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Vacation Homes in Chester

Near Mines & Meadows: Spacious Home w/ Game Room

9.4 out of 10, Exceptional, (12)
"Our stay was amazing. The guests and I had an incredible time. "
Near Mines & Meadows: Spacious Home w/ Game Room

Cozy little Castle. Warm & welcoming.

9.2 out of 10, Wonderful, (19)
"this was a perfectly charming house in a perfectly charming town. the house was much more spacious than i thought, and the individual rooms were no different. the accommodations were above and beyond. highly recommend this place."
Cozy little Castle. Warm & welcoming.

Cozy home away from home. Located in Steubenville.

9.2 out of 10, Wonderful, (29)
"Very nice and clean - will definitely stay there again!"
Cozy home away from home. Located in Steubenville.

Unique and Secluded Country Estate near Pittsburgh

8.6 out of 10, Excellent, (4)
"We enjoyed our holiday stay here. Beautiful home. "
Unique and Secluded Country Estate near Pittsburgh

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

10.0 out of 10, Exceptional, (12)
"The house is adorable, the kitchen is amazing. the location is perfection "
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh

Cozy Home outside Pittsburgh

10.0 out of 10, Exceptional, (3)
"Great Stay"
Cozy Home outside Pittsburgh

Modern Farmhouse in town.

10.0 out of 10, Exceptional, (5)
"We were in the area for a family reunion and loved staying here. It was perfect for what we needed!"
Modern Farmhouse in town.

130 Yr Old Whimsical Gem On 1.3 River Front Acres

10.0 out of 10, Exceptional, (14)
"It was wonderful. "
130 Yr Old Whimsical Gem On 1.3 River Front Acres

The Cedar House

10.0 out of 10, Exceptional, (2)
"I loved my stay here! Such a cute house and our host was very flexible when we asked to get there a little early. I absolutely recommend staying there!"
The Cedar House

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 SAR 255
SAR 450 total
includes taxes & fees
9 Jun - 10 Jun
Charming Hotel Rooms w/ bar, pool tables, dart board and restaurant downstairs

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

9.8 out of 10, Exceptional, (7)
"Very nice and well located property. Well equipped and ease of access. Would definitely recommend!"
Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village

Like new Cozy 3-bed townhome with home office in Beaver Falls, near Pittsburgh

Like new Cozy 3-bed townhome with home office in Beaver Falls, near Pittsburgh

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

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

Charming, Modern & Cozy Home

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

House at Maple Ridge

10.0 out of 10, Exceptional, (22)
"It was like a vacation while we were waiting for our temporary housing to be available and the property manager was very responsive to any questions/concerns we had while staying there. While there we enjoyed the great location, the walking trails, the pool table and ping pong table as well as the spectacular views."
House at Maple Ridge

COZY URBAN BUNGALOW Free Parking Pets 👍PGH SPORTS 25min BreweryPIT Airport 19min

10.0 out of 10, Exceptional, (4)
"Very clean. Super comfortable beds. Had everything we needed for a one week stay. Very nice hosts. "
The price is SAR 402
SAR 779 total
includes taxes & fees
9 Jun - 10 Jun
COZY URBAN BUNGALOW Free Parking Pets 👍PGH SPORTS 25min BreweryPIT Airport 19min

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

6.0 out of 10, (2)
"Great people, great place!! Don’t think twice, book without regret, great neighborhood great location!"
The price is SAR 679
SAR 906 total
includes taxes & fees
9 Jun - 10 Jun
Spacious 5-bedroom house in delightful Stubenville with AC, WiFi

Beautiful Log House in Cranberry

9.6 out of 10, Exceptional, (5)
"Perfect size and location for our purpose. We recommend it!"
The price is SAR 971
SAR 2,221 total
includes taxes & fees
30 Jun - 1 Jul
Beautiful Log House in Cranberry

Centrally Located Beaver Falls Home w/ Fire Pit!

8.8 out of 10, Excellent, (3)
"Great house in heart of beaver falls. Easy walk to restaurants. "
Centrally Located Beaver Falls Home w/ Fire Pit!

Beautiful Victorian Home

10.0 out of 10, Exceptional, (1)
"Enjoyed our stay for a reunion. Great location to get around and can comfortable accommodations."
The price is SAR 3,516
SAR 4,485 total
includes taxes & fees
9 Jul - 10 Jul
Beautiful Victorian Home
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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