Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Massachusetts Vacation Rental Estates with Air Conditioning(62)

62 Results
$650 - $714
per night
2 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(6)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
1 - 7 night minimum stay
(11)
$7,000 - $10,500
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
(11)
$3,150 - $12,400
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 13
7 night minimum stay
(7)
$10,000 - $40,000
per week
3 - 7 night minimum stay
  • 8 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 7 night minimum stay
(7)
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 16
3 - 7 night minimum stay
(5)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
2 Reviews
$1,125 - $2,286
per night
2 - 7 night minimum stay
  • 9 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 19
2 - 7 night minimum stay
(17)
$286 - $365
per night
1 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
1 - 7 night minimum stay
(6)
$4,200
per week
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
4 - 7 night minimum stay
(9)
$300 - $1,071
per night
2 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 - 7 night minimum stay
(7)
$10,000 - $12,000
per week
7 night minimum stay
  • 6 BR,
  • 6 BA,
  • 3 HF BA,
  • Sleeps 12
7 night minimum stay
2 Reviews
$2,500 - $3,500
per night
2 - 3 night minimum stay
  • 5 BR,
  • 7 BA,
  • Sleeps 20
2 - 3 night minimum stay
  • 9 BR,
  • 5 BA,
  • Sleeps 20
2 - 7 night minimum stay
(13)
$2,214
per night
5 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 12
5 - 7 night minimum stay
$700 - $1,100
per night
2 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 11
2 - 7 night minimum stay
(6)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 16
(15)
  • 4 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
$1,050
per night
3 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(3)
$2,000 - $5,500
per night
3 - 4 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night minimum stay
2 Reviews
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(3)
$2,000 - $2,429
per night
2 - 7 night minimum stay
  • 11 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 22
2 - 7 night minimum stay
(3)
$1,400 - $2,750
per night
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 7 night minimum stay
1 Review
$1,800 - $2,300
per week
7 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
4 - 7 night minimum stay
$1,214 - $2,000
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(4)
  • 7 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 18
7 night minimum stay
1 Review
$2,500 - $3,500
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(6)
$650
per night
2 night minimum stay
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 12
2 night minimum stay
  • 8 BR,
  • 9 BA,
  • 1 HF BA,
  • Sleeps 16
7 night minimum stay
 

Recent Massachusetts Reviews

A Fabulous Christmas Stroll Weekend

5 of 5
We just went to Nantucket for Christmas stroll and stayed at this wonderful home for the weekend. The views were beautiful and the setting was picturesque. It had panoramic views on a private street. The inside of the home was beautiful in true Nantucket style. It was tastefully decorated and comfortable for a crowd. We had a roaring fire going the atmosphere was wonderful. The new TV's throughout allowed us to watch our favorite football games when we came back for a little downtime. A great spot.
  • Submitted: Dec 9, 2014
  • Stayed: Dec 2014

A perfect getaway for a large group

5 of 5
This Truro home was perfect for our group of 13 plus 2 dogs. The home was very clean and incredibly spacious. There was plenty of bathrooms for everyone which was a real plus given the number of us. We enjoyed the kitchen and used it every day for breakfast and dinner. It is very well equipped and the Viking stove makes it that much more special for anyone who loves to cook. The pool was really fantastic for the kids to swim in during the afternoons after we'd get back from the beach. We truly loved the property and would definitely return at some point when we can organize another friends reunion!
  • Submitted: Nov 8, 2014
  • Stayed: Jul 2014

Fabulous weekend

5 of 5
Wonderful house and location for far away friends to come together for a long weekend. The house was perfect. Great amount of high quality space. Wish we had more time to take advantage of the location and amenities. Will definitely plan for it next time. Can't wait to stay again.
  • Submitted: Oct 27, 2014
  • Stayed: Oct 2014