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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Boston holiday rentals

Lobby

1. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (317 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 NZ$279
includes taxes & fees
20 Sept - 21 Sept
Kasa Boston at Fenway
Living area

2. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (171 reviews)
"Well located"
United States
Evelyn
The price is NZ$454
includes taxes & fees
20 Sept - 21 Sept
Maverick Suites at 400 Columbus Ave
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up)

3. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (472 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is NZ$355
includes taxes & fees
22 Sept - 23 Sept
Temple Place Suites
Front of property

4. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (146 reviews)
"Worth the stay"
Canada
Akansha
The price is NZ$550
includes taxes & fees
20 Sept - 21 Sept
Maverick Suites at 40 Temple St
Exterior

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, (203 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is NZ$595
includes taxes & fees
19 Sept - 20 Sept
Maverick Suites at 245 Newbury St
Front of property

6. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (423 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is NZ$527
includes taxes & fees
20 Sept - 21 Sept
Maverick Suites at 28 Fenway
Lobby lounge

7. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (743 reviews)
"Friendly sat at Front and the property is very nice it was useful for a quick work trip. Easy to get around well lit and maintained"
United States
Christopher
The price is NZ$857
includes taxes & fees
30 Sept - 1 Oct
Global Luxury Suites Downtown Boston
Studio

8. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.8 out of 10, Good, (22 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is NZ$619
includes taxes & fees
20 Sept - 21 Sept
The Concord Hotel
Premium Studio Suite

9. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (236 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is NZ$703
includes taxes & fees
21 Sept - 22 Sept
Charlesgate Suites
Rooftop terrace

10. 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, (666 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is NZ$965
includes taxes & fees
18 Oct - 19 Oct
Marriott Vacation Club® at Custom House, Boston
Deluxe Double Room, Shared Bathroom

11. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (343 reviews)
"Location is great"
United States
Eria
The price is NZ$322
includes taxes & fees
20 Sept - 21 Sept
Premier Suites - Bay Village
Exterior

12. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.6 out of 10, Excellent, (14 reviews)
"Good use of space, comfortable bed and sofa, Very pleasant neighborhood walking distance to Fenway Park, Whole Foods and 2 subway stations. The kitchen is small but functional. The refrigerator either freezes salad or leaks water and the bathroom sink is tiny. But otherwise a sweet place to stay. Use Bounce if you need to stash your bags before check in or after check out."
United States
Donna L.
The price is NZ$423
includes taxes & fees
28 Sept - 29 Sept
Stunning Back Bay Studio Apartment
Premium Apartment | Living area

13. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is NZ$620
includes taxes & fees
30 Sept - 1 Oct
The Chester Hotel
Living area

14. Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
10.0 out of 10, Exceptional, (1 review)
"There are a few stairs to climb to get to the condo so just be prepared. It's in a great location. Easy to get to bars, shopping, restaurants etc."
United States
Lynette B.
The price is NZ$517
includes taxes & fees
20 Sept - 21 Sept
Charming 1 Bedroom | Newbury Street
Room

15. Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.2 out of 10, Very good, (13 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is NZ$539
includes taxes & fees
20 Sept - 21 Sept
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Exterior

16. Stellar South End Studio

Stellar South End Studio
Back Bay
9.0 out of 10, Wonderful, (4 reviews)
"This place is not fancy, but is clean and comfortable and exactly as advertised I had an issue with the WiFi and the host fixed it as soon as they could. I would definitely stay here again."
United States
Daniel
The price is NZ$560
includes taxes & fees
12 Oct - 13 Oct
Stellar South End Studio
Room

17. Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.6 out of 10, Good, (17 reviews)
"All good, would definitely stay again"
United States
Dan C.
The price is NZ$684
includes taxes & fees
28 Sept - 29 Sept
Cozy Studio Steps from Boston Common and Theaters
Luxury Suite 2 | Living area

18. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (40 reviews)
"This place is absolutely stunning I would definitely book again. "
United States
Klaudia
The price is NZ$1,756
includes taxes & fees
4 Oct - 5 Oct
The Monty Boston
Room

19. Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
8.6 out of 10, Excellent, (8 reviews)
"Would stay again"
United States
mark p.
The price is NZ$425
includes taxes & fees
20 Sept - 21 Sept
Studio Awaits Your Next Stay!
Room

20. Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Fenway–Kenmore
9.8 out of 10, Exceptional, (9 reviews)
"Great location with comfortable accommodations!! Easy access to great restaurants, Fenway, and the T. Host provided excellent communication and was extremely responsive. Highly recommend!"
United States
Andrea G.
The price is NZ$763
includes taxes & fees
6 Oct - 7 Oct
Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
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

The Revolution Hotel

The Revolution Hotel

10/10 Excellent
"A great place to stay in Boston!"
Austin 3-night trip
Posted 1 hour ago
The Revolution Hotel

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.

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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 632 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 TD Garden.

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.