Condo vacation rentals in Oak Bluffs

5 out of 5 average rating, 14 reviews

Condo in Edgartown

Walk to downtown Edgartown in a quiet neighborhood

ReneeRating, 5 stars8 months ago

This is my family's second year staying here and we plan to be back. It is walkable to downtown Edgartown, near to the supermarket, relaxing, and well-appointed. The host is super-friendly and attentive, as well as responsive. Looking forward to returning!

4.91 out of 5 average rating, 47 reviews

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

Private 3bdrm Condo Tashmoo Woods

JamikaRating, 5 stars8 months ago

What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.

Top guest favorite

4.94 out of 5 average rating, 72 reviews

Summer @ Serenity By The Sea, Mashpee , MA

GeorgeRating, 5 stars7 months ago

Our second visit. We love the place. Quiet but close to great beaches and the Popponesset Marketplace is 2 minutes walk away, with fish restaurants and small stores with necessities (including wine and beer!). A highlight of this visit was sitting on the patio in the morning and 3 times seeing an osprey dive to the pond and catch a fish.

Superhost

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.

4.71 out of 5 average rating, 14 reviews

Condo in Falmouth MA

JuanRating, 5 stars1 month ago

Patrick’s place was absolutely perfect! We made great use of the kitchen with no problem whatsoever. We really appreciated the nearby trail to get some fresh air and enjoyed being close to a grocery store for cooking meals. Highly recommend this place if you want a quiet laidback place to rest and refit!

4.96 out of 5 average rating, 24 reviews

An aerial view of West Falmouth Village showcases the tranquil waters of West Falmouth Harbor. Snow-dusted landscapes surround charming homes nestled in the trees, with the shoreline leading to a pier extending into the harbor.

Condo in West Falmouth

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!

Top guest favorite

The kitchen features modern wooden cabinetry with stainless steel appliances, including a refrigerator and oven. A granite countertop runs alongside a spacious sink, complemented by a stylish backsplash. Natural light floods the room through the window, creating a bright and functional cooking space.

4.95 out of 5 average rating, 43 reviews

Location, location! Historic Downtown Falmouth!

WalterRating, 5 stars7 months ago

Being right across from the Village Green is a super location in Falmouth. Stepping outside you see historic Green and the surrounding homes and churches--quintessential New England. Plus you walk a couple blocks to all of the restaurants on Main Street. And doing a walk or bike loop down to Surf Drive to see Vineyard Sound is very close. The condo is very comfortable--new kitchen with great appliances and with a washer and dryer that is easy to use. My favorite room was the living room with all of the charm that this historic house offers. A go-to place when visiting Falmouth.

0 of 0 items showing

What guests are saying

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

4.91 out of 5 average rating, 22 reviews23 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.

Condo in Oak Bluffs

What guests are saying

Serenity on Martha's Vineyard

4.82 out of 5 average rating, 44 reviews7 months ago

My all-time favorite place to stay in Oak Bluffs and Adrienne is a phenomenal host. A 5 minute walk to Ocean Park and Circuit Avenue. No detail is left unattended. She is both proactive and responsive and her home is beautiful. On some days I had to balance the urge to relax in the peacefulness of her home with the urge to visit the beauty of the beach. I did both. But since the unit has a balcony, I also enjoyed the beachfront views and solitude. Adrienne has made at least two important upgrades that make her already lovely home even more attractive: 1) She added a seating nook in the living room’s bay window - two leather bar height chairs and a three-tier table overlooking the beach and Seaview Avenue; and 2) she replaced the two single beds in the first bedroom with two double beds which enables her to increase occupancy. Although I was traveling solo this visit, I do plan to visit again with friends. Book it and fall in love with it!

Condo in Oak Bluffs

What guests are saying

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

4.6 out of 5 average rating, 5 reviews7 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!

Condo in New Seabury

What guests are saying

LOCATION LOCATION!! Ocean- View TOP Floor Condo

4.96 out of 5 average rating, 27 reviews7 months ago

Heather's place is beautiful! An amazing location with close proximity to the OB steamship authority station, a number of bus lines, and the beach! The view and location are unbeatable! Heather was also super responsive in terms of coordinating flexible check-in/check-out times which was very much appreciated. Overall, would definitely recommend to anyone visiting OB :)

Condo in Oak Bluffs

What guests are saying

Beautiful condo with golf course views

4.96 out of 5 average rating, 27 reviews19 months ago

Great stay at this lovely condo in Mashpee. Very spacious and airy and plenty of space for a family of four. It is in a lovely community which is very quiet. It is remote and you really do need a car even to get the restaurants on site. Karen was very helpful and very responsive. Would recommend.

Condo in New Seabury

What guests are saying

Maushop Village Getaway w/ Private Beach Access!

4.95 out of 5 average rating, 22 reviews8 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.

Condo in New Seabury

1 of 12 pages

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Oak Bluffs condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

The living area features a comfortable sofa and a blue armchair, with a wooden coffee table positioned between them. Large sliding glass doors allow natural light to fill the space, while wooden ceiling beams add character. Light-colored walls complement the cozy atmosphere.

Island Inn - Residential Suite - 37G - Oak Bluffs,

A bright living area features wooden walls and ceiling beams, with a comfortable blue sofa and a coffee table displaying magazines. Natural light floods through windows adorned with bamboo shades. The dining space, visible in the background, includes white-bar stools and a kitchenette equipped for guest use.

Island Inn - Cottage - 21E - Oak Bluffs, MA

A comfortable living area is presented, featuring a navy blue sofa adorned with decorative pillows. A white coffee table sits in front of the sofa, complemented by a light wooden desk and chair. Light pours in through sliding glass doors, leading to an outdoor space.

Island Inn - Residential Suite - 34G - Oak Bluffs,

The inviting living and dining area features wooden beams and light-colored paneling. A comfortable sofa is placed alongside a round dining table with four yellow chairs. Soft lighting is provided by a nearby lamp, enhancing the cozy atmosphere of the space.

Island Inn - Residential Suite - 39G - Oak Bluffs,

A cozy living area is enhanced by wood-beamed ceilings and large windows that invite natural light. A comfortable sofa and accent chairs are arranged around a coffee table. A sliding door opens to an outdoor space with views of greenery, creating a relaxed atmosphere.

Island Inn - Residential Suite - 28G - Oak Bluffs,

A cozy sleeping area features a spacious bed adorned with white linens. A decorative beach-themed sign is displayed on the wall. A wooden nightstand with a lamp sits beside the bed, and a flat-screen TV is mounted on the opposite wall, enhancing the room's functionality.

Island Inn - Residential Suite - 29G - Dog-friendl

The inviting living area features a cozy sofa with decorative cushions and a light-colored coffee table. A piece of artwork depicting a beach scene adorns the wall. Wooden beams and a warm-toned ceiling enhance the space, with soft lighting from lamps and a ceiling fixture.

Island Inn - Residential Suite - 30G - Oak Bluffs,

Show all

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.

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.

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.

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!

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.

RobRating, 5 stars3 weeks ago

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

Great spot, very convenient and well kept!

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

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

Island Inn - One Bedroom Suite - 15D - Dog-friendl

Island Inn - Residential Suite - 31G - Dog-friendl

Show all

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.

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.

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.

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.

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