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Chester Holiday Rentals

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Holiday Rentals in Chester

The Auburn Home - LPM

2.0 star property
10.0 out of 10, Exceptional, (9)
"This place was perfect, very clean and I love it was secluded. Will definitely use again. "
The price is HK$1,428
HK$2,009 total
includes taxes & fees
19 Aug - 20 Aug
The Auburn Home - LPM

The Piedmont Cabin - LPM

2.0 star property
The price is HK$1,170
HK$1,562 total
includes taxes & fees
24 Aug - 25 Aug
The Piedmont Cabin - LPM

Secluded Wilderness & Spa On Historic 2k Acre Wild Life Area

Secluded Wilderness & Spa On Historic 2k Acre Wild Life Area

Postcard Cabins Beaver Creek

2.0 star property
9.6 out of 10, Exceptional, (22)
"This was a very peaceful and unique stay. Highly recommend and we will visit again soon!"
The price is HK$775
HK$1,156 total
includes taxes & fees
19 Aug - 20 Aug
Postcard Cabins Beaver Creek

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 HK$505
HK$908 total
includes taxes & fees
19 Aug - 20 Aug
Charming Hotel Rooms w/ bar, pool tables, dart board and restaurant downstairs

Country Cottage get away w/ fire pit & breath-taking scenery

10.0 out of 10, Exceptional, (41)
"Wonderful weekend getaway. Our second visit didn’t disappoint. Just such a peaceful time away from all the business of life. Has everything you need. Highly recommended. "
The price is HK$1,134
HK$1,433 total
includes taxes & fees
20 Aug - 21 Aug
Country Cottage get away w/ fire pit & breath-taking scenery

Cozy 2-bedroom apartment in pleasant McDonald with WiFi, AC

2.0 star property
9.4 out of 10, Exceptional, (18)
"A cozy home away from home! Christopher and Allison did everything to make us feel at home. We frequently used the pool and terrace. And we could even use the firepit and watch fireflies light up in the dark. The interior was a cozy mancave with comfortable couch and huge tv. The bedrooms were huge as well. "
Cozy 2-bedroom apartment in pleasant McDonald with WiFi, AC

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

Cozy little Castle. Warm & welcoming.

9.2 out of 10, Wonderful, (25)
"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.

Cozy home away from home. Located in Steubenville.

9.2 out of 10, Wonderful, (34)
"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.

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

10.0 out of 10, Exceptional, (15)
"Perfect location and charming feel"
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh

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 HK$1,283
HK$1,722 total
includes taxes & fees
19 Aug - 20 Aug
Spacious 5-bedroom house in delightful Stubenville with AC, WiFi

Waterfront Glamping Escape Cozy Floating Cottages on the Peaceful Beaver River

9.6 out of 10, Exceptional, (4)
"Place was very clean and nice , not a lot to doIn the area. But it was very relaxing"
Waterfront Glamping Escape Cozy Floating Cottages on the Peaceful Beaver River

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

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 HK$2,089
HK$4,747 total
includes taxes & fees
19 Aug - 20 Aug
Beautiful Log House in Cranberry

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

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 HK$782
HK$1,562 total
includes taxes & fees
26 Aug - 27 Aug
COZY URBAN BUNGALOW Pet Friendly! Near PIT Airport, Pgh Stadiums & Museums!

The VilleTop - Charming 1-bedroom apartment in wonderful Steubenville, OH

10.0 out of 10, Exceptional, (3)
"Nice lodgings well-located in Steubenville. Host is attentive and quick with communications. Would stay here again!"
The price is HK$665
HK$1,416 total
includes taxes & fees
24 Aug - 25 Aug
The VilleTop - Charming 1-bedroom apartment in wonderful Steubenville, OH

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

2.0 star property
9.0 out of 10, Wonderful, (4)
"Great place, location and Landlady "
Charming 3-bedroom house with AC and WiFi in a very convenient location

Orchard House

9.8 out of 10, Exceptional, (7)
"The house was beautiful and clean"
The price is HK$884
HK$2,134 total
includes taxes & fees
27 Aug - 28 Aug
Orchard House
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

Frequently asked questions

Can I find a holiday rental in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its breweries and casinos. Make sure you have time to check out the riverfront and restaurants during your trip.

What are some of the best holiday rentals that Chester has to offer?

The Piedmont Cabin - LPM: This highly rated holiday home rental in Chester is located in the mountains, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Chester?

Ohio River and Tomlinson Run Lake are a couple of lovely local spots to get outside and enjoy nature. The Mountaineer Race Track & Gaming Resort and Tomlinson Run State Park are other places to visit while you're in town.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family getaway.