' x 32' pool, outdoor shower and kingsley bates furniture set. The pool will be set to 81 degrees in July and August. In June & September, the pool can be heated to 81 for an additional $300.1 mile from Oak Bluffs Harbor and East Chop Beach Club.

Located in Oak Bluffs, Massachusetts, United States. Fabulous Waterfront 3-Bedroom Martha's Vineyard Cottage This quintessential Vineyard cottage was built in the 1920's, and retains most of its original charm and character. Located in the desirable East Chop neighborhood, this little cottage is known for its appearance in the Jaws movie, and affectionately referred to as "Little Jaws". Extensive renovations have been completed! This charming home features 3-bedrooms, 2-baths, a sun filled living room with vaulted ceilings and a stone fireplace, a new galley kitchen, and oversized glass doors to take advantage of the dramatic waterviews. Enjoy sunsets and dinners on the large beachfront covered porch. Ride bikes down East Chop Drive to the bustling harbor area or to the action of Circuit Avenue, or launch a kayak from your backyard. This cottage has everything you need for a perfect Vineyard vacation.

Located in Oak Bluffs, Massachusetts, United States. Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC Best of both worlds! Quietly situated among beautiful trees with few neighbors plus it is walking distance to swim and Oak Bluffs town attractions. The front porch is perfect for reading and visiting on its large, breezy, front porch. And it's only 2 houses from the ocean and scenic East Chop Drive. Take in the sights as you walk, run or bike along the cliffs to the Lighthouse. Or stroll down to swim at Jetty Beach (only 5 mins away) that’s safe for kids, and has a jetty to explore and watch the boats come and go out of the harbor. A huge plus is that it is a short walk into town! A fifteen minute walk brings you to the harbor, then to the bustling stores, restaurants, bike rental shops, and the carousel. Oak Bluffs has great ferry access to Woods Hole, Falmouth, and Hyannis. The house is quaint and like a step back in time. See the photos to get an idea! House is not fully air conditioned but has AC where i

Located in Oak Bluffs, Massachusetts, United States. New to the rental market! Air conditioned family home, 1 mile from Circuit Ave New rental! Get away from it all in this Oak Bluffs secluded family friendly home offering 4 bedrooms, 2 full bathrooms, 1 outdoor shower, & more. Relax in our ranch style home just under 1 mile from Circuit Ave. Located half way between downtown OB and Vineyard Haven - this is the perfect location for a relaxing vacation. Enjoy a family dinner in the large eat-in kitchen that opens to a back deck and stone patio or stay in for a family movie night - there's adequate space for both!Please note: 7 night minimum stay during peak season in July and August.

Located in Vineyard Haven, Massachusetts, United States. Perfectly located duplex with comfy layout & beach gear - steps from Main Street Island TimeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Walk right from the ferry terminal to the front door of this adorable Vineyard Haven duplex! Whether you want to peruse Main Street shops and restaurants, spend the day at the beach, or enjoy some family fun at Veterans Memorial Park, this convenient apartment offers an ideal central location just a short walk, bike ride, or bus stop away from all the area's best attractions. Along with modern must-haves like a full kitchen, central air-conditioning, and a private washer/dryer, this sunny space also comes stocked with an assortment of beach gear including chairs, towels, coolers, and sand toys for added convenience. Free WiFi is equipped for remote working, streaming, or web browsing.Things to KnowThere is free parking for one car.Check-in time: 4:00 pm.Check-ou

Located in Vineyard Haven, Massachusetts, United States. In-Town-WALK TO EVERYTHING! PETS WELCOME! Screened Porch, A/C, Outdoor Shower ***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 ) **** *** WALK TO TOWN, FERRY, SHOPS, RESTAURANTS, BEACH , HARBOR--EVERYWHERE!* * CLOSE TO BIKE PATH!**ONLY 3 NIGHT MINIMUM & FLEXIBLE CHECK IN DAY!!! ***PETS WELCOME-*****Charming renovated home above the Lagoon. All hardwood floors, Washer, Dryer, French doors lead from the new eat-in kitchen to the screened in porch. The screened in porch has furniture ( dining table for 4 & chaise lounger)and a grill in the yard . A/C UNITS IN EACH BEDROOM. Walk To Everything! (less than a mile away!) Great in-town Vineyard Haven location, but in a very quiet neighborhood, no traffic. Walk to shops and r

Located in Oak Bluffs, Massachusetts, United States. Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path. If you are considering bringing your pet, please note - one small dog may be considered, but we ask that you send an initial “inquiry” and tell us a little bit about him/her, as pets require homeowner's written approval and guest’s agreement to homeowners’ pet rules. An additional pet fee will apply if approved. Thanks!Also note - Vrbo may indicate there are 2 bathrooms - there are not. We have 1 full bathroom and an additional “outdoor” shower in the 3-season enclosed back porch.About our cottage: With Eastville Point Beach less than a mile away, this comfortable and charming single-family cottage is ideally situated for easy access to everything the magical island of Martha's Vineyard has to offer. The bike path and bus route are just steps away, and the cottage is conveniently located almost exactly midway between the bustling down-island town centers of Vineyard Haven and Oak Bluffs. Bring your own bikes

