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Compare 29 Vacation Homes in Chester with updated reviews, rates, and availability.

Hidden Gem Estates. Beautiful, spacious, quiet home. Pet & Family friendly.
10.0 out of 10, Exceptional, (8)
"Great stay"
The price is AED 555
AED 811 total
includes taxes & fees
2 Dec - 3 Dec
Hidden Gem Estates. Beautiful, spacious, quiet home. Pet & Family friendly.
Cozy little Castle. Warm & welcoming.
9.0 out of 10, Wonderful, (13)
"Perfect location and size for out visit to Steubenville. Close to the University and downtown, as well as all shopping needs. Nice size kitchen and living room."
Cozy little Castle. Warm & welcoming.
Pet-Friendly Beaver Falls Home, Work Remotely!
9.0 out of 10, Wonderful, (8)
"Perfect for large family gathering"
Pet-Friendly Beaver Falls Home, Work Remotely!
Orchard House
10.0 out of 10, Exceptional, (4)
"The house was clean and well equipped. No issues with the check in, or communication with the host."
Orchard House
Stylish Home with fast Internet!
8.0 out of 10, Very Good, (3)
"Our stay was great!! The facility was short on some supplies but it was very clean and we enjoyed our stay!"
Stylish Home with fast Internet!
Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village
9.4 out of 10, Exceptional, (3)
"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
Renovated Cozy Cabin Style Home
10.0 out of 10, Exceptional, (2)
"Very nice house located in a quiet and very pretty neighborhood. Owner is very responsive to any issues that come up. "
Renovated Cozy Cabin Style Home
House at Maple Ridge
10.0 out of 10, Exceptional, (14)
"We had absolutely everything we needed to enjoy our PA family for the arrival of our first grandbaby!! We even enjoyed daily hikes and outdoor lounging on all porches and loved the fire pit!! The dining area for our whole crew! We all felt properly pampered and rested as we left.Thanks so much!!"
House at Maple Ridge
Cozy 5Bd+/ 2Ba House- 7 min from everything local -30 min PITT
7.2 out of 10, Good, (15)
"Certainly a home away from home. All the necessities and then some, never slept in more comfortable beds! There were one set of neighbors that were worrisome domestically but otherwise very pleased with stay!"
Cozy 5Bd+/ 2Ba House- 7 min from everything local -30 min PITT
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
9.8 out of 10, Exceptional, (7)
"The house and location were perfect for our stay. As described, the hydrangea house was very comfortable, clean and well stocked with everything anyone would want or need. The backyard setting is an added bonus of comfort and beauty to enjoy morning coffee or just relax and soak up the sun. We enjoyed our stay and would return. "
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
Cozy home away from home. Located in Steubenville.
9.0 out of 10, Wonderful, (23)
"Very nice and clean - will definitely stay there again!"
Cozy home away from home. Located in Steubenville.
130 Yr Old Whimsical Gem On 1.3 River Front Acres
9.8 out of 10, Exceptional, (9)
"Such a peaceful home, beautifully appointed with perfect little touches throughout. Front door framed by beautiful lead crystal windows leads to roomy front porch for morning coffee, cuddling on the swing seat with a good book, comfortable chairs for gathering. We watched the full moon come over the hill glittering on the Ohio River both from the porch and a bench at the edge of the river bank. Mist rising from river was backlit by morning sun making for special morning gazing. The front parlor...
130 Yr Old Whimsical Gem On 1.3 River Front Acres
Billy Boy Retreat - Cohosted by Stacy & Dave
10.0 out of 10, Exceptional, (5)
"Stayed for a long weekend with some friends. Pretty easy trip into downtown Pittsburgh where we were able to catch a pirates game. This house had everything! Couldn’t have asked for anything else I’d give six stars if I could."
Billy Boy Retreat - Cohosted by Stacy & Dave
3-Bedroom Home in Downtown Beaver!
10.0 out of 10, Exceptional, (4)
"Beautiful, meticulously restored house in an historic neighborhood. You can walk to dining, shopping, and just about everything. Host communicates quickly and accurately. Perfect in every way! ⭐️⭐️⭐️⭐️⭐️"
3-Bedroom Home in Downtown Beaver!
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 AED 3,443
AED 4,392 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful Victorian Home
Cozy 2Bedroom in Ridge avenue
Cozy 2Bedroom in Ridge avenue
Home away from home
7.4 out of 10, Good, (3)
"The house was small and had an odor of stale French fries which the owner tried to cover up. The owner lived in the basement of the house. There was no off-street parking. The owner controlled the thermostat from the basement. I just found out that the owner also charged us $25 for laundry. Yet there was no washer and dryer. Seriously - does anyone from VRBO do any type of inspection before they approve a house for rental?"
Home away from home
Comfy! Near airport yet quite Pittsburgh quick
5.0 out of 10, (2)
"We arrived and had not received and communication regarding check-in. When I put the address in to the Uber, so we can be dropped off, we were sent to the wrong location. I thought we were scammed. I was able to communicate with the property manager and he corrected everything and gave me the correct address. He said that he has given the correct address several times, but there has been no change. Our property manager, Larry was excellent in providing the correct address and was hospitable and...
The price is AED 694
AED 1,335 total
includes taxes & fees
8 Nov - 9 Nov
Comfy! Near airport yet quite Pittsburgh quick
The Heart of Weirton Heights
10.0 out of 10, Exceptional, (52)
"This was our third time to stay with Sarah. Always a clean & neat house. Stocked with bottled water, soft drinks, beer, wine, coffee pods dishwasher pods & washing machine pods. Ample supply of clean towels. Needs some more silverware (tea spoons), coffee cups & dishes. Overall a good stay. We will come back again."
The Heart of Weirton Heights
Centrally Located Beaver Falls Home w/ Fire Pit!
9.0 out of 10, Wonderful, (2)
"Great house in heart of beaver falls. Easy walk to restaurants. "
Centrally Located Beaver Falls Home w/ Fire Pit!
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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Other property types in Chester

Welcome to the Auburn!
2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful and Peaceful "
Welcome to the Auburn!
Welcome to Piedmont!
2.0 star property
Welcome to Piedmont!
Country Cottage get away w/ fire pit & breath-taking scenery
10.0 out of 10, Exceptional, (36)
"This was exactly what we wanted for an anniversary get away. It was quiet and beautiful on the hill top. "
The price is AED 533
AED 673 total
includes taxes & fees
11 Nov - 12 Nov
Country Cottage get away w/ fire pit & breath-taking scenery
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.