Photo by Bill Dillard

Chester Vacation Rentals

Vacation Rentals in Chester

Smart TV
Cozy 5Bd+/ 2Ba House- 7 min from everything local -30 min PITT
7.6 out of 10, Good, (13)
"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
Exterior
Cozy home away from home. Located in Steubenville.
9.8 out of 10, Exceptional, (10)
"It fit my family perfectly i was able to cook every night. Host was the best and very attentive. She will be getting new neighbors soon which will be good she can't control neighbors.. it was so worth our stay"
Cozy home away from home. Located in Steubenville.
Private kitchen
Cozy little Castle. Warm & welcoming.
8.8 out of 10, Excellent, (3)
"My mother and I stayed in Steubenville to attend my daughter’s college graduation. The location is in a neighborhood near the university. We spent most of our time in town at events. The house has one bathroom so was fine for the two of us to use without inconvenience."
Cozy little Castle. Warm & welcoming.
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Property grounds
Country Cottage get away w/ fire pit & breath-taking scenery
10.0 out of 10, Exceptional, (24)
"We enjoyed relaxing at the cute cozy cottage. We were in town to go to the Harmony Christmas Festival. It was nice to hang out at the cottage after our day out. We saw deer every morning and enjoyed the beautiful sunrises. Dinner at Shakespeare’s Restaurant was excellent and such a unique experience."
The price is $145
$183 total
includes taxes & fees
May 27 - May 28
Country Cottage get away w/ fire pit & breath-taking scenery
Exterior
House at Maple Ridge
10.0 out of 10, Exceptional, (9)
"Did you enjoy spending time with our friends from around the country?"
House at Maple Ridge
Property grounds
Hidden Gem Estates. Beautiful, spacious, quiet home. Pet & Family friendly.
10.0 out of 10, Exceptional, (4)
"We were very impressed with the house and the extra touches the host provided. The coffee bar was very well sticked but hosts went beyond that and provided eggs, English muffins and milk which was appreciated. House was very clean and spacious. Loved the back yard and front porch for sitting outside."
The price is $178
$256 total
includes taxes & fees
Jun 2 - Jun 3
Hidden Gem Estates. Beautiful, spacious, quiet home. Pet & Family friendly.
Property grounds
Pet-Friendly Wheelchair Accessible Home w/ Yard!
8.8 out of 10, Excellent, (5)
"We enjoyed our stay with extended family here. The kitchen was very well stocked and had most things we needed. Having everything all on one level was an added bonus for our 80 year old parents. The host was very friendly and communicative. Thanks again for everything!"
Pet-Friendly Wheelchair Accessible Home w/ Yard!
TV, video-game console
Aliquippa Studio w/ Smart TVs & Gaming Console!
10.0 out of 10, Exceptional, (1)
"Clean inside only thing that I can think that make it better would be to have a bigger fridge and better towels other than that it was a great stay"
Aliquippa Studio w/ Smart TVs & Gaming Console!
Interior
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
9.4 out of 10, Exceptional, (3)
"Great location with a wonderful kitchen. The bathroom sink is way too shallow. Hope that can be addressed."
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
Exterior
Villa Avila - Bright & Cozy 3 BR near Franciscan
10.0 out of 10, Exceptional, (1)
"Beautiful location, space, and comforts of home! Beyond what we hoped for and everything we needed!"
The price is $109
$260 total
includes taxes & fees
May 28 - May 29
Villa Avila - Bright & Cozy 3 BR near Franciscan
Fridge, microwave, oven, stovetop
Floating Cottage Boat, Near Pittsburgh, On the Beaver River
8.0 out of 10, Very Good, (2)
"Need to getaway? Whether you’re a local or a out of town-er, the cottages at River Harbor are the perfect place to float your cares away! We found our cottage to be very clean and had all that we needed for a relaxing getaway. Did I mention that they are on the river!!! Floating on the river to be exact! What a perfect place! There are several restaurants within walking distance. It’s dreamy. We sat in the floating deck and took in the sights…boats passing and trains. A really neat experience....
Floating Cottage Boat, Near Pittsburgh, On the Beaver River
Living area | Smart TV
The Apartment
10.0 out of 10, Exceptional, (1)
"Had a great stay in Kendra's apartment. Had a small issue with the internet access. Simply reset the router, and all was good to go. I left a paperclip on top of the router in case someone else needed to reset it. I'm a teacher, so I always have those in my backpack:)."
The price is $85
$203 total
includes taxes & fees
May 26 - May 27
The Apartment
Fridge, microwave, oven, stovetop
130 Yr Old Whimsical Gem On 1.3 River Front Acres
10.0 out of 10, Exceptional, (3)
"We were so pleased with our stay at this home on the river. Not only was it the most aesthetically pleasing home I've rented, but it was also the cleanest. The home was equipped with everything we needed and the owners were great communicators."
130 Yr Old Whimsical Gem On 1.3 River Front Acres
Fridge, microwave, oven, stovetop
Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village
Home away from home! Amenity-filled 3BR, 1.5BA home in Sewickley Village
Cookware/dishes/utensils
Modern Salineville Cabin on 13 Acres w/ Fire Pit!
Modern Salineville Cabin on 13 Acres w/ Fire Pit!
A heated pool
Billy Boy Retreat - Cohosted by Stacy & Dave
10.0 out of 10, Exceptional, (3)
"Billy Boy Retreat is a beautifully appointed home. We were there in March so the swimming pool wasn’t open but we enjoyed the patio with its plastic enclosure , hot tub, tv and fire table. Anything you could think of needing was available at this home. We also enjoyed a Saturday afternoon trip at the Coal Tipple brewery."
Billy Boy Retreat - Cohosted by Stacy & Dave
Private kitchen
Cozy apartament
10.0 out of 10, Exceptional, (1)
"Property owner was very accommodating for such a short notice booking that VRBO didn't even notify her about she had the place ready in no time and it was a great apartment..."
The price is $150
$417 total
includes taxes & fees
May 25 - May 26
Cozy apartament
Exterior
Renovated Cozy Cabin Style Home
Renovated Cozy Cabin Style Home
Property grounds
Newly Renovated Luxury Apartment
9.0 out of 10, Wonderful, (20)
"We stayed for over a month…very spacious…comfortable beds…..just what we needed while waiting for our closing. Kara was very responsive to any problems."
Newly Renovated Luxury Apartment
Living room | Printers
Romantic cottage in the village of Sewickley
Romantic cottage in the village of Sewickley
Don't see what you're looking for?
See all available properties in Chester
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.

