Vacation Homes in Massachusetts

Compare and save
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Massachusetts

Our top choices for Massachusetts vacation homes

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
25 May - 26 May
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Peace and quiet on the lake

Peace and quiet on the lake
Sherwood Forest
9.6 out of 10, Exceptional, (236 reviews)
"Have stayed here a few times and always wonderful! So peaceful, great location, beautiful property. "
United States
Tina L.
Peace and quiet on the lake

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Nantucket Town
10.0 out of 10, Exceptional, (181 reviews)
"Such a well furnished, clean, and conveniently located place! We would absolutely return to this spot again! "
United States
Erica S.
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Newly renovated house in Brandt Point, right near town and Children's Beach

Newly renovated house in Brandt Point, right near town and Children's Beach
Nantucket Town
9.8 out of 10, Exceptional, (51 reviews)
"Great location! Clean and decorated beautifully!"
United States
kathy s.
The price is AED 727
AED 2,150 total
includes taxes & fees
22 May - 23 May
Newly renovated house in Brandt Point, right near town and Children's Beach

Cozy 2BR Fort Hill Apartment | Near the T

Cozy 2BR Fort Hill Apartment | Near the T
Roxbury
9.2 out of 10, Wonderful, (40 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 2BR Fort Hill Apartment | Near the T

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
21 May - 22 May
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Nantucket - edge of town

Nantucket - edge of town
Nantucket
9.6 out of 10, Exceptional, (90 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is AED 1,789
AED 3,221 total
includes taxes & fees
26 May - 27 May
Nantucket - edge of town

Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Relaxing Getaway: Entire 3-BR Home w/ Fireplace
Marlborough
10.0 out of 10, Exceptional, (17 reviews)
"Great, convenient location, close to shops and restaurants. Responsive and communicative owners; clean and spacious was just perfect for our quick holiday trip!"
United States
Stella S.
The price is AED 918
AED 1,604 total
includes taxes & fees
3 Jun - 4 Jun
Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5

Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
Bass River
9.8 out of 10, Exceptional, (144 reviews)
"Great place and great location"
United States
Daniel K.
Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.6 out of 10, Excellent, (4 reviews)
"Perfect location for the ferry and some great restaurants. We walked everywhere. Super comfortable to relax after being gone all day. Bathroom was hotel quality. Great view from the deck. "
United States
Rose T.
The price is AED 680
AED 1,661 total
includes taxes & fees
21 May - 22 May
Charming 3 bed room with magnificent views & large deck

Charming cottage, walk to downtown waterfront, large deck, outdoor seating, and grill

Charming cottage, walk to downtown waterfront, large deck, outdoor seating, and grill
Plymouth
9.6 out of 10, Exceptional, (8 reviews)
"Cute little cottage for a quick stay in Plymouth! "
United States
Erin S.
Charming cottage, walk to downtown waterfront, large deck, outdoor seating, and grill

Cozy 1-bedroom house in overlooking the river close to downtown Northampton

Cozy 1-bedroom house in overlooking the river close to downtown Northampton
Northampton
10.0 out of 10, Exceptional, (2 reviews)
"This is a very nice home. The kitchen was very well equipped, the bed was comfortable and the living space was very functional. The location was perfect for what we were doing. It was nice to be along the river. We could hear and see the crew team in the morning which was fun. John was very prompt in his communication, which always makes a stay easier. I would definitely stay here again if we are in the area."
United States
Sandy O.
Cozy 1-bedroom house in overlooking the river close to downtown Northampton

Spacious 4-bedroom house in charming Worcester with AC, WiFi

Spacious 4-bedroom house in charming Worcester with AC, WiFi
Worcester
10.0 out of 10, Exceptional, (28 reviews)
"It was perfect for our family we came out for a weekend wedding "
United States
Patrick L.
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Coastal Private Guest Suite

Coastal Private Guest Suite
Cohasset
10.0 out of 10, Exceptional, (13 reviews)
"Place was exactly as advertised. Great location and privacy. "
United States
Jason R.
Coastal Private Guest Suite

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (14 reviews)
"Great location and nice size house for a family of 5. We had a couple hiccups but the host responded quickly and handled things promptly. "
United States
Jennifer L.
The price is AED 744
AED 1,163 total
includes taxes & fees
21 May - 22 May
Cozy Riverside Berkshires Retreat

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (46 reviews)
"A wonderful place to stay!"
United States
rich k.
The price is AED 1,102
AED 2,109 total
includes taxes & fees
11 Jun - 12 Jun
Beach Life Bliss - steps to the beach

Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View

Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View
Dorchester
10.0 out of 10, Exceptional, (12 reviews)
"We loved this home. It was clean, well equipped and very well located for our family of 8 to visit Boston. Had a great time and loved the house. "
United States
Arlene P.
The price is AED 1,601
AED 3,069 total
includes taxes & fees
2 Jun - 3 Jun
Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View

Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.4 out of 10, Exceptional, (111 reviews)
"Great location, description was on point, and the communication with the owner was excellent. Would definitely stay here again. "
United States
Don T.
The price is AED 2,938
AED 4,452 total
includes taxes & fees
14 Jun - 15 Jun
Renovated Beach House Close to Everything, Minutes to Boston

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, (70 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.

FREE 3rd Night!* (See description) Nantucket in Town 3 Bedroom 1 Bath Cute House

FREE 3rd Night!* (See description) Nantucket in Town 3 Bedroom 1 Bath Cute House
Nantucket Town
9.6 out of 10, Exceptional, (44 reviews)
"Great location close to downtown. Property is at a 5-way intersection with traffic all day so it is a bit noisy. "
United States
Brian A.
FREE 3rd Night!* (See description) Nantucket in Town 3 Bedroom 1 Bath Cute House
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Massachusetts Hotel Reviews