Use filters to narrow your search results!

Oak Bluffs Cottage Rentals with Air Conditioning(24)

24 Results
$300 - $350
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
1 Review
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
6 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 6
(3)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
$2,500 - $3,000
per week
7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 9
(5)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(4)
2 - 7 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
(5)
4 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
1 Review
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
$257 - $350
per night
2 - 7 night minimum stay
  • 3 BR,
  • Sleeps 6
(7)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
8 more choices from the HomeAway Network
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
(15)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 Reviews
4 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(3)
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
  • 3 BR,
  • Sleeps 8
(4)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
1 Review
Advertisement
 

Recent Oak Bluffs Reviews

RELAXING!

4 of 5
Everything was simple and easy with these owners. Really nice people! I would definitely stay again! House was great. Convenient location!
  • Submitted: Jul 14, 2014
  • Stayed: Jun 2014

IMMACULATE HOME IN PERFCT LOCATION! STEPS TO THE BEACH EFFORTLESS WALK TO TOWN!

5 of 5
We just spent one week in this gorgeous home in Oak Bluffs. The owners have done amazing job restoring this house. We are a family of 5 with two kids and a grandmother along for the trip. My mother who is active and in good health enjoyed her bedroom on the first floor and full bath located next to her room just off the kitchen. She loved sitting on the front porch with a book, and walking to town during the day. The other 3 bedrooms are on the second floor. The master has a beautiful en suite bath and a lovely balcony where we enjoyed coffee and tea in the morning. The kitchen is AMAZING with everything that you will ever need. Out back on the back deck a beautiful table with an umbrella for sunny days. Beach towels, a HUGE stock of board games, books, bicycles, eat-in kitchen....just some of the delightful touches that made this house PERFECT in very way for us. I will tell you that it is the pride of the street. As we sat on the beautiful front porch, people slowed down to look at this beautiful home. We barely drove our car. An EASY true walk to town and beach (Inkwell). The owner was delightful and the managing company is was tremendous to work with from beginning to end. The cleaning team was excellent and I felt like every corner of the property was cleaned. A REAL pleasure. I can't wait to return!
  • Submitted: Aug 31, 2013
  • Stayed: Aug 2013

EXCELLENT VACATION HOME IN OAK BLUFFS

5 of 5
If you need a weekend away from work and school and worry, this cottage in Oak Bluffs is the perfect place to stay- as it was for us. The cottage itself is very rustic, very cute, but also very convenient and clean, with enough space to sleep 6. It has smaller beds (full sized maybe) in the 2 smaller bedrooms and a gigantic (seemed bigger than a king) bed in the larger bedroom. All the rooms were nice and bright. The refrigerator was very clean, as were the bathrooms, especially the upstairs bathroom and shower. In addition, there is a den with a table and chairs, a porch with some great rocking chairs, and even a bbq outside, in case you feeling grilling up some food. Great location, great place to stay! :) The cottage itself is located very near the harbor in Oak Bluffs, walking distance from everything there, including the very very convenient bus stop. I would love to retuurn
  • Submitted: Jul 13, 2011
  • Stayed: Jun 2011