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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (748 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is NZ$801
includes taxes & fees
30 Sept - 1 Oct
Global Luxury Suites Downtown Boston
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

2. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (148 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$476
includes taxes & fees
27 Sept - 28 Sept
Maverick Suites at 40 Temple St
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.

3. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (173 reviews)
"Well located"
United States
Evelyn
The price is NZ$453
includes taxes & fees
30 Sept - 1 Oct
Maverick Suites at 400 Columbus Ave
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, (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$589
includes taxes & fees
15 Oct - 16 Oct
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, (426 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is NZ$494
includes taxes & fees
27 Sept - 28 Sept
Maverick Suites at 28 Fenway
A modern hotel room with a bed, a desk, a sofa, and a dining area.

6. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (237 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is NZ$805
includes taxes & fees
30 Sept - 1 Oct
Charlesgate Suites
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
7.6 out of 10, Good, (24 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$698
includes taxes & fees
30 Sept - 1 Oct
The Concord Hotel
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

8. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (479 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is NZ$372
includes taxes & fees
28 Sept - 29 Sept
Temple Place Suites
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, (38 reviews)
The price is NZ$598
includes taxes & fees
30 Sept - 1 Oct
The Chester Hotel
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

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, (667 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$1,208
includes taxes & fees
8 Oct - 9 Oct
Marriott Vacation Club® at Custom House, Boston
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

11. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (345 reviews)
"Location is great"
United States
Eria
The price is NZ$332
includes taxes & fees
28 Sept - 29 Sept
Premier Suites - Bay Village
A living room with a fireplace, a dining table, a sofa, and large windows.

12. 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$683
includes taxes & fees
4 Oct - 5 Oct
Charming 1 Bedroom | Newbury Street
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

13. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (210 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is NZ$809
includes taxes & fees
30 Sept - 1 Oct
Global Luxury Suites East Boston
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

14. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.6 out of 10, Excellent, (15 reviews)
"Didn’t feel it was cleaned the best. Good location for Fenway Park"
United States
Dawn B.
The price is NZ$446
includes taxes & fees
20 Oct - 21 Oct
Stunning Back Bay Studio Apartment
A modern living room with a fireplace, a dining table, and two chairs.

15. Cozy 1BDR Close to Fenway!

Cozy 1BDR Close to Fenway!
Fenway–Kenmore
10.0 out of 10, Exceptional, (2 reviews)
"Great little getaway for the convenience of Boston, Fenway ballpark, the freedom trail, and an easy walk to downtown."
United States
Johnny A.
The price is NZ$546
includes taxes & fees
27 Sept - 28 Sept
Cozy 1BDR Close to Fenway!
A multi-story building with various storefronts, including 'ba&sh' and 'Ben Jerry's'.

16. Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
9.0 out of 10, Wonderful, (16 reviews)
"Great option for long term stay!"
United States
Sophia
The price is NZ$607
includes taxes & fees
1 Oct - 2 Oct
Stylish Back Bay Retreat, Steps from Prudential
A bedroom with a bed, bedside tables, a window with blinds, a wall-mounted mirror, and a framed picture.

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

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Fenway–Kenmore
9.6 out of 10, Exceptional, (10 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$684
includes taxes & fees
19 Oct - 20 Oct
Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
A modern bedroom with a bed, a sofa, a coffee table, and a TV.

18. Downtown Studio | Students Welcome | W/D in unit

Downtown Studio | Students Welcome | W/D in unit
Downtown Boston
9.4 out of 10, Exceptional, (3 reviews)
"Was worth the price all around"
United States
steven l.
Downtown Studio | Students Welcome | W/D in unit
A bedroom with a bed, a chair, a desk, a radiator, and a ceiling fan.

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

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.4 out of 10, Very good, (14 reviews)
The price is NZ$558
includes taxes & fees
27 Sept - 28 Sept
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

20. 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$530
includes taxes & fees
12 Oct - 13 Oct
Stellar South End 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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"The best hotel to stay at in the Seaport area! I had a great time walking around seaport and exploring. The staff was extremely kind and helpful. The Bartender"
Nneka 2-night trip
Posted 2 hours ago
Omni Boston Hotel at the Seaport

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 643 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.