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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Boston vacation 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
9.6 out of 10, Exceptional, (13 reviews)
"Great place and an awesome host!"
United States
John B.
The price is ￥16,723
￥31,892 total
includes taxes & fees
Sep 22 - Sep 23
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
8.4 out of 10, Very Good, (17 reviews)
"Loved it here "
United States
Ciara S.
The price is ￥15,887
￥30,940 total
includes taxes & fees
Sep 16 - Sep 17
The Light Room
A bedroom with a bed, a nightstand, a shelf with decorative items, and two abstract paintings on the wall.

3. Butler's heart!

Butler's heart!
Lawrenceville
8.6 out of 10, Excellent, (46 reviews)
"Nice property pretty close to a lot of good restaurants, bars and buses downtown."
United States
George
The price is ￥8,601
￥25,015 total
includes taxes & fees
Sep 2 - Sep 3
Butler's heart!
A dining area with a round table, chairs, and a ceiling light fixture.

4. Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (36 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
The price is ￥21,501
￥57,711 total
includes taxes & fees
Sep 1 - Sep 2
Hydee's Hideaway
A modern interior with a polished floor, a grey sofa, and a white door with text.

5. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.6 out of 10, Exceptional, (47 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
The price is ￥16,017
￥18,259 total
includes taxes & fees
Aug 30 - Aug 31
Melwood Suites Unit 107 Studio
A modern kitchen with a cityscape view, a brick accent wall, and a small island with seating.

6. 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, (15 reviews)
"Great location!"
United States
Amanuel A
The price is ￥7,807
￥24,110 total
includes taxes & fees
Sep 1 - Sep 2
Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
A spacious living area with a gray sofa, coffee table, and a blue patterned rug. A ceiling fan and kitchen are visible in the background.

7. Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Lawrenceville
9.6 out of 10, Exceptional, (15 reviews)
"Good parking and nice location."
United States
Justin
The price is ￥12,908
￥18,513 total
includes taxes & fees
Aug 31 - Sep 1
Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
A room with a potted plant, a framed picture, a shelf with books, and a dining area with a chair and table.

8. Cozy Lawrenceville Flat.

Cozy Lawrenceville Flat.
Lawrenceville
9.6 out of 10, Exceptional, (20 reviews)
"Very walkable, many local businesses, bars and restaurants nearby…"
United States
Joseph W.
The price is ￥9,641
￥26,767 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Lawrenceville Flat.
A living room with a fireplace, a piano, a TV, and a sofa.

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

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (43 reviews)
"Located in a quiet neighborhood with street parking. Shops nearby. Clean and comfortable. Could use additional plates and coffee mugs. Overall a nice stay."
United States
Deborah A.
The price is ￥10,040
￥29,560 total
includes taxes & fees
Sep 2 - Sep 3
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
A living room with a piano, a sofa, a coffee table, and a fireplace.

10. 3bd home in Mt. Pleasant; near festivals, biking, skiing.

3bd home in Mt. Pleasant; near festivals, biking, skiing.
Mount Pleasant
10.0 out of 10, Exceptional, (13 reviews)
"Such a wonderful and kind host. Great communication from start to finish. Quiet area. My kiddos loved the toys and felt right at home. Thank you for a great stay! "
United States
Jessica H.
The price is ￥17,928
￥35,791 total
includes taxes & fees
Aug 30 - Aug 31
3bd home in Mt. Pleasant; near festivals, biking, skiing.
A hallway with a double door leading to an outdoor area, a staircase, and a view of a brick building.

11. 1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh

1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh
3.5 star property
Crawford-Roberts
8.0 out of 10, Very Good, (1 review)
"The apartment itself was very clean, spacious and modern. No complaints. The outside of the building was a bit rough with trash all around and the neighborhood was a bit sketchy. The “included parking” is street parking - so that “perk” felt a little misleading, but my car was still there when I woke up lol. The only issue was the air condition - it worked great, but anytime it was on you could hear something flapping around in the exposed ventilation system which was quite loud. Otherwise good....
United States
Mende
The price is ￥18,157
￥37,357 total
includes taxes & fees
Sep 9 - Sep 10
1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh
A modern kitchen with wooden accents, a dining area with a table and chairs, and a gray sofa with patterned cushions.

12. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (39 reviews)
"Great location and really nice property."
United States
Tracy H.
The price is ￥17,211
￥30,068 total
includes taxes & fees
Aug 30 - Aug 31
Lovely Strip District loft with free parking
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

13. 424-Apt. 405

424-Apt. 405
3.5 star property
Oakland
9.4 out of 10, Exceptional, (12 reviews)
"It was perfect!"
United States
Ninway
The price is ￥19,442
￥32,157 total
includes taxes & fees
Sep 1 - Sep 2
424-Apt. 405
A grassy outdoor area with a wooden bench, a stone statue, and a wooden fence.

14. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (72 reviews)
"Listing was very accurrate and perfect for our visit to Pittsburgh."
United States
Kristine M.
The price is ￥11,155
￥29,752 total
includes taxes & fees
Aug 31 - Sep 1
Explore Pittsburgh from a Modern, Hip Bungalow
A modern living room with a flat-screen TV, a sofa, a coffee table, and a fish tank.

15. California king wet room suite

California king wet room suite
West Homestead
8.8 out of 10, Excellent, (22 reviews)
" Communication was great and easy. The whole unit was perfect for an adult weekend get away!"
United States
Andrea D.
The price is ￥23,904
￥46,332 total
includes taxes & fees
Aug 30 - Aug 31
California king wet room suite
A wooden cabin with a porch and a small deck.

16. 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, (47 reviews)
"Great time and great hosts!"
United States
Anonymous traveler
The price is ￥21,514
￥34,295 total
includes taxes & fees
Aug 30 - Aug 31
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
A bedroom with a bed, a bench, a ceiling fan, and a window with blinds.

17. Lawrenceville/Central @3 Large and Spacious 1BD with Free Street Parking

Lawrenceville/Central @3 Large and Spacious 1BD with Free Street Parking
Lawrenceville
10.0 out of 10, Exceptional, (6 reviews)
"This was a. very sweet spot to stay on Butler with great food, cafe, and bars nearby. "
United States
Anna S.
The price is ￥14,980
￥20,937 total
includes taxes & fees
Aug 31 - Sep 1
Lawrenceville/Central @3 Large and Spacious 1BD with Free Street Parking
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

18. 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, (71 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is ￥17,211
￥30,068 total
includes taxes & fees
Aug 30 - Aug 31
Not so tiny house with full kitchen & patio swing
A modern kitchen with a large window, a grey sofa, and a dining area with a small table and chairs.

19. Industr Loft 5min Shadyside East Liberty Oakland 6

Industr Loft 5min Shadyside East Liberty Oakland 6
Oakland
9.8 out of 10, Exceptional, (50 reviews)
"Good location, easy drive to Pitt's campus, property was clean, easy parking on the street. Would definitely stay there again. "
United States
Beth S.
The price is ￥18,157
￥38,472 total
includes taxes & fees
Aug 30 - Aug 31
Industr Loft 5min Shadyside East Liberty Oakland 6
A campfire in a metal pot surrounded by rocks, with a water feature in the background.

20. Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (80 reviews)
"The loft was perfect. It was clean and the host were available for anything I needed. "
United States
Anonymous traveler
The price is ￥21,501
￥34,274 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Studio with Unique Charm in Private Setting
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

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent
"Ok"
zahra 2-night trip
Posted 4 hours ago
Hilton Garden Inn Pittsburgh Downtown

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
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  • 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 vacation rentals in Boston?

Yes, we give you a choice of vacation rentals in Boston close to Northeast Paddleboard Company, or you can go with a more secluded option if you're looking for extra privacy while you relax.

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

Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking: You might want to consider this vacation home rental near Boston, which is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 larger area, you’ll find popular places like PPG Paints Arena and PNC Park.

What are vacation rentals like in Boston?

Vacation rentals are privately owned properties you can stay in for several days or more in Boston. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for small groups.