Vacation Homes in Massachusetts

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Top Cities in Massachusetts

Our top choices for Massachusetts vacation homes

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Amherst
9.8 out of 10, Exceptional, (111 reviews)
"Lovely place to stay and close to a nice cafe/market. Hosts were friendly and had fresh breakfast food in the refrigerator waiting for us. "
United States
Bill K.
The price is AED 479
AED 700 total
includes taxes & fees
3 May - 4 May
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (132 reviews)
"Beautiful room and view, hosts were communicative and check in/out were easy. Would definitely stay here again!"
United States
Alexander L.
The price is AED 918
AED 1,407 total
includes taxes & fees
30 Apr - 1 May
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”

Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”
Nantucket Town
9.8 out of 10, Exceptional, (18 reviews)
"Nice location near bus stop."
United States
Angela T.
Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”

Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.0 out of 10, Wonderful, (22 reviews)
"Excellent stay! "
United States
Melissa R.
The price is AED 863
AED 1,930 total
includes taxes & fees
4 May - 5 May
Centrally located in the heart of Boston near T

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Dennis
9.6 out of 10, Exceptional, (122 reviews)
"We had a great time with the family on Cape Cod for Thanksgiving. The host was very accommodating even answering on the holiday when we locked ourselves out. The place is literally on the beach. We were able to enjoy sunrise and sunset this time of year. Perfectly placed mid cape to access wherever you want to go. Great rooms with sweeping views. Best spot on the cape"
United States
James S.
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (14 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is AED 744
AED 1,155 total
includes taxes & fees
30 Apr - 1 May
Cozy Riverside Berkshires Retreat

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Fantastic lakefront home with firepit, game room, fireplace & W/D, dog-friendly

Fantastic lakefront home with firepit, game room, fireplace & W/D, dog-friendly
Plymouth
9.0 out of 10, Wonderful, (48 reviews)
"The house was absolutely wonderful"
United States
Willard U.
Fantastic lakefront home with firepit, game room, fireplace & W/D, dog-friendly

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
10.0 out of 10, Exceptional, (181 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is AED 281
AED 1,078 total
includes taxes & fees
30 Apr - 1 May
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Clean contemporary escape

Clean contemporary escape
Roxbury
9.6 out of 10, Exceptional, (30 reviews)
"Enjoyed our stay. Close to the T making it a convenient location."
United States
Robert B.
Clean contemporary escape

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (43 reviews)
"Cozy accommodation..comfortable beds, numerous tvs, lots of extras"
United States
Jo-Ann P.
Beach Life Bliss - steps to the beach

Cozy Apartment | Near T

Cozy Apartment | Near T
Roxbury
9.2 out of 10, Wonderful, (38 reviews)
"This is a nice place conveniently located near a bunch of schools including Wentworth and Northeastern. Easy parking on the block. Clean but with stairs to all bedrooms no real living room. It suited our purpose to visit schools. "
United States
Gerald
Cozy Apartment | Near T

Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port
Harwich
10.0 out of 10, Exceptional, (87 reviews)
"Great place to stay!"
United States
Thomas R.
Darling Cape Cottage - Steps from Downtown Harwich Port

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (18 reviews)
"Very comfortable home. We wish it had had a few more spices avaliable for cooking but overall it was perfect for our needs. Would definitely come back"
United States
michael B.
Home Away from Home!

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AED 485
AED 2,155 total
includes taxes & fees
30 Apr - 1 May
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Newbury
9.0 out of 10, Wonderful, (69 reviews)
"Great location and very peaceful. Easy parking and check-in and -out."
United States
Kristin L.
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (53 reviews)
"Very clean, cozy and lots of nice plants! "
United States
Mary
The price is AED 426
AED 739 total
includes taxes & fees
30 Apr - 1 May
Lovely 2nd Floor Apartment

West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal

West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal
West Roxbury
9.8 out of 10, Exceptional, (87 reviews)
"The host was available and very helpful with everythingz"
United States
natalie m.
West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal

2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay

2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay
Fairhaven
10.0 out of 10, Exceptional, (1 review)
"House was amazing. Host was super accommodating will rent here again"
United States
Adam M.
2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay

Immaculate 4 Bedroom / 2 Bath (less than .5 miles to the beach) w/Central AC

Immaculate 4 Bedroom / 2 Bath (less than .5 miles to the beach) w/Central AC
Bass River
10.0 out of 10, Exceptional, (60 reviews)
"Everything was Great. Excellent location, property was private - wonderful back yard. Would definitely stay here again!!"
United States
Janet K.
Immaculate 4 Bedroom / 2 Bath (less than .5 miles to the beach) w/Central AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Massachusetts Hotel Reviews