Massachusetts Holiday Rentals

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Top cities in Massachusetts

A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.
Vacation Rentals

Boston

Boston

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Massachusetts holiday rentals

Exterior

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is S$138
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
Indoor pool

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,840 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is S$129
includes taxes & fees
29 Nov - 30 Nov
Vacation Village in the Berkshires
A modern kitchen with a built-in microwave, a dining area with a glass table, and a sofa with a cushion.

3. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (774 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
The price is S$298
includes taxes & fees
7 Dec - 8 Dec
Global Luxury Suites Downtown Boston
A wooden hallway with a patterned floor leading to a door.

4. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (356 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is S$228
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,354 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
The price is S$217
includes taxes & fees
11 Dec - 12 Dec
Crescent Suites Hotel
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

6. 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, (168 reviews)
"great location near the commons. nice space for single traveler."
United States
Andrea
The price is S$222
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 40 Temple St
A row of brick buildings with storefronts, including a bakery and a liquor store.

7. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (219 reviews)
"Great location - plenty to do."
United States
Chloe
The price is S$248
includes taxes & fees
6 Dec - 7 Dec
Maverick Suites at 245 Newbury 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
7.4 out of 10, Good, (186 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is S$234
includes taxes & fees
12 Nov - 13 Nov
Maverick Suites at 400 Columbus Ave
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, (682 reviews)
"Nice hotel with a great location. Rooms were very spacious with many amenities to offer. Will definitely be back again."
United States
Joseph
The price is S$363
includes taxes & fees
25 Nov - 26 Nov
Marriott Vacation Club® at Custom House, Boston
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

10. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (477 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
The price is S$276
includes taxes & fees
8 Dec - 9 Dec
Maverick Suites at 28 Fenway
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

11. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (39 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is S$397
includes taxes & fees
22 Nov - 23 Nov
The Concord Hotel
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

12. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (399 reviews)
"Good place to stay."
United States
Jaetaek
The price is S$191
includes taxes & fees
23 Nov - 24 Nov
Premier Suites - Bay Village
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

13. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,305 reviews)
"Awesome location - cute property - kitchens well stocked."
United States
Candi
The price is S$144
includes taxes & fees
12 Nov - 13 Nov
Sandcastle Resort and Club
A golf course with a clubhouse, a lake, and surrounding trees.

14. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (372 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$235
includes taxes & fees
12 Nov - 13 Nov
The Club at New Seabury
A beach with clear skies, calm waves, and large rocks.

15. InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (224 reviews)
"Very clean suite, great staff, great location, great beach view"
United States
Nancy
The price is S$185
includes taxes & fees
17 Nov - 18 Nov
InnSeason Resorts Captain's Quarters
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

16. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (45 reviews)
"I had a great stay at The Chester Hotel. Super cute vibe, easy check-in, and good location for where I needed to be for work. Bed is super comfy, the room aesthetic is great and the restaurant MIDA next door was really good!"
United States
Tracy
The price is S$373
includes taxes & fees
22 Nov - 23 Nov
The Chester Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

17. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (352 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is S$380
includes taxes & fees
23 Nov - 24 Nov
Kasa Boston at Fenway
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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Find holiday rentals that suit your style

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Top Massachusetts Hotel Reviews

A waterfront cityscape with high-rise buildings, a bridge, and a river.
Seaport Hotel Boston

Seaport Hotel Boston

Seaport Hotel Boston
Seaport District

8/10 Good

The stay was amazing. Hotel room was great. The breakfast at cafe.. was alright. Overall give it a 9/10. love Boston!
Singapore
kin kwok
Reviewed January 24, 2024
Seaport Hotel Boston