Boston Vacation Rentals from ￥21,346: Search Short-Term Rentals

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Our top choices for Boston vacation rentals

A historic building with a large arched entrance, multiple windows, and a clock tower.

1. Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

Brandon

￥22,340 total

includes taxes & fees

Nov 22 - Nov 23

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

2. The Upper Room

McKeesport

John B.

￥29,926 total

includes taxes & fees

Nov 4 - Nov 5

An outdoor hot tub area with a wooden deck, a covered seating area, and a view of a house in the background.

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

West Homestead

John E.

￥43,449 total

includes taxes & fees

Nov 4 - Nov 5

A modern interior with a polished floor, a grey sofa, and a white door with text.

4. Melwood Suites Unit 107 Studio

Oakland

Lisa

￥31,218 total

includes taxes & fees

Nov 4 - Nov 5

A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

5. 424 Gold Way-Apt. 302

Oakland

Kai

￥36,464 total

includes taxes & fees

Nov 4 - Nov 5

A staircase with a wooden handrail leading to a landing. A patterned rug is on the floor, and a small table with a lamp is on the left.

6. Charming 3-bedroom house in soothing West Newton neighborhood

West Newton

Sara R.

￥49,357 total

includes taxes & fees

Nov 4 - Nov 5

A brick building with a large arched entrance labeled "STAYPGH".

7. Stay Pittsburgh

Downtown Pittsburgh

Christopher

￥22,167 total

includes taxes & fees

Nov 4 - Nov 5

A modern kitchen with a cityscape view, a brick accent wall, and a small island with seating.

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

Bluff

kasey

￥24,615 total

includes taxes & fees

Nov 4 - Nov 5

9. 424 Gold Way-Apt 402, 2 Bed/1Bath

Oakland

Krystyna

￥33,949 total

includes taxes & fees

Nov 4 - Nov 5

A campfire in a metal pot surrounded by rocks, with a water feature in the background.

10. Cozy Studio with Unique Charm in Private Setting

South Park

Anonymous traveler

￥30,734 total

includes taxes & fees

Nov 9 - Nov 10

An arched brick structure with a circular skylight and illuminated arches.

11. Abode Pittsburgh - Downtown Convention Center

Downtown Pittsburgh

Tiffany

￥26,495 total

includes taxes & fees

Nov 4 - Nov 5

A modern kitchen with white cabinetry, a central island, and a dining area with a clear table.

12. Free Parking★Walk Everywhere!★2 Private bathrooms!

North Side

Kelly D.

￥42,359 total

includes taxes & fees

Nov 9 - Nov 10

A hallway with a double door leading to an outdoor area, a staircase, and a view of a brick building.

13. 1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh

Crawford-Roberts

Jim

￥43,105 total

includes taxes & fees

Nov 4 - Nov 5

A living room with a fireplace, a piano, a TV, and a sofa.

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

Friendship

Tina

￥27,766 total

includes taxes & fees

Nov 8 - Nov 9

A dog sitting on the steps of a brick house with potted plants and a welcome sign.

15. Best Location & Neighborhood (2.5 to Downtown PGH)

Dormont

Salika F.

￥38,621 total

includes taxes & fees

Nov 4 - Nov 5

A modern living room with a leather sofa, a round coffee table, and a dining area with a chair.

16. Upscale Double King Suite|4 Beds| Premier Location

Shadyside

Alicia W.

￥29,529 total

includes taxes & fees

Nov 4 - Nov 5

A modern living room with a brick accent wall, a flat-screen TV, and a city view.

17. Modern 1BR Brick+Kingbed+Free Parking+Close to DT

Bluff

"Nice apartment, and really (surprisingly) just a short drive to lots of what Pittsburgh has to offer (Oakland and Pitt, the Southside, Downtown, Strip, and lots of other neighborhoods). The check in and check out were super easy as well. I would recommend getting the parking upgrade if driving, just easier not to sweat residents only zones versus other areas (and arranging it through the host was a breeze), Great stay."

Matthew

￥21,346 total

includes taxes & fees

Nov 5 - Nov 6

A living room with a fireplace, two armchairs, a sofa, and a patterned rug.

18. Relax & Feel At Home During Your Pittsburgh Stay

Carrick

Kay K.

￥43,862 total

includes taxes & fees

Nov 28 - Nov 29

A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

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

Garfield

Anna B.

￥27,873 total

includes taxes & fees

Nov 5 - Nov 6

A living room with a fireplace, a television, and a dining area with a table and chairs.

20. HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

South Side Flats

Butch K.

￥32,317 total

includes taxes & fees

Nov 5 - Nov 6

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Top Boston Hotel Reviews

Wyndham Grand Pittsburgh Downtown

10/10 Excellent

"Pretty nice. A channel guide, either on the TV itself, or printed to stay in the room, would help. I hate surfing to figure out which channel is which."

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent

"We had a great experience at Drury Plaza Hotel in Pittsburgh! The staff were extremely friendly and helpful. The popcorn machine was a huge hit with our kids! We really enjoyed the free evening snacks and drinks. The free breakfast was really good! The pool and hot tub were quite nice. We enjoyed the rooftop patio as well. The location of the hotel was in such a great location making it really easy to get around downtown Pittsburgh by foot. The only negative comment is that the beds were very soft and made it difficult for my husband to sleep. Our kids keep asking when we can come back to this hotel! We would highly recommend it😊"

Hyatt House Pittsburgh/Bloomfield/Shadyside

10/10 Excellent

"Staff was amazing. Loved the breakfast and the bar. Wish the bedding was warmer/thicker. Room was clean. Parking was expensive but understandable given the location. And it is private and gated which is a plus. Also automatic late checkout was nice to have."

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:

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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 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking: Visitors like this Boston vacation home rental. It offers a fireplace, a balcony, and a barbecue grill 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 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.

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Check prices for these dates

Our top choices for Boston vacation rentals

1. Placemakr Downtown Pittsburgh at The Pennsylvanian

2. The Upper Room

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

4. Melwood Suites Unit 107 Studio

5. 424 Gold Way-Apt. 302

6. Charming 3-bedroom house in soothing West Newton neighborhood

7. Stay Pittsburgh

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

9. 424 Gold Way-Apt 402, 2 Bed/1Bath

10. Cozy Studio with Unique Charm in Private Setting

11. Abode Pittsburgh - Downtown Convention Center

12. Free Parking★Walk Everywhere!★2 Private bathrooms!

13. 1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh

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

15. Best Location & Neighborhood (2.5 to Downtown PGH)

16. Upscale Double King Suite|4 Beds| Premier Location

17. Modern 1BR Brick+Kingbed+Free Parking+Close to DT

18. Relax & Feel At Home During Your Pittsburgh Stay

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

20. HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

Find vacation rentals that suit your style

Top Boston Hotel Reviews

Wyndham Grand Pittsburgh Downtown

Cambria Hotel Pittsburgh - Downtown

Drury Plaza Hotel Pittsburgh Downtown

DoubleTree by Hilton Pittsburgh - Green Tree

Hilton Garden Inn Pittsburgh Downtown

The Landing Hotel at Rivers Casino

Pittsburgh Marriott City Center

Hyatt House Pittsburgh/Bloomfield/Shadyside

Etage Executive Living

Find out more about Boston

Frequently asked questions

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