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, (1,313 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is S$192
includes taxes & fees
15 Nov - 16 Nov
Crescent Suites Hotel
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

2. 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, (675 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is S$428
includes taxes & fees
1 Nov - 2 Nov
Marriott Vacation Club® at Custom House, Boston
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,742 reviews)
"Beautiful location!"
United States
Pofen
The price is S$129
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
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, (1,206 reviews)
"Friendly hotel staff."
United States
Kathleen
The price is S$152
includes taxes & fees
9 Nov - 10 Nov
Berkshire Mountain Lodge
A pool area with lounge chairs and flags.

5. 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$169
includes taxes & fees
1 Nov - 2 Nov
The Cove at Yarmouth by Westgate Resorts
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, (330 reviews)
"Absolutely gorgeous apartments! Concierge was very friendly!"
United States
Kelly
The price is S$399
includes taxes & fees
9 Nov - 10 Nov
Kasa Boston at Fenway
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

7. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (763 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is S$351
includes taxes & fees
10 Nov - 11 Nov
Global Luxury Suites Downtown Boston
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

8. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (445 reviews)
"Great price for the place given the location."
United States
Beenish
The price is S$324
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

9. 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$255
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.

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$410
includes taxes & fees
4 Nov - 5 Nov
The Concord Hotel
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

11. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,284 reviews)
"A bit on the older side, but still a good location, and comfy room space."
United States
Eugene
The price is S$91
includes taxes & fees
25 Oct - 26 Oct
Sandcastle Resort and Club
A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

12. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (129 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is S$469
includes taxes & fees
18 Oct - 19 Oct
Thomas Sea Suites
A row of brick buildings with storefronts, including a bakery and a liquor store.

13. 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, (207 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is S$309
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 245 Newbury St
A modern apartment with a dining area, kitchen, living room, and a large window.

14. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (91 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$733
includes taxes & fees
31 Oct - 1 Nov
Long Beach Suites
A wooden hallway with a patterned floor leading to a door.

15. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (337 reviews)
"Area is quiet, building is modern, super clean and roomy. Plenty of places to eat within walking distance. Green line is an easy, short walk. Elevator wasn't working, but we were notified ahead of time and we easily managed the one flight of stairs. Would stay here again."
United States
Katerina
The price is S$261
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
A modern hotel room with a bed, a desk, a sofa, and a dining area.

16. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (241 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is S$511
includes taxes & fees
15 Nov - 16 Nov
Charlesgate Suites
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.

17. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (180 reviews)
"Well located"
United States
Evelyn
The price is S$269
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave
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, (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$324
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

19. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (368 reviews)
"Great location,"
United States
Rosemary
The price is S$206
includes taxes & fees
9 Nov - 10 Nov
Premier Suites - Bay Village
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

8/10 Good
"Good room and location. Helpful staff. Great location if using Convention Center."
Gordon 2-night trip
Posted less than an hour ago
Omni Boston Hotel at the Seaport