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, (1,156 reviews)
"Absolutely wonderful room with many amenities with short drive to Tanglewood and restaurant options."
United States
Jay
The price is S$142
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,678 reviews)
"Love this place for a weekend getaway."
United States
Jacob
The price is S$150
includes taxes & fees
29 Sept - 30 Sept
Vacation Village in the Berkshires
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

3. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,287 reviews)
"Great location, close to restaurants and stores. Beautiful rooms. Close enought to Boston without all the traffic. Close to Mass Pike."
United States
Mark
The price is S$230
includes taxes & fees
28 Sept - 29 Sept
Crescent Suites Hotel
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

4. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,262 reviews)
"Loved the property, it was right on the beach and close to downtown."
United States
Christopher D
The price is S$76
includes taxes & fees
25 Oct - 26 Oct
Sandcastle Resort and Club
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

5. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (24 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is S$466
includes taxes & fees
30 Sept - 1 Oct
The Concord Hotel
A wooden hallway with a patterned floor leading to a door.

6. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (318 reviews)
"Room was clean, neat area."
United States
Keir
The price is S$288
includes taxes & fees
28 Sept - 29 Sept
Maverick Suites at 89 Marion
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

7. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (148 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
The price is S$425
includes taxes & fees
4 Oct - 5 Oct
Maverick Suites at 40 Temple St
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

8. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (174 reviews)
"Well located"
United States
Evelyn
The price is S$332
includes taxes & fees
30 Sept - 1 Oct
Maverick Suites at 400 Columbus Ave
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

9. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (428 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is S$443
includes taxes & fees
4 Oct - 5 Oct
Maverick Suites at 28 Fenway

10. Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
The price is S$502
includes taxes & fees
19 Oct - 20 Oct
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

11. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (320 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
The price is S$521
includes taxes & fees
1 Oct - 2 Oct
Kasa Boston at Fenway
A modern hotel room with a bed, a desk, a sofa, and a dining area.

12. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (237 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is S$574
includes taxes & fees
30 Sept - 1 Oct
Charlesgate Suites
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

13. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (483 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is S$268
includes taxes & fees
27 Oct - 28 Oct
Temple Place Suites
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

14. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (350 reviews)
"Location is great"
United States
Eria
The price is S$243
includes taxes & fees
28 Sept - 29 Sept
Premier Suites - Bay Village
A row of brick buildings with storefronts, including a bakery and a liquor store.

15. 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, (203 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is S$442
includes taxes & fees
28 Sept - 29 Sept
Maverick Suites at 245 Newbury St
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

The Westin Boston Seaport District

The Westin Boston Seaport District

8/10 Good
"Good overall stay"
Jen 1-night trip
Posted 2 hours ago
The Westin Boston Seaport District