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 modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

1. 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$423
includes taxes & fees
30 Nov - 1 Dec
Global Luxury Suites Downtown Boston
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, (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$460
includes taxes & fees
17 Nov - 18 Nov
The Chester Hotel
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

3. 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$548
includes taxes & fees
9 Nov - 10 Nov
The Concord Hotel
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, (214 reviews)
"It was a great location right in a little neighborhood with shops and restaurants. There are two subway stations within a 5 minute walk which made getting to the T very easy. The room was perfect for us!"
United States
David
The price is NZ$451
includes taxes & fees
22 Nov - 23 Nov
Maverick Suites at 245 Newbury St
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

5. 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$496
includes taxes & fees
30 Nov - 1 Dec
Marriott Vacation Club® at Custom House, Boston
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, (340 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is NZ$527
includes taxes & fees
10 Nov - 11 Nov
Kasa Boston at Fenway
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

7. 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, (161 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$370
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.

8. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (467 reviews)
"Great location! Quiet and easy to check in/out."
Canada
Brodie
The price is NZ$447
includes taxes & fees
10 Nov - 11 Nov
Maverick Suites at 28 Fenway
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

9. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (214 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is NZ$457
includes taxes & fees
23 Nov - 24 Nov
Global Luxury Suites East Boston
A living room with a dark blue sofa, a white coffee table, a potted plant, and a framed picture on the wall.

10. Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
9.0 out of 10, Wonderful, (2 reviews)
"Was an amazing stay!"
United States
mariia
The price is NZ$464
includes taxes & fees
9 Nov - 10 Nov
Beautiful 1BR near Fenway Park + Kenmore!
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, (244 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is NZ$657
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

12. 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, (100 reviews)
"Enjoyed the stay"
United States
Frances
The price is NZ$428
includes taxes & fees
23 Nov - 24 Nov
Maverick Suites at 402 Columbus Ave
A brick building with a black front door, a staircase, and a well-maintained garden.

13. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (39 reviews)
"Great stay"
United States
Kevin S.
The price is NZ$434
includes taxes & fees
16 Nov - 17 Nov
Free Parking at 1 Bed Basement Apt, Near BU & MIT
A multi-story building with a classic architectural style, featuring arched windows and a balcony on the ground floor.

14. Studio in the Heart of Boston!

Studio in the Heart of Boston!
Downtown Boston
10.0 out of 10, Exceptional, (3 reviews)
"My stay was excellent! One of the best parts was how responsive the property management team was to communicate with me so quickly on the VRBO app."
United States
Landon W.
The price is NZ$447
includes taxes & fees
8 Nov - 9 Nov
Studio in the Heart of Boston!
A modern living room with a wooden floor, white furniture, and large windows with blinds.

15. Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score

Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
The price is NZ$464
includes taxes & fees
8 Nov - 9 Nov
Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score
A bedroom with a bed, bedside table, lamp, and a desk with a chair.

16. Centrally located Stay In Boston's Bay

Centrally located Stay In Boston's Bay
Bay Village
9.0 out of 10, Wonderful, (2 reviews)
"It was our first visit to Boston and didn’t know what to expect with accommodations that were not a hotel. If you don’t plan to be in the room very much this place is fine. It has some quirky character because it is an old historical building. The bathroom is extremely small. I mean small! with poor lighting. the main room floor slopes in a few places and the water main runs thru the closet which can be loud. A closet door would help. There are no hooks to hang towels, etc. and could use...
United States
Tara N.
Centrally located Stay In Boston's Bay
A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a sofa in the living area.

17. Bay Village Charming 1 Bedroom Apartment

Bay Village Charming 1 Bedroom Apartment
Bay Village
8.6 out of 10, Excellent, (7 reviews)
"Great location and easy to navigate from check in to check out. Would stay again "
United States
Jennifer K.
The price is NZ$473
includes taxes & fees
2 Nov - 3 Nov
Bay Village Charming 1 Bedroom Apartment
A bedroom with a bed, a wardrobe, a radiator, and a patterned rug.

18. 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$400
includes taxes & fees
2 Nov - 3 Nov
Studio Awaits Your Next Stay!
A living room with a fireplace, a green sofa, a dining table with chairs, and a large window.

19. Cozy & Modern 1 BDR | Fenway within minutes!

Cozy & Modern 1 BDR | Fenway within minutes!
Fenway–Kenmore
8.4 out of 10, Very good, (5 reviews)
"The apt was spacious and comfortable.However, the amenities seemed very Spartan:very little in the way of cleaning supplies, thin cheap paper towels, thin toilet paper, extremely low wattage light bulbs made it hard to read, only one side table for the bed."
United States
Dean B.
The price is NZ$472
includes taxes & fees
3 Nov - 4 Nov
Cozy & Modern 1 BDR | Fenway within minutes!
A bedroom with a wooden nightstand, a white bed, and a white wall.

20. Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.6 out of 10, Good, (20 reviews)
"Good location and space for the price relative to other options. Functional, but dated property that is clean and meet up with host representative for key hand off was accommodating of a late arrival."
United States
Gary
The price is NZ$489
includes taxes & fees
1 Nov - 2 Nov
Cozy Studio Steps from Boston Common and Theaters
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
"Very nice property. Clean, convenient, restaurant and cafe on the property, amenities thoughtful, creative theme."
Sarah 1-night trip
Posted 3 hours 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.

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.