Massachusetts Vacation Rentals - HolidayHomes base64Hash Massachusetts Vacation Rentals - HolidayHomes

Massachusetts Vacation Rentals

Browse 38,026 available vacation homes and compared across 43 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in Massachusetts

Book the highest-rated Massachusetts vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Brant Rock
Circa 1870 Oceanfront Home in Brant Rock - Commanding Views Of The Ocean
Book now
House Brewster
Newly Updated 5BR/2BA 2500Sqft Very Private Family Home, WiFi & Air Conditioned!
Book now
House Salisbury
Ocean Front On The Sand Of Salisbury Beach!
Book now
House Falmouth
Classic Cape Cod - Ocean Views - Steps to Falmouth Heights Beach.
Book now
House Ocean Bluff-Brant Rock
Vacation home with BBQ & patio | Nature view
Book now
Cabin Mattapoisett
3 Bedroom Cottage just steps to Private Beach! Pet Friendly!
Book now
House Falmouth
6 BR Oceanfront House- fantastic spot for family reunions or large groups
Book now
House Salisbury
4 Bedroom Oceanfront Cottage On Beautiful North Salisbury Beach!
Book now
House Edgartown
Children-friendly vacation home with barbecue, terrace & private pool | City view | Suitable for remote work | Dogs allowed
Book now
House Orleans
Waterfront. Private beach. Pool. Estate has it all!
Book now
House Nantucket
Vacation home with yard, patio & BBQ
Book now
House West Yarmouth
Spectacular Waterfront Home with Private Dock and Salt Beaches
Book now
House Plymouth
Ocean Front Vacation Home! Private Beach Access! Many Amenities
Book now
House West Dennis
House with barbecue & terrace | Nature view
Book now
House Dennis Port
Pool & 300 yards to the beach, 4 Bedroom/ 1.5 bath Cape sleeps 8-9
Book now

Top 15 most Recommended Vacation Rentals in Massachusetts

Discover your ideal Massachusetts vacation rental with real-time comparisons of 38,026 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Dennis
House ∙ 12 guests ∙ 5 bedrooms

186 m² House

Dennis, Dennis Town, Massachusetts
Spacious house rental in Dennis for 12 guests featuring a cozy fireplace and ample outdoor yard space for relaxation.
from $474
per night
(61)
View deal
House Chatham
House ∙ 10 guests ∙ 5 bedrooms

204 m² House

Chatham, Barnstable County, Massachusetts
Spacious house rental in Chatham for 10 guests featuring a family-friendly kitchen and a large yard for outdoor activities.
from $427
per night
(86)
View deal
House Sagamore Beach
House ∙ 10 guests ∙ 5 bedrooms

204 m² House

Sagamore Beach, Bourne, Massachusetts
This house rental in Sagamore Beach accommodates 10 guests and features a spacious yard perfect for family gatherings.
from $1,053
per night
(51)
View deal
Cabin Salisbury
Cabin ∙ 8 guests ∙ 4 bedrooms

93 m² Cabin

Salisbury, Essex County, Massachusetts
This cabin in Salisbury accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $94
per night
(36)
View deal
House Ocean Bluff-Brant Rock
House ∙ 12 guests ∙ 4 bedrooms

418 m² House

Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
This house rental in Ocean Bluff-Brant Rock accommodates 12 guests and features a spacious yard for outdoor enjoyment.
from $397
per night
(43)
View deal
House West Dennis
6 guests ∙ 3 bedrooms

House

West Dennis, Dennis, Massachusetts
This house rental in West Dennis accommodates 6 guests and features a family-friendly kitchen for enjoyable meals together.
from $241
per night
(36)
View deal
House South Yarmouth
8 guests ∙ 4 bedrooms

House

South Yarmouth, Yarmouth, Massachusetts
This house rental in South Yarmouth accommodates 8 guests and features a cozy fireplace for relaxing evenings.
from $287
per night
(44)
View deal
House Harwich Port
House ∙ 10 guests ∙ 4 bedrooms

187 m² House

Harwich Port, Harwich, Massachusetts
This house rental in Harwich Port accommodates 10 guests and features a spacious yard perfect for outdoor activities.
from $306
per night
(37)
View deal
House Barnstable
House ∙ 6 guests ∙ 3 bedrooms

116 m² House

Barnstable, Barnstable County, Massachusetts
This house rental in Barnstable accommodates 6 guests and features a spacious yard for outdoor relaxation.
from $707
per night
(42)
View deal
image-tag