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Cottages and house rentals in Oak Bluffs, MA

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All 327 Rentals in Oak Bluffs
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From
$175
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
8 photos Details Reviews (1) Make Inquiry
From
$300
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
11 photos Details Reviews (1) Make Inquiry
From
$2,975
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 9
19 photos Details Reviews (1) Make Inquiry
Also consider
#8109 Experience the Splendor of Downtown Oak Bluffs
2 Bedrooms, sleeps 4
$1,800 - $2,300 / week
#8802 Quaint Cottage On Vineyard Haven Harbor, w. Ocean View
3 Bedrooms, sleeps 8
$2,000 - $3,900 / week
#8056 A Truly Classic Vineyard Summer Home
8 Bedrooms, sleeps 16
$4,370 - $8,823 / week
Ocean, lake, harbor and parkview Vineyard cottage
6 Bedrooms, sleeps 10
$300 - $600 / night
From
$425
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
7 photos Details Reviews (2) Make Inquiry
From
$1,800
Per Week
4 Bedrooms, Sleeps 6
19 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed June 3, 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...
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From
$3,300
Per Week
3 Bedrooms, 4 Bathrooms, Sleeps 6
15 photos Details Reviews (3) Make Inquiry
From
$2,600
Per Week
5 Bedrooms, 4 Bathrooms, Sleeps 13
21 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed August 11, 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...
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From
$1,750
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
10 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed September 9, 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...
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From
$400
Per Night
6 Bedrooms, 2 Bathrooms, Sleeps 13
Bookings
30 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed September 30, 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...
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From
$140
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed August 15, 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 August 5, 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...
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From
$7,000
Per Week
7 Bedrooms, 7 Bathrooms, Sleeps 14
19 photos Details Reviews (1) Make Inquiry
From
$4,700
Per Week
8 Bedrooms, 3 Bathrooms, Sleeps 16
21 photos Details Reviews (2) Make Inquiry
From
$225
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
17 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 27, 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...
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From
$1,900
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 7
21 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed July 25, 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 July 18, 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...
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From
$1,500
Per Week
5 Bedrooms, 2 Bathrooms, Sleeps 10
16 photos Details Reviews (3) Make Inquiry
From
$215
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
Booking
40 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed September 20, 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 September 4, 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...
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From
$4,000
Per Week
6 Bedrooms, 3 Bathrooms, Sleeps 12
22 photos Details Reviews (1) Make Inquiry
From
$2,000
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details Reviews (2) Make Inquiry
From
$1,000
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details Reviews (1) Make Inquiry
From
$125
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
20 photos Details Reviews (39) Make Inquiry
5 of 5 stars Reviewed October 16, 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 September 8, 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...
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From
$1,200
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
21 photos Details Reviews (1) Make Inquiry
From
$1,300
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 26, 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...
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From
$400
Per Night
4 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
17 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 22, 2014
So often descriptions fall short of reality but our stay at this Flip-key rental was as it was toted, a "Charming Farmhouse." The four bedrooms were sweet and spacious decorated...
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From
$2,000
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details Reviews (1) Make Inquiry
From
$2,500
Per Week
3 Bedrooms, Sleeps 6
15 photos Details Reviews (1) Make Inquiry
From
$295
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details Reviews (5) Make Inquiry
5 of 5 stars Reviewed August 18, 2014
My husband and I just returned from a 3 night stay on the Resolute - Bed and Breakfast Afloat and had a wonderful time. We took the Island Queen ferry in from Falmouth and had...
3 of 5 stars Reviewed August 10, 2014
My girlfriend and I stayed here for 4 nights. The place is charming and Susan and John the host and hostess very gracious. We were blessed with great weather. Sitting on the...
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From
$3,450
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details Reviews (1) Make Inquiry
From
$900
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
21 photos Details Reviews (1) Make Inquiry
1 of 5 stars Reviewed October 15, 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...
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From
$2,900
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details Make Inquiry
From
$450
Per Night
6 Bedrooms, 3 Bathrooms, Sleeps 10
44 photos Details Make Inquiry
From
$1,350
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details Make Inquiry
From
$385
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
9 photos Details Make Inquiry
From
$3,350
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 7
12 photos Details Make Inquiry
From
$500
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
16 photos Details Make Inquiry
From
$200
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details Make Inquiry
From
$571
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
23 photos Details Make Inquiry
From
$3,500
Per Week
4 Bedrooms, Sleeps 8
17 photos Details Make Inquiry
From
$1,600
Per Week
2 Bedrooms, Sleeps 4
10 photos Details Make Inquiry
From
$1,800
Per Week
2 Bedrooms, Sleeps 4
16 photos Details Make Inquiry
From
$1,800
Per Week
4 Bedrooms, Sleeps 8
14 photos Details Make Inquiry
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Book Online(28)
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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
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Book Online(28)

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