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Chester Holiday Rentals

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Holiday Rentals in Chester

The Auburn Home - LPM
2.0 star property
9.8 out of 10, Exceptional, (11)
"Beautiful home."
The Auburn Home - LPM
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 AU$233
includes taxes & fees
19 Oct - 20 Oct
The Piedmont Cabin - LPM
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.
9.2 out of 10, Wonderful, (27)
"Overall we had a good stay."
Cozy little Castle. Warm & welcoming.
Cozy 2-bedroom apartment in pleasant McDonald with WiFi, AC
2.0 star property
9.6 out of 10, Exceptional, (21)
"This place is perfect if your attending a show at Star Lake!! Nice area in the country!! "
Cozy 2-bedroom apartment in pleasant McDonald with WiFi, AC
Cozy Home outside Pittsburgh
9.8 out of 10, Exceptional, (9)
"Great Stay"
Cozy Home outside Pittsburgh
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 AU$333
includes taxes & fees
19 Oct - 20 Oct
Campus Cove on College Hill
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 AU$365
includes taxes & fees
21 Oct - 22 Oct
Royal Garden Cottage
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.
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 AU$314
includes taxes & fees
17 Oct - 18 Oct
COZY URBAN BUNGALOW Pet Friendly! Near PIT Airport, Pgh Stadiums & Museums!
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
9.8 out of 10, Exceptional, (10)
"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 AU$805
includes taxes & fees
21 Oct - 22 Oct
Beautiful Log House in Cranberry
Country Cottage get away w/ fire pit & breath-taking scenery
10.0 out of 10, Exceptional, (43)
"My sister and I enjoyed our stay! The cabin was very nice. It was clean and comfortable and had everything we needed for our stay. Check-in was smooth. Communication was prompt! We'd love to return. Sunrise was spectacular!"
The price is AU$285
includes taxes & fees
20 Oct - 21 Oct
Country Cottage get away w/ fire pit & breath-taking scenery
Gorgeous Private Apartment
9.2 out of 10, Wonderful, (30)
"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
Waterfront Glamping Escape — Cozy Floating Cottages on the Peaceful Beaver River
9.0 out of 10, Wonderful, (7)
"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
House at Maple Ridge
10.0 out of 10, Exceptional, (28)
"Great place and very quiet."
House at Maple Ridge
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 AU$276
includes taxes & fees
19 Oct - 20 Oct
Spacious 5-bedroom house in delightful Stubenville with AC, WiFi
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
9.6 out of 10, Exceptional, (20)
"Perfect location and charming feel"
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
Enjoyable 2-bed cabin in Negley
The price is AU$289
includes taxes & fees
24 Oct - 25 Oct
Enjoyable 2-bed cabin in Negley
Sleeps 6, Rural, Peaceful, Homey
10.0 out of 10, Exceptional, (1)
"Nice rural setting. Quiet with the exception of a little bit of road noise. Nothing that wasn’t overwhelming. Clean and well decorated. "
Sleeps 6, Rural, Peaceful, Homey
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

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chester holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as AU$233 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday 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 holiday.

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 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.