Located in Oak Bluffs, Massachusetts, United States. Breezy Oak Bluffs Condo - Steps to Inkwell Beach! Planning a family or couple's getaway to Martha's Vineyard? Then you'll love calling this delightful Oak Bluffs vacation rental your home-away-from-home. The quaint 2-bedroom, 2-bath condo offers beautiful beach views, cozy nautical decor, and a covered balcony perfect for socializing with a nice glass of wine. When it's time to explore the island, peruse the shops, restaurants, and lighthouses, or take a ride on the famous Flying Horses Carousel. A memorable Massachusetts vacation starts here!-- THE PROPERTY --Massachusetts Tax ID: C0155712210 | Direct Beach Access | In-Home Laundry | Walkable LocationEnjoy fine dining, local art galleries, antique shops, and more from this beachside Oak Bluffs retreat - perfect for couples and small families.Bedroom 1: Queen Bed | Bedroom 2: 2 Twin BedsOUTDOOR LIVING: Balcony, bistro dining set, 4 beach chairsINDOOR LIVING: 2 flat-screen cable TVs, DVD player, stereo, music collection, games, books, d

Located in Oak Bluffs, Massachusetts, United States. Cozy Beach Cottage Newly refurbished Cottage City Victorian beach house, built in 1870. Walk to beach, walk to town. 2 bedrooms up a narrow flight of stairs, one with a Queen size bed and one with a single (twin XL). 15 minute walk to Jetty beach or Inkwell beach. 10 minute walk to town, the harbor and the campground. Spacious yard in a very quiet neighborhood. Next door to the library. Regardless of recent updates this is a small cottage from the 19th century and also our home. It was moved from the campground to its current location at the turn of the 20th century. We have tried to retain the unique and historic gingerbread cottage feel of the property. If you are looking for something modern and posh it may not be for you.There are parking spaces for 2 cars, a small front porch and a deck in back with table and chairs for outdoor dining. There is a gas grill and a spacious front, back and side yards. There is a private outdoor shower. Indoor bathroom has a stand up shower. Gas stov

Located in Oak Bluffs, Massachusetts, United States. Nice home w outdoor patio bar , dining table, comfortable furniture See photo This home is in a quiet neighborhood - 10 minute walk to beach, Oak Bluffs center/harbor, restaurants, boarts district and shops. House ( 800 sq ft) is a nice home. Queen bedroom ( twin roll-a-way folding bed also available. )Large private patio with outdoor dining and living area, patio furniture as well as bar, outdoor sink, gas grill. Fully equipped Kitchen has stainless steel refrigerator, microwave/convection ovens, and dishwasher. Krups okpanini maker, huge lobster pot. Keurig coffeemaker and Grind & Brew coffee maker. Bedroom has 40'' flat screen TV and fine bedding . Living room has new 40” Smart TV, DVD player. All requests for weekly rentals in the Summer months ( May 1- October 1,) must be Saturday to Saturday . For WINTER WEEKLY GUESTS ,there is a gas fireplace and a gas monitor heating system In Bedroom. Soo cozy! If we get snow. It disappears sometimes too quickly ! Thank yo

Located in Oak Bluffs, Massachusetts, United States. Family-built Oak Bluffs property in a great location Frazier Circle, Unit 2 Our 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. Breezy cooking sessions are inevitable in the well-equipped kitchen, framed by a gleaming backsplash. The bedrooms are lined with soft linens and ceiling fans, ensuri

Located in Oak Bluffs, Massachusetts, United States. Sweet Little Post&Beam Very comfortable well appointed 750 sq ft home with heat and AC. Has 1 bedroom upstairs with a queen size bed and a half bath. Full bath with tub/shower on 1st floor. Great outdoor shower as well. Modern kitchen with everything you would need, charcoal grill on the patio. Owners live on the property but guests have complete privacy. The house is in excellent condition. It is 1 mile walk to the center of town, an easy bike to bike paths and on the bus route.

Located in Vineyard Haven, Massachusetts, United States. Vineyard Haven, Close to town and Lake Tashmoo Beautiful home located at the end of cul de sac in a quiet residential neighborhood. Nicely furnished interior with central air and heat, bedroom ceiling fans and hardwood floors throughout.First floor: full kitchen with bar seating for 3, dining area with seating for 6, living room, bathroom w/ shower, bedroom (queen bed).Second floor: full bath and 2 bedrooms (king bed, 2 double beds). Private shaded yard (0.3 acres) with a benched fire pit (wood included) and plenty of room for yard games. Also outdoors is a picnic table, small benched deck, gas grill and outdoor shower. Enjoy morning coffee and evenings on a furnished screened-in porch w/ ceiling fan and television.Additional amenities: Infant Pack ‘n Play/sheets, child gate, luggage racks, indoor games (adult and kids), books (adult and kids), outdoor kids games and corn hole, beach towels, beach chairs (6), beach umbrella, bodyboards.

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.