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

Boston Holiday Rentals

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Our top choices for Boston holiday rentals

1. 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 NZ$1,003
includes taxes & fees
1 Nov - 2 Nov
Marriott Vacation Club® at Custom House, Boston

2. 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 NZ$547
includes taxes & fees
1 Nov - 2 Nov
Global Luxury Suites Downtown Boston

3. 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 NZ$692
includes taxes & fees
1 Nov - 2 Nov
Kasa Boston at Fenway

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, (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 NZ$402
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St

5. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (432 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is NZ$450
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway

6. 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 NZ$434
includes taxes & fees
4 Oct - 5 Oct
Maverick Suites at 245 Newbury St

7. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (175 reviews)
"Well located"
United States
Evelyn
The price is NZ$558
includes taxes & fees
4 Oct - 5 Oct
Maverick Suites at 400 Columbus Ave

8. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (41 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$1,954
includes taxes & fees
25 Oct - 26 Oct
The Monty Boston

9. 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$661
includes taxes & fees
4 Oct - 5 Oct
The Chester Hotel

10. 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 NZ$617
includes taxes & fees
4 Oct - 5 Oct
The Concord Hotel

11. 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 NZ$724
includes taxes & fees
1 Nov - 2 Nov
Charlesgate Suites

12. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (488 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is NZ$310
includes taxes & fees
2 Nov - 3 Nov
Temple Place Suites

13. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (355 reviews)
"Great spot, Clean, quiet, and convenient. Perfect no frills, no hassle spot in Boston. And very reasonably priced these days!"
United States
Ed
The price is NZ$290
includes taxes & fees
2 Nov - 3 Nov
Premier Suites - Bay Village

14. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (211 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is NZ$675
includes taxes & fees
1 Nov - 2 Nov
Global Luxury Suites East Boston

15. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (27 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is NZ$763
includes taxes & fees
2 Nov - 3 Nov
Symple Live

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, (90 reviews)
"It was very close to stores to go shopping and amazing spot to get last minute reservations for dinner"
United States
Talyciah
The price is NZ$562
includes taxes & fees
4 Oct - 5 Oct
Maverick Suites at 402 Columbus Ave

17. Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
5.6 out of 10, (4 reviews)
"I loved this apartment. It was perfect for what we needed. I only gave four stars because the apartment could use a little love and updating, and that may be important to some people. It was not for me. We were just over 2 miles away from Mass General where my husband was having an operation. It had a full kitchen, 1 1/2 baths, and was surprisingly quiet. The description of the apartment was clear there was no parking space associated with the apartment; however, I found that every night...
United States
Christine
The price is NZ$737
includes taxes & fees
4 Oct - 5 Oct
Furnished Apartment near BMC

18. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (325 reviews)
"Room was clean, neat area."
United States
Keir
The price is NZ$435
includes taxes & fees
4 Oct - 5 Oct
Maverick Suites at 89 Marion

19. 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 NZ$475
includes taxes & fees
4 Oct - 5 Oct
Furnished Apartment Near Longwood

20. 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 NZ$300
includes taxes & fees
31 Oct - 1 Nov
Crescent Suites Hotel
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

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 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.