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Boston Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Boston holiday rentals

A modern living room with a sectional sofa, a round coffee table, and decorative wall art.

1. The Upper Room

The Upper Room
McKeesport
9.2 out of 10, Wonderful, (17 reviews)
"Great place and an awesome host!"
United States
John B.
The price is HK$824
HK$1,563 total
includes taxes & fees
20 Oct - 21 Oct
The Upper Room
A compact kitchen with a dining table set for four, a refrigerator, a microwave, and a ceiling fan.

2. The Light Room

The Light Room
McKeesport
8.0 out of 10, Very good, (20 reviews)
"Loved it here "
United States
Ciara S.
The price is HK$783
HK$1,516 total
includes taxes & fees
18 Oct - 19 Oct
The Light Room
A living room with a sofa, a coffee table, a fireplace, and a TV on a mantel.

3. Beautiful 3BR Home with Cozy Front & Back Porches!

Beautiful 3BR Home with Cozy Front & Back Porches!
Munhall
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful house and very cozy feeling, Jenna kept in touch to make sure we had everything we needed. "
United States
Bobbi C.
The price is HK$1,130
HK$2,263 total
includes taxes & fees
22 Oct - 23 Oct
Beautiful 3BR Home with Cozy Front & Back Porches!
A modern kitchen with white cabinets, a built-in oven, and a large window offering a city view.

4. CozySuites - William

CozySuites - William
4.0 star property
Downtown Pittsburgh
6.0 out of 10, (27 reviews)
"Great price and a reasonably comfortable room. Superb location."
United States
Andrew
The price is HK$530
HK$1,275 total
includes taxes & fees
21 Oct - 22 Oct
CozySuites - William
A bathroom with marble walls and a glass shower enclosure.

5. Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
West Homestead
9.2 out of 10, Wonderful, (12 reviews)
"We were in town for the fireworks made plans on short notice the place worked perfect for us. JE"
United States
John E.
The price is HK$1,177
HK$2,273 total
includes taxes & fees
18 Oct - 19 Oct
Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
A modern living room with a flat-screen TV mounted on the wall, a sofa, a chair, a coffee table, and a lamp.

6. Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA

Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA
Brookline
9.8 out of 10, Exceptional, (15 reviews)
"Perfect place for our weekend getaway! The house was clean, the beds were comfortable and the easy of parking/checking in was amazing. "
United States
Anonymous traveller
The price is HK$793
HK$3,037 total
includes taxes & fees
20 Oct - 21 Oct
Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA
A historic building with a large arched entrance, multiple windows, and a clock tower.

7. Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.8 out of 10, Excellent, (303 reviews)
"Great stay"
United States
Brandon
The price is HK$819
HK$934 total
includes taxes & fees
2 Nov - 3 Nov
Placemakr Downtown Pittsburgh at The Pennsylvanian
A campfire in a metal pot surrounded by rocks, with a water feature in the background.

8. Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (82 reviews)
"The loft was perfect. It was clean and the host were available for anything I needed. "
United States
Anonymous traveller
The price is HK$1,059
HK$1,664 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Studio with Unique Charm in Private Setting
A bedroom with a bed, a nightstand, a shelf with decorative items, and two abstract paintings on the wall.

9. Butler's heart!

Butler's heart!
Lawrenceville
8.6 out of 10, Excellent, (48 reviews)
"Nice property pretty close to a lot of good restaurants, bars and buses downtown."
United States
George
The price is HK$424
HK$1,233 total
includes taxes & fees
26 Oct - 27 Oct
Butler's heart!
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

10. Not so tiny house with full kitchen & patio swing

Not so tiny house with full kitchen & patio swing
Garfield
9.6 out of 10, Exceptional, (74 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is HK$882
HK$1,506 total
includes taxes & fees
19 Oct - 20 Oct
Not so tiny house with full kitchen & patio swing
A brick building with a large arched entrance labeled "STAYPGH".

