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

Massachusetts Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Top Cities in Massachusetts

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

Rooftop terrace

1. 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, (649 reviews)
"Best hotel for stay in Boston!"
United States
Frank
The price is S$450
includes taxes & fees
30 Aug - 31 Aug
Marriott Vacation Club® at Custom House, Boston
Terrace/patio

2. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,241 reviews)
"Dana is a great host, nice spacious rooms"
United States
joseph
The price is S$225
includes taxes & fees
13 Aug - 14 Aug
Crescent Suites Hotel
Lobby

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,504 reviews)
"I have been visiting this property for years and it is always great. Can’t beat it after a few days of adventure in the Berkshires"
United States
Brooks
The price is S$147
includes taxes & fees
23 Aug - 24 Aug
Vacation Village in the Berkshires
Front of property

4. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (140 reviews)
"Worth the stay"
Canada
Akansha
The price is S$325
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 40 Temple St
Lobby

5. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (303 reviews)
"The place was exactly as described, very comfortable and we had everything we needed for a relaxing stay. We especially appreciated the stocked kitchen essential pantry items!"
United States
KATERINA
The price is S$556
includes taxes & fees
16 Aug - 17 Aug
Kasa Boston at Fenway
Lobby

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,043 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is S$208
includes taxes & fees
30 Aug - 31 Aug
Berkshire Mountain Lodge
Exterior

7. 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, (196 reviews)
"Location was perfect! The room was great and exactly what I needed for my business trip"
United States
Michael
The price is S$340
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 245 Newbury St
Lobby lounge

8. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (730 reviews)
"Great property. Conveniently close to transit, shopping and Boston’s best districts."
United States
Neill
The price is S$416
includes taxes & fees
16 Aug - 17 Aug
Global Luxury Suites Downtown Boston
Front of property

9. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (402 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
The price is S$355
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 28 Fenway
Iron/ironing board, free WiFi

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (10 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
The price is S$408
includes taxes & fees
11 Aug - 12 Aug
The Concord Hotel
42-inch TV with satellite channels

11. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (161 reviews)
"Well located"
United States
Evelyn
The price is S$306
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 400 Columbus Ave
Living area

12. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is S$417
includes taxes & fees
11 Aug - 12 Aug
The Chester Hotel
Premium bedding, desk, iron/ironing board, free WiFi

13. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (222 reviews)
"Very nice room and close to fenway"
United States
timothy
The price is S$576
includes taxes & fees
25 Aug - 26 Aug
Charlesgate Suites
Egyptian cotton sheets, premium bedding, down duvets, memory-foam beds

14. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (14 reviews)
"Great location to fenway. Easy and clean."
United States
Allison
The price is S$450
includes taxes & fees
12 Aug - 13 Aug
Symple Live
Desk, iron/ironing board, free WiFi, bed sheets

15. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (432 reviews)
"Great location so close to everything"
United States
Hunter
The price is S$259
includes taxes & fees
9 Aug - 10 Aug
Temple Place Suites
Iron/ironing board, free WiFi, bed sheets

16. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (318 reviews)
"Lovely small property with thoughtful touches like cool water bottles & Nespresso available 24hrs. I had to take a last minute Zoom call and the front desk reserved the business center room for me. The rooms themselves are a bit small but very comfortable beds and linens."
United States
Theresa
The price is S$243
includes taxes & fees
9 Aug - 10 Aug
Premier Suites - Bay Village
Living area

17. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (40 reviews)
"This place is absolutely stunning I would definitely book again. "
United States
Klaudia
The price is S$1,004
includes taxes & fees
11 Aug - 12 Aug
The Monty Boston
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Massachusetts Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Top notch dynamite - more characters"
Marc 1-night trip
Posted less than an hour ago
Encore Boston Harbor