Vacation Home Rentals By Owner In Oak Bluffs, MA

Relax and pamper yourself kin a Mid-Century Modern Split-Level home. Located on a 1/4 acre lot minutes away from town,beach, restaurants, and shops. Walk to town and beach. Public transportation right across the street. brEnclosed patio and large backyard ideal for grilling, socializing and playing for the kids. Spacious driveway and front yard. brLower level: living room, dining room and fully equipped kitchen. Upper level: Master Bedroom with King size bed and private bathroom; newly renovated, 1 bedroom with Queen size bed, 1 Bedroom with twin beds and bathroom in hallway.brWasher and Dryer, TV's in Living room, Master Bedroom and Twin Bedroom, Wi-Fi, DVD Player, Cable TV. No Pets. brNewly renovated master bathroom.brAir Conditioners in every room except basement.brSmoke and Carbon Monoxide Detectors throughout house.brYou must supply your own linens and towels. Beach Chairs and Umbrella included. Must make your own Ferry Reservations.brEnhanced Cleaning Practices before and after stay.

Peaceful Oak Bluffs home

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$580.44

This professionally designed & decorated vacation home is great for a quiet get away for one or two couples/families or for a multi-generational family vacation. Located on a quiet dirt road, you'll be away from the noise of downtown Oak Bluffs, but still only a ten minute walk from all the action! Jetty beach is also less than a mile away, so getting there by car, bike or foot is easy. There are two master suites on the second floor both offering luxurious king beds and an additional bedroom with a queen bed. Master suite 1 has a private bath while master suite 2 has a private access to a shared bath, and a home office (complete with wifi and printer/scanner) should you need to get any work done during your week away. And, if the weather should get too hot & muggy, you'll still sleep soundly with the central air conditioning! For your convenience, a full sized washer/dryer is located on the second floor. brThe first floor has an open concept design which is perfect for entertaining, with beautiful cherry hardwood floors throughout. The dining room has a large, casual custom designed table with seating for 8, the living room is generously sized, light and bright and beautifully decorated. It has a rustic beach stone fireplace with a raised hearth, in case the nights get chilly and you'd like to cozy up by the fire. The kitchen has custom cherry cabinetry, granite tops and two sinks -- plus all the cooking supplies you could ever need to whip up a quick breakfast or a gourmet dinner! There is also a lovely, small powder room and 'mud' space to leave your coats and sandy shoes. Off of the living room is a large, mahogany deck with a seating area, all under a retractable awning to keep you cool, as well as a stainless gas grill. On the patio is a handmade reclaimed redwood table and chairs (seats 12) four adirondack chairs and a fire pit, and best of all -- a wood fired pizza oven! The outdoor space is very private, comfortable and spacious. Behind the garage is a bike rack that can hold up to six bikes. And no beach house is complete without a great outdoor shower to wash off the beach sand -- and breathe in the fresh vineyard air while you get clean! We even provide beach chairs for your use on the island. brbrFor those lazy evenings, head down to the basement, get comfortable on the large sectional sofa and watch a movie on the 55 TV! There's plenty of room to spread out for the whole family! Concerned about what to do on a rainy day The basement playroom is chock full of puzzles, games, legos, arts & craft supplies -- keep those little hands busy while you relax, read a book or take a nap upstairs! Right next to the playroom is a large bunk room with three sets of bunks beds and a full bath -- the kids will have their own slice of heaven (and so will you, since it stays nice and quiet upstairs!).

