285 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Cottages
Estates
Farmhouses
Homes
Townhomes
Yachts
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Hotels
Lodges
Studios
Villas

Booking Options

Location Type

Even More Filters

Features

Managed By

285 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Oak Bluffs Vacation Rentals(285)

285 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 15
(10)
$7,700 - $10,500
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
7 night min stay
(11)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 5 night min stay
(3)
  • 8 BR,
  • 5 BA,
  • 3 HF BA,
  • Sleeps 26
3 - 5 night min stay
1 Review
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
(6)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 - 14 night min stay
1 Review
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 9
3 - 7 night min stay
(3)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
6 night min stay
(7)
  • 8 BR,
  • 3 BA,
  • Sleeps 18
7 night min stay
(6)
$414 - $571
per night
3 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(5)
$990 - $3,950
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(7)
  • 7 BR,
  • 4 BA,
  • Sleeps 14
6 - 7 night min stay
(4)
$1,990 - $6,500
per week
7 night min stay
  • 6 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
7 night min stay
(7)
  • 4 BR,
  • 4 BA,
  • Sleeps 12
1 - 6 night min stay
2 Reviews
$750 - $1,500
per night
6 - 9 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 9
6 - 9 night min stay
(3)
  • 5 BR,
  • 2 BA,
  • Sleeps 9
7 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 Reviews
  • 4 BR,
  • 4 BA,
  • Sleeps 9
2 - 7 night min stay
1 Review
  • 6 BR,
  • 4 BA,
  • Sleeps 18
7 night min stay
1 Review
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
  • 6 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 22
2 Reviews
  • 9 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 24
(3)
$4,000
per week
7 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 15
7 night min stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(7)
  • 2 BR,
  • Sleeps 6
4 night min stay
1 Review
$171 - $200
per night
6 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
6 night min stay
1 Review
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night min stay
(5)
$1,295 - $2,100
per week
2 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night min stay
(5)
 View map Map
Advertisement
 

Recent Oak Bluffs Reviews

Breathtaking, Better than the photos!

5 of 5
This is an absolutely fantastic property for a large (or small) group! The house is so beautiful, and looks just like the photos, and even better than expected. We had a group of 20 adults + 1 baby, and there was plenty of room for all of us to sleep and spend time with each other. We utilized the pool, outdoor grille, indoor kitchen, bedrooms, and visited local areas suggested by the owner. Rebecca - thank you for such a wonderful time!
  • Submitted: Apr 22, 2015
  • Stayed: Apr 2015

Absolutely Delightful

5 of 5
Delightful, relaxing and quite comfortable. While the pictures are nice, they really don't convey just how awesome this house is. Last year I had the pleasure of sharing this home for a week with 12 other adults and it was an amazing experience. The house is spacious, clean, well maintained, and we found it to be very accommodating to our large group. We were quite comfortable and felt right at home. There is a large (and I do mean large), well landscaped backyard with lawn chairs and a great deck with ample seating, perfect for just chilling or cooking out. The home is perfectly and privately situated with easy access to other communities on the island. The home owner provided great customer service and I highly recommend this home. I loved it so much I've booked another week for this year.
  • Submitted: Apr 17, 2015
  • Stayed: Aug 2014

Beautiful and Private Home With An Ideal Location

5 of 5
This beautiful home has four good sized bedrooms, plenty of bathrooms, and lots of space to entertain. The basement has a full bathroom and perfect area for older children to play games and hang out. The master bedroom had an en suite that was recently remodeled. The house is located perfectly that allows so much sunshine into the home during the day. Circuit Avenue and the Inkwell Beach were less than a five minute drive. The home makes you feel at home even though you are away. It was clean, beautifully decorated, and had all of the amenities. My family and I intend to stay here again during the summer with several family friends. We look forward to another relaxing vacation in Oak Bluffs at this home.
  • Submitted: Mar 31, 2015
  • Stayed: Dec 2014