Chester Vacation Rental Travel Info

Popular accommodation
Chester cottages
Known landmarks
Mountaineer Casino and The Mountaineer Race Track & Gaming Resort
International airport
Pittsburgh, PA (PIT-Pittsburgh Intl.)

Other types of properties in Chester you may be interested in

Exterior
La Quinta Inn by Wyndham Pittsburgh Airport
2.5 star property
8.0 out of 10, Very Good, (1528)
"Very clean "
The price is $80
$91 total
includes taxes & fees
Jun 17 - Jun 18
La Quinta Inn by Wyndham Pittsburgh Airport
Room, 2 Queen Beds, Non Smoking | Premium bedding, in-room safe, desk, laptop workspace
Wyndham Garden Pittsburgh Airport
3.0 star property
6.6 out of 10, (1003)
"Our room was newly remodeled. However the facility needed an outside remodel and clenaing 1st. Bathroom counter was dirty. But the rest of the room was clean. Parking lot didn’t feel very safe."
The price is $78
$89 total
includes taxes & fees
May 27 - May 28
Wyndham Garden Pittsburgh Airport
Bar (on property)
Hyatt Regency Pittsburgh International Airport
3.5 star property
9.0 out of 10, Wonderful, (1350)
"Very convenient that the hotel was right at the airport. Lively bar area with big screen showing the NFL draft, which was a nice bonus. Great that they didn't close thigns down early, and that they instead invited guests to enjoy their experience. "
The price is $199
$227 total
includes taxes & fees
May 26 - May 27
Hyatt Regency Pittsburgh International Airport
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.

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Cozy 5Bd+/ 2Ba House- 7 min from everything local -30 min PITT: This vacation home near Chester is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Chester?

Tomlinson Run State Park and Ohio River are a couple of lovely local spots to get outside and enjoy nature. The Mountaineer Race Track & Gaming Resort and Mountaineer Casino are a couple of places you'll find in the larger area.

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.

Recent reviews of Chester properties
Expedia verified reviews

La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

5/5 Excellent
"Very clean "
A verified traveler stayed at La Quinta Inn by Wyndham Pittsburgh Airport
Posted 1 day ago
La Quinta Inn by Wyndham Pittsburgh Airport