Massachusetts Vacation Rentals - HolidayHomes base64Hash Massachusetts Vacation Rentals - HolidayHomes

Massachusetts Vacation Rentals

Browse 37,677 available vacation homes and compared across 33 trusted partners

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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 South Yarmouth

Oceanfront Escape house on SeaView Beach, Dog-Friendly!

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House Salisbury

Ocean Front On The Sand Of Salisbury Beach!

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House West Yarmouth

Oceanfront, Windsurfers, Sailboats, Ferries.

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House Easthampton

Vacation home with garden, patio & pool | Nature view

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House Chatham

Family-oriented pleasant vacation home with garden, terrace & BBQ | Nature view | Next to the beach | Pet-friendly

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Cabin Monterey

Peaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires

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House Falmouth

Classic Cape Cod - Ocean Views - Steps to Falmouth Heights Beach.

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House Plymouth

Vacation home with grill, terrace & yard | Lake view

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House Oak Bluffs

CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.

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House Scituate

Vacation home with barbecue, garden & terrace

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House Hyannis

Cape Cod Oceanfront Home With Private Beach!

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House West Tisbury

Fully equipped beautiful vacation home with barbecue, garden & pool | Nature view | Perfect for remote work

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House Oak Bluffs

Martha's Vineyard Oak Bluffs East Chop Summer Vacation Rental Home 4 Bedroom

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Cabin Oak Bluffs

Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!

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House West Dennis

BEAUTIFUL DUPLEX COTTAGE with OCEAN VIEWS of PRIVATE BEACH -

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Top 15 most Recommended Vacation Rentals in Massachusetts

Discover your ideal Massachusetts vacation rental with real-time comparisons of 37,677 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Eastham
Cabin ∙ 4 guests ∙ 2 bedrooms

Family-friendly wonderful cottage with BBQ | Pets allowed

Eastham, Orleans Town, Massachusetts
Cozy cabin in Eastham for 4 guests featuring a welcoming fireplace and a family-friendly atmosphere.
from $191
per night
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Cabin Otis
Cabin ∙ 6 guests ∙ 2 bedrooms

Cottage with barbeque, garden & patio | Lake view

Otis, Berkshire County, Massachusetts
Cozy cabin in Otis accommodating 6 guests featuring a fireplace and a beautiful lakeview for a perfect retreat.
from $317
per night
(19)
View deal
House East Sandwich
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented wonderful house with grill & terrace | Close to the beach | Perfect for remote work | Dogs allowed

East Sandwich, Sandwich, Massachusetts
Charming house rental in East Sandwich for 6 with a family-friendly kitchen and ample parking for your convenience.
from $420
per night
(1)
View deal
House Eastham
House ∙ 8 guests ∙ 4 bedrooms

Charming vacation home | Nature view

Eastham, Orleans Town, Massachusetts
This house rental in Eastham accommodates 8 guests and features a fully equipped kitchen for your convenience.
from $414
per night
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House West Dennis
House ∙ 9 guests ∙ 4 bedrooms

Family-oriented lovely vacation home with barbecue, hot tub & garden | Pets are welcome

West Dennis, Dennis, Massachusetts
This house rental in West Dennis accommodates 9 guests and features a spacious yard for outdoor activities.
from $383
per night
(5)
View deal
House East Falmouth
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped big house with patio, private pool & BBQ | Pets allowed

East Falmouth, Falmouth, Massachusetts
This house rental in East Falmouth accommodates 12 guests and features a private pool for relaxation and enjoyment.
from $567
per night
(69)
View deal
House Edgartown
House ∙ 12 guests ∙ 6 bedrooms

Family-oriented vacation home with garden, terrace & grill | Nature view | Suitable for remote work | Pet-friendly

Edgartown, Dukes County, Massachusetts
This spacious house rental in Edgartown accommodates 12 guests and features a family-friendly kitchen for enjoyable gatherings.
from $1,214
per night
(51)
View deal
House West Yarmouth
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with garden, heated pool & patio

West Yarmouth, Yarmouth, Massachusetts
This spacious house rental in West Yarmouth accommodates 12 guests and features a family-friendly yard perfect for outdoor activities.
from $660
per night
(45)
View deal
House Oak Bluffs
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, barbeque & jacuzzi | City view

Oak Bluffs, Dukes County, Massachusetts
This charming house rental in Oak Bluffs accommodates 6 guests and features a relaxing hot tub for your enjoyment.
from $430
per night
(32)
View deal

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