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

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,309 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is S$183
includes taxes & fees
1 Nov - 2 Nov
Crescent Suites Hotel
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

2. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,280 reviews)
"Loved the property, it was right on the beach and close to downtown."
United States
Christopher D
The price is S$91
includes taxes & fees
25 Oct - 26 Oct
Sandcastle Resort and Club
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

3. 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$216
includes taxes & fees
2 Nov - 3 Nov
The Club at New Seabury
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,198 reviews)
"Our visit was very nice. Facilities were beautiful!"
United States
marilyn
The price is S$151
includes taxes & fees
9 Nov - 10 Nov
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.

5. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,734 reviews)
"Beautiful location!"
United States
Pofen
The price is S$129
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

6. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (329 reviews)
"Absolutely gorgeous apartments! Concierge was very friendly!"
United States
Kelly
The price is S$397
includes taxes & fees
4 Nov - 5 Nov
Kasa Boston at Fenway
A pool area with lounge chairs and flags.

7. 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, (269 reviews)
"The property is an older timeshare and dated."
United States
Kim
The price is S$154
includes taxes & fees
1 Nov - 2 Nov
The Cove at Yarmouth by Westgate Resorts
A modern hotel room with a bed, a desk, a sofa, and a dining area.

8. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (240 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is S$531
includes taxes & fees
13 Oct - 14 Oct
Charlesgate Suites
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

9. 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, (156 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$323
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (34 reviews)
"Great location, great Apartment"
United States
Carla Patricia
The price is S$451
includes taxes & fees
1 Nov - 2 Nov
The Concord Hotel
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

11. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (442 reviews)
"Great price for the place given the location."
United States
Beenish
The price is S$322
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A room with a sloped ceiling, wooden walls, a bed with red towels, a white dresser, and an air conditioning unit.

12. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is S$552
includes taxes & fees
13 Oct - 14 Oct
Charming Family-friendly Getaway in Sandwich!
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, (366 reviews)
"Convenient location. Comfortable bed."
United States
Kayla
The price is S$203
includes taxes & fees
9 Nov - 10 Nov
Premier Suites - Bay Village
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

14. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (504 reviews)
"Great location, good value and comfortable beds"
United States
Deborah
The price is S$223
includes taxes & fees
2 Nov - 3 Nov
Temple Place Suites
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

15. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (762 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is S$378
includes taxes & fees
10 Nov - 11 Nov
Global Luxury Suites Downtown 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.
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Top Massachusetts Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

8/10 Good
"Clean hotel in a great location. Friendly staff"
Niall 3-night trip
Posted 4 hours ago
Harborside Inn Of Boston