11. Stay Pittsburgh

Stay Pittsburgh
2.0 star property
Downtown Pittsburgh
8.0 out of 10, Very good, (338 reviews)
"Easy to access the down town tour and public parking garage near by"
United States
Krishna
The price is HK$556
HK$1,123 total
includes taxes & fees
20 Oct - 21 Oct
Stay Pittsburgh
A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

12. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
9.8 out of 10, Exceptional, (34 reviews)
"Had a great stay. Host was very accommodating and very responsive. We are very happy. Price was great."
United States
Lisa K.
The price is HK$459
HK$1,407 total
includes taxes & fees
18 Oct - 19 Oct
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
A living room with a fireplace, a piano, a TV, and a sofa.

13. Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (45 reviews)
"It was perfect! It was absolutely clean and welcoming. A perfect home away from home. Very responsive and flexible host. Would definitely stay here again."
United States
Tina
The price is HK$494
HK$1,447 total
includes taxes & fees
25 Oct - 26 Oct
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
A dining area with a round table, chairs, and a ceiling light fixture.

14. Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (41 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
The price is HK$1,177
HK$3,011 total
includes taxes & fees
4 Nov - 5 Nov
Hydee's Hideaway
A modern kitchen with a cityscape view, a brick accent wall, and a small island with seating.

15. Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC

Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
Bluff
10.0 out of 10, Exceptional, (17 reviews)
"Great location!"
United States
Amanuel A
The price is HK$528
HK$1,351 total
includes taxes & fees
19 Oct - 20 Oct
Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
A modern interior with a polished floor, a grey sofa, and a white door with text.

16. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (49 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
The price is HK$839
HK$1,449 total
includes taxes & fees
19 Oct - 20 Oct
Melwood Suites Unit 107 Studio
A wooden cabin with a porch and a small deck.

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

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
South Park
10.0 out of 10, Exceptional, (48 reviews)
"Great time and great hosts!"
United States
Anonymous traveller
The price is HK$1,059
HK$1,672 total
includes taxes & fees
20 Oct - 21 Oct
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
A grand banquet hall with high ceilings, ornate columns, and a central stage. Tables are set for a formal event, with floral centerpieces and elegant table settings.

18. Abode Pittsburgh - Downtown Convention Center

Abode Pittsburgh - Downtown Convention Center
3.5 star property
Downtown Pittsburgh
7.6 out of 10, Good, (98 reviews)
"Highly recommend stay at Pittsburgh. Walking distance to everything downtown What I liked the most - superb , instant communication with the host. And they are extremely helpful The checkin guide was bang on correct and made it smooth Property itself is very good and easily liveable for a family of upto 4 Thanks team abode for our wonderful stay"
United Kingdom
HEMAL
The price is HK$459
HK$1,409 total
includes taxes & fees
21 Oct - 22 Oct
Abode Pittsburgh - Downtown Convention Center
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

19. 424-Apt. 403

424-Apt. 403
3.5 star property
Oakland
9.6 out of 10, Exceptional, (37 reviews)
"Third time here and will come back!"
Singapore
Laurence
The price is HK$863
HK$1,476 total
includes taxes & fees
22 Oct - 23 Oct
424-Apt. 403
A modern living room with a sofa, a coffee table, and a TV. There is a ceiling fan, a fireplace, and a window with curtains.

20. Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
3.0 star property
Mount Washington
9.0 out of 10, Wonderful, (4 reviews)
"Perfect for our needs"
United States
Barbara
The price is HK$714
HK$3,496 total
includes taxes & fees
4 Nov - 5 Nov
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
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

Hyatt Place Pittsburgh-North Shore

Hyatt Place Pittsburgh-North Shore

8/10 Good
"Breakfast could be better"
nicole 2-night trip
Posted 6 hours ago
Hyatt Place Pittsburgh-North Shore

Find out more about Boston

Search for holiday rentals in Boston on Expedia! You can easily find your home rentals, villas, holiday apartments in Boston using one of the methods below:

  • View our selection of featured holiday rentals in Boston
  • Use the map to find apartments and other holiday homes in the Boston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Boston while they last

Look no further and take a look at our great range of rental properties in Boston!

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?

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking: This holiday home rental outside of Boston offers a fireplace, a balcony 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 fridge and a stovetop, so that you can cook with friends or family.

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.