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

Exterior

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,233 reviews)
"beautiful location, giant suite room for incredible value"
United States
Michael
The price is S$151
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

2. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Charming historic building with modern room interiors and amenities, high quality linens/towels, and an easy walk to BSO, Northeastern University, and shopping."
United States
Andrew
The price is S$331
includes taxes & fees
25 Nov - 26 Nov
The Chester Hotel
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$254
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

4. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (339 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
The price is S$379
includes taxes & fees
9 Nov - 10 Nov
Kasa Boston at Fenway
A modern apartment with a dining area, kitchen, living room, and a large window.

5. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.0 out of 10, Wonderful, (95 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$420
includes taxes & fees
17 Nov - 18 Nov
Long Beach Suites
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

6. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,336 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
The price is S$196
includes taxes & fees
7 Nov - 8 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.

7. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,800 reviews)
"We had an amazing stay."
United States
Luke
The price is S$129
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A row of brick buildings with storefronts, including a bakery and a liquor store.

8. 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, (212 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 bedroom with a bed, a round table with chairs, a TV, and a large mirror.

9. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (37 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is S$388
includes taxes & fees
10 Nov - 11 Nov
The Concord Hotel
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

10. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,295 reviews)
"Awesome location - cute property - kitchens well stocked."
United States
Candi
The price is S$144
includes taxes & fees
1 Nov - 2 Nov
Sandcastle Resort and Club
A wooden hallway with a patterned floor leading to a door.

11. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (349 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is S$260
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
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.

12. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (185 reviews)
"Rooms were clean. and effective for what we needed. only downfall is parking"
United States
Ashley
The price is S$268
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

13. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (769 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is S$315
includes taxes & fees
22 Nov - 23 Nov
Global Luxury Suites Downtown Boston
A pool area with lounge chairs and flags.

14. 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$162
includes taxes & fees
2 Nov - 3 Nov
The Cove at Yarmouth by Westgate Resorts
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

15. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (460 reviews)
"Great price for the place given the location."
United States
Beenish
The price is S$282
includes taxes & fees
18 Nov - 19 Nov
Maverick Suites at 28 Fenway
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, (244 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is S$474
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

17. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is S$524
includes taxes & fees
28 Oct - 29 Oct
Charming Family-friendly Getaway in Sandwich!
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
7.8 out of 10, Good, (160 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$281
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple 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

Hilton Boston Park Plaza

Hilton Boston Park Plaza

10/10 Excellent
"This hotel is in the perfect location to explore Boston. The staff was amazing! Will be staying here again in the near future."
yarinais 1-night trip
Posted 1 hour ago
Hilton Boston Park Plaza