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Massachusetts Vacation Rentals with Air Conditioning(6,592)

6,592 Results
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
(47)
3 - 8 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
(34)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(51)
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(49)
2 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(26)
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(44)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(15)
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 11
(8)
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(56)
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(12)
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(13)
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
(13)
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(27)
4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
(9)
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(15)
3 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 5
(54)
2 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
(25)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(10)
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(8)
2 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(8)
2 - 6 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(19)
1 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
(7)
$1,000 - $1,400
per night
6 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
(7)
1 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(7)
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(32)
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(12)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(7)
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 10
(6)
 

Recent Massachusetts Reviews

UNEQUALED ACCOMIDATIONS

5 of 5
My family and i have been coming to the vineyard for the last 12 years, and this home by far has been the most comfortable place that we have stayed, with the main living and dinning area being spacious and inviting. This home is a true piece of art, with Impeccable stone work, and craftsmanship throughout. This home accommodated 12 people with ease, with everyone having there own privacy. The house has two main level which is accessible by stairs and elevator, and almost every room is equipped with its very own entertainment system. The grounds are meticulously kept with numerous types of plants and trees, which is situated on a large private lot. This home is centrally placed between vineyard heaven and oaks bluff (5-10 min to each), and 15 min from Edgartown. I would highly recommend this home to anyone that is interested in staying on the vineyard.
  • Submitted: Jul 22, 2014
  • Stayed: Jul 2014

WONDERFUL PLACE TO STAY!

5 of 5
This was the perfect home base for our recent Boston vacation. So clean and well-decorated and walking distance to many of the places we chose to visit. Safe, clean location with good restaurants nearby. There were 5 ladies staying here for our girls' weekend and everyone raved about it (and I got all the props for finding it). I will definitely stay here in the future if it is available!
  • Submitted: Jul 21, 2014
  • Stayed: Jul 2014

MORE THAN A PAINTING, IT'S REAL!

5 of 5
My wife and I stayed for a week with visits from family. Wake up to beautiful harbor scenes, ocean breezes, salt air & watch relaxing harbor activity from deck. Property is clean & just right for four people, has quasi nautical feel, first floor just steps away from water with room for relaxed meals & second floor full of light & expansive view of inner harbor & rustic buildings. Changes in light are mesmerizing. Mary Kay is always available yet respects your privacy. Space is surprisingly quiet even with shoppers passing by. Early mornings and early evenings are special times to roam shops and admire the sights and sounds. Or take a nap, read a book - read four books between the two of us. I am not an avid shopper but worth going in, sometimes twice to see what you missed first time and top it off with ice cream. Shalin Liu Performing Arts Center is full of charm & must see shows. Kathy Mattea was totally enjoyable. Lots of walking paths, rocks to climb and scenic views. Must check out Halibut State Park. The rocks make time stand still. Use to be partial to the Maine coast but this is just as lovely & much closer!
  • Submitted: Jul 19, 2014
  • Stayed: Jul 2014