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Chester Holiday Rentals

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Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Holiday Rentals in Chester

The Auburn Home - LPM
Fridge, microwave, oven, stovetop

The Auburn Home - LPM

2.0 star property
9.6 out of 10, Exceptional, (10)
"Beautiful home."
The Auburn Home - LPM
The Piedmont Cabin - LPM
Fridge, microwave, oven, stovetop

The Piedmont Cabin - LPM

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cozy and clean cabin. Very responsive host. Highly recommend. "
The price is HK$895
HK$1,167 total
includes taxes & fees
6 Oct - 7 Oct
The Piedmont Cabin - LPM
Secluded Wilderness & Spa On Historic 2k Acre Wild Life Area
Property grounds

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

Secluded Wilderness & Spa On Historic 2k Acre Wild Life Area
Cozy little Castle. Warm & welcoming.
Fridge, microwave, oven, stovetop

Cozy little Castle. Warm & welcoming.

9.2 out of 10, Wonderful, (26)
"This is a great location, with a TON of room!!! The beds were smaller than we would've liked, but we managed. Thank you so mich for a great stay!!"
Cozy little Castle. Warm & welcoming.
Cozy Home outside Pittsburgh
Interior

Cozy Home outside Pittsburgh

10.0 out of 10, Exceptional, (7)
"Great Stay"
Cozy Home outside Pittsburgh
Country Cottage get away w/ fire pit & breath-taking scenery
Property grounds

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 HK$1,128
HK$1,425 total
includes taxes & fees
6 Oct - 7 Oct
Country Cottage get away w/ fire pit & breath-taking scenery
Campus Cove on College Hill
Property grounds

Campus Cove on College Hill

10.0 out of 10, Exceptional, (2)
"All the little extras you need! Cute college area and friendly neighbors. These are awesome hosts that care about your experience when you stay. Highly recommend!"
The price is HK$875
HK$1,671 total
includes taxes & fees
9 Oct - 10 Oct
Campus Cove on College Hill
Royal Garden Cottage
Outdoor dining

Royal Garden Cottage

10.0 out of 10, Exceptional, (1)
"We stayed as we race at Pittsburgh International Race Complex it is an easy 20 min drive ver clean, great stay."
The price is HK$903
HK$1,703 total
includes taxes & fees
6 Oct - 7 Oct
Royal Garden Cottage
Cozy 2-bedroom apartment in pleasant McDonald with WiFi, AC
Outdoor dining

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

2.0 star property
9.6 out of 10, Exceptional, (21)
"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
The Cedar House
Property grounds

The Cedar House

9.6 out of 10, Exceptional, (4)
"Where do I begin, the entry was easy once I figured out how to turn the lock. Upon entering the home I could smell an amazing scent. Not sure what it was but it was lovely. Everything was perfectly in its place. Plenty of space for a two bedroom home. I used the mini heaters faithfully in the bedroom. The bed felt amazing also , I slept in both lol. They even had olive oil and salt and pepper with a few other condiments and coffee. There were ample supplies of dishes and cookware. The decor was...
The price is HK$856
HK$1,844 total
includes taxes & fees
10 Oct - 11 Oct
The Cedar House
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (18)
"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
Fridge, microwave, oven, stovetop

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
Beautiful Log House in Cranberry
Interior

Beautiful Log House in Cranberry

9.8 out of 10, Exceptional, (9)
"Stayed with multiple friends and it was wonderful. Loved that we could cook together and everyone had their own room. Checkin was easy and the place was clean and comfortable. "
The price is HK$1,556
HK$4,024 total
includes taxes & fees
29 Oct - 30 Oct
Beautiful Log House in Cranberry
Enjoyable 2-bed cabin in Negley
Exterior

Enjoyable 2-bed cabin in Negley

The price is HK$1,089
HK$1,440 total
includes taxes & fees
12 Oct - 13 Oct
Enjoyable 2-bed cabin in Negley
House at Maple Ridge
Dining

House at Maple Ridge

10.0 out of 10, Exceptional, (28)
"Great place and very quiet."
House at Maple Ridge
Cozy home away from home. Located in Steubenville.
Exterior

Cozy home away from home. Located in Steubenville.

9.2 out of 10, Wonderful, (36)
"Very close to the areas we needed to access "
Cozy home away from home. Located in Steubenville.
Gorgeous Private Apartment
1 bedroom, free WiFi, bed sheets, wheelchair access

Gorgeous Private Apartment

9.2 out of 10, Wonderful, (29)
"Perfect spot for a weekend trip for a concert.Everything was straight forward, nothing confusing. Didn’t use much as we only stayed for 2 nights, but worth it for the price!"
Gorgeous Private Apartment
COZY URBAN BUNGALOW Pet Friendly! Near PIT Airport, Pgh Stadiums & Museums!
Outdoor dining

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

9.8 out of 10, Exceptional, (8)
"The house was a good size for us and our 1.5 year old. Owners were quick to respond and shared good recommendations for exploring the city. "
The price is HK$778
HK$1,555 total
includes taxes & fees
6 Oct - 7 Oct
COZY URBAN BUNGALOW Pet Friendly! Near PIT Airport, Pgh Stadiums & Museums!
Sleeps 6, Rural, Peaceful, Homey
Property grounds

Sleeps 6, Rural, Peaceful, Homey

Sleeps 6, Rural, Peaceful, Homey
Wfh-friendly Columbiana Vacation Rental w/ Deck!
Interior

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

Sleep Inn & Suites Pittsburgh

Sleep Inn & Suites Pittsburgh

10/10 Excellent
"Nice and clean good place to stay "
Larry 1-night trip
Posted 19 hours ago
Sleep Inn & Suites Pittsburgh

Find out more about Chester

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

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 Auburn Home - 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Our travellers also rate The Piedmont Cabin - LPM as a favourite home for rent in Chester.

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.