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

Massachusetts Holiday Rentals

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A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
Holiday RentalsHoliday Rentals

Boston

Boston

Our top choices for Massachusetts holiday rentals

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,247 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is S$147
includes taxes & fees
9 Nov - 10 Nov
Berkshire Mountain Lodge
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

2. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,339 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
The price is S$180
includes taxes & fees
1 Nov - 2 Nov
Crescent Suites Hotel
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

3. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (769 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is S$310
includes taxes & fees
29 Nov - 30 Nov
Global Luxury Suites Downtown Boston
A modern apartment with a dining area, kitchen, living room, and a large window.

4. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.0 out of 10, Wonderful, (95 reviews)
"This is our 3rd time and we will be back next year. Love the location, the place is perfect we truly enjoy our time. The response time for any questions is great."
United States
Kim
The price is S$430
includes taxes & fees
15 Nov - 16 Nov
Long Beach Suites
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

5. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,809 reviews)
"Great resort, great location very spacious."
United States
Marcos
The price is S$129
includes taxes & fees
30 Nov - 1 Dec
Vacation Village in the Berkshires
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

6. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Charming historic building with modern room interiors and amenities, high quality linens/towels, and an easy walk to BSO, Northeastern University, and shopping."
United States
Andrew
The price is S$331
includes taxes & fees
1 Nov - 2 Nov
The Chester Hotel
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

7. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (371 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is S$254
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

8. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (37 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is S$392
includes taxes & fees
9 Nov - 10 Nov
The Concord Hotel
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

9. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (678 reviews)
"I can’t believe this property is a hotel and not a historic landmark. If you like historical places this is the place to stay in Boston."
United States
Benny
The price is S$358
includes taxes & fees
30 Nov - 1 Dec
Marriott Vacation Club® at Custom House, Boston
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

10. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,296 reviews)
"Awesome location - cute property - kitchens well stocked."
United States
Candi
The price is S$144
includes taxes & fees
2 Nov - 3 Nov
Sandcastle Resort and Club
A row of brick buildings with storefronts, including a bakery and a liquor store.

11. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (214 reviews)
"It was a great location right in a little neighborhood with shops and restaurants. There are two subway stations within a 5 minute walk which made getting to the T very easy. The room was perfect for us!"
United States
David
The price is S$319
includes taxes & fees
22 Nov - 23 Nov
Maverick Suites at 245 Newbury St
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

12. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (340 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is S$380
includes taxes & fees
11 Nov - 12 Nov
Kasa Boston at Fenway
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

13. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (385 reviews)
"Good place to stay."
United States
Jaetaek
The price is S$197
includes taxes & fees
23 Nov - 24 Nov
Premier Suites - Bay Village
A wooden hallway with a patterned floor leading to a door.

14. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (349 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is S$276
includes taxes & fees
29 Nov - 30 Nov
Maverick Suites at 89 Marion
A pool area with lounge chairs and flags.

15. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (270 reviews)
"The property is an older timeshare and dated."
United States
Kim
The price is S$157
includes taxes & fees
1 Nov - 2 Nov
The Cove at Yarmouth by Westgate Resorts
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

16. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (100 reviews)
"Enjoyed the stay"
United States
Frances
The price is S$298
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 402 Columbus Ave
A modern hotel room with a bed, a desk, a sofa, and a dining area.

17. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (244 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is S$474
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

18. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (161 reviews)
"Great property in a great location. Tons of food options nearby. Walking distance to Target and Whole Foods. Easy access to the Blue line. The neighborhood was quiet and clean. Boston common is just a block away. Definitely would stay again and highly recommend."
United States
TommyWallace
The price is S$266
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 40 Temple St
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

19. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (468 reviews)
"Great location! Quiet and easy to check in/out."
Canada
Brodie
The price is S$322
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 28 Fenway
A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

20. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is S$499
includes taxes & fees
8 Nov - 9 Nov
Charming Family-friendly Getaway in Sandwich!
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

8/10 Good
"Coffee cups don't fit the machine"
donald 1-night trip
Posted less than an hour ago
Arcadian Hotel