Condo vacation rentals in Oak Bluffs

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Popular amenities for Oak Bluffs condo rentals

Weekly condo rentals

A sandy path leads through dune grass and colorful vegetation toward a tranquil beach. Wooden fencing borders the entrance, providing a glimpse of the serene ocean beyond, where gentle waves meet the shoreline under a clear sky.
Condo in Sandwich
4.6 out of 5 average rating, 15 reviews

103 N. Shore Blvd # 3 - E. Sandwich beach condo

EllenRating, 5 stars21 months ago
We Loved the location so close to the private beach🏖️ Very relaxing and peaceful stay. The unit is equipped with everything you will need for cooking, etc. Would love to stay again. Lots of good restaurants in the area.
A row of wooden benches lines a smooth walkway along the beach, offering views of the calm blue water and clear sky. The sandy shoreline is visible in the distance, with gentle waves lapping at the edge.
Condo in Oak Bluffs
4.91 out of 5 average rating, 22 reviews

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

EmilyRating, 5 stars23 months ago
Our stay was great. Listing was as described. Walkable to many restaurants and shops. We had trouble getting the A/C units to work but may have just been us; we made do. Appreciated the free coffee amenities as well as bottle gifted to us by the host upon arrival. Right across the road from the water and a peaceful neighborhood. Overall a very nice stay.
A comfortable sleeping area is highlighted by soft lighting from two bedside lamps. A spacious bed with a neutral-toned blanket featuring seashell designs is complemented by decorative pillows. A serene beach photograph hangs above the bed, adding a coastal touch to the room.
Condo in New Seabury
4.6 out of 5 average rating, 5 reviews

2BR condo near beach & golf with deck, AC, and W/D

MichaelRating, 5 stars7 months ago
Great place to stay! Nice decorations, nice location, and very clean when we first walked through the doors. The one negative (minor) was that we couldn't find a blow dryer anywhere, but not a huge deal at all. Would definitely stay here again, and would recommend this location to anyone visiting Cape Cod!
Two lounge chairs are positioned on a pebbly shore, overlooking a calm ocean under a clear blue sky. The water reflects gentle waves, while green foliage adds a natural touch to the scene. A wooden dock extends into the water, enhancing the coastal ambiance.
Condo in New Seabury
4.92 out of 5 average rating, 13 reviews

Serene Cape Cod Escape w/ Private Ocean Overlook!

SusannaRating, 5 stars23 months ago
Cute condo right near the country club/golf course
A private balcony is visible through large glass doors, featuring two green chairs positioned for outdoor relaxation. Nearby trees provide a natural backdrop, enhancing the serene ambiance of the space.
Condo in New Seabury
4.95 out of 5 average rating, 22 reviews

Maushop Village Getaway w/ Private Beach Access!

JoRating, 5 stars8 months ago
A gorgeous home to relax and unwind in, easy walk to the private beach and are shops near by. We absolutely loved our stay in this beautiful place. The house is really well equipped and has an excellent manual explaining local spots as well as where to find everything in the house. My children enjoyed going for runs around the beautiful estate.
A scenic coastal view is presented, featuring a sandy beach gently sloping towards calm waters. The shoreline is lined with residential properties surrounded by lush greenery, with wide blue skies above and minimal clouds visible.
Condo in New Seabury
4.67 out of 5 average rating, 36 reviews

Coastal Nest at New Seabury

LindaRating, 5 stars6 months ago
Great place and location. Enough space for 4 adults and a small child in the bunk area. Short walk to the marketplace and great spot to cook in and a grill out back.
Superhost
The kitchen features modern appliances, including a gas range and microwave. Wooden cabinetry complements granite countertops, while a mosaic backsplash adds interest. Natural light floods the space through a window near the sink, and a laundry area is visible adjacent to the kitchen.
Condo in Barnstable
4.51 out of 5 average rating, 70 reviews

Oceanside Cottage Apt2 across Craigville Beach

MaryAliceRating, 5 stars7 months ago
Jim’s place was very conveniently located - walking distance to the beach. The place was clean and exactly as described. Jim was also a great host and we highly recommend this property.

Pet-friendly condo rentals

Superhost
A charming duplex building is showcased, featuring a light grey exterior with blue doors. A large star decoration is mounted above the door, surrounded by vibrant greenery and blooming hydrangeas. A sandy path leads to the entrance, creating an inviting approach.
Condo in Falmouth
4.83 out of 5 average rating, 145 reviews

A Perfect. Walk to beach, harbor and Main Street

DavidRating, 5 stars6 months ago
Great location - walkable to downtown Falmouth, many nice trails, and the farmer's market. Long walk or short drive to Woods Hole (for Pie In The Sky and WHOI). Also very close to Windfall Market for some quick and easy food. Great host - Brian was very responsive and clear with instructions. There was a kitchen item missing, and Brian brought a new replacement in a day. The space is slightly cramped - the kitchen and couch and dining table are all in 1 room, so there isn't a much space to hang out as a group.
Superhost
An open lounge area features a comfortable seating arrangement, including a white sofa and patterned armchair. A wooden coffee table sits at the center, complemented by a glass side table. The room is illuminated by track lighting, with windows providing natural light and views.
Condo in New Bedford
4.68 out of 5 average rating, 37 reviews

Crow's Nest Down Town New Bedford.

