Vacation Homes in Massachusetts

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Top Cities in Massachusetts

Vacation HomesVacation Homes

Hyannis

Hyannis

Our top choices for Massachusetts vacation homes

Terrace/patio

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
13 May - 14 May
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
TV, DVD player, books, video library

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
Smart TV

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 459
AED 677 total
includes taxes & fees
13 May - 14 May
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Smart TV, fireplace, books, computer monitors

Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Relaxing Getaway: Entire 3-BR Home w/ Fireplace
Marlborough
10.0 out of 10, Exceptional, (16 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.
Relaxing Getaway: Entire 3-BR Home w/ Fireplace
Outdoor dining

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
Property grounds

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
Smart TV

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 915
AED 1,997 total
includes taxes & fees
18 May - 19 May
Centrally located in the heart of Boston near T
Interior

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
13 May - 14 May
Cozy Riverside Berkshires Retreat
Exterior

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 797
AED 1,957 total
includes taxes & fees
17 May - 18 May
Nantucket - edge of town
Property grounds

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.0 out of 10, Very Good, (3 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is AED 551
AED 1,492 total
includes taxes & fees
13 May - 14 May
Charming 3 bed room with magnificent views & large deck
Interior

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 463
AED 1,604 total
includes taxes & fees
14 May - 15 May
Newly renovated house in Brandt Point, right near town and Children's Beach
2 bedrooms, iron/ironing board, WiFi, bed sheets

Cozy 2BR Fort Hill Apartment | Near the T

Cozy 2BR Fort Hill Apartment | Near the T
Roxbury
9.2 out of 10, Wonderful, (41 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
Fridge, microwave, oven, stovetop

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (45 reviews)
"A wonderful place to stay!"
United States
rich k.
The price is AED 1,109
AED 2,121 total
includes taxes & fees
7 Jun - 8 Jun
Beach Life Bliss - steps to the beach
Interior

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 716
AED 1,612 total
includes taxes & fees
19 May - 20 May
Renovated Beach House Close to Everything, Minutes to Boston
Property grounds

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.
Interior

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
Beach nearby, sun loungers, beach towels

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, (180 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
Outdoor dining

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
9.8 out of 10, Exceptional, (185 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is AED 248
AED 1,045 total
includes taxes & fees
19 May - 20 May
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Interior

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, (13 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 617
AED 730 total
includes taxes & fees
19 May - 20 May
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Interior

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 1,488
AED 2,918 total
includes taxes & fees
19 May - 20 May
Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View
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

Arcadian Hotel

Arcadian Hotel

10/10 Excellent
"Conveniently located The green Line (D) stops right at the front door The hotel is only .9 mi to the longwood medical area and a pleasant easy walk Trader Joes and many wonderful restaurants and shops are within walking distance I always stay here (Two and three times and year and always feel at home) Continental breakfast is just that - a little something for everyone"
Lynda Dalton 2-night trip
Posted 2 hours ago
Arcadian Hotel

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