Perfect Home For A Family Vacation With All The Amenities

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$475.19

Dogs Welcome w/ Fee | Beach Across Street | Postcard-Worthy SunsetsbrbrEasy island living awaits at this 3-bedroom, 1-bath Oak Bluffs home, ideally situated for families or small groups looking to soak up all the Vineyard has to offer! Set along the scenic bike path, this vacation rental is close to Vineyard Haven and Oak Bluffs ferries, downtown charm, and the laid-back energy of the town's restaurants and shops. Spend your days scalloping, exploring hidden trails, or relaxing on the beach.brbr-- THE PROPERTY --brbrC0374222210 | ROC-10312204-003 | 46-5613026brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 2 full bedsbr- Bedroom 2: 1 full bedbr- Bedroom 3: 1 full bedbrbrOUTDOOR LIVINGbr- Shared backyard w/ seatingbr- Furnished deck & patiobr- Gas grillbr- Outdoor showerbrbrINDOOR LIVINGbr- 4 Smart TVs w/ cablebr- Dining tablebr- Beach chairs & towelsbrbrKITCHENbr- Stove/oven, refrigerator, dishwasherbr- Microwave, blenderbr- Drip coffee maker (bring your own coffee)br- Cooking basicsbr- Dishware/flatwarebr- Trash bags & paper towelsbrbrGENERAL br- Free WiFibr- Washer & dryerbr- Electric A/C unit & baseboard heatingbr- Linens/towelsbrbrFAQbr- 3 exterior security cameras (facing out)br- Quiet hours (10:00 PM-8:00 AM)br- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- Single-story home, 7 steps to enterbrbrPARKINGbr- Driveway (2 vehicles)brbrADDT’L ACCOMMODATIONSbr- An additional property is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- 1 mile to Martha's Vineyard Hospital (perfect for traveling nurses)br- 1-2 miles to Oak Bluffs Harbor: restaurants, parks & ferry terminalbr- 1 mile to Flying Horses Carouselbr- 4 miles to Joseph Sylvia State Beachbr- 8 miles to Edgartown Harbor Lighthousebr- 7 miles to Martha's Vineyard Airport & 86 miles to Boston Logan Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $75 fee (+ fees & taxes, 2 dogs max) br- No events, parties, or large gatheringsbr- Please observe quiet hours from 10:00 PM to 8:00 AM br- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 7 steps to enterbr- There is another bookable vacation rental on-site with shared access to the backyard; other travelers may be present during your staybr- Your safety matters. This property features 3 exterior security cameras: 1 camera is on the porch facing out, 1 camera is on the walkway to the studio facing out, and 1 camera is in the shared backyard facing out. The cameras are outward facing and do not look into interior spaces. The cameras record video when activated by motion

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$1089.08

Best of everything: We are located on the back side of Farm Pond, which overlooks Harthaven, Nantucket Sound, and Chappaquiddick beyond. Window air-conditioners in each room. House is quiet and private, but an easy walk to playgrounds, town, beach, fishing, shopping, bowling, bike paths. OB Arts district is nearby, as is a deli/ wine store, and great soul food restaurant.brbrHead out the door to bike paths and hiking trails, or paddle to great fishing across the pond. brbrHuge wrap-around porch/deck, big yard, hammock, use of canoe/kayak (row across the pond to the beach and a great fishing spot). Four bedrooms, all with water views, great mattresses and bedding, high cathedral ceilings. Nice napping spot in downstairs double daybed cubby; basement playroom is rustic but has painted floors and walls and enclosed ceiling with a pullout queen bed and dance floor/lights. Great place for teenagers to hang out. brbrHouse is a beachy cottage with painted wood floors, beaded board walls and ceiling rafters but also has all modern conveniences: w/d, kitchen with brand new KitchenAid gas range and lots of counter space. Two full baths plus huge outdoor shower. Nice big laundry/mud room for storing stuff out of the way.brbrKeywords: House, Cottage, Beachy, Private, Near town, dog-friendly, roomy, Islandy, waterfront, near beach, playroom, office, views, fireplace, big yard, near bike paths, woods, classic Vineyard, history, cozy, year-round, well-insulated, great beds.

OB Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$1005.3

Spacious ~2,200 sq. ft. home featuring 4 bedrooms and 3.5 bathrooms. Three bedrooms on the second floor include en-suite baths, plus a first-floor bedroom and powder room.brbrConveniently located:br0.75 miles to Oak Bluffs Center (15-minute walk)br1.2 miles to Inkwell Beachbr1.5 miles to Farm Neck Golf ClubbrbrHighlights:brbrCentral air conditioningbrBose smart speakers & WiFibr65 Smart TV (living room), 50 TV (primary bedroom)brHotel-quality linens, bath & beach towels includedbrOn-demand hot water + 3 full bathsbrScreened-in porch with ceiling fansbrOutdoor shower with privacy enclosurebrGas grill, yard games, beach chairs, toys & coolerbrLarge indoor dining table (seats 10) + outdoor picnic table (seats 10)brLevel 2 EV outlet (220v; bring your own cord)brSecond-floor washer/dryerbrHardwood floors throughoutbrbrFirst FloorbrOpen-concept kitchen, dining, and living area; ideal for gathering. The kitchen features a large island, quartz countertops, and stainless appliances, with seating for 10 at the table plus 4 at the island.brbrThe living room includes a large sectional and 65 Smart TV. Also on this level:brbrQueen bedroombrPowder roombrScreened porch with rocking chairsbrPatio with grill and backyard diningbrbrSecond FloorbrThree bedrooms, all with en-suite bathrooms, plus washer/dryer and linen closet:brbrPrimary Suite 1: Queen bed, private balcony, large bath with double sinks, walk-in shower, and clawfoot tubbrPrimary Suite 2: Queen bed, private bath (shower/tub combo)brBedroom 3: Three Twin XL beds, private bath with walk-in shower (also accessible from hallway)brbrBedrooms SummarybrbrPrimary Suite 1 (2nd floor): Queen, en-suite, private balconybrPrimary Suite 2 (2nd floor): Queen, en-suitebrBedroom 3 (2nd floor): 3 Twin XLs, en-suitebrBedroom 4 (1st floor): QueenbrbrAdditional NotesbrGuests have access to the entire home except the primary bedroom closet (ample storage provided elsewhere).brbrBooking Safety: This home is only listed on VRBO/HomeAway. We do not request wire transfers or direct payments; please book through VRBO for security.

