Boston Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Boston

Stay Pittsburgh

2.0 star property
Downtown Pittsburgh
7.8 out of 10, Good, (203)
"Nice property. "
United States
Winston
The price is NZ$244
includes taxes & fees
11 Nov - 12 Nov
Stay Pittsburgh

Placemakr Downtown Pittsburgh at The Pennsylvanian

4.0 star property
Downtown Pittsburgh
7.8 out of 10, Good, (33)
"Staff was awesome so helpful and kind. Room was clean and had everything we needed."
United States
Tiffany
The price is NZ$270
includes taxes & fees
17 Nov - 18 Nov
Placemakr Downtown Pittsburgh at The Pennsylvanian

Kasa South Side Pittsburgh

4.0 star property
South Side Flats
8.0 out of 10, Very good, (104)
"Clean great views hotel "
United States
Shomario
The price is NZ$313
includes taxes & fees
11 Nov - 12 Nov
Kasa South Side Pittsburgh

Melwood Suites Unit 107 Studio

2.0 star property
Oakland
9.6 out of 10, Exceptional, (38)
"Overall nice stay! "
United States
Hailey
The price is NZ$241
includes taxes & fees
11 Nov - 12 Nov
Melwood Suites Unit 107 Studio

Abode Pittsburgh - Downtown Convention Center

3.5 star property
Downtown Pittsburgh
7.6 out of 10, Good, (85)
"Excellent communication. Apartment was neat and clean. 5 minutes from Duquesne campus."
United States
Brian
The price is NZ$286
includes taxes & fees
18 Nov - 19 Nov
Abode Pittsburgh - Downtown Convention Center

CozySuites - William

2.0 star property
Downtown Pittsburgh
4.0 out of 10, (5)
"The apartment we rented had not been cleaned prior to our arrival. There were dirty linens, dirty handprints on doors and light switches, and when we stripped the bed linens prior to checkout there was a blood stain on the pillow. Yuck!"
United States
Don
The price is NZ$286
includes taxes & fees
11 Nov - 12 Nov
CozySuites - William

CozySuites - Press House

2.0 star property
Downtown Pittsburgh
3.0 out of 10, (4)
"Only stay at this place is your alternative is the sidewalk. We had 3 guests registered, there was only linens, pillows and towels for 2 guests. We asked for these to be provided once we noticed right after checkin at 5pm and they didn't arrive until after 11:15pm after many emails. Additionally, there were rodents in the unit. No alternative option to correct this issue happened during our stay. When asked for a refund, they offered a laughable $30 and totally dismissed our concerns. The...
United States
Alyssa
The price is NZ$306
includes taxes & fees
11 Nov - 12 Nov
CozySuites - Press House

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 NZ$307
includes taxes & fees
1 Dec - 2 Dec
2 Bedroom Downtown Apt Clean and Safe

Private Parking

North Side
10.0 out of 10, Exceptional, (4)
"Clean house and easy to communicate "
United States
Matt H.
The price is NZ$296
includes taxes & fees
17 Nov - 18 Nov
Private Parking

Cute Downtown APT Quick Safe Walk to PPG Arena

2.0 star property
Downtown Pittsburgh
The price is NZ$293
includes taxes & fees
1 Dec - 2 Dec
Cute Downtown APT Quick Safe Walk to PPG Arena

6 Beds Downtown Apt Very Quick Walk Everywhere

2.0 star property
Downtown Pittsburgh
10.0 out of 10, Exceptional, (1)
The price is NZ$347
includes taxes & fees
1 Dec - 2 Dec
6 Beds Downtown Apt Very Quick Walk Everywhere

2 Bedroom 2 Bath Downtown Sleeps Six Walkable

2.0 star property
Downtown Pittsburgh
10.0 out of 10, Exceptional, (1)
"Basic amenities but excellent customer service. "
United States
Angelika
The price is NZ$319
includes taxes & fees
1 Dec - 2 Dec
2 Bedroom 2 Bath Downtown Sleeps Six Walkable

City Views Downtown Apt Walk Everywhere

2.0 star property
Downtown Pittsburgh
The price is NZ$323
includes taxes & fees
1 Dec - 2 Dec
City Views Downtown Apt Walk Everywhere

CozySuites at Lawrenceville

3.5 star property
Lawrenceville
7.4 out of 10, Good, (3)
"This property was great. Communication was great and I always got quick responses. Loved the apartment. It was clean and had everything I needed. The only thing I had trouble with was the process of finding the key and locating the room. The whole process was a bit confusing, a the key box is in a completely different building from the apartment and the buildings are not super clearly marked. I do feel that the company did its best with an outline of how to find everything which incuded photos....
United States
Gina
The price is NZ$341
includes taxes & fees
11 Nov - 12 Nov
CozySuites at Lawrenceville

City view• 2 BEDS •Free Parking•Urban Escape

2.0 star property
North Side
10.0 out of 10, Exceptional, (1)
"Good location, clean, comfortable and modern place. "
United States
MIHAELA
The price is NZ$264
includes taxes & fees
24 Nov - 25 Nov
City view• 2 BEDS •Free Parking•Urban Escape

424-Apt. 403

3.5 star property
Oakland
9.6 out of 10, Exceptional, (32)
"It was a beautiful place. We really enjoyed our stay. "
United States
Monica
The price is NZ$331
includes taxes & fees
16 Nov - 17 Nov
424-Apt. 403

2 Bedroom 2 Bathroom The Heart of Pittsburgh

2.0 star property
Downtown Pittsburgh
The price is NZ$319
includes taxes & fees
1 Dec - 2 Dec
2 Bedroom 2 Bathroom The Heart of Pittsburgh

Sleek 2BR Downtown Retreat with Gym

3.5 star property
Downtown Pittsburgh
10.0 out of 10, Exceptional, (2)
"This is a great condo with fantastic views. Everything is in walking distance. I would love to stay again. Thank you!"
United States
Jacob
The price is NZ$541
includes taxes & fees
12 Nov - 13 Nov
Sleek 2BR Downtown Retreat with Gym

424 Gold Way-Apt. 302

3.5 star property
Oakland
9.8 out of 10, Exceptional, (23)
"Very spacious and clean "
United States
Donna
The price is NZ$383
includes taxes & fees
11 Nov - 12 Nov
424 Gold Way-Apt. 302

Modern 1BR Brick+ KingBed+Free Parking+Close to DT

Bluff
9.6 out of 10, Exceptional, (9)
"Eight years without a playoff win"
United States
Anonymous traveller
The price is NZ$236
includes taxes & fees
13 Nov - 14 Nov
Modern 1BR Brick+ KingBed+Free Parking+Close to DT
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Boston Hotel Reviews

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$236 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

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?

Private Parking: This holiday home rental outside of Boston has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.