We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday villas in Oak Bluffs, MA

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 327 Rentals in Oak Bluffs
loading...
Sort by
From
€315
Per Night
4 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
17 photos Details Reviews (1) Make Enquiry
From
€138
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
8 photos Details Reviews (1) Make Enquiry
From
€236
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
11 photos Details Reviews (1) Make Enquiry
Also consider
WESTH - Cinderella Cottage, Renovated Victorian Splendor,  In-Town, 3 Minute Walk to Beach and in town areas, WiFi,  A/C
4 Bedrooms, sleeps 8
€4,175 - €5,908 / week
#857 1.4 Acre Home W/ Sunroom and Hot Tub
6 Bedrooms, sleeps 16
€3,427 - €6,066 / week
#8064 Multi-level condo overlooking Sengekontacket
3 Bedrooms, sleeps 8
€1,733 - €2,442 / week
89 East Chop Drive
7 Bedrooms, sleeps 14
€7,878 / week
From
€335
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
7 photos Details Reviews (2) Make Enquiry
From
€315
Per Night
6 Bedrooms, 2 Bathrooms, Sleeps 13
Bookings
30 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 1 October 2014
Favorite things were outdoor shower and front porch (with rocking chairs and great dining table area). Great location - walking distance to the water (which you can see from...
See all reviews
From
€169
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
Booking
40 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 21 September 2014
A great time was had by everyone! This house was exactly as described but the best part was dealing directly with the owner and knowing that they were only a phone call away if...
5 of 5 stars Reviewed 4 September 2013
I stayed in this lovely Oak Bluffs home in mid-August. It was pristine, nicely decorated and well-appointed. It's a very spacious house with plenty of room to spread out, relax or...
See all reviews
From
€177
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
17 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 27 August 2013
Stayed in this cute little house with 6 adults and 2 children. It was perfect! It is within walking distance to downtown OakBluffs. Walked there every morning and back to the...
See all reviews
From
€709
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
21 photos Details Reviews (1) Make Enquiry
1 of 5 stars Reviewed 16 October 2014
I'm writing this review because I tried at least a dozen times to contact this owner. The owner has a "book it" option where my credit card woud be immediately chargers, but she...
See all reviews
Get the List
From
€225
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
7 photos Details Make Enquiry
From
€374
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
10 photos Details Make Enquiry
From
€394
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Booking
26 photos Details Make Enquiry
From
€217
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Make Enquiry
From
€3,151
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details Make Enquiry
From
€217
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
6 photos Details Make Enquiry
From
€197
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
11 photos Details Make Enquiry
From
€236
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
13 photos Details Make Enquiry
From
€236
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
11 photos Details Make Enquiry
From
€276
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
16 photos Details Make Enquiry
From
€355
Per Night
6 Bedrooms, 3 Bathrooms, Sleeps 10
44 photos Details Make Enquiry
From
€165
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 7
Booking
7 photos Details Make Enquiry
From
€473
Per Night
5 Bedrooms, 2 Bathrooms, Sleeps 9
9 photos Details Make Enquiry
From
€473
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 16
Bookings
47 photos Details Make Enquiry
From
€1,182
Per Night
6 Bedrooms, 3 Bathrooms, Sleeps 14
34 photos Details Make Enquiry
From
€177
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details Make Enquiry
From
€197
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details Make Enquiry
From
€315
Per Night
4 Bedrooms, 1 Bathroom, Sleeps 8
Booking
11 photos Details Make Enquiry
From
€2,344
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 9
19 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 29 July 2014
Arrived a little early, was able to get keys right away. Lisa, was extremely pleasant to work with. The house was more than I could hope for, just immaculate. The layout was...
See all reviews
From
€1,418
Per Week
4 Bedrooms, Sleeps 6
19 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 3 June 2014
Not sure what was better, the fritters from Back Door Donuts in nearby OB (off Kennebec Street) or the refreshing breezes right off the lagoon?! Gold stars all around for this...
See all reviews
From
€1,497
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 7
21 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 25 July 2014
The house was perfect for our family. The views from the deck, family room and bedrooms were incredible. We ended up grilling 4 out of the 7 nights we were there because there is...
5 of 5 stars Reviewed 18 July 2014
I would love to say it was an awful stay so no one else would want to stay there but us, but truth be told - it was GLORIOUS. We so enjoyed sitting on the deck in the morning...
See all reviews
From
€5,515
Per Week
7 Bedrooms, 7 Bathrooms, Sleeps 14
19 photos Details Reviews (1) Make Enquiry
From
€98
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
20 photos Details Reviews (39) Make Enquiry
5 of 5 stars Reviewed 16 October 2014
I just love this place! I have stayed here many times & always look forward to returning the next year. I love the ambiance of the place itself & I also love the location, it is...
5 of 5 stars Reviewed 8 September 2014
I have stayed at the historic arcade building a few times now and each and every time my experience tops the rest. The landlord recently renovated the balcony on the first floor...
See all reviews
From
€110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 15 August 2014
We just finished our MV vacation and we had a great time. The condo is perfectly located between Edgartown, Vineyard Haven and OaksBluff. The bike trails are literally right out...
5 of 5 stars Reviewed 6 August 2013
We had a great relaxed vacation at this condo. It is a quiet and in a scenic and greenery neighborhood. The two-story apartment is perfect for a couple and small family with 3-4...
See all reviews
From
€1,182
Per Week
5 Bedrooms, 2 Bathrooms, Sleeps 10
16 photos Details Reviews (3) Make Enquiry
From
€2,048
Per Week
5 Bedrooms, 4 Bathrooms, Sleeps 13
21 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 11 August 2013
Nice, clean, updated home with space for everyone. We divided older teen girls in upstairs dorm style rooms that slept 5 from you get boys and girls in two rooms that slept 2 and...
See all reviews
From
€1,379
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
10 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 9 September 2014
I found and booked this property in February through the MV Vacation Rentals for an August vacation. The agents (Lisa & Debbie) were knowledgeable and answered all my questions...
See all reviews
From
€3,703
Per Week
8 Bedrooms, 3 Bathrooms, Sleeps 16
21 photos Details Reviews (2) Make Enquiry
From
€1,576
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details Reviews (2) Make Enquiry
From
€3,151
Per Week
6 Bedrooms, 3 Bathrooms, Sleeps 12
22 photos Details Reviews (1) Make Enquiry
From
€788
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details Reviews (1) Make Enquiry
From
€1,024
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 26 August 2014
...second floor 2 bed room 2 bath condo with balcony that overlooks Inkwell Beach in Oak Bluffs on Martha"s Vineyard...great walkable location to Oak Bluff's Circuit Avenue for...
See all reviews
Go to map view
Book Online(28)
Use filters to find the best results!

Suitability

  • Wheelchair access (2)
  • Elder access (15)
  • Suitable for children (27)
  • Pet friendly (18)
  • Smoking allowed (0)

Amenities

  • Internet (293)
  • Grill (284)
  • Other outdoor space (233)
  • Air Conditioning (165)
  • Washer/Dryer (99)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List