Multiple Ensuites, Central Air, Perfect Location

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$343.59

This home was updated in 2023! Beautiful detached 2 bedroom within walking distance to the center of Oak Bluffs. The exterior includes a large wrap around deck, terrific screened in porch, 2 car parking pad and a private outdoor shower. It offers a fully renovated kitchen with tiled granite counters, new flooring, gas stove/oven, stacked washer/dryer (HE detergent only!) and a small eat-in area. New full bath with a full sized bathtub and tiled tub surround. Living room with original refinished pine floors, new sofa with queen memory foam pull out, flat screen app compatible tv, dvd player with dvd's and small sitting area. The 2nd floor offers two bedrooms both having places to hang clothes per tenants feedback requests. The 1st bedroom has a vaulted ceiling, new king Casper hybrid bed, dresser, flat screen app compatible tv. The 2nd bedroom has a single bed with 2nd pull out trundle style single bed, flat screen app compatible tv and dresser. brbrRegardless of updates this is still a smaller old classic Marthas Vineyard home. It is also our home. If you want something brand new or perfect I suggest a hotel. If you want something close to town, well cared for, comfortable and a true Marthas Vineyard experience this is the place for you! We have many repeat guests who love it as much as we do. Please consider the stairs to the upper level are original and a bit steep. Also the ceiling heights in some areas are lower than new construction. I am 6'1 and have no issues (Low spots are living room 6'8 12, small bedroom and hallway 6'6 and sloped ceiling at bath sink 6'6). Also both bedrooms only have 1 window with AC units. They can be run on AC for cooling or fan to allow outside air into these rooms. brbrOak Bluffs: The Town of Oak Bluffs is a resort town on the northeast shore of the island of Martha's Vineyard, Massachusetts. Oak Bluffs is home to many historical and nationally recognized landmarks including the Flying Horses Carousel which is the nation's oldest operating platform carousel. Oak Bluffs operates the largest marina on Martha's Vineyard, which not only has the most slips, but is situated in the midst of the historic gingerbread campgrounds, and offers easy access to the rest of the Island. 'OB', as it is sometimes referred to, also is home to several beautiful public beaches, a teaming shore of wildlife, fish and shellfish, fabulous public parks, a golf course and even a microbrewery. Today, an active downtown is complete with exciting restaurants, charming inns, shops, and galleries, a variety of specialty food shops, movie theaters, and places to enjoy live entertainment and dancing. Oak Bluffs has a new fishing pier that was completed for the 2014 season and the new seawall and boardwalk from the ferry to the marina opened in 2016. There is also a bowling alley/entertainment center and a brand new walking path around Sunset Lake. Circuit Avenue improvements completed in 2024 with new wider sidewalks, park and upgrades. brbrCleaning: Our cleaners are still practicing Covid protocols and fully sterilizing the home. brbrLaundry/Linens: Linens are not provided. Each bed has a protective cover, pillow with protective cover and blanket. There are linen services that can service the property. They can deliver and pick up linens to the home if needed. There is Takemmy Linen Rental and Marthas Linen Rental. Takemmy does not have blankets so use Marthas if you also need blankets. The linens we recommend are:br(King bedroom)- A king sheet/bedroom set, blanket, two king pillows and two standard pillow cases.br(Single bedroom)- A single sheet/bedroom set, blanket and one standard pillow case plus a second single sheet/bedroom set, blanket and one standard pillow case if using the trundle bed.br(Sofa bed)- A queen sheet/bedroom set, blanket and one standard pillow case if using the sofa bed.br(Other)- Towels, wash cloths and maybe beach towels/blanket.brbrCall Jim with questions at 443-271-0926.

Updated Oak Bluffs home! Close to everything! Walk to town!

