Photo by A Jaunt With Joy

Chester Holiday Rentals

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Holiday Rentals in Chester

Exterior
Home away from home
10.0 out of 10, Exceptional, (56)
"Just right for our visit to Rock Hill."
Home away from home
Terrace/patio
Lakefront-HotTub-FirePit-LakeAmenities-Wi-Fi
10.0 out of 10, Exceptional, (2)
"From the communication to the beautiful views to the absolute peacefulness this is a must stay residence! When you walk in you will be welcomed by the most amazing aroma and cleanest home ever! The property screams luxury with the gated property! Being in this amazing cove on the water was breathtaking to say the least!"
Lakefront-HotTub-FirePit-LakeAmenities-Wi-Fi
Exterior
Lake Wylie log cabin with Pool and King bed!
10.0 out of 10, Exceptional, (15)
"Absolutely beautiful home! Very inviting and cozy. My family and I came for my daughter's college graduation at Winthrop. Convenient to the university. Pool was heaven sent for our 5 year old. Beautiful surroundings and very quiet area. Definitely look forward to staying again in the future."
Lake Wylie log cabin with Pool and King bed!
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Property grounds
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
10.0 out of 10, Exceptional, (19)
"We traveled as a family of four visiting family. The house is cozy, comfortable and well appointed. April is a superb communicator and responsive to any questions. The lake views at sunset are indeed gorgeous! We did not avail ourselves of the fishing dock, but did enjoy roasting marshmallows in the fire pit."
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
1 bedroom, iron/ironing board, WiFi, bed sheets
Suite w/ Private Entry and Nature Trails ($40 cleaning)
10.0 out of 10, Exceptional, (63)
"We came down for the weekend to watch our son and his band perform. Meghan’s Place was the perfect retreat. You wouldn’t know it was attached to a home as it was quiet and serene. We brought our dog and he loved running around the beautiful woods. It checked all the boxes for us and we would definitely book it again."
The price is HK$916
HK$1,622 total
includes taxes & fees
21 Jun - 22 Jun
Suite w/ Private Entry and Nature Trails ($40 cleaning)
Property grounds
Charlotte Glamping Dome- Fawn and Fern Hideaway
10.0 out of 10, Exceptional, (32)
"It was all good! Great experience on a beautiful property."
The price is HK$1,307
HK$2,343 total
includes taxes & fees
21 Jun - 22 Jun
Charlotte Glamping Dome- Fawn and Fern Hideaway
Fridge, microwave, stovetop, coffee/tea maker
A luxury campsite with cold A/C & a nature trail. All you need is clothes & food
10.0 out of 10, Exceptional, (2)
"very neat little camper. perfectly fit our needs. host was thoughtful and we had a great stop. Enjoyed the fire at night and the a/c in the camper was perfect after a hot day riding motos thru the nearby portion of the SC adventure route."
The price is HK$609
HK$900 total
includes taxes & fees
23 May - 24 May
A luxury campsite with cold A/C & a nature trail. All you need is clothes & food
Exterior
Cabin amongst the trees
10.0 out of 10, Exceptional, (49)
"It was a very unique and quiet place. It was well maintained with everything you need for a nice stay. The hosts were very responsive to our needs. "
Cabin amongst the trees
Outdoor dining
Luxury Carriage House Suite on the Lake.
10.0 out of 10, Exceptional, (3)
"The accommodation was exactly as represented/ newly remodeled, well appointed/ had everything we needed. The weather did not cooperate as we did not have opportunity to enjoy the outdoors; however, hope to reserve again summer/fall. Thank you so much!"
The price is HK$1,162
HK$1,463 total
includes taxes & fees
22 May - 23 May
Luxury Carriage House Suite on the Lake.
Balcony
Charlotte Lux Lake House Private Peninsula and Beach
10.0 out of 10, Exceptional, (4)
"We were in town for a volleyball tournament and got the house for all Of the coaches to stay in for the weekend. The house was perfect and we all had a wonderful time ! Thank you!"
Charlotte Lux Lake House Private Peninsula and Beach
Fridge, microwave, oven, stovetop
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
10.0 out of 10, Exceptional, (12)
"Clean spot for a short or long term stay"
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
Exterior
Area 52 Apartