A coastal village with houses, a lighthouse, and boats on the water.

Vacation Homes in Massachusetts

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Top Cities in Massachusetts

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
Vacation HomesVacation Homes

Boston

Boston

Our top choices for Massachusetts vacation homes

A circular stone arrangement in a forested area with trees and greenery around.

1. Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA
Goshen
9.6 out of 10, Exceptional, (22 reviews)
"This is a magical stay!"
United States
Ryan B.
Experience Three Sisters Sanctuary in Goshen, MA
A modern kitchen with a stainless steel refrigerator, a microwave, a sink, and a stove.

2. Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Fenway–Kenmore
10.0 out of 10, Exceptional, (100 reviews)
"This house was clean and has what you need to have a great stay. It is close by to public transportation and walkable to shops"
United States
James B.
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

3. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.2 out of 10, Wonderful, (12 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is AED 598
AED 755 total
includes taxes & fees
1 Nov - 2 Nov
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

4. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (73 reviews)
"Easy parking. Works for a short trip. Convenient to get to."
United States
heather
The price is AED 562
AED 915 total
includes taxes & fees
1 Nov - 2 Nov
Lovely 2nd Floor Apartment
A hallway with wooden flooring, white walls, and a bed in the background.

5. Shelburne Falls on Main

Shelburne Falls on Main
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is AED 739
AED 1,531 total
includes taxes & fees
29 Oct - 30 Oct
Shelburne Falls on Main
A bedroom with a large bed, a bedside table with a lamp, and a view of the outdoors through the window.

6. Bright Contemporary Escape, Near the T

Bright Contemporary Escape, Near the T
Roxbury
9.8 out of 10, Exceptional, (56 reviews)
"Close to everything, great place to stay"
United States
Julio M.
Bright Contemporary Escape, Near the T
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

7. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (64 reviews)
"Very nice little house with all amenities you can ask for. Unfortunately we only had a quick over night stay. Beautiful location. The drive way is a challenge to get out if you are backing out. We certainly would stay again!"
United States
Nicole
The price is AED 1,818
AED 3,024 total
includes taxes & fees
1 Nov - 2 Nov
Beach Life Bliss - steps to the beach
A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

8. Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.2 out of 10, Wonderful, (125 reviews)
"Overall great stay, loved the location"
United States
Anthony E.
The price is AED 698
AED 1,596 total
includes taxes & fees
2 Nov - 3 Nov
Renovated Beach House Close to Everything, Minutes to Boston
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

9. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean location to stay."
United States
Mike O.
The price is AED 1,010
AED 1,888 total
includes taxes & fees
29 Oct - 30 Oct
Spacious 4-bedroom with four and half bathrooms
A modern kitchen with wooden cabinets, a large island, a stove, and hanging wicker light fixtures.

10. Cozy Coastal Holiday Getaway! Gas Fireplace! Walk to Town, Beach & Train!🍂🎄❄️

Cozy Coastal Holiday Getaway! Gas Fireplace! Walk to Town, Beach & Train!🍂🎄❄️
Rockport
10.0 out of 10, Exceptional, (17 reviews)
"The property is comfortable and beautifully decorated. The main attractions within Rockport are all within walking distance and nothing on the entirety of Cape Ann felt more than a 15 min drive away. Great rental and great place to visit."
United States
Mark E.
Cozy Coastal Holiday Getaway! Gas Fireplace! Walk to Town, Beach & Train!🍂🎄❄️
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

11. 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, (209 reviews)
"Great location and perfect home for overnight stay!"
United States
Betsy D.
The price is AED 327
AED 1,144 total
includes taxes & fees
7 Nov - 8 Nov
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
A hallway with a white door, a hanging light fixture, and a potted plant on a stand.

12. Leslie's Retreat: Spacious home ideally located to everything

Leslie's Retreat: Spacious home ideally located to everything
Salem
10.0 out of 10, Exceptional, (274 reviews)
"Clean big house was a perfect home base for our group’s weekend"
United States
Steven S.
Leslie's Retreat: Spacious home ideally located to everything
A staircase with a wooden handrail, a potted plant, a chandelier, and a framed picture on the wall.

13. Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots
Salem
9.6 out of 10, Exceptional, (5 reviews)
The price is AED 1,646
AED 3,040 total
includes taxes & fees
2 Nov - 3 Nov
Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots
A living room with a television, wooden cabinet, fireplace, clock, and a lamp.

14. Waterview Westend Townhouse

Waterview Westend Townhouse
Provincetown
9.4 out of 10, Exceptional, (102 reviews)
"Great place, very spacious, reserved parking spaces (2) right outside the front door, nice deck off the living room, and fantastic location - you can easily walk to everything"
United States
Glen A.
Waterview Westend Townhouse
A spacious living area with a large sectional sofa, a glass dining table, and multiple windows providing natural light.

15. Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Chelsea
9.4 out of 10, Exceptional, (129 reviews)
"Great stay for a couple of nights. Great location."
United States
Kevin C.
The price is AED 1,382
AED 2,655 total
includes taxes & fees
2 Nov - 3 Nov
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
A covered outdoor patio with a wooden deck, a table with chairs, and a view of the neighborhood.

16. 2 Story Beach House with full screen porch - Short walk to beach

2 Story Beach House with full screen porch - Short walk to beach
Marshfield
9.6 out of 10, Exceptional, (47 reviews)
"Beautiful home close to the ocean for our trip, incredibly happy I chose it!"
United States
Brandon R.
2 Story Beach House with full screen porch - Short walk to beach
A shed with a door open, revealing an interior with a wooden floor and a rug.

17. Salem Getaway - Cozy 1BR Near Downtown

Salem Getaway - Cozy 1BR Near Downtown
Salem
10.0 out of 10, Exceptional, (1 review)
"Perfect little place for a quick quaint stay."
United States
Annette A.
Salem Getaway - Cozy 1BR Near Downtown
A deck with a table and chairs, overlooking the ocean.

18. 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, (29 reviews)
"Beautiful location and, even better, our Host thought about all the small details that make the home stand out."
United States
Scott M.
2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay
A stone building with a central entrance, surrounded by lush greenery and flowering plants.

19. Beautiful House Minutes from Town, on Bike Path

Beautiful House Minutes from Town, on Bike Path
Nantucket Town
10.0 out of 10, Exceptional, (63 reviews)
"This property is located perfectly between town, the beaches , bike paths and shopping access.House is adorable!"
United States
Richard L.
Beautiful House Minutes from Town, on Bike Path
A dining area with a wooden table, chairs, and a ceiling fan.

20. Leaf-Peeper Paradise in the Berkshires

Leaf-Peeper Paradise in the Berkshires
Great Barrington
9.6 out of 10, Exceptional, (29 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
The price is AED 744
AED 1,163 total
includes taxes & fees
2 Nov - 3 Nov
Leaf-Peeper Paradise in the Berkshires
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

8/10 Good
"The room was pretty small but it is just the studio. I didn’t really like how the bathroom is just open to the room and also the shower door isnt fully closed off so the floor gets wet when u shower. There is also no desk/chair if you want to do some work but the lobby does have a lot of areas to work and stuff so it balances it out. Other than that it’s in a great location right next to the silver line which is 2 stops away from south station/the red line. Cocorico also being in the lobby was nice they have good coffee (not so good matcha) and yeah I probably wouldnt stay here again but it was nice for the time being"
Mohamed 4-night trip
Posted 4 hours ago
Omni Boston Hotel at the Seaport

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