OAK BLUFFS, Massachusetts, United States

Bed

Bath

Sleeps

$1986.66

This house, built in 1865, was featured in the New York Times article on Oak Bluffs, 'The President Was Here (Grant, That Is).' The article described the unique Victorian homes on Ocean Avenue as 'the Fifth Avenue of Oak Bluffs.' Our house was featured in the article, and photographed in the New York Times online slide show. It is a unique Victorian home, wonderful for family gatherings. The location is ideal - it sits at the heart of Ocean Park, with the closest access to Circuit Avenue of any of the homes on the Park. brbrThe home has been completely renovated, including central air with two zones. Chef's kitchen with granite countertops and stainless appliances, a six burner commercial oven and a wine fridge. Bathroom sinks have marble tops. Four flat screen TVs. brbrThis house has unique charm and convenience. Walk to everything - you don't need a car. The child friendly beach is just across the road, where you can make sandcastles in the sand, or stroll along the boardwalk above the beach, and rest on a bench facing the water. Or stay at home, sit on the porch and gaze over Ocean Park with its iconic gazebo. Have your own private front seat to the concerts and fireworks in Ocean Park during the summer. brbrIt takes about 60 seconds to walk to Circuit Avenue and access the heart of Oak Bluffs: restaurants, quaint shops, art galleries, grocery store, wine and liquor store, hair salon, movies, ice cream parlors, churches, etc. Pick up the bike path from just in front of the house and ride around the island (bike rentals just a short stroll away). Visit the Flying Horses, the oldest carousel in America dating back to the 1800s, just a couple of short blocks away. Take a stroll to the harbor, and see the beautiful yachts docked there. Fly a kite in Ocean Park. brbrOn rainy days, walk just yards away to the movie house, or entertain the kids in the arcade on Circuit Avenue, a 90 second run in the rain! Or stay home and watch movies on the big TV in the living room, or play a board game of Monopoly or Scrabble. Or lose yourself in a book from our small library.brbrEntire downstairs has hard wired speaker system that you can connect to your phone or tablet, and play your own music.brbrBe sure to wake up early at least one day of your vacation to catch the breathtaking sunrise over Nantucket Sound, easily visible from the two master bedrooms!brbrFun Fact: The Emperor of Ocean Park, the New York Times best seller murder mystery, was written about this house. Read the book before you come, or on the porch while you are here, to relive this home's iconic history. We keep a couple of copies of the book in our bookcase for you to check out while you are with us.brbrKeywords: House

The Carousel House - Ocean Park - Featured in New York Times

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$1524.71

Just a stone's throw from Oak Bluffs and it's beaches, this chic 3 bedroom home provides comfort and privacy. The large bedrooms and open concept kitchen/dining/living area accommodate up to 6 people comfortably. A place for you to put your feet up, kick away your worries, and enjoy some rest and relaxation. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home.brbrThis delightful Cape Cod style residence in Oak Bluffs exudes warmth and charm through its inimitable French country, urban chic style. It has the added benefit of providing complete privacy by being situated at the end of a cul-de-sac opposite a wooded lot. brbrLIVING AREA brEntry to the house is via a large, sunny mudroom which leads into the open concept dining/kitchen/living space. Beautiful hardwood floors feature throughout the house. brEntertainment is provided in the living room by a 55’ Samsung Smart TV which streams many apps (e.g Netflix, HuluPlus, Amazon Prime) and a Blue Ray DVD player. These can be enjoyed on the comfortable couch and arm chairs surrounding the fire place. brYou can enjoy your evenings with a lot of different board games and books what we have in the house.brbrKITCHENbrThe kitchen has stainless steel appliances with all modern day amenities. There is everything you need - microwave, coffee maker, coffee grinder, blender and mixer. The dining area can accommodate 6 guests comfortably and has sliding doors to access the outdoor seating area.brbrMASTER BEDROOMbrKing size bedroom what is upstairs with a closet, a dresser and a cozy seating area. The house has a climate control with central AC.brThere is a bathroom upstairs.brbrBEDROOM #2brQueen bedroom what is upstairs with a closet, dresser and comfortable chair.brbrBEDROOM #3brBeyond the kitchen you will find a large bedroom comprising a queen bed, a quite reading nook with an armchair, and ample closet space. Next to the bedroom is a bathroom with a combined tub and shower, closet space and full laundry facilities. brbrOUTDOOR AREASbrThe back yard is extremely spacious and completely fenced in for privacy. The deck, which leads off the dining room, has a BBQ and an eating area. For your relaxation there are a number of double and single loungers dotted around the garden. There is also a hammock in which you can enjoy morning coffees, afternoon cocktails or whatever takes your fancy! Rinse off in the hot/cold outdoor shower from your beach activities. There is onsite parking for 2 cars. brbrThis is an ideal and charming vacation home with many amenities. It is close to all that Martha's Vineyard has to offer, yet it provides a welcome retreat from the hustle and bustle of the beaches and downtown Oak Bluffs which are just a couple of miles away.brThere is really no better place in which to relax and recharge your batteries so come and enjoy a slice of heaven in this home away from home.brbrWe do allow some pets which are allowed upon request.brbrPet policy: brOne pet maximum. No pets are allowed on the sofa, beds or on any of the furniture. You must bring your own dog bed as you are not allowed to use our blankets for them to sleep on. You must bring your own dog bowls. You must pick up all of your dog poop in the yard and do not let them pee in the house. Dogs must be supervised at all times and are not allowed to dig up the garden. brbrOur cleaners charge an additional 100$ pet fee. brbrAny damage to our home is your responsibility. If your dog does any damage to our home we will be going threw VRBO claims to immediately resolve the issues

