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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Boston holiday rentals

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

1. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (334 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
The price is NZ$524
includes taxes & fees
9 Nov - 10 Nov
Kasa Boston at Fenway
A row of brick buildings with storefronts, including a bakery and a liquor store.

2. 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, (208 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 modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

3. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (41 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$456
includes taxes & fees
10 Nov - 11 Nov
The Chester Hotel
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

4. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (34 reviews)
"Great location, great Apartment"
United States
Carla Patricia
The price is NZ$587
includes taxes & fees
3 Nov - 4 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.

5. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (183 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is NZ$369
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave
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
8.0 out of 10, Very good, (158 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$444
includes taxes & fees
18 Nov - 19 Nov
Maverick Suites at 40 Temple St
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

7. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (766 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is NZ$567
includes taxes & fees
1 Nov - 2 Nov
Global Luxury Suites Downtown Boston
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, (455 reviews)
"Really pretty well maintained accomodation close to a lot of cool things to do in boston. its also pretty close to the train and bus station which was helpful to get around"
United States
Rakshitha
The price is NZ$444
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A modern hotel room with a bed, a desk, a sofa, and a dining area.

9. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (243 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is NZ$666
includes taxes & fees
9 Nov - 10 Nov
Charlesgate Suites
A hotel room with a bed, bedside table, lamp, and artwork on the wall.

10. 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$397
includes taxes & fees
2 Nov - 3 Nov
Studio Awaits Your Next Stay!
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

11. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.8 out of 10, Exceptional, (6 reviews)
"The place was exactly as described, it was clean and exactly what we need for our stay."
United States
Jordan C.
Sleek Studio Apartment in the South End
A bedroom with a bed, a chair, a desk, a radiator, and a ceiling fan.

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

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.6 out of 10, Excellent, (17 reviews)
"Location was great. The check in communications could have been better and I had to guess what lockbox the key was in. The bathroom was very small, and strange to be located of the kitchen the way it was.Otherwise everything was fine."
United States
Christopher L.
The price is NZ$563
includes taxes & fees
26 Oct - 27 Oct
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
A modern living room with a fireplace, a television, and a dining area with a table and chairs.

13. Stunning 1BR | Steps to Fenway!

Stunning 1BR | Steps to Fenway!
Fenway–Kenmore
8.8 out of 10, Excellent, (3 reviews)
"Nice place, good location. Would definitely stay again!"
United States
Amy K.
The price is NZ$460
includes taxes & fees
16 Nov - 17 Nov
Stunning 1BR | Steps to Fenway!
A modern building with a prominent sign for LOEW'S THEATRES IMAX.

14. Downtown Boston Famous Nightlife Central Location

Downtown Boston Famous Nightlife Central Location
Downtown Boston
10.0 out of 10, Exceptional, (2 reviews)
"Loved the area and the room was great. "
United States
Allen M.
The price is NZ$422
includes taxes & fees
9 Nov - 10 Nov
Downtown Boston Famous Nightlife Central Location
A spacious living room with a fireplace, a dining area with a glass table, and a kitchen visible in the background.

15. Lovely Fenway 1br | New to VRBO!

Lovely Fenway 1br | New to VRBO!
Fenway–Kenmore
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay here. The apartment is located close to many hospitals, shops and restaurants. There are parking spaces available for rent via Spothero directly behind the apartment, which is super convenient. The host was very responsive to all inquiries. I would gladly stay here again."
United States
Yesenia R.
The price is NZ$478
includes taxes & fees
9 Nov - 10 Nov
Lovely Fenway 1br | New to VRBO!
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

16. 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, (677 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$725
includes taxes & fees
11 Nov - 12 Nov
Marriott Vacation Club® at Custom House, Boston
A living room with a sofa, two chairs, a coffee table, a television, and a ceiling fan.

17. Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.2 out of 10, Very good, (23 reviews)
"Very easy check in, great location to walk to the ballet. Tons of great bars around"
United States
Keith
The price is NZ$383
includes taxes & fees
9 Nov - 10 Nov
Perfect One Bedroom Stay In Downtown Boston!
A modern kitchen with white cabinets, a stainless steel dishwasher, a microwave, and an oven.

18. Downtown Luxury 1BR | Pets Welcome | W/D in Bldg

Downtown Luxury 1BR | Pets Welcome | W/D in Bldg
Downtown Boston
The price is NZ$493
includes taxes & fees
3 Nov - 4 Nov
Downtown Luxury 1BR | Pets Welcome | W/D in Bldg
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

19. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (375 reviews)
"Great location,"
United States
Rosemary
The price is NZ$274
includes taxes & fees
9 Nov - 10 Nov
Premier Suites - Bay Village
A compact kitchen with a microwave, wooden cabinets, a blue sofa, a marble table, and a small refrigerator.

20. Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
7.6 out of 10, Good, (12 reviews)
"Common areas outside of the room needed some work but overall was a good experience."
United States
Byron S.
The price is NZ$397
includes taxes & fees
8 Nov - 9 Nov
Come Visit Boston and Stay In Our Homey Studio
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Cutest little Boutique Hotel ever! Perfect location for seeing all Boston has to offer. The restaurant attached to the hotel was wonderful and offer hotel guests a discount. I would definitely stay here again!"
Barbara 3-night trip
Posted 1 hour ago
Harborside Inn Of Boston

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.