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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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
9.6 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$1,162
includes taxes & fees
1 Nov - 2 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, (758 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is NZ$579
includes taxes & fees
1 Nov - 2 Nov
Global Luxury Suites Downtown Boston
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

3. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (152 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$401
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
A row of brick buildings with storefronts, including a bakery and a liquor store.

4. 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, (207 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is NZ$614
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 245 Newbury St
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

5. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (435 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is NZ$449
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

6. 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$691
includes taxes & fees
1 Nov - 2 Nov
Kasa Boston at Fenway
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

7. 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$699
includes taxes & fees
27 Oct - 28 Oct
The Concord Hotel
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.

8. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (42 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$1,950
includes taxes & fees
25 Oct - 26 Oct
The Monty Boston
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

9. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (40 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 NZ$762
includes taxes & fees
21 Oct - 22 Oct
The Chester 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.

10. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (176 reviews)
"Well located"
United States
Evelyn
The price is NZ$557
includes taxes & fees
14 Oct - 15 Oct
Maverick Suites at 400 Columbus Ave
A modern hotel room with a bed, a desk, a sofa, and a dining area.

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$776
includes taxes & fees
13 Oct - 14 Oct
Charlesgate Suites
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

12. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (492 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
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

13. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (358 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$321
includes taxes & fees
2 Nov - 3 Nov
Premier Suites - Bay Village
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, (212 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is NZ$609
includes taxes & fees
3 Nov - 4 Nov
Global Luxury Suites East Boston
Room

15. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (28 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is NZ$779
includes taxes & fees
1 Nov - 2 Nov
Symple Live
A neatly made bed with a white comforter and a beige throw blanket, a brown leather chair, a small bedside table with a lamp, and a framed picture on the wall.

16. Pet Friendly - Laundry in Bldg - FIDI

Pet Friendly - Laundry in Bldg - FIDI
Downtown Boston
10.0 out of 10, Exceptional, (1 review)
"The property was in a fantastic location. We were able to enjoy all of down town Boston on foot. It was clean and comfortable. Our only complaint is that in the listing they say there is an elevator it doesn't mention that it is very unreliable. They do mention that in the check in information. We arrived very late into Boston 1030 pm and tried to use the elevator to get our luggage upstairs and we were stuck in the elevator for approximately 20 minutes before we finally got the door to...
United States
Kevin
The price is NZ$573
includes taxes & fees
3 Nov - 4 Nov
Pet Friendly - Laundry in Bldg - FIDI
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

17. Stellar South End Studio

Stellar South End Studio
Back Bay
9.2 out of 10, Wonderful, (5 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$427
includes taxes & fees
4 Nov - 5 Nov
Stellar South End Studio
A patio with outdoor furniture, a wooden fence, and a brick wall.

18. Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.6 out of 10, Exceptional, (37 reviews)
"Loved the private outdoor patio"
United States
Robin P.
The price is NZ$684
includes taxes & fees
1 Nov - 2 Nov
Gorgeous Beacon Hills Studio next to State house
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

19. Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
9.6 out of 10, Exceptional, (15 reviews)
"It was a great stay!"
United States
Adina S.
The price is NZ$598
includes taxes & fees
30 Oct - 31 Oct
Light-filled Studio | Back Bay
A living room with a dark blue sofa, a coffee table, a TV mounted on the wall, and a radiator.

20. Beacon Hill 2brm/1.5bath

Beacon Hill 2brm/1.5bath
Beacon Hill
8.8 out of 10, Excellent, (26 reviews)
"Good location "
United States
Connie M.
The price is NZ$1,204
includes taxes & fees
14 Oct - 15 Oct
Beacon Hill 2brm/1.5bath
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 Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

8/10 Good
"Clean rooms, helpful staff but you can hear the people walking in the room above."
Stanford J 3-night trip
Posted 1 hour ago
The Midtown Hotel MOD Collection by Sonesta

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.