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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Chester vacation rentals

1 bedroom, free WiFi, bed sheets

Charlotte Glamping Dome- Fawn and Fern Hideaway

Charlotte Glamping Dome- Fawn and Fern Hideaway
Charlotte
10.0 out of 10, Exceptional, (50 reviews)
"We had a great stay! Great views, comfortable accommodations and a seamless check in."
United States
Aaron M.
$261 nightly
The price is $300
Jun 23 - Jun 24
Total with taxes and fees
Charlotte Glamping Dome- Fawn and Fern Hideaway
TV

The Ellis House - Just Three Blocks from Downtown Rock Hill

The Ellis House - Just Three Blocks from Downtown Rock Hill
Old Town Rock Hill
8.8 out of 10, Excellent, (35 reviews)
"Great little house just a 4 block walk from rock hill. Would stay here again. "
United States
Andrew M.
$238 nightly
The price is $264
Jul 13 - Jul 14
Total with taxes and fees
The Ellis House - Just Three Blocks from Downtown Rock Hill
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, (13 reviews)
"Absolutely love this place. Perfect and quiet. "
United States
Sandy F.
$137 nightly
The price is $153
Jun 23 - Jun 24
Total with taxes and fees
A full glamping experience that lets you escape & enjoy the serenity of nature.
Private kitchen

Cozy Cottage in Union, SC

Cozy Cottage in Union, SC
Union
10.0 out of 10, Exceptional, (2 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
Jun 28 - Jun 29
Total with taxes and fees
Cozy Cottage in Union, SC
1 bedroom, desk, iron/ironing board, free WiFi

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
$252 nightly
The price is $281
Jun 23 - Jun 24
Total with taxes and fees
The Little Lemon Studio | King Bed | Office Space | Walk to Winthrop
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.
$323 nightly
The price is $361
Jul 21 - Jul 22
Total with taxes and fees
The Restful Retreat | 1Bed/1Bth Home | King Bed | Luxury Bath
1 bedroom, iron/ironing board, travel crib, WiFi

The Cottage on Shurley

The Cottage on Shurley
Rock Hill
9.8 out of 10, Exceptional, (32 reviews)
"Great property. Quiet and clean "
United States
Spencer L.
$175 nightly
The price is $194
Jul 7 - Jul 8
Total with taxes and fees
The Cottage on Shurley
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
9.2 out of 10, Wonderful, (32 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 1 - Jul 2
Total with taxes and fees
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
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.
$361 nightly
The price is $404
Jul 13 - Jul 14
Total with taxes and fees
Boho Bliss |2 Bd/1Bth Top Floor Unit | King Beds | 5 Min. Walk to Winthrop
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.
$242 nightly
The price is $269
Jun 29 - Jun 30
Total with taxes and fees
Loco Motive- Renovated House in Aragon c.1940 Near Winthrop & Glencairn Garden
TV

North Spruce and Main

North Spruce and Main
Old Town Rock Hill
9.4 out of 10, Exceptional, (44 reviews)
"Great communication from host, and a perfect house for our weekend in Rock Hill!"
United States
Erin S.
$263 nightly
The price is $292
Jul 12 - Jul 13
Total with taxes and fees
North Spruce and Main
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
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
Jun 23 - Jun 24
Total with taxes and fees
Area 52 Apartment - Walking Distance from Fountain Park
Exterior

King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool

King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool
Rock Hill
$125 nightly
The price is $140
Jul 2 - Jul 3
Total with taxes and fees
King Suite Great for Business Travelers! Free Breakfast Buffet. Indoor Pool
Dining

3-bedroom spacious house in welcoming Waxhaw with EV charger

3-bedroom spacious house in welcoming Waxhaw with EV charger
Waxhaw
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay. Very accessible to the downtown area"
United States
Ibrahim M.
$384 nightly
The price is $410
Jun 29 - Jun 30
Total with taxes and fees
3-bedroom spacious house in welcoming Waxhaw with EV charger
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.
$135 nightly
The price is $151
Jul 2 - Jul 3
Total with taxes and fees
King Suite | Free Breakfast Buffet + Great for Business Travelers!
Outdoor dining

Milton House Cozy and Elegant 3/2

Milton House Cozy and Elegant 3/2
Old Town Rock Hill
10.0 out of 10, Exceptional, (12 reviews)
"Great stay! A wonderful location, too. Safe, close to many things, and a wonderful, comfortable home. The hosts were also very communicative and responded promptly to any request or question I had."
United States
Abby W.
$347 nightly
The price is $385
Jun 24 - Jun 25
Total with taxes and fees
Milton House Cozy and Elegant 3/2
Fridge, microwave, oven, stovetop

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)
"Good location, comfortable. Host was extremely nice. Made for an easy weekend."
United States
Scott L.
$248 nightly
The price is $275
Jun 29 - Jun 30
Total with taxes and fees
Dream Weaver is a large renovated mill house
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 7 - Jul 8
Total with taxes and fees
House on Shurley - in a quiet neighborhood
Fridge, microwave, oven, stovetop

Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77

Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77
Rock Hill
9.0 out of 10, Wonderful, (2 reviews)
"Attentive host, great location, plenty ofRoom in the house."
United States
J C.
$259 nightly
The price is $287
Jun 30 - Jul 1
Total with taxes and fees
Stylish 3bdr Home Includes Large Backyard & Deck near RH Downtown & I-77
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

Tru by Hilton Rock Hill

Tru by Hilton Rock Hill

8/10 Good
"We've lodged here annually for the past 3-4yrs. Will be returning next week for our annual 4th of July visit."
Kenya 2-night trip
Posted 6 hours ago
Tru by Hilton 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 Chester County Transportation Museum 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.