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

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,225 reviews)
"Large , clean suite .well equipped kitchen. Comfortable stay! Would definitely return."
United States
ulla
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, (41 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is S$331
includes taxes & fees
9 Nov - 10 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, (335 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
The price is S$365
includes taxes & fees
29 Oct - 30 Oct
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
9.2 out of 10, Wonderful, (93 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$424
includes taxes & fees
23 Nov - 24 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, (1,330 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is S$191
includes taxes & fees
24 Nov - 25 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, (2,783 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, (210 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is S$308
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, (36 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
22 Nov - 23 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, (1,294 reviews)
"Awesome location - cute property - kitchens well stocked."
United States
Candi
The price is S$144
includes taxes & fees
25 Oct - 26 Oct
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, (346 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is S$245
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, (184 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is S$252
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, (767 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is S$314
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$188
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, (456 reviews)
"Really pretty well maintained accomodation close to a lot of cool things to do in boston. its also pretty close to the train and bus station which was helpful to get around"
United States
Rakshitha
The price is S$293
includes taxes & fees
1 Nov - 2 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, (243 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is S$473
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A single-story house with a front door, a small porch, and a fenced yard.

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
25 Oct - 26 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
8.0 out of 10, Very good, (158 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$302
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

The Revolution Hotel

The Revolution Hotel

8/10 Good
"The room was TINY. No place to sit (not a single chair) or set anything down, especially in the bathroom! The toilet didn’t have a lid so you can’t even set your clothes on it and the shower and toilet are all one little room, meaning water gets all over the floor around the toilet as well. Bed was comfortable, room very clean, and we slept well but we had very little room to get dressed without bumping into each other. No in-room coffee. The photos online are creatively framed to give the appearance of more space than there actually is!"
Jeanine 2-night trip
Posted 1 hour ago
The Revolution Hotel