Vacation rentals in Cheswick

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Top-rated vacation rentals in Cheswick

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Home in Monroeville

4.8 out of 5 average rating, 183 reviews

Pittsburgh Hideaway - Pets - Private

-Discounts on weekly and monthly stays - Put in dates for prices. -1 bedroom house with 1 bath and everything you need for a comfortable stay. -House is tucked away, but also close to the highway and turnpike. -Walking distance to UPMC East, 6 minutes to Forbes Hospital, and min from major shopping/restaurants. -Pet friendly with a large yard (no fence). -Dog park only 7 minutes away - Monroeville Dog Park. Boyce Park and Penn Hills (fenced dog parks) 15 min away -TV- Amazon Stick to login

Jul 8 – 15

ﺩ.ﺇ433 per night
Superhost

Home in Verona

4.87 out of 5 average rating, 243 reviews

Wyckoff-Mason Log House 1774 Historic Landmark

Stay in the historic Wyckoff-Mason House, a Pittsburgh Historical landmark. This beautifully kept log house built in 1774-75, still maintains the colonial charm of pre-revolutionary times. This property has a storied past, including local lore that it was the residence of William Penn’s brother and was visited by Benjamin Franklin. This relaxing getaway is located in one of Pittsburgh’s eastern suburbs. Get the best of the countries antiquity while visiting the city. We love all people.

Jun 27 – Jul 4

ﺩ.ﺇ363 per night
Guest favorite

Guest suite in Pittsburgh

4.95 out of 5 average rating, 230 reviews

Warm & Cozy, Newly Remodeled Private Space.

The PITT Stop Explore Pittsburgh’s vibrant streets with this warm & cozy, newly remodeled studio as your base! The PITT Stop is centrally located in Brighton Heights, a smaller section of Pittsburgh’s North Side. One of the most historic and culturally eclectic areas you will find. Here in Brighton Heights, you’ll be rooted in the coziness of an urban neighborhood while being close to everything metropolitan Pittsburgh has to offer. **Please see ‘Other Details to Note’ section for more.**

Nov 8 – 15

ﺩ.ﺇ339 per night

Popular amenities for Cheswick vacation rentals

Other great vacation rentals in Cheswick

Guest favorite

Apartment in Valencia

5.0 out of 5 average rating, 112 reviews

Inspired farmhouse apartment

Nov 8 – 15

ﺩ.ﺇ480 per night
Superhost

Apartment in Springdale

4.81 out of 5 average rating, 72 reviews

Vibey 1BDR apartment for rent in charming town.

Feb 12 – 19

ﺩ.ﺇ273 per night
Superhost

Apartment in Springdale

4.79 out of 5 average rating, 39 reviews

2br gem in cute small town.

Jun 20 – 27

ﺩ.ﺇ428 per night
Guest favorite

Guest suite in Oakmont

4.79 out of 5 average rating, 86 reviews

Cozy one bedroom suite

Jul 25 – Aug 1

ﺩ.ﺇ404 per night
Guest favorite

Home in Harwick

4.84 out of 5 average rating, 25 reviews

Dream House

Jul 12 – 19

ﺩ.ﺇ409 per night
Guest favorite

Home in New Kensington

4.98 out of 5 average rating, 57 reviews

Mid-Century Burrell Bungalow

Jan 8 – 15

ﺩ.ﺇ675 per night
Guest favorite

Home in Brackenridge

4.85 out of 5 average rating, 13 reviews

Cozy two bedroom

Jun 18 – 25

ﺩ.ﺇ427 per night
Guest favorite

Guest suite in Sarver

5.0 out of 5 average rating, 19 reviews

Open concept design studio

Jul 31 – Aug 7

ﺩ.ﺇ458 per night
Superhost

Apartment in Pittsburgh

4.92 out of 5 average rating, 13 reviews

#43 Cozy Suite - Marina River view near Oakmont

Mar 13 – 20

ﺩ.ﺇ565 per night
Guest favorite

Apartment in Aspinwall

4.97 out of 5 average rating, 33 reviews

Aspinwall 1 bedroom Apartment

Mar 11 – 18

ﺩ.ﺇ439 per night
Guest favorite

Guesthouse in Valencia

5.0 out of 5 average rating, 26 reviews

Magnolia Cottage

Aug 12 – 19

ﺩ.ﺇ459 per night
Superhost

Home in Murrysville

4.9 out of 5 average rating, 59 reviews

Gorgeous Modernized Cabin + Hot Tub + Pool Table

Nov 8 – 15

ﺩ.ﺇ1,220 per night

Destinations to explore