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Holiday Homes and Apartments Oak Bluffs, MA

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All 325 Rentals in Oak Bluffs
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$3,812
Per Week
1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 6
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$8,086
Per Week
1 / 19
7 Bedrooms, 7 Bathrooms, Sleeps 14
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$2,079
Per Week
1 / 19
4 Bedrooms, Sleeps 6
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Also consider
2 Pennacook Ave, Unit 201
2 Bedrooms, sleeps 4
$2,888 - $3,119 / week
#8151 Luxurious Waterfront Beach Home W/ Dock and Mooring
4 Bedrooms, sleeps 11
$6,353 - $10,973 / week
Gingerbread Cottage In The Heart Of Oak Bluffs (Gingerbread-Cottage-In-The-Heart-Of-Oak-Bluffs-OB505)
6 Bedrooms, sleeps 10
$5,198 - $6,931 / week
#8104 Lovely Waterfront Bungalow on the Lagoon in Oak Bluffs
4 Bedrooms, sleeps 8
$6,798 - $13,861 / week
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$2,021
Per Week
1 / 10
4 Bedrooms, 3 Bathrooms, Sleeps 8
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4 of 5 stars Reviewed 10 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...
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$3,436
Per Week
1 / 19
4 Bedrooms, 3 Bathrooms, Sleeps 9
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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...
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$462
Per Night
1 / 17
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4 Bedrooms, 1 Bathroom, Sleeps 8
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5 of 5 stars Reviewed 23 August 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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$578
Per Night
1 / 26
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5 Bedrooms, 4 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed 26 October 2014
We stayed here in June of 2014 and had a great time. The house sleeps 10 people comfortably so it's nice for two families or a large extended family. It is steps from two beaches...
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$462
Per Night
1 / 30
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6 Bedrooms, 2 Bathrooms, Sleeps 13
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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...
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$202
Per Night
1 / 8
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 6 October 2014
My husband and I spent 3 nights at this charming cottage. We liked the location, on a quiet residential street near the lagoon, yet not far from the center of town. We'd never...
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$347
Per Night
1 / 11
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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4 of 5 stars Reviewed 2 September 2013
The location is optimal for teens as they can walk around town and enjoy 2am donuts. The roof deck has a 2 great views one of harbor and one of ocean the other two views not so...
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$162
Per Night
1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 16 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...
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From
$144
Per Night
1 / 20
2 Bedrooms, 1 Bathroom, Sleeps 5
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5 of 5 stars Reviewed 17 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 9 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...
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From
$491
Per Night
1 / 7
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$1,848
Per Week
1 / 16
5 Bedrooms, 2 Bathrooms, Sleeps 10
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$260
Per Night
1 / 17
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 28 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...
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$3,003
Per Week
1 / 21
5 Bedrooms, 4 Bathrooms, Sleeps 13
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4 of 5 stars Reviewed 12 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...
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$248
Per Night
1 / 40
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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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 5 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...
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$1,502
Per Week
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed 27 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...
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$2,195
Per Week
1 / 21
4 Bedrooms, 2 Bathrooms, Sleeps 7
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5 of 5 stars Reviewed 26 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 19 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...
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From
$4,620
Per Week
1 / 22
6 Bedrooms, 3 Bathrooms, Sleeps 12
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$1,155
Per Week
1 / 10
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$2,310
Per Week
1 / 14
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$2,310
Per Week
1 / 12
4 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$1,386
Per Week
1 / 21
3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$5,429
Per Week
1 / 21
8 Bedrooms, 3 Bathrooms, Sleeps 16
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From
$2,888
Per Week
1 / 15
3 Bedrooms, Sleeps 6
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From
$3,985
Per Week
1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$341
Per Night
1 / 10
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 19 August 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 11 August 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
$1,040
Per Night
1 / 21
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5 Bedrooms, 5 Bathrooms, Sleeps 10
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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...
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From
$549
Per Night
1 / 10
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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$312
Per Night
1 / 7
3 Bedrooms, 1 Bathroom, Sleeps 6
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$289
Per Night
1 / 11
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$318
Per Night
1 / 9
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$318
Per Night
1 / 6
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2 Bedrooms, 1 Bathroom, Sleeps 5
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$347
Per Night
1 / 13
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$404
Per Night
1 / 16
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$347
Per Night
1 / 11
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$243
Per Night
1 / 7
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3 Bedrooms, 1 Bathroom, Sleeps 7
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$462
Per Night
1 / 11
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4 Bedrooms, 1 Bathroom, Sleeps 8
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$693
Per Night
1 / 9
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5 Bedrooms, 2 Bathrooms, Sleeps 9
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Suitability

  • Wheelchair access (2)
  • Elder access (15)
  • Suitable for children (25)
  • Pet friendly (19)
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Amenities

  • Internet (292)
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