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Chester Vacation Rentals

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Vacation Rentals in Chester

Our top choices for Chester vacation rentals

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 CA $255
CA $476 total
includes taxes & fees
Aug 28 - Aug 29
The Auburn Home - LPM

The Piedmont Cabin - LPM

2.0 star property
The price is CA $207
CA $342 total
includes taxes & fees
Sep 6 - Sep 7
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, (24)
"This was a very peaceful and unique stay. Highly recommend and we will visit again soon!"
The price is CA $137
CA $204 total
includes taxes & fees
Sep 9 - Sep 10
Postcard Cabins Beaver Creek

Cozy little Castle. Warm & welcoming.

9.2 out of 10, Wonderful, (26)
"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.

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

10.0 out of 10, Exceptional, (41)
"I loved the setting, so relaxing and beautiful. We enjoyed the fire ring. I wish we could have stayed longer!"
The price is CA $201
CA $253 total
includes taxes & fees
Aug 28 - Aug 29
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, (19)
"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

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

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

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.

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 $329
CA $788 total
includes taxes & fees
Aug 28 - Aug 29
Beautiful Log House in Cranberry

Royal Garden Cottage

The price is CA $161
CA $309 total
includes taxes & fees
Aug 31 - Sep 1
Royal Garden Cottage

Waterfront Glamping Escape — Cozy Floating Cottages on the Peaceful Beaver River

8.8 out of 10, Excellent, (6)
"Absolutely loved our stay. Property was so close to so much. So relaxing and effortlessly enjoyable."
Waterfront Glamping Escape — Cozy Floating Cottages on the Peaceful Beaver River

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

9.8 out of 10, Exceptional, (8)
"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

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 $208
CA $279 total
includes taxes & fees
Sep 7 - Sep 8
Spacious 5-bedroom house in delightful Stubenville with AC, WiFi

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

Modern Farmhouse in town.

10.0 out of 10, Exceptional, (9)
"We were in the area for a family reunion and loved staying here. It was perfect for what we needed!"
Modern Farmhouse in town.

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

9.8 out of 10, Exceptional, (7)
"Very clean. Super comfortable beds. Had everything we needed for a one week stay. Very nice hosts. "
The price is CA $157
CA $300 total
includes taxes & fees
Aug 28 - Aug 29
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 CA $118
CA $252 total
includes taxes & fees
Sep 3 - Sep 4
The VilleTop - Charming 1-bedroom apartment in wonderful Steubenville, OH

Wfh-friendly Columbiana Vacation Rental w/ Deck!

3.0 star property
"Great property! Lots of space, friendly host, and great location to Columbiana - especially if you’re going to Garwood"
Wfh-friendly Columbiana Vacation Rental w/ Deck!
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

Find out more about Chester

Find out more about Chester

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester vacation rentals we have selected for you start as low as CA $118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Chester?

Yes, we give you a choice of vacation rentals near top points of interest in Chester, or you can select a more secluded option if you're looking for relaxation. 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 vacation rentals in Chester?

The Piedmont Cabin - LPM: Visitors like this Chester vacation home rental. It 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 vacation with amenities like 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 vacation rental in Chester like?

Vacation rentals are private properties you can stay in for several days or longer in Chester. Vacation rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips or small group gatherings.