Condo vacation rentals in Oak Bluffs

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Top-rated condo rentals in Oak Bluffs

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Top guest favorite

A clear view of a sandy beach meets the calm ocean, with several people enjoying the shore. A stone jetty extends into the water, while a few umbrellas provide shade at the water's edge. The sky is bright with a few scattered clouds.

Condo in Oak Bluffs

5 out of 5 average rating, 24 reviews

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Enjoy one of the most desirable locations on the Vineyard!! Enjoy AMAZING sunrises & gorgeous ocean views from this lovingly kept, super clean condo. Literally across the street from town beach, adjacent to Waban Park, a few blocks to Ocean Park, Flying Horses, Steamship Authority & downtown Circuit Avenue (restaurants, shops). Bring your car (one unreserved parking spot) or walk over from the boat. Bike delivery & storage available. We hope to see you this summer in this fantastic summer condo!

Superhost

Condo in New Bedford

4.83 out of 5 average rating, 160 reviews

Modern Downtown Condo!

This is it! Treat yourself to a centrally located modern downtown condo!!!! This property is located less than a mile from a plethora of restaurants, shops, the scenic waterfront, ferries, museums, theater, hospital, and the zoo! Great for travel nurses or those visiting Cape Cod and Martha’s Vineyard! Minutes to UMass! 30 min. to Providence, RI. 30 to Cape Cod. 35 to Newport, RI. 50 min to Boston, MA. Hassle free living on the first floor. Updated keypad code access. Quiet neighborhood!

Guest favorite

A historic stone building is prominently displayed, showcasing a vibrant red entrance and outdoor seating area. Surrounding areas feature neat gardens and pavement that complement the structure. A clear sky and early light enhance the building's architectural details and inviting atmosphere.

Condo in New Bedford

4.98 out of 5 average rating, 57 reviews

Millie's-Historic New Bedford, 2BR, water views

Location. Location. Location. Located within the New Bedford Whaling National Historic Park. Millie's solid stone Taber Building, circa 1815, is a special place that is in the heart of bustling downtown. Luxury 2 story Penthouse in theHistoric New Bedford. Sleeps 5, K, Q, (twin small loft, not a bedroom). Walk to a plethora many restaurants, bars, shops, and museums. A short 5 min walk to island ferries- Martha's Vineyard, Nantucket, and Cuttyhunk. Located above Cork Wine and Tapas.

Guest favorite

A charming exterior of a two-story home is framed by a white picket fence. The light brown siding and decorative gable accentuate the inviting architecture. Lush greenery and flowering bushes are visible, complemented by a sunny blue sky.

Condo in Oak Bluffs

4.9 out of 5 average rating, 243 reviews

Stunning. Walk to Beach, Town and Harbor 113B

Walk to all Oak Bluffs has to offer. 5-10 minutes to harbor, town, beach and restaraunts. Amazing location! This three unit property offers a shared patio and deck space along with all the amenities. It is private and well appointed. 2 flat screen Televisions, wifi, appliances, tile throughout, granite counters, outdoor shower, gas grill and best of all it's all brand new. This 400 square foot unit will provide you with an excellent home base to explore Oak Bluffs and Martha's Vineyard.

Guest favorite

A screened-in porch features a glass table surrounded by comfortable seating. Natural light filters through the windows, illuminating the space. The backdrop includes lush greenery, enhancing the tranquil outdoor setting.

Condo in Tisbury

4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

This 3 bedroom (3 king) 2 1/2 baths newly renovated condo is in a private setting with screened in porch. New kitchen, gas grill on deck, outdoor shower. -Access to the Tashmoo Woods Association pool, tennis courts and play ground. -Close to West Chop beaches. -Two miles from downtown Vineyard Haven. On bus route, but best to have a car. -The primary bedroom (king bed) is downstairs and the 2 upstairs bedrooms share a bath (shower only). Minimum rental 5 days, 1 week in summer.

Guest favorite

A modern kitchen features sleek white cabinetry and a spacious countertop. Natural light fills the area through a window, highlighting a gas stove and stainless steel appliances. A small door leads outside, while a patterned rug adds warmth to the floor.

