Boston Holiday Rentals

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Holiday Rentals in Boston

424-Apt 304

3.5 star property
Oakland
9.2 out of 10, Wonderful, (12)
"Love the location nicely done Will return "
United States
Lamont
The price is AU$288
includes taxes & fees
1 Dec - 2 Dec
424-Apt 304

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

3.0 star property
Mount Washington
9.4 out of 10, Exceptional, (3)
"Perfect for our needs"
United States
Barbara
The price is AU$459
includes taxes & fees
1 Dec - 2 Dec
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

461 Melwood Suites Unit 102 Studio

2.0 star property
Oakland
10.0 out of 10, Exceptional, (2)
"Property manage me were very responsive. We added one more night close to our stay because we realize our flight was arriving super early, so we reached out, problem solved. Also, we got good recommendations on what’s around the area to eat and local sight seeing places not promoted on the internet. Overall, best customer services all around"
United States
Steve
The price is AU$395
includes taxes & fees
24 Nov - 25 Nov
461 Melwood Suites Unit 102 Studio

Abode Pittsburgh - Downtown Convention Center

3.5 star property
Downtown Pittsburgh
7.6 out of 10, Good, (86)
"Clean Room, Quiet, and Great location to Downtown Convention Center (7 min walk), Courteous Bldg. Staff, Excellent Communications and Instructions for Property Access. Tub and Stove-Top signs of wear, but nicely setup. Would stay again. A+++"
United States
Curtis E
The price is AU$242
includes taxes & fees
24 Nov - 25 Nov
Abode Pittsburgh - Downtown Convention Center

2 Bedroom Downtown Apt Clean and Safe

2.0 star property
Downtown Pittsburgh
10.0 out of 10, Exceptional, (1)
"I enjoyed the location very much. It was so easy to get to, everything was walking distance and the view was gorgeous. The rooms were tidy with comfortable furniture and smelled pleasant. I plan on trying to stay here anytime i am in the city. "
United States
Michael
The price is AU$212
includes taxes & fees
7 Dec - 8 Dec
2 Bedroom Downtown Apt Clean and Safe

*New* Loft 3 min to Local hospitals Sleeps 4

2.0 star property
Oakland
9.8 out of 10, Exceptional, (14)
"We stayed here for a few days after going to the World Beard and Moustache Championship. It was perfect! We loved this place and the location. The bathroom was great and bidet was a luxury."
United States
Emily M.
The price is AU$259
includes taxes & fees
1 Dec - 2 Dec
*New* Loft 3 min to Local hospitals Sleeps 4

Cozy Studio with Unique Charm in Private Setting

South Park
10.0 out of 10, Exceptional, (69)
"Everything was perfect. Will stay there next trip to see family. "
United States
Joyce P.
The price is AU$303
includes taxes & fees
7 Dec - 8 Dec
Cozy Studio with Unique Charm in Private Setting

City view• 2 BEDS •Free Parking•Urban Escape

2.0 star property
North Side
10.0 out of 10, Exceptional, (2)
"Good location, clean, comfortable and modern place. "
United States
MIHAELA
The price is AU$230
includes taxes & fees
1 Dec - 2 Dec
City view• 2 BEDS •Free Parking•Urban Escape

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Strip District
9.8 out of 10, Exceptional, (24)
"Nice place and met all our needs. Highly recommend "
United States
Dorothy L.
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

★ HostWise Stays ★ 4 Blocks From UPMC Children's

Lawrenceville
10.0 out of 10, Exceptional, (14)
"Great location and comfortable stay overall. Would recommend. Internet speed and reliability was excellent for remote work."
United States
Josh C.
The price is AU$295
includes taxes & fees
25 Nov - 26 Nov
★ HostWise Stays ★ 4 Blocks From UPMC Children's

3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen

2.0 star property
Squirrel Hill
10.0 out of 10, Exceptional, (3)
"It was a pleasure staying there"
United States
msimchowitz
The price is AU$411
includes taxes & fees
21 Dec - 22 Dec
3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen

Lovely Strip District loft with free parking

Strip District
10.0 out of 10, Exceptional, (25)
"The place was clean and plenty of space for the two of us"
United States
Joshua V.
The price is AU$300
includes taxes & fees
3 Dec - 4 Dec
Lovely Strip District loft with free parking

Placemakr Downtown Pittsburgh at The Pennsylvanian

4.0 star property
Downtown Pittsburgh
7.6 out of 10, Good, (38)
"Staff was awesome so helpful and kind. Room was clean and had everything we needed."
United States
Tiffany
The price is AU$235
includes taxes & fees
1 Dec - 2 Dec
Placemakr Downtown Pittsburgh at The Pennsylvanian

190.5 44th St. - Lawrenceville

Lawrenceville
10.0 out of 10, Exceptional, (14)
"Great location, very clean, would definitely stay here again!"
United States
Jocelyn
The price is AU$421
includes taxes & fees
23 Nov - 24 Nov
190.5 44th St. - Lawrenceville

Cozy Lawrenceville Flat.

Lawrenceville
9.8 out of 10, Exceptional, (14)
"Place was clean, beautifully decorated and had a comfy bed. Host was very friendly and communicated well ❤️"
United States
Amy
The price is AU$260
includes taxes & fees
24 Nov - 25 Nov
Cozy Lawrenceville Flat.

Beautiful 3BR Home with Cozy Front & Back Porches!

Munhall
9.4 out of 10, Exceptional, (28)
"Clean property, easy access to The Waterfront. The Host was very responsive and helpful. 10/10 would recommend. "
United States
Phillip M.
The price is AU$334
includes taxes & fees
30 Nov - 1 Dec
Beautiful 3BR Home with Cozy Front & Back Porches!

Hydee's Hideaway

Swissvale
10.0 out of 10, Exceptional, (25)
"Great place to stay. Hydee is a great host."
United States
Keith D.
The price is AU$569
includes taxes & fees
23 Nov - 24 Nov
Hydee's Hideaway

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

South Park
10.0 out of 10, Exceptional, (34)
"Fantastic place, exactly what I was looking for, thank you!"
United States
Matthew
The price is AU$313
includes taxes & fees
30 Nov - 1 Dec
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

Bloomfield
10.0 out of 10, Exceptional, (25)
"Nice place. Came exactly as advertised. Nice diverse neighborhood with a lot available within walking distance."
United States
Gary L.
The price is AU$279
includes taxes & fees
25 Nov - 26 Nov
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

Central 5BD Getaway - Spacious Home w/ BBQ

2.0 star property
South Side Flats
10.0 out of 10, Exceptional, (9)
"Great Location and great time. Host was EXTREMELY responsive it was nice "
United States
John L.
The price is AU$709
includes taxes & fees
23 Nov - 24 Nov
Central 5BD Getaway - Spacious Home w/ BBQ
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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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 favourite 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 depend 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 AU$175 per night. Entering your travel dates in the search wizard might find you 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

Are there holiday rentals in Boston?

Yes, there are holiday rentals in Boston close to Northeast Paddleboard Company, 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?

The Light Room: This holiday home rental outside of Boston has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

What can I see and do in Boston?

Family-friendly attractions include Northeast Paddleboard Company, whereas Youghiogheny River is a spot to enjoy the outdoors. In the wider area, you’ll find popular places such as PPG Paints Arena and PNC Park.

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 feature amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for small groups.