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Vacation rentals in Massachusetts

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Top-rated vacation rentals in Massachusetts

Guests agree: these stays are highly rated for location, cleanliness, and more.

Serene Artist's Cottage with Mountain Views
Entire cottage · 2 guests · 1 bed · 1 bath
Serene Artist's Cottage with Mountain ViewsNewly designed and constructed artist's cottage situated on 5 private acres with a 40 mile view to the east, a private pond, perennial gardens, outdoor shower, full bath, grill, cook's kitchen, and access to all the best of Western Massachusetts and beyond. 5 minutes to Heath Fair; 15 mins. to Zoar Outdoor; 15 mins. to Shelburne Falls, 45 mins. Northampton; 40 minutes to MASS MoCA; 50 minutes to Brattleboro, VT. *A $25 cleaning fee is added for pets, but otherwise there is no cleaning fee.
Historic 1 Bed/In Town/Best Location/Hot tub/deck
SUPERHOST
Entire residential home · 4 guests · 1.5 baths
Historic 1 Bed/In Town/Best Location/Hot tub/deckPLEASE DO NOT BOOK WEEKENDS/HOLIDAYS/SUMMERS in advanced. I only use this 1 bed to fill gaps when the larger listing for this home isn't rented (mostly midweek) Beautifully restored historic home, directly in town, steps away from the Pilgrims 1st settlement, ocean, award winning restaurants, historic attractions, shops, nightlife, entertainment, tours,ferries, etc. Directly on the town brook/gristmill. Deck with view, firepit, hot tub, grill. Comfortable/clean/cozy bed, working wood stove.
Riverfront Getaway
SUPERHOST
Entire residential home · 4 guests · 2 beds · 1 bath
Riverfront GetawayOur place is on a gentle flowing river, close to waterfalls, walks and the Berkshire cultural sites like Tanglewood and Jacobs Pillow . You’ll love our place because of the river, the deck, the hot tub; complete tranquility and a home away from home. Close to some great sites and activities, far enough away to escape. Our place is good for couples, friends and solo adventurers. Snowboarders/Skiers (or snow bunnies) and families can have great fun too! Sit back, relax and enjoy our home!

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Popular amenities for Massachusetts vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Massachusetts

SUPERHOST
  1. Entire rental unit
  2. Westborough
Private and Very Comfortable One-Bedroom Apartment
$67 per night
SUPERHOST
  1. Entire cottage
  2. Ashburnham
Lakeside cottage, "Breezy Point"
$220 per night
SUPERHOST
  1. Entire guest suite
  2. Uxbridge
New - Beautiful, Unique, & Cozy Cedar Flat
$97 per night
SUPERHOST
  1. Entire guesthouse
  2. Westford
Detached Waterfront Guest House
$79 per night
SUPERHOST
  1. Entire rental unit
  2. Natick
Scandinavian Modern Apartment
$120 per night
SUPERHOST
  1. Private room
  2. Milford
Quiet Red Room in Milford
$40 per night
SUPERHOST
  1. Entire cabin
  2. Plymouth
Traditional Log House Near Cape Cod
$200 per night
SUPERHOST
  1. Entire cottage
  2. Sturbridge
Cozy Cottage on Cedar Lake- "Cottage Cheeze"
$200 per night
SUPERHOST
  1. Entire rental unit
  2. Swampscott
Romantic Ocean/Boston Views with Exclusive Hot Tub
$249 per night
  1. Entire residential home
  2. Orange
4-season Lake House with Fireplace & Private Dock
$120 per night
SUPERHOST
  1. Entire cottage
  2. Orange
The Photographer's Hut: A Sweetwater Stay
$155 per night
SUPERHOST
  1. Farm stay
  2. Holden
Farm stay in a Historic Ski Lodge turned Barn
$150 per night