A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.

Boston Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Boston holiday rentals

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

1. 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, (678 reviews)
"I can’t believe this property is a hotel and not a historic landmark. If you like historical places this is the place to stay in Boston."
United States
Benny
The price is NZ$531
includes taxes & fees
25 Nov - 26 Nov
Marriott Vacation Club® at Custom House, Boston
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

2. 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 NZ$430
includes taxes & fees
25 Nov - 26 Nov
Global Luxury Suites Downtown Boston
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

3. 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 NZ$521
includes taxes & fees
11 Nov - 12 Nov
Kasa Boston at Fenway
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

4. 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 NZ$454
includes taxes & fees
1 Nov - 2 Nov
The Chester Hotel
A row of brick buildings with storefronts, including a bakery and a liquor store.

5. 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 NZ$424
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 245 Newbury St
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

6. 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 NZ$385
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

7. 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 NZ$387
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

8. 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 NZ$534
includes taxes & fees
22 Nov - 23 Nov
The Concord Hotel
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.

9. 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 NZ$368
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave
A modern hotel room with a bed, a desk, a sofa, and a dining area.

10. 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 NZ$649
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A modern kitchen with a central island, a dining area with a round table and chairs, and a large window providing a view of the city at night.

11. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (44 reviews)
"We loved the location and the host was amazing. We only wish the sidewalk construction wasn’t going on because it obstructed part of the beautiful view."
United States
Jodi
The price is NZ$2,099
includes taxes & fees
27 Nov - 28 Nov
The Monty Boston
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

12. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (383 reviews)
"Good place to stay."
United States
Jaetaek
The price is NZ$268
includes taxes & fees
24 Nov - 25 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.

13. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (535 reviews)
"Great location, good value and comfortable beds"
United States
Deborah
The price is NZ$293
includes taxes & fees
27 Nov - 28 Nov
Temple Place Suites
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

14. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (213 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is NZ$468
includes taxes & fees
25 Nov - 26 Nov
Global Luxury Suites East Boston
Room

15. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (29 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is NZ$638
includes taxes & fees
25 Nov - 26 Nov
Symple Live
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

16. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (98 reviews)
"Enjoyed the stay"
United States
Frances
The price is NZ$362
includes taxes & fees
23 Nov - 24 Nov
Maverick Suites at 402 Columbus Ave
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, (348 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is NZ$358
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

18. 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 NZ$262
includes taxes & fees
10 Nov - 11 Nov
Crescent Suites Hotel
A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

19. Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (22 reviews)
"Several items were broken, damaged, or in disrepair upon arrival. An elevator alarm was ringing for at least 16 hours before being resolved late at night. Check in and check out process needs to be more clear and streamlined."
United States
Gina
The price is NZ$441
includes taxes & fees
28 Oct - 29 Oct
Furnished Apartments near Encore Boston
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, (13 reviews)
"Great place, clean, well maintained and centrally located. Excellent and timely communication."
United States
Mike Shang-Yu
The price is NZ$465
includes taxes & fees
28 Oct - 29 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 Boston Hotel Reviews

Omni Parker House

Omni Parker House

10/10 Excellent
"Super comfortable bed. Room was kind of small but it’s an old building. Loved the history of the hotel. Very well maintained with friendly staff."
Stephen 2-night trip
Posted 1 hour ago
Omni Parker House

Find out more about Boston

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Boston holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Boston. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Boston. Seeing all the best attractions is bound to make you fall in love with Boston. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Boston short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Boston?

Yes, there are holiday rentals in Boston close to New England Aquarium, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Boston high marks for its acclaimed theatre scene and fascinating museums. While you're here, don't miss the university campus and notable monuments.

What are some of the best holiday rentals that Boston has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This highly rated holiday home rental in Boston offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books. Some other top choices in Boston are Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking and Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking.

How many holiday rentals are there in Boston?

With 635 Expedia holiday rentals, you're guaranteed to find just the right place for your Boston stay.

What can I see and do in Boston?

New England Aquarium and Museum of Science are a couple of the family-friendly sights, whereas cultural attractions include Gillette Stadium and Old State House. You can also visit some other popular places in town, such as Fenway Park and Faneuil Hall Marketplace.

What are holiday rentals like in Boston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.