Apartment vacation rentals in Oak Bluffs

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Popular amenities for Oak Bluffs apartment rentals

Weekly apartment rentals

Guest favorite
Apartment in West Falmouth
4.94 out of 5 average rating, 17 reviews

Cozy apartment-access private beach

SusanRating, 5 stars6 months ago
Stephanie was very responsive and accommodating. Her place was perfect for us, and we loved walking to the beach and biking the rail trail very nearby. Restaurants were plentiful and varied and the neighborhood was charming and very well maintained. Would definitely stay here again. Thank you Stephanie!!
Guest favorite
Apartment in Woods Hole
4.89 out of 5 average rating, 82 reviews

On Eel Pond: Woods Hole Waterfront Retreat

AndrewRating, 5 stars6 months ago
This is our favorite place to stay each year. It is a wonderful place and Elizabeth is a PERFECT host.
Superhost
Apartment in Oak Bluffs
4.81 out of 5 average rating, 187 reviews

Sunny Private studio amazing deck kayaks & kitchen

AnnaRating, 5 stars1 day ago
Great stay! Very cozy little place with everything you need. It was a little difficult to find the entrance. There were also some loud neighbors downstairs that were a little disruptive. Other than that, it was a clean and charming place! Chick is also a great host- very responsive and helpful. We were also allowed to store our luggage on the property for the day after morning checkout, which was super helpful with our plans. Great place!
Superhost
Apartment in Oak Bluffs
4.73 out of 5 average rating, 11 reviews

Inca Gardens Apt. New To Market - Lg Patio - Pets

KarenRating, 5 stars20 months ago
Enjoyable last-minute short stay. It was very accommodating for 6 women cyclists. I so wish the hot tub was up and running. It would've been perfect after our 50-mile bike ride on the island.
Top guest favorite
Apartment in Cataumet
4.92 out of 5 average rating, 52 reviews

Cape Heaven

MattRating, 5 stars3 weeks ago
Always a great place to stay. Friendly, quiet, and easy access to the surrounding area!
Superhost
Apartment in Oak Bluff
5 out of 5 average rating, 4 reviews

Lovely room with one double bed

KeyonRating, 5 stars8 months ago
Martha and her place was perfect for my needs. Martha was a pleasure to talk to. She was always available and very cool. I'll be back! Thank you Martha
Guest favorite
Apartment in Oak Bluffs
5 out of 5 average rating, 17 reviews

Apartment in Oak Bluffs

AllieRating, 5 stars7 months ago
Great sized place for our stay and exactly as the listing described. Clean and well organized. Kristen was friendly, helpful, and we felt very comfortable. Outdoor shower is a huge plus! We are looking forward to staying again!

Private apartment rentals

Apartment in Tisbury
5 out of 5 average rating, 9 reviews

Sunny Apartment - Short Walk to Shops & Dining

DarrylRating, 5 stars8 months ago
What an amazing Location! The house was very private and Quiet! I enjoyed the cool Breeze and Outside courtyard! Great place to getaway from my busy schedule for a a few days! Earlene was thoughtful and very Kind! Very nice hideaway!
Apartment in Tisbury
4.67 out of 5 average rating, 3 reviews

Private Studio Apartment Retreat in the VH Woods!

MaxRating, 5 stars9 months ago
Gregg and PD are amazing hosts, and their place is perfect in multiple ways. It is clean, beautiful, and the deck offers a great place to relax. We had everything needed to cook dinner. The location is both private and convenient. It’s walkable to Vineyard Haven and there’s a Black Dog Bakery right as you hit the main road. Regarding the noise from above someone else mentioned in their review, all we heard over our 3-night stay were dog steps — no human conversations, steps, TV, or music from upstairs. Gregg and PD are very friendly and gave us helpful tips and recommendations around the island. We would love to stay here again!
Guest favorite
Apartment in Tisbury
5 out of 5 average rating, 25 reviews

Brand New! Lovely Apartment-Vineyad Haven.

VanessaRating, 5 stars7 months ago
Great spot in Vineyard Haven area. Very clean space with just about everything you would need for your stay. Definitely a place we would stay again!
Apartment in Oak Bluffs
4.76 out of 5 average rating, 66 reviews

Clean and Cozy Oak Bluffs Hideaway

JuliaRating, 5 stars8 months ago
Cute and cozy apartment! It was very clean and had a full stocked kitchen with everything needed for cooking! The hosts were responsive and great walkable location to town!
Apartment in Aquinnah
4.7 out of 5 average rating, 23 reviews

Quiet & Serene in Aquinnah

StephanieRating, 5 stars8 months ago
Lovely stay here in this pristine part of the Vineyard. Expect shabby chic. Would definitely stay again. The location cannot be beat and the hosts were very kind and accommodating!
Apartment in Tisbury
4.79 out of 5 average rating, 14 reviews

Central 2nd-floor apartment in great location

RebeccaRating, 5 stars2 weeks ago
Enjoyed the stay here, very accessible and easy to get around. The space fit our needs perfectly for our stay. Would love to stay again or recommend to others!
Superhost
Apartment in Edgartown
4.75 out of 5 average rating, 85 reviews

Newly Renovated Apartment on Bike Path

DanielleRating, 5 stars8 months ago
Great place, totally accessible to downtown Edgartown. I even got a float trip scheduled to go fly fishing since it’s above Kismet the fly fishing shop.
Top guest favorite
Apartment in North Falmouth
4.95 out of 5 average rating, 274 reviews

Upscale suite w/ separate entrance.

TracyRating, 5 stars2 weeks ago
Carls place is clean, cozy, and has a homey feel. There is plenty of room to spread out, and it’s very convenient to Falmouth. Carl was a great host and very easy to communicate with.

Apartment rentals with a hot tub

Superhost
Apartment in Falmouth
5 out of 5 average rating, 3 reviews

Deluxe Studio- Beachside Village, Falmouth, MA!

AshlynRating, 5 stars8 months ago
Communicative hosts, beautiful location, and exceeded our expectations! Perfect getaway
Guest favorite
Apartment in Falmouth
5 out of 5 average rating, 6 reviews

1BR @ Beachside Village Resort - Falmouth, MA

RandallRating, 5 stars3 weeks ago
We stayed off season, but still plenty to do and see. We loved it!
Guest favorite
Apartment in Falmouth
4.91 out of 5 average rating, 22 reviews

Studio- Beachside Village, Falmouth MA - Cozy!

JolynRating, 5 stars4 months ago
I loved my stay at Jenny's and Ania's place! The room was clean, cozy, warm (with a fireplace that works), and had everything that we needed (including a haridryer, hangers, and full kitchenware). The property is also steps away from the beach and we managed to catch the sunrise and sunset—it was a beautiful and humbling view and experience! Sue and Christine were especially helpful during the day of our checkout; thank you for the warm hospitality! It was a safe, comfortable, and peaceful stay. I will definitely wish to return when I visit Falmouth in the future! :))
Guest favorite
Apartment in Barnstable
4.93 out of 5 average rating, 29 reviews

Studio Apartment

SarahRating, 5 stars6 months ago
Loved staying here for long weekend with my dog. Accomodations were clean, quiet, comfortable. Tina was very helpful and friendly. Location was peaceful yet close to many restaurants, walking trails, the beach. We would love to stay again!

Quick stats about apartment rentals in Oak Bluffs

  • Total rentals

    70 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    3.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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