Use filters to narrow your search results!

Massachusetts Vacation Home Rentals(8,439)

8,439 Results
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(27)
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)
2 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(26)
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 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(13)
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(56)
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(11)
4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
(9)
3 - 7 night minimum stay
  • 4 BR,
  • Sleeps 8
(8)
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)
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
(6)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(4)
$700 - $860
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 11
(5)
1 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 15
(5)
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(8)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
(15)
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(6)
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(5)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(4)
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
 

Recent Massachusetts Reviews

GREAT VACATION AS USUAL!

5 of 5
We have been coming to the Upwind for many years now and are never disappointed. The cottage is well equipped with all the comforts of home, and we thoroughly enjoy our time here. The kitchen has everything you could possibly need for both eating and drinking including a wine fridge and glasses. The views from the upper deck, especially at sunset should not be missed. Whether we eat out at the local restaurants like The Lobster Boat or Captain Parkers or go to the local fish market and get steamers and lobsters to cook at home, we always enjoy the food. Taking in a Cape Cod League ballgame is always on our agenda as well as a whale watch out of P-town. We would highly recommend staying here. We are already planning on returning next year!
  • Submitted: Jul 25, 2014
  • Stayed: Jul 2014

2ND YEAR BACK!

5 of 5
This is our 2nd year renting here and we LOVE it!! The house is very clean and has EVERYTHING you need for a week away. We went with our college children who love it as well. It is in a great location with everything close by. We visiting Mayflower Beach, Beachcomber, Nauset Beach and of course Louis Bay down the street. Great neighborhood for morning walks to get your exercise in!! We ordered lobsters from Cape Codder Seafood right down the street and had lobster dinner at the house.... Captain Parker's Pub and Yarmouth House are also great restaurants that are close by. Hyannis center is near by with stores/shopping, restaurants and where you can get the Ferry for a trip to Martha's Vineyard. This is the perfect vacation home!!!
  • Submitted: Jul 24, 2014
  • Stayed: Jul 2014

GREAT PLACE TO STAY

5 of 5
Beautiful, private and expansive grounds with a lovely well appointed home. We very much enjoyed our stay and the proximity to Sconset, Bicycle paths and nearby pond and walking tracks. We highly recommend this property.
  • Submitted: Jul 14, 2014
  • Stayed: Jun 2014