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
4 May - 5 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 735
AED 1,173 total
includes taxes & fees
4 May - 5 May
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

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
4 May - 5 May
Cozy Riverside Berkshires Retreat

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, (182 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is AED 364
AED 1,198 total
includes taxes & fees
19 May - 20 May
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Cozy Apartment | Near T

Cozy Apartment | Near T
Roxbury
9.2 out of 10, Wonderful, (39 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

Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Relaxing Getaway: Entire 3-BR Home w/ Fireplace
Marlborough
10.0 out of 10, Exceptional, (15 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 1,621 total
includes taxes & fees
3 Jun - 4 Jun
Relaxing Getaway: Entire 3-BR Home w/ Fireplace

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.
The price is AED 3,670
AED 6,205 total
includes taxes & fees
17 May - 18 May
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

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

Peace and quiet on the lake

Peace and quiet on the lake
Sherwood Forest
9.6 out of 10, Exceptional, (235 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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (12 reviews)
"Enjoyed our stay while visiting Amherst. Thoughtful hosts with welcome touches. Provided details for finding, easy checkin and checkout, ample supplies for our needs. Thanks "
United States
Grace
The price is AED 606
AED 718 total
includes taxes & fees
8 May - 9 May
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

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, (109 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 628
AED 1,506 total
includes taxes & fees
4 May - 5 May
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, (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.

Eazy Breezy Beach Home

Eazy Breezy Beach Home
Dennis
9.0 out of 10, Wonderful, (10 reviews)
"Great location"
United States
alyssa w.
Eazy Breezy Beach Home

Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.

Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.
East Falmouth
9.0 out of 10, Wonderful, (58 reviews)
"Great property and great location!"
United States
Deb A.
Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.

Nantucket - edge of town

Nantucket - edge of town
Nantucket
9.6 out of 10, Exceptional, (89 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is AED 2,891
AED 4,628 total
includes taxes & fees
16 May - 17 May
Nantucket - edge of town

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

Mid Island Townhouse

Mid Island Townhouse
Nantucket
8.0 out of 10, Very Good, (6 reviews)
"Very comfortable place to stay. Close to town in a quiet neighborhood."
United States
Thomas H.
Mid Island Townhouse

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, (1 review)
"I loved my stay here and would definitely stay again! The house is tucked into an enclave of homes right on the bank of the Connecticut River. Despite 91 being right there, it was absolutely quiet. I didn't hear anything but birds, and really enjoyed walking by the river. Right around the corner is a field sporting a horse and a llama, which was fun. It is a short drive to downtown Northampton and I could get anywhere quickly. Inside, everything was immaculate. The living room is smallish, but...
United States
Molly H.
Cozy 1-bedroom house in overlooking the river close to downtown Northampton

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 1,389
AED 2,792 total
includes taxes & fees
5 May - 6 May
Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View

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, (27 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
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