KateRating, 5 stars7 months ago
Phil's place is ideally located in New Bedford for beautiful walks along the pier and throughout the downtown historic district. Close to great restaurants and coffee shops. The crows nest offers the best views of the downtown! Phil was very helpful and responsive. Easy to get checked in and out.
An outdoor patio area is featured, furnished with a large, round table surrounded by six cushioned chairs, all under a bright red umbrella. A swing chair is positioned nearby, and a gas grill is visible in the background, complemented by lush greenery.
Condo in New Seabury
4.44 out of 5 average rating, 9 reviews

2BR dog-friendly 2-story condo with community pool

KellyRating, 5 stars6 months ago
This cute little townhouse was exactly what we were looking for for our girls getaway weekend! It was decorated very nice with seasonal accents. The check in and out process was seamless. Communication was great! I would highly recommend!
Guest favorite
Condo in Falmouth
4.88 out of 5 average rating, 123 reviews

A Spectacular. Walk to beach, town and harbor 20

KatieRating, 5 stars6 months ago
Amazing stay. Didn’t have to get an Uber once, everything was walkable. Brian communicated consistently.
Guest favorite
A welcoming entrance features a white door with glass panels, offering a glimpse into the interior. The door is flanked by a light fixture on the weathered blue shingle exterior. A wooden deck is visible, adorned with a decorative welcome mat.
Condo in West Falmouth
4.96 out of 5 average rating, 24 reviews

Lovely W Falmouth Home steps to bikeway & more!

MichaelRating, 5 stars3 months ago
We were in town to visit family and really appreciate the great location. Quite and peaceful but nearby amenities (the Market almost next door is amazing! Breakfast, lunch, dinner, groceries, goodies, they have it all.) and close to town. We had our 2 year old and 5 month old. Clean and nice space. Upstairs loft is roomy, and they have a baby gate. Nice bedroom downstairs. Ample off street parking. Two full bathrooms is a bonus! Excellent location, hope to re-visit this summer. Highly recommend!
Condo in Oak Bluffs
New place to stay

Island Inn - Two Bedroom Suite - 2A - Dog-freindly

RobRating, 5 stars3 weeks ago
Great spot, very convenient and well kept!
Condo in Oak Bluffs
New place to stay

Island Inn - One Bedroom Suite - 8C - Dog-friendly

Condo in Oak Bluffs
New place to stay

Island Inn - Residential Suite - 33G - Dog-friendl

Condo rentals with a pool

An outdoor swimming pool is surrounded by lounge chairs and umbrellas, providing a comfortable space for relaxation. Tall trees and greenery enclose the area, enhancing the tranquil atmosphere. Clear blue skies and well-maintained landscaping contribute to the inviting poolside setting.
Condo in Falmouth
4.79 out of 5 average rating, 14 reviews

Falmouth MA, Cape Cod Getaway

AileenRating, 5 stars7 months ago
Very pleasant stay! Nice value, size and layout for our family of 5 (3 young kids). 2nd floor unit, accessible via stairs. Area is quiet and secluded, but very close to everything you would want to do in and around Falmouth (drive times: ~8 mins to downtown area, 7-15 mins to nice beaches, 7-10 mins to parking/shuttle for Martha’s Vineyard ferries, ~20 mins to Woods Hole). Kitchen is well appointed—we cooked half of our week’s meals. Community pool was well maintained, has deep end down to ~8ft and shallow at 3ft, and has ample tables/umbrellas/loungers. Very friendly neighbors and very responsive/gracious hosts. Would stay again!
A private heated pool is surrounded by a concrete patio, with shade provided by a large umbrella. A dining table with several chairs is located nearby. Lush greenery and colorful flowers add a vibrant touch to the pool area, creating a relaxing outdoor space.
Condo in New Seabury
5 out of 5 average rating, 4 reviews

Capecation! 3-bedroom condo with heated pool

KarlRating, 5 stars8 months ago
We drove from Maryland up to the Cape, through lots of traffic. The host was great and responsive, suggesting great places for dinner. Our week was just amazing, wish we could have stayed longer. The pool was a perfect way to start and end the days and the bikes were a great way to explore the neighborhood. We really hope to return, just so much more we wanted to do.
A community pool is surrounded by a tan deck and green lounge chairs. The pool features clear blue water and a ladder for entry. Lush greenery provides a natural backdrop, with a few buildings visible in the distance, emphasizing a peaceful environment.
Condo in New Seabury
4.92 out of 5 average rating, 12 reviews

5 Mi to Mashpee Commons: Coastal Mashpee Condo

JenniferRating, 5 stars9 months ago
Sweet, serene place, very peaceful area.
A relaxing outdoor pool area features lounge chairs arranged along the pool's edge. The surrounding building, showcasing spacious balconies, houses multiple units. Guests enjoy sunbathing and walking nearby, with clear skies overhead enhancing the scene.
Condo in Falmouth
5 out of 5 average rating, 3 reviews

Two bedroom condo .on the water Falmouth, ma

RobertRating, 5 stars32 months ago
this is a great unit with lots of space for the family. so much to do on the cape and near by. but you can just park the car and just stay put with a beach and pool! everything went perfect
Condo in Oak Bluffs
4.92 out of 5 average rating, 13 reviews

Spectacular Martha's Vineyard Island Home!

StephenRating, 5 stars24 months ago
Thank you for your hospitality. The stay was great and you were a pleasure to deal with.
A clear swimming pool is surrounded by a white fence, with lounge chairs positioned nearby. The pool area features gentle curves and steps leading into the water, inviting relaxation and leisure in a sunny environment.
Condo in Tisbury
4.7 out of 5 average rating, 23 reviews

Heart of VH, w/ac, pool & harborview

LaurenRating, 5 stars9 months ago
Great unit! Had everything we needed for a weekend stay, close to Vineyard Haven and the ferry. Unit was clean and Matthew was very easy to communicate with! Would stay again!

Quick stats about condo rentals in Oak Bluffs

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ477 before taxes and fees

  • Total number of reviews

    640 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

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  2. United States
  3. Massachusetts
  4. Dukes County
  5. Oak Bluffs
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