Condo in Tisbury

4.98 out of 5 average rating, 50 reviews

Short Walk into Town - Nice Comfortable Reasonable

Renovated modern ground floor unit in a two family house in Vineyard Haven. Only a short walk down the hill to the ferry terminal, and Main Street, with plenty of shops and restaurants, a supermarket, movie theatre, the famous Black Dog bakery and restaurant, the Martha's Vineyard museum, the beach and waterfront, the large Veterans Memorial park, and more. Public transportation to the other towns is easily accessible. A car is not necessary as it is with more remote locations.

Superhost

A well-equipped kitchen features oak cabinets and modern stainless steel appliances, including a gas stove and refrigerator. A wooden dining table with four chairs is positioned beside the kitchen area, with light from a nearby window illuminating the space.

Condo in Barnstable

4.55 out of 5 average rating, 66 reviews

Oceanside Cottage Apt next to Craigville beach

Experience a perfect family retreat at this charming 2-bedroom, 1-bath cottage. Craigville Beach is 200 feet away. Whenever you're not playing the sand, venture and explore any attraction, restaurant, and shop in the Cape, since we are conveniently located in mid Cape We provide all the comforts of home here, including loaded kitchen, AC, WIFI, beach chairs, gas grill, and even beach toys for kids. So just come, enjoy, and relax! It is perfect place for beach lover!

Top guest favorite

Condo in New Seabury

4.94 out of 5 average rating, 72 reviews

Summer @ Serenity By The Sea, Mashpee , MA

Enjoy our 1 br condo with the BEST view of all the condos, steps from Deans Pond! Walk to Popponesset Market Place, Popponesset Inn & Nantucket Sound. Stroll the beach, hike through conservations areas. Visit quaint shops, restaurants, antique stores! Enjoy morning coffee & evening cocktails on our private deck with that Spectacular View! Spa Rain shower bath, chef's kitchen. Egyptian Cotton Sheets!! NO: Pets-Smoking-Vaping-Parties NO Micro Fiber Sheets!

Guest favorite

A serene lake is shown, surrounded by lush greenery with trees reflecting gently on the calm water surface. The clear sky above features fluffy white clouds, and the sandy shore is visible in the foreground, providing a peaceful natural setting.

Condo in Falmouth

4.73 out of 5 average rating, 15 reviews

Condo in Falmouth MA

The Condominium is just 10 minutes from Falmouth and Falmouth Heights, where you can enjoy the road race and 4th of July fireworks. It’s a quick 20-minute drive to the ferry to Martha's Vineyard and Nantucket, and only 5 minutes to the ocean. Guests can unwind in the stand-alone game room with arcade games or relax by the fire pit, take a swim in the pool, or explore the flax pond for kayaking and fishing. Perfect for both relaxation and adventure!

Superhost

Condo in Falmouth

5 out of 5 average rating, 4 reviews

InnSeason Resorts HarborWalk Studio

Walk out the door, cross the street and catch the Island Queen ferry to Martha's Vineyard. This resort is directly across from Falmouth Harbor, at the center of it all. Just minutes from the beach, you also have easy access to fishing and boating, and it's only a short walk to shopping, dining and more on bustling Main Street. When it's time to take a break, take your beach bag to the on-site tanning deck and enjoy the lovely harbor views.

Top guest favorite

A welcoming living area features a comfortable sectional sofa and two wooden armchairs arranged around a circular coffee table. Natural light fills the space, highlighting a large area rug on the hardwood floor. A well-equipped kitchen is visible in the background.

Condo in New Seabury

4.97 out of 5 average rating, 133 reviews

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!

Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach only 5 minutes away by car or bike.

Top guest favorite

A multi-story building showcases a two-tone yellow and brick facade, featuring large windows adorned with flower boxes. The top level offers a rooftop deck, while signage can be seen prominently displayed. A black car is parked along the street, with additional buildings visible nearby.

Condo in New Bedford

4.93 out of 5 average rating, 69 reviews

Hathaway Home, Down Town Historic New Bedford.

1st floor apt in Downtown New Befords Historic Whaling National park. (Up one flight of stairs. Not ground floor). Open plan kitchen to living dinning area. walk to everything. just across the street from Whaling museum. Restaurants and shops all-around. 5 min walk to island ferries.