Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Massachusetts Apartment Rentals with Pool(29)

29 Results
$120 - $139
per night
5 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
5 - 30 night minimum stay
$246 - $321
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
$273 - $348
per night
3 night minimum stay
  • 1 BR,
  • Sleeps 3
3 night minimum stay
$337 - $412
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
  • 4 BR,
  • 1 BA,
  • Sleeps 10
(52)
$325 - $435
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night minimum stay
$350 - $425
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
$259 - $334
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
$234 - $309
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
$220 - $295
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
$269
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
$121 - $200
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
(4)
11 more choices from the HomeAway Network
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 4
7 night minimum stay
$675 - $770
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
$200 - $275
per night
2 - 10 night minimum stay
  • 8 BR,
  • 4 BA,
  • Sleeps 12
2 - 10 night minimum stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
2 Reviews
$280 - $425
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(35)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
2 Reviews
$6,870
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
30 night minimum stay
 

Recent Massachusetts Reviews

Awesome Place!

5 of 5
I stayed in this house for two nights in August, for our annual Girls Only Weekend. We were 5 women sharing the rental. Owners Barbara and Ed are super nice. When we arrived, she gave us the safety orientation, showing us the way things in the house work and letting us know what is available in the area. It is very easy to get to Boston from this location as there is a bus stop right up the street and a train station nearby. Barbara gave us a shopping card, and passes for the Science Museum and the Aquarium. When we went to the aquarium, Barbara offered us a ride to and from the train station, and then gave us a tour of the island! She was able to answer any questions we had about the area. The house is also beautiful! It is warmly and tastefully decorated, very comfortable, and contains absolutely everything you could possibly need. The beds are super comfy and there were plenty of clean towels. I could go on and on but succinctly put, this is the best vacation rental I have ever spent time at!
  • Submitted: Sep 25, 2014
  • Stayed: Aug 2014

Feels like a home away from home

5 of 5
We returned this week from a wonderful stay in this lovely apartment, which felt like a little home away from home. The owner, Jane, was extremely friendly and accommodating and even installed a stair gate for my children when I enquired as to whether she had one in place. The apartment is so cozy and well equipped that it really feels like a home. It was super clean and well maintained and we were able to enjoy the beautiful grounds that it sits in. The pool was very tempting but sadly we didn't have time to make use of it. The apartment is conveniently located near the center of Stockbridge and there are many many activities nearby. We went to Hancock Shaker Village, enjoyed fishing on the Ashuwillticook Trail, picked apples in a local orchard, swam in one of the gorgeous Berkshires lakes and did some sale shopping at the Lee premium outlets. In summary, it was a fabulous trip and if time permits, we would love to go back. Would thoroughly recommend, thanks Jane!
  • Submitted: Sep 6, 2014
  • Stayed: Aug 2014

Loved it

5 of 5
I've stayed at Carlos' place several times and loved it. We were too early this year for the pool, but on previous visits I spent plenty of time with a frozen margarita pool side since I'm generally too lazy to fight the beach crowds or to hike through the dunes to get some sun. Also the pool was completely rebuilt from the ground up a few years ago and it's immaculate and **heated**!! The unit is spacious for two and was comfortable for four when my friends came down for the night. The L-shaped sofa in the front room is comfortable (not like a sofa pull out) and the sliding door closes off for quiet and privacy for overnight guests. The kitchen is well appointed and the bathroom is spacious and the shower has room for two. :-)! My go-to P-town getaway now for the past few years. Oh, and Carlos is a sweetheart and great to deal with.
  • Submitted: Sep 1, 2013
  • Stayed: May 2013