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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Chester vacation rentals

Private kitchen

Cozy Cottage in Union, SC

Cozy Cottage in Union, SC
Union
10.0 out of 10, Exceptional, (3 reviews)
"It was a quiet area ans the host was beyond wo default with any questions I had. Will be renting it again."
United States
Shawn
$145 nightly
The price is $160
Jul 19 - Jul 20
Total with taxes and fees
Cozy Cottage in Union, SC
1 bedroom, WiFi (free), bed sheets

Charlotte Glamping Dome- Fawn and Fern Hideaway

Charlotte Glamping Dome- Fawn and Fern Hideaway
Charlotte
10.0 out of 10, Exceptional, (52 reviews)
"We had a great stay! Great views, comfortable accommodations and a seamless check in."
United States
Aaron M.
$264 nightly
The price is $306
Jul 20 - Jul 21
Total with taxes and fees
Charlotte Glamping Dome- Fawn and Fern Hideaway
Property grounds

A full glamping experience that lets you escape & enjoy the serenity of nature.

A full glamping experience that lets you escape & enjoy the serenity of nature.
Lancaster
9.2 out of 10, Wonderful, (14 reviews)
"Absolutely love this place. Perfect and quiet. "
United States
Sandy F.
$137 nightly
The price is $153
Jul 18 - Jul 19
Total with taxes and fees
A full glamping experience that lets you escape & enjoy the serenity of nature.
Smart TV, computer monitors

The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath

The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
Old Town Rock Hill
10.0 out of 10, Exceptional, (11 reviews)
"Super responsive hosts, clean and cute home. We loved it, would definitely stay again!!!"
United States
Wifey w.
$332 nightly
The price is $372
Aug 9 - Aug 10
Total with taxes and fees
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
Terrace/patio

Area 52 Apartment - Walking Distance from Fountain Park

Area 52 Apartment - Walking Distance from Fountain Park
Old Town Rock Hill
9.4 out of 10, Exceptional, (21 reviews)
"Cute place, town, and good restaurants. "
United States
Grace S.
$165 nightly
The price is $183
Jul 21 - Jul 22
Total with taxes and fees
Area 52 Apartment - Walking Distance from Fountain Park
Exterior

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Old Town Rock Hill
9.4 out of 10, Exceptional, (33 reviews)
"We were in town for a basketball tournament and found the residence safe and convenient to the location where games were held."
United States
Jason
$239 nightly
The price is $265
Jul 20 - Jul 21
Total with taxes and fees
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
1 bedroom, desk, iron/ironing board, WiFi (free)

The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop

The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
Old Town Rock Hill
9.2 out of 10, Wonderful, (9 reviews)
"Will return to this location, Very very well kept and nice."
United States
Carlos Mario
$287 nightly
The price is $322
Aug 9 - Aug 10
Total with taxes and fees
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
Property grounds

A crackling campfire, a creek & deer outside your tent & we have a nature trail!

A crackling campfire, a creek & deer outside your tent & we have a nature trail!
Lancaster
10.0 out of 10, Exceptional, (1 review)
"My wife and I had a wonderful experience at this campsite. Everything included made the trip stress free and we got to fully focus on fun and relaxation. Great campfire, lights, trash can, grill everything included. And the four stars on cleanness is only because of the grill but I’m sure that’s difficult to maintain outside overall 10/10 for real . "
United States
Derek.DoesItWell
$63 nightly
The price is $71
Jul 26 - Jul 27
Total with taxes and fees
A crackling campfire, a creek & deer outside your tent & we have a nature trail!
Smart TV

Tree House feel overlooking Glencairn Gardens

Tree House feel overlooking Glencairn Gardens
Old Town Rock Hill
9.4 out of 10, Exceptional, (19 reviews)
"This was our second time staying here, and it was lovely! Very clean, plenty of room, and very conveniently located. We will be back!"
United States
Rachel B.
$249 nightly
The price is $276
Jul 21 - Jul 22
Total with taxes and fees
Tree House feel overlooking Glencairn Gardens
Property grounds

Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden

Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
Old Town Rock Hill
9.0 out of 10, Wonderful, (26 reviews)
"Spectacular stay!"
United States
Raymond B.
$243 nightly
The price is $270
Aug 5 - Aug 6
Total with taxes and fees
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
Property grounds

Super CLEAN and Comfortable 7 mile to downtown Newberry 5 mile from I 26

Super CLEAN and Comfortable 7 mile to downtown Newberry 5 mile from I 26
Newberry
10.0 out of 10, Exceptional, (53 reviews)
"The hosts were outstanding!!! The GPS took us to the exact location. The VRBO was super clean, everything and more per ad, and quiet. I will stay there again. Thanks to the hosts!"
United States
Mark W.
$144 nightly
The price is $156
Aug 10 - Aug 11
Total with taxes and fees
Super CLEAN and Comfortable 7 mile to downtown Newberry 5 mile from I 26
TV

North Spruce and Main

North Spruce and Main
Old Town Rock Hill
9.2 out of 10, Wonderful, (45 reviews)
"Great communication from host, and a perfect house for our weekend in Rock Hill!"
United States
Erin S.
$254 nightly
The price is $282
Jul 29 - Jul 30
Total with taxes and fees
North Spruce and Main
Exterior

King Suite | Free Breakfast Buffet + Great for Business Travelers!

