A city skyline with autumn foliage and modern buildings.

Boston Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 house with icicles hanging from the roof, a wooden fence, and snow on the ground.

1. Cozy Cuddler's Cottage

Cozy Cuddler's Cottage
West Falls
9.6 out of 10, Exceptional, (19 reviews)
"Nice clean property. We enjoyed our stay"
United States
Laurie M.
The price is NZ$453
includes taxes & fees
12 Oct - 13 Oct
Cozy Cuddler's Cottage
A small, enclosed seating area with two sofas and a rug, a potted plant, and a window with blinds.

2. Spacious kid friendly apt near East Aurora

Spacious kid friendly apt near East Aurora
West Falls
10.0 out of 10, Exceptional, (19 reviews)
"Great stay in a great location. "
United States
Anonymous traveller
The price is NZ$509
includes taxes & fees
15 Oct - 16 Oct
Spacious kid friendly apt near East Aurora
A kitchen with grey cabinets, a black refrigerator, and a dining table with chairs.

3. 21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.

21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.
Springville
10.0 out of 10, Exceptional, (22 reviews)
"Bright, clean, spacious. Very private but just a few minutes from town, with all its colorful murals, the Arts Cafe, and Springville Arts Center, and super friendly, helpful folks at the Hulbert Library. Excellent communication with host. We loved our stay here."
United States
Jane
The price is NZ$532
includes taxes & fees
12 Oct - 13 Oct
21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.
A bedroom with a bed featuring Buffalo Bills branding, a framed picture of a football player, and a wall clock.

4. Don’t miss out on the opportunity to stay in the 12thManMisfitzManor

Don’t miss out on the opportunity to stay in the 12thManMisfitzManor
Orchard Park
9.8 out of 10, Exceptional, (34 reviews)
"Such a fun spot! "
United States
Jamie F.
The price is NZ$489
includes taxes & fees
12 Oct - 13 Oct
Don’t miss out on the opportunity to stay in the 12thManMisfitzManor
A wooden pergola with string lights, a potted plant, and a small statue.

5. Comfortable 1 bedroom apt with hot tub access.

Comfortable 1 bedroom apt with hot tub access.
South Wales
8.0 out of 10, Very good, (2 reviews)
"We loved that it was pet friendly. Host was generally quick to respond to our questions. Lighting inside is not very bright with only ceiling lighting available. Bedroom is roadside and there was quite a bit of road noise. Close proximity to parks and trails as well as the venue that my husband was attending for a class."
United States
Nanette N.
The price is NZ$357
includes taxes & fees
19 Oct - 20 Oct
Comfortable 1 bedroom apt with hot tub access.
A modern kitchen with stainless steel appliances, wooden cabinets, and a stone-tiled floor.

6. Home in Hamburg, NY.

Home in Hamburg, NY.
Hamburg
9.8 out of 10, Exceptional, (15 reviews)
"Very clean and convenient location. It was a great place to stay"
United States
Robyn R.
The price is NZ$592
includes taxes & fees
3 Nov - 4 Nov
Home in Hamburg, NY.
A wooden pergola with string lights, a potted plant, and a small statue.

7. Carefully crafted 2 bedroom with 2 hot tubs in backyard

Carefully crafted 2 bedroom with 2 hot tubs in backyard
South Wales
10.0 out of 10, Exceptional, (2 reviews)
"we had a great stay!! the home was exactly as described very cozy and well maintained. the host was friendly, responsive and made check in easy. we would definitely stay here again"
United States
Alyssa D.
The price is NZ$467
includes taxes & fees
17 Oct - 18 Oct
Carefully crafted 2 bedroom with 2 hot tubs in backyard
A modern living room with a sofa, coffee table, and a small dining table. There is a ceiling fan, a TV mounted on the wall, and a window with blinds.

8. Beautiful new Lake Erie- view rental

Beautiful new Lake Erie- view rental
Hamburg
10.0 out of 10, Exceptional, (71 reviews)
"Everything was amazing. Very clean, modern, close to attractions and Polly was a great host! Highly recommend….our dog had a great stay as well. Thank you Polly!"
United States
Anonymous traveller
The price is NZ$525
includes taxes & fees
11 Oct - 12 Oct
Beautiful new Lake Erie- view rental
A living room with a flat-screen TV displaying a streaming service interface, a decorative wall piece, a hanging plant, and a small shelf with toys and books.

9. Charming 2-bedroom apartment in Pleasant Blasdell with morning breakfast.

Charming 2-bedroom apartment in Pleasant Blasdell with morning breakfast.
Blasdell
9.6 out of 10, Exceptional, (16 reviews)
"The place was fairly clean. Well stocked and the hosts were incredibly nice! "
United States
Matthew
The price is NZ$498
includes taxes & fees
19 Oct - 20 Oct
Charming 2-bedroom apartment in Pleasant Blasdell with morning breakfast.
A modern kitchen with a granite countertop, stainless steel appliances, and a dining area with a view of greenery.

10. Spacious 3-bedroom townhome in serene Hamburg with AC close to all amenities

Spacious 3-bedroom townhome in serene Hamburg with AC close to all amenities
Hamburg
The price is NZ$856
includes taxes & fees
3 Nov - 4 Nov
Spacious 3-bedroom townhome in serene Hamburg with AC close to all amenities
A staircase leading to a bedroom with a bed, a door with louvered shutters, and a carpeted floor.

11. Newly remodeled 4-bedroom house in beautiful Gowanda.

Newly remodeled 4-bedroom house in beautiful Gowanda.
Gowanda
10.0 out of 10, Exceptional, (7 reviews)
"We were in town for the New York Railroad historic train ride. Perfect location."
United States
Joshua
The price is NZ$257
includes taxes & fees
12 Oct - 13 Oct
Newly remodeled 4-bedroom house in beautiful Gowanda.
A staircase with wooden steps and white walls leading to a door with a window.