**Vineyard Vacation Retreat** -3 BR

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$1945.97

GAME ROOM!!! We have converted the room in the garage as a place where our guests can go should you have a rainy day or choose a night in. We will be adding a couple arcade games. If there is room we will do a ring toss and a bar height table and chairs. brbrJust a block from the East Chop Bluffs on a sleepy side street in a quiet wooded setting. There are 2 SEPERATE LIVING ROOMS!! Central AC upstairs and down! Large bright kitchen that accesses a separate dining room, inviting screen porch with dining and sitting areas, and sunny rear deck with lots of backyard privacy. Ocean views can be found in the Turret as well as a clear view of the West Chop Lighthouse in Vineyard Haven. Upstairs are 5 bedrooms (3Q, 1F , 2T guest provide linens, towels and bath mats) and 1.5 baths, downstairs has a full bath as well as an outdoor shower. You are just steps from the Lighthouse, Bluff, and one of the most beautiful walks to downtown (~18 minutes by foot, 5 minutes by bike) one could ask for. You are a short 8 minute walk to Jetty beach, we provide beach chairs as well as a wagon. We also provide 4 Beach Cruiser bikes to tool around town!

CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$726.05

Enjoy both worlds - a peaceful atmosphere with many comfortable places to escape to read, nap or chat, near the heart of Oak Bluffs, close to a wide range of activities for all ages.brbrThe house is within easy walking distance to the village, harbor, beaches, waterfront parks and historic Victorian gingerbread cottages – but removed enough to provide quiet and light.brbrThe house has new sofas, appliances, a well equipped kitchen, and 4 social spaces - a living room, breezeway, loft + deck. brThis welcoming cottage is decorated in comfortable Vineyard style, with hand-hewn, antique and designer furnishings. brbrFerry tickets available for some dates - please inquire.brbrEven though on-site parking for five cars is available, cars are unnecessary. The house an excellent base to explore all that the island has to offer. Most Oak Bluffs attractions (Flying Horses carousel, trails, beach paths, Arts District, movie theater, restaurants, stores, tennis, basketball, beaches, Oak Bluffs Open Market and harbor) are within a fifteen minute walk; bicycles can be rented nearby; and the Island circulator stops at the Oak Bluffs Library, just a few doors away. (The library conveniently provides cultural events, computers, wi-fi and video rentals.) The house is within a 15 – 20 minute walk / 5 minute bike ride to ferries serving Hyannis, Woods Hole / Falmouth, Quonset Point RI, New Bedford and Manhattan. brbrThis is an ideal location for enjoying Oak Bluff’s traditions such as Illumination Night, the June and August Fireworks Celebrations, the Harbor Festival, Martha’s Vineyard Jazz Fest, the Wind Festival, Arts District Stroll and Portuguese Feast without worry over parking and other logistics. br

Oak Bluffs Cutie Near Beach + Town Center! Ferry tix available for some dates!

Oak Bluffs, Massachusetts, United States

Bed

Bath

8

Sleeps

$1180.83

Discover this 3-bedroom house in OAK BLUFFS. Guests will find a brilliant mix of comfort and style with a king bed, queen bed, and two twin beds or made into a king, perfect for families or groups. The two bathrooms feature a jetted bathtub and a separate shower, making relaxation easy after a day of exploring. Along with an outside shower. Enjoy the excellent climate control with heating and AC, plus thoughtful touches like a hair dryer and iron. Whether you’re unwinding indoors or planning your next adventure, this wonderful home offers a cozy retreat. Our place will help you feel at home while you're traveling in OAK BLUFFS.

Walk to town 3-bedroom Oak Bluffs- Pet friendly with jfenced in yard

OAK BLUFFS, Massachusetts, United States

Bed

Bath

6

Sleeps

$1152.9

Consider this house your home away from home while you visit Oak Bluffs. With 4 charming bedrooms including a queen bed, 2 full beds, a bunk bed, and a twin bed, this property is perfect for families or groups of friends. Enjoy the spacious living room and office spaces with additional twin beds for extra comfort. Two full bathrooms and an outdoor shower ensure multiple people can get ready at once. Fall in love with Oak Bluffs and enjoy the magic it has to offer.