King Suite | Free Breakfast Buffet + Great for Business Travelers!
Rock Hill
10.0 out of 10, Exceptional, (2 reviews)
"Everything was absolutely perfect! Will stay again when in Rock Hill"
United States
C A Harler T.
$130 nightly
The price is $145
Aug 9 - Aug 10
Total with taxes and fees
King Suite | Free Breakfast Buffet + Great for Business Travelers!
Interior

Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop

Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Old Town Rock Hill
9.4 out of 10, Exceptional, (19 reviews)
"The place worked for exactly what we needed it for, a comfortable place to stay in between long days of volleyball games. Incredibly convenient to everything we needed and wanted to go to. The fridge was super cute! "
United States
Alexis T.
$334 nightly
The price is $373
Jul 21 - Jul 22
Total with taxes and fees
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
Coffee/tea maker, fridge, microwave, oven

Rock Hill Stay, Play, and Stroll

Rock Hill Stay, Play, and Stroll
Old Town Rock Hill
9.8 out of 10, Exceptional, (12 reviews)
"Great place for our volleyball weekend. Close to food and a quick walk to the Sports Complex"
United States
Miranda D.
$198 nightly
The price is $220
Aug 2 - Aug 3
Total with taxes and fees
Rock Hill Stay, Play, and Stroll
Dining

3-bedroom spacious house in welcoming Waxhaw with EV charger

3-bedroom spacious house in welcoming Waxhaw with EV charger
Waxhaw
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful stay. Very accessible to the downtown area"
United States
Ibrahim M.
$372 nightly
The price is $397
Aug 3 - Aug 4
Total with taxes and fees
3-bedroom spacious house in welcoming Waxhaw with EV charger
Coffee/tea maker, fridge, microwave, oven

Fort Mill-Rock Hill Buy 3 get 1 Free night! Close to everything in FM & RH

Fort Mill-Rock Hill Buy 3 get 1 Free night! Close to everything in FM & RH
Fort Mill
10.0 out of 10, Exceptional, (25 reviews)
"Great space very accommodating host. "
United States
Bethany H.
$369 nightly
The price is $410
Jul 20 - Jul 21
Total with taxes and fees
Fort Mill-Rock Hill Buy 3 get 1 Free night! Close to everything in FM & RH
Coffee/tea maker, fridge, microwave, oven

Dream Weaver is a large renovated mill house

Dream Weaver is a large renovated mill house
Old Town Rock Hill
8.8 out of 10, Excellent, (15 reviews)
"clean, host responded well."
United States
Brittany R.
$249 nightly
The price is $276
Jul 21 - Jul 22
Total with taxes and fees
Dream Weaver is a large renovated mill house
Exterior

Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!

Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!
Rock Hill
$120 nightly
The price is $135
Aug 9 - Aug 10
Total with taxes and fees
Free Breakfast Buffet. Indoor Pool. King Suite. Your Next Trip!
TV

House on Shurley - in a quiet neighborhood

House on Shurley - in a quiet neighborhood
Rock Hill
7.4 out of 10, Good, (3 reviews)
"This house was dirty (dried food on kitchen cabinets and all over the dishwasher bottom, dirty dish’s in the cabinet, hair on the bathroom floor, duvets without covers with stains on them)."
United States
Angela O.
$237 nightly
The price is $263
Jul 21 - Jul 22
Total with taxes and fees
House on Shurley - in a quiet neighborhood
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

Hampton Inn Rock Hill

Hampton Inn Rock Hill

8/10 Good
"It was a nice hotel! I woke up to a cockroach crawling above me on the ceiling, but other than that no issues"
Lacey 1-night trip
Posted 12 hours ago
Hampton Inn Rock Hill

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, 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 $132 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Chester?

Yes, you can find vacation rentals in Chester close to Olde English District, or you can go with a secluded option if you're looking for extra privacy while you relax. Chester is known for its jazz scene and riverfront. Make sure you have time to check out the restaurants and museums during your trip.

What's the top vacation rental that Chester has to offer?

Dock & Home Theater: Pet-Friendly Lake Wylie Home: This vacation home rental outside of Chester is located on a lake and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. 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. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Chester?

Choose from 3 Expedia vacation rentals in Chester for a memorable vacation.

What can I see and do in Chester?

Mountain Lakes and Chester State Park are a couple of scenic spots to enjoy the outdoors, whereas Chester County Historical Society Museum and Archives is one of the cultural attractions. While here, Cruse Vineyards and Winery and Olde English District are other places worth a visit.

What are vacation rentals like in Chester?

Vacation rentals are private accommodations you can book for a couple days or more in Chester. Vacation rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.