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, (1,297 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is S$182
includes taxes & fees
1 Nov - 2 Nov
Crescent Suites Hotel
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, (2,695 reviews)
"Very pleased with our stay -great place for the family we will G-d willing return"
United States
Denton
The price is S$137
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

3. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (671 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$611
includes taxes & fees
1 Nov - 2 Nov
Marriott Vacation Club® at Custom House, Boston
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, (1,170 reviews)
"Absolutely wonderful room with many amenities with short drive to Tanglewood and restaurant options."
United States
Jay
The price is S$151
includes taxes & fees
18 Oct - 19 Oct
Berkshire Mountain Lodge
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

5. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (323 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$496
includes taxes & fees
1 Nov - 2 Nov
Kasa Boston at Fenway
A pool area with lounge chairs and flags.

6. 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, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
The price is S$173
includes taxes & fees
1 Nov - 2 Nov
The Cove at Yarmouth by Westgate Resorts
A modern hotel lobby with a seating area, a bar, and a kitchen.

7. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (253 reviews)
"Wonderful!!"
United States
Huynh
The price is S$131
includes taxes & fees
29 Oct - 30 Oct
Residences at Solomon Pond
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

8. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (755 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is S$399
includes taxes & fees
1 Nov - 2 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.

9. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (433 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is S$322
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A spacious hotel lobby with a reception desk, a dining area with chairs, and a patterned rug on the floor.

10. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (148 reviews)
"Very spacious rooms clean ,great location friendly staff,"
United States
Margaret
The price is S$280
includes taxes & fees
21 Oct - 22 Oct
Brewster Green Resort
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

11. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (39 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is S$474
includes taxes & fees
4 Oct - 5 Oct
The Chester Hotel
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

12. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.4 out of 10, Good, (26 reviews)
"Cute space! Wasn’t too difficult navigating Boston from this location."
United States
Rebecca
The price is S$443
includes taxes & fees
4 Oct - 5 Oct
The Concord Hotel
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

13. 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$235
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

14. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,266 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 spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

15. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (125 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is S$549
includes taxes & fees
5 Oct - 6 Oct
Thomas Sea Suites
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, (239 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is S$543
includes taxes & fees
4 Oct - 5 Oct
Charlesgate Suites
A wooden hallway with a patterned floor leading to a door.

17. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (326 reviews)
"Room was clean, neat area."
United States
Keir
The price is S$312
includes taxes & fees
25 Oct - 26 Oct
Maverick Suites at 89 Marion
A row of brick buildings with storefronts, including a bakery and a liquor store.

18. 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, (206 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is S$312
includes taxes & fees
4 Oct - 5 Oct
Maverick Suites at 245 Newbury St
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

19. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (151 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$288
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

20. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.0 out of 10, Very good, (9 reviews)
"Great place, clean, well maintained and centrally located. Excellent and timely communication."
United States
Mike Shang-Yu
The price is S$347
includes taxes & fees
4 Oct - 5 Oct
Furnished Apartment Near Longwood
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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Beautiful"
Eileena 1-night trip
Posted 3 hours ago
Encore Boston Harbor