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Chester Vacation Rentals

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Browse Select Chester Vacation Homes

Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh

10.0 out of 10, Exceptional, (14)
"Perfect location and charming feel"
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh

Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village

9.8 out of 10, Exceptional, (7)
"We truly enjoyed our stay at this comfortable home in Sewickley Village! Everything worked out perfectly and walking around town so easily due to the convenient location was ideal!"
Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village

Unique and Secluded Country Estate near Pittsburgh

8.0 out of 10, Very good, (5)
"We enjoyed our holiday stay here. Beautiful home. "
Unique and Secluded Country Estate near Pittsburgh

Orchard House

9.8 out of 10, Exceptional, (7)
"The house was beautiful and clean"
The price is CA $162
CA $380 total
includes taxes & fees
Aug 12 - Aug 13
Orchard House

Beautiful 3-bd Country Smart Home with Private surroundings in Steubenville

9.0 out of 10, Wonderful, (4)
"Large yard with fire pit , fawns and rabbits "
Beautiful 3-bd Country Smart Home with Private surroundings in Steubenville

Cozy little Castle. Warm & welcoming.

9.2 out of 10, Wonderful, (21)
"Came up to celebrate our daughters 21st birthday. This is a great location: close to campus, close to food options, and close to shopping. This is our second time staying at this location we have not been disappointed yet."
Cozy little Castle. Warm & welcoming.

House at Maple Ridge

10.0 out of 10, Exceptional, (26)
"Lots of space to spread out. Great fun with the pingpong and pool and hiking path! Beautiful place!"
House at Maple Ridge

COZY URBAN BUNGALOW Pet Friendly! Near PIT Airport, Pgh Stadiums & Museums!

9.8 out of 10, Exceptional, (7)
"We needed a place for a single night for a school event . We traveled 5 hrs to find a wonderful place for us to nestle down for the evening. Was spacious, clean , perfect size for us . Had every amenity we need and then some,. Great location and the town ow Sewickley near by had great people , food and dessert. We loved it . Would highly recommend "
The price is CA $140
CA $278 total
includes taxes & fees
Aug 25 - Aug 26
COZY URBAN BUNGALOW Pet Friendly! Near PIT Airport, Pgh Stadiums & Museums!

Cozy Home outside Pittsburgh

10.0 out of 10, Exceptional, (7)
"Great Stay"
Cozy Home outside Pittsburgh

Charming, Modern & Cozy Home

8.6 out of 10, Excellent, (4)
"Felt like home for almost a week. "
Charming, Modern & Cozy Home

Royal Garden Cottage

The price is CA $160
CA $301 total
includes taxes & fees
Aug 12 - Aug 13
Royal Garden Cottage

Charming Hotel Rooms w/ bar, pool tables, dart board and restaurant downstairs

10.0 out of 10, Exceptional, (2)
"Loved Skylar at check in. Rooms are quaint and the area is nice. "
The price is CA $89
CA $160 total
includes taxes & fees
Aug 12 - Aug 13
Charming Hotel Rooms w/ bar, pool tables, dart board and restaurant downstairs

Spacious 5-bedroom house in delightful Stubenville with AC, WiFi

8.0 out of 10, Very good, (4)
"The home was cute, clean and central to all locations on our agenda."
The price is CA $241
CA $316 total
includes taxes & fees
Aug 19 - Aug 20
Spacious 5-bedroom house in delightful Stubenville with AC, WiFi

Cozy home away from home. Located in Steubenville.

9.2 out of 10, Wonderful, (33)
"Older rough but quiet neighborhood. Clean older home with 2 bathrooms a big plus, comfortable beds. Would stay again! "
Cozy home away from home. Located in Steubenville.

Near Mines & Meadows: Spacious Home w/ Game Room

9.6 out of 10, Exceptional, (15)
"Clean, spacious property. Well-equipped for hosting large groups. Great communication throughout our stay. Would rent again!"
Near Mines & Meadows: Spacious Home w/ Game Room

The Piedmont Cabin - LPM

2.0 star property
The price is CA $206
CA $276 total
includes taxes & fees
Aug 17 - Aug 18
The Piedmont Cabin - LPM

Beautiful Log House in Cranberry

9.8 out of 10, Exceptional, (8)
"Perfect size and location for our purpose. We recommend it!"
The price is CA $333
CA $790 total
includes taxes & fees
Aug 12 - Aug 13
Beautiful Log House in Cranberry

Charming 3-bedroom house with AC and WiFi in a very convenient location

2.0 star property
8.8 out of 10, Excellent, (3)
"Juliet is an excellent Host. Very Amicable and Friendly."
Charming 3-bedroom house with AC and WiFi in a very convenient location

Like new Cozy townhome with home office in Beaver Falls, near Pittsburgh

10.0 out of 10, Exceptional, (2)
"Great location for us to get to Brady Park for an event. "
Like new Cozy townhome with home office in Beaver Falls, near Pittsburgh

Modern Farmhouse in town.

10.0 out of 10, Exceptional, (8)
"We were in the area for a family reunion and loved staying here. It was perfect for what we needed!"
Modern Farmhouse in town.
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 Chester Hotel Reviews