12. Beautiful and modern 3 bedroom, 1 bath Duplex. Sleeps 6

Beautiful and modern 3 bedroom, 1 bath Duplex. Sleeps 6
Chaffee
10.0 out of 10, Exceptional, (54 reviews)
"Enjoyed very much and will stay there again if available."
Canada
JEFF S.
The price is NZ$537
includes taxes & fees
1 Nov - 2 Nov
Beautiful and modern 3 bedroom, 1 bath Duplex. Sleeps 6
A kitchen with a bar area, wooden chairs, a white cabinet, and a television mounted on the wall.

13. Cozy studio with indoor hot tub

Cozy studio with indoor hot tub
South Wales
10.0 out of 10, Exceptional, (2 reviews)
"This is an awesome property. The photos in the listing are pretty accurate. Even my dog loved the place. Robert was fantastic at responding to my messages. Located close enough to everything, yet secluded enough to leave the world behind."
United States
Khonni F.
The price is NZ$447
includes taxes & fees
13 Oct - 14 Oct
Cozy studio with indoor hot tub
A modern living room with a wooden wall, a flat-screen TV, a round coffee table, and a sofa with cushions.

14. *Central location*Clean*Parking*2BDRM*A/C

*Central location*Clean*Parking*2BDRM*A/C
Cheektowaga
10.0 out of 10, Exceptional, (2 reviews)
"Loved it"
United States
Mara R.
*Central location*Clean*Parking*2BDRM*A/C
A classical building with columns, surrounded by a pond and autumn-colored trees.

15. The Victorian on South Park • Sleeps 6

The Victorian on South Park • Sleeps 6
Triangle
9.0 out of 10, Wonderful, (27 reviews)
"This place had everything we needed and the host was responsive."
United States
Sara S.
The price is NZ$486
includes taxes & fees
20 Oct - 21 Oct
The Victorian on South Park • Sleeps 6
A living room with a grey sofa, a coffee table, and a television. There is a window with curtains, a painting on the wall, and a vase with flowers on a side table.

16. Cozy 3BR Lower Unit home in South Buffalo Near Downtown

Cozy 3BR Lower Unit home in South Buffalo Near Downtown
South Park
9.4 out of 10, Exceptional, (3 reviews)
"Wonderful location, comfortable beds, spacious, coming back to Buffalo, we will stay here again."
United States
Maddie M.
The price is NZ$545
includes taxes & fees
3 Nov - 4 Nov
Cozy 3BR Lower Unit home in South Buffalo Near Downtown
A bedroom with a bed, a ceiling fan, two wall-mounted TVs, a bedside table with a lamp, and a window with curtains.

17. BuffaLove House with Huge yard, Games and Centrally Located!

BuffaLove House with Huge yard, Games and Centrally Located!
West Seneca
9.8 out of 10, Exceptional, (17 reviews)
"Great themed house for Buffalo sports fans. Plenty of room for 8 adults. Updated kitchen and master suite were nice. Friendly hosts!"
United States
Kim
The price is NZ$1,062
includes taxes & fees
13 Oct - 14 Oct
BuffaLove House with Huge yard, Games and Centrally Located!
A living room with a fireplace, a television, and a sofa.

18. Big new house with huge parking

Big new house with huge parking
West Seneca
10.0 out of 10, Exceptional, (4 reviews)
"Lots of bedrooms/beds, ease of use."
United States
Andy
The price is NZ$1,276
includes taxes & fees
25 Oct - 26 Oct
Big new house with huge parking
A wooden pergola with string lights, a potted plant, and a small statue.

19. Enjoyable 2 bedroom apartment with hot tub access.

Enjoyable 2 bedroom apartment with hot tub access.
South Wales
5.6 out of 10, (5 reviews)
"It was a nice clean place, two different areas to entertain guests, and a functional kitchen. Great shower and comfortable beds. We were busy during our time in the area and did not use the hottub but it looked inviting. Owner was very communicative and helpful. I would highly recommend this location to other travelers."
United States
Edward M.
The price is NZ$459
includes taxes & fees
2 Nov - 3 Nov
Enjoyable 2 bedroom apartment with hot tub access.
A residential house with a dark exterior, a front porch with a bench, and a driveway leading to a parked car.

20. Nice house with private parking, king bed fenced yard

Nice house with private parking, king bed fenced yard
West Seneca
8.8 out of 10, Excellent, (10 reviews)
"Yes suitable for pets. Kitchen had what we needed. We very much enjoyed our stay, immaculate condition. "
United States
Sean
The price is NZ$598
includes taxes & fees
14 Oct - 15 Oct
Nice house with private parking, king bed fenced yard
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Boston Hotel Reviews

Comfort Inn & Suites Hamburg - Buffalo South

Comfort Inn & Suites Hamburg - Buffalo South

10/10 Excellent
"Remodeling Kinda crazy But room comfy Breakfast was eh"
Catherine 1-night trip
Posted 15 hours ago
Comfort Inn & Suites Hamburg - Buffalo South

Find out more about Boston

Everything you need to know about Boston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Boston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston holiday rentals we have selected for you start as low as NZ$257 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Boston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Boston?

Yes, there are holiday rentals close to the most popular sights in Boston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boston has to offer?

Don’t miss out on the opportunity to stay in the 12thManMisfitzManor: This holiday home rental outside of Boston offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Boston?

Explore the area and family-friendly sights such as Marilla Country Store, or get out into nature at a spot like Eternal Flame Falls. Kissing Bridge Ski Resort and Highmark Stadium are a couple of places you'll find in the wider area.

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 WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.