Wishing Well Oak Bluffs: 4-bedroom house with WiFi, AC - Close to Beach and Town

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$642.28

Private Home and yard a block from the Lagoon in Oak Bluffs. Easy walk to quiet neighborhood beach. Brand new kitchen/bath. Covered Bluestone patio porch with bbq, Ebel Lounge Chairs/Outdoor table. Plenty of advice for exploring the island/fishing/biking/hiking/boating/dining. Outdoor shower. One mile from downtown Oak Bluffs or Vineyard Haven. AC/Wifi/TV/Laundry/pingpong room/loft above living room with additional single bed. Additional 400sf bedroom/bathroom suite with private entrance can be added to booking to make it a 3bdr/3bath house. Private quiet location with plenty of parking. One mile from Oak Bluffs or Vineyard Haven ferries. 5 miles from Airport.

2-bedroom house, Short walk to beach, with AC and WiFi in Oak Bluffs

Oak Bluffs, Massachusetts, United States

Bed

1

Bath

4

Sleeps

$2260.44

Located in a very quiet Oak Bluffs neighborhood, two miles from the Atlantic Ocean and Town Center. Get ready for a vacation house that every member of your family and friends will enjoy! This newly renovated home boasts plenty of room, 5 bedrooms, and 4.5 bathrooms situated on a private 1.2 acre parcel with a completely fenced in front and backyard. Beautiful Outdoor Shower with a private dry dressing area. Very feng shui.brbrThis home has been completely transformed with high-end finishes, and luxurious upgrades—perfect for unforgettable getaways!brbr 5 bedrooms, 4.5 baths + large outdoor showerbr Backyard stone fire pit & grill for cozy evenings outsidebr❄️ Central AC. Top floor has mini splitsbr Smart TV's & WiFi in every bedroom & living room brbrWith its prime location, luxurious amenities, and upcoming renovations, this home offers the ultimate Martha’s Vineyard experience!brbrEnjoy the backyard with the Private heated pool (May 15- September 10), hot tub and expansive bluestone patio with outdoor grill, dining tables, and gathering, lounging areas. Half basketball court in the front of the house.brbrStart a fire in the stone fire pit and create summer memories! Or if it's raining outside gather inside and play a game of Backgammon! Grill fresh fish on the masonry outdoor grill that requires no propane tanks- it gets propane from the house. brbrThe kitchen features granite counters, dishwasher, and 80 inch Hestan refrigerator. In the entry room there’s extra refrigerator/freezer & large table.brbrOur game room/fifth bedroom is every kids dream. They can enjoy the X-box One game system or Playstation 4 on a 65- inch TV. There are 3 twin beds down here plus 2 pullout sleepers. Plus half bath just outside the room.brbrPrivate tennis court just down the street! Farm Neck Golf Course across the street.brbrThere is plenty of parking at the house.brbrOther Details:brbr5 bedrooms, 4.5 bathroomsbrbr*Master Bedroom 1: King bed w/ private bath + bidetbr - attached there is a large walk-in bedroom with 2 Twin beds for overflow guests on second floorbr*Master Bedroom 2: King bed w/ private bath on top floorbr*Guest Bedroom 1: Queen bed w/ shared bath in hallway on second floorbr*Guest Bedroom 2: Queen bed w/ shared bath in hallway on second floorbr*Game room: 3 Twin beds, 2 pullout sofas, half bath, closet area on bottom floorbr*TV room: sofa with 65 inch TVbr*Living Room: Knoll Barcelona Daybed & 2 Swell chairs to relax inbr*Dining room: directly next to kitchen with large dining table for 10 & Banquette seating on 2 sidesbr*Entry room: Beautiful Mahogany doors for easy access from the driveway, New glass door leading to the backyard, large table and extra refrigerator for overflow food and drinksbr*Laundry room with new washer, dryer, and folding / hanging areabr*Expansive backyard with heated pool open 5/15 to 9/15, large bluestone patio, brand new Lynx grill, outdoor shower, multiple dining and lounging areas, fire pit, and grass areas. All fenced in!brbrAdditional Details:br*The house has 6 smart TV's. br*There is high speed wireless internet throughout the house. br*Linens and towels are supplied.br*Beach towels are available for your use.br*Kitchen is equipped with everything you need to cook and serve meals.br*Plenty of grill / BBQ tools.br*Please ask about our Stock Your Fridge service, so you can have all of your groceries ready upon arrival!brbrMartha's Vineyard is accessed via a Ferry Boat which you need to make a reservation for through The Steamship Authority if you wish to bring your own vehicle.brbrThere are many lovely shops with local clothing, arts and crafts, gifts, beach needs, ice cream & candy, and plenty more for all your shopping needs. There are incredible beaches, beautiful parks, a variety of water sports, high quality fishing and charter boats, terrific hiking and bike paths with access to bike rentals, really there is everything you could ever imagine for all of your outdoor fun! Delicious local markets and grocery stores for all of your grocery needs, fine wines, farmer markets, and pharmacies are all very close by! There are movie theaters, an arcade, and the oldest carousel in the United States: The Flying Horses!brbrIf there are any other questions please do not hesitate to ask us!

4-BR, Hot tub, Wifi, AC, Fire pit. No Pets.

Oak Bluffs, Massachusetts, United States

5

Bed

4

Bath

12

Sleeps

$4779.09

**Luxury Vineyard Retreat | Heated Pool, Hot Tub & Fire Pit | Minutes to Oak Bluffs**brbrExperience the best of Martha’s Vineyard from this stunning 5-bedroom luxury retreat located just 2.5 miles from the heart of Oak Bluffs. Perfectly designed for families and groups, this beautifully appointed home combines upscale comfort, privacy, and resort-style outdoor living for an unforgettable island escape.brbrStep inside to discover spacious, light-filled interiors, stylish coastal décor, and multiple gathering spaces ideal for entertaining or relaxing after a day exploring the Vineyard. The fully equipped gourmet kitchen flows effortlessly into open living and dining areas, creating the perfect setting for memorable meals and celebrations.brbrOutdoors, the property transforms into your own private resort. Lounge beside the **heated pool**, unwind in the ** hot tub **, or gather around the **fire pit** for evenings under the stars. The expansive yard and outdoor seating areas provide the perfect setting for summer barbecues, morning coffee, or sunset cocktails.brbrLocated just minutes from the vibrant harbor, beaches, shops, and restaurants of Oak Bluffs, this home offers the ideal balance of tranquility and convenience.brbr**Property Highlights**brbr* 4 beautifully appointed bedrooms, plus 1 for kidsbr* 2.5 miles to downtown Oak Bluffsbr* Private **heated swimming pool**br* Relaxing **hot tub** spabr* Outdoor **fire pit** and lounge areabr* Spacious yard with outdoor seatingbr* Well appointed kitchen and open living spacesbr* Perfect for families, groups, and girls Summer getaways!!brbrWhether you're exploring Martha’s Vineyard’s beaches, biking through scenic island roads, or simply enjoying the luxury amenities at home, this exceptional property offers a truly elevated Vineyard vacation experience.

5-bedroom home, 2.5 mi to Oak Bluffs town, AC, heated pool, hot tub, fire pit

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$743.93

Located in the beautiful Lagoon Heights neighborhood, you'll enjoy this lovely 3 Bedroom, 2 Bath cozy Cape Cod home with a finished basement within walking distance of Oak Bluffs Center and the Lagoon at the end of the road. The house has been renovated with a new kitchen and new bathrooms and beautifully decorated with all new furniture, etc.brbrThis desirable location includes a first-floor primary bedroom with a Queen size bed and two bedrooms with two twins each (which can be converted to King beds) on the second floor. The partially finished basement provides additional living space for the family to enjoy and a dedicated remote work space. The kitchen is the perfect space for gathering after a fun filled day at any of the beautiful beaches on Martha's Vineyard. There is a newly renovated deck off the kitchen that is just right for grilling and enjoying a cocktail.brbrThe home is centrally located within a few minutes from Farm Neck Golf Club and located right off the bike path if you wish to take a short ride into Oak Bluffs town center. The amenities include fully equipped kitchen, newly renovated bathrooms, mini-split A/C units throughout, internet, cable, washer/dryer, outdoor shower and ample off-street parking. Ready for you to enjoy everyone's HAPPY PLACE!!

COZY 3 BR/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.

Oak Bluffs, Massachusetts, United States

Bed

Bath

6

Sleeps

$1984.6

Luxury Vineyard Haven Home w/ Pool & Game RoombrbrVineyard Haven Luxury Retreat with Pool, Foosball & Central LocationbrbrWelcome to your Martha’s Vineyard escape — a beautifully updated home designed for relaxation, connection, and summer fun. With a private heated pool, spacious terrace, and lush garden, this property offers everything you need to unwind in style.brbrInside, the home has been freshly redecorated with comfort and family gatherings in mind. Enjoy a friendly foosball match, share meals around the large dining table, or lounge by the pool as the sun sets. This is a large home with 4 floors of living. There are 2 primary suites with King beds, one on the 2nd floor and one on the third floor, with it's own little deck. Also on the 2nd floor are 2 more bedrooms (2 full beds and 2 twin beds) and a shared bath. The lower level features a bedroom with 2 bunk beds, a full bathroom, a rec room with Foosball and plenty of seating.brbrLocation:brNestled along the northern edge of Manuel F. Correllus State Forest, this peaceful setting keeps you close to it all. You're just minutes from the heart of Vineyard Haven (4 mi), Oak Bluffs (4 mi), and Edgartown (5 mi)—each offering charming shops, waterfront dining, and local beaches. Spend your days exploring nearby favorites like Joseph Sylvia State Beach, Inkwell Beach, Oak Bluffs Town Beach, and Lake Tashmoo Town Beach—all within six miles.brbrWhat You’ll Love:brbrPrivate outdoor pool (heated to 83°F; open Memorial Day–Labor Day, weather permitting)brbrSpacious terrace and garden for outdoor dining and relaxingbrbrOutdoor showerbrbrFoosball tablebrbrFull kitchen with dishwasherbrbrFree WiFibrbrDriveway parking for up to six carsbrbrThis home is all about easy summer living — swim, explore, eat, repeat.

Relax & Unwind: Poolside Martha’s Vineyard Stay

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$2960.05

Quite, serene, tranquil & beautiful are words guests have used to describe this home. This newly renovated home provides a welcome retreat from those who need an escape from their every day, over the top, never stopping lives to just breathe. Located within the Farm Neck Golf Club in the town of Oak Bluffs, this home sits on approximately 2.5 acres of professionally landscaped property. Driving up the winding driveway gives only a peek of the fabulous amenities waiting to be explored on the inside, but wait..the true hidden gems of this property lives in the outdoor spaces! Spend time in the flower and veggie garden or sipping a cool libation while watching the plants grow. The two outdoor fire pits provides an elevated experience to sitting around the camp fire. Walking through the front door, guests are greeted with the most enchanting view of the 7th hole, including sand traps & water hazards, clear through to the Sengekontacket Pond. The open floor plan is perfect for allowing in ample lighting but cozy enough to create the perfect ambiance well into the evening. With a creative blending of modern & island decor, guest are able to enjoy the finest amenities in the comfort of a home. The fully equipped kitchen is sure to please the most creative chef! Complete with outdoor grill, ice maker, beverage center, stainless steel appliances, toaster, microwave, coffee/espresso maker, & frozen drink blender. Guest can enjoy their meal around the large dining table or outside in the enclosed porch. The master suite (king bed) features a large walk in closet, en suite bathroom with water closet, soaking tub & separate shower. Guest are able to enjoy breakfast in the enclosed porch attached to this suite. Complete with ceiling fans and flat screen TV its hard to imagine anything more a guest might need. The first floor also holds the other mini master suite, this room (queen bed) is complete with its own bathroom, large closet, ceiling fan, flat screen tv and work desk. The third bedroom (queen bed) & fourth (twin beds) bedrooms are located on the second floor and offer spectacular views of the grounds and Sengekontacket Pond. Also equipped with ceiling fans, private bathrooms and tv's. The beautifully decorated lower level features a fireplace, full bathroom, 2 flat screen TVs with 6 reclining chairs, with plenty of enough space to place extra sleeping cots for the unexpected guest. brbrThe property does not feature discounted stays or reduced rates.

Best Kept Secret Retreat for Adults with Water & Golf Course Views!

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$530.58

Mid-century rustic cottage charm tucked on 3 acres 1 mi to Oak Bluffs and Vineyard Haven center's. Acquired in 1950 by Lisa's grandparents, the original style of this family heirloom has been lovingly preserved. Comfortable new furniture with vintage accents, lovely linens, memory foam mattresses, lots of outdoor space and privacy, and convenient location defines this property. Walk to beach and bus stop. Direct bike path access. Open living and dining area, with separate kitchen. A covered outdoor breezeway connects bedrooms, shower room and bathroom to the main living area. There's a screen porch, outdoor porch, patio, and huge yard. Property is set back 100 yards from the road. Plenty of parking. Lots of great amenities! Memory foam and coil mattresses, nice pillows, soft cotton sheets and comforters, and soft blankets make sleeping very comfortable. Lovely thick cotton towels. Smart HDTV with Roku live TV, Netflix, HBO Max, Apple TV, Disney Plus, Hulu, Pandora, high speed wifi, outdoor gas grill, big picnic table, dishware, glassware, silverware, cutlery, cookware, lobster pot, microwave, coffee maker, blender, paper towels, dish soap, cleaning supplies, iron & ironing board, vacuum, hair dryer, toilet paper, hand soap, bath soap, shampoo, 6 beach chairs, cooler, 2 ocean kayaks, and ceiling and table fans, and efficient space heaters in each room. Most of our guests choose not to bring a car as the property is centrally located. Much within 1 mile, cabs readily available, bus stop nearby, direct bike path access from the property. Ferry reservations are required for vehicles. Other things to note: Seasonal rates apply, and some Jun to Sep weekend only stay dates may not be accepted. The property is located adjacent to the hospital. An 8 foot privacy fence tucked in the landscape separates the property. When Med Flight helicopters are called in to airlift critical emergencies the sound is very loud typically for average 2 - 3 minutes during landing and takeoff. Otherwise, the property is very quiet and relatively unaffected by its neighbor because only assisted living and doctor offices are on the side of the hospital closest to the property.

Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

Oak Bluffs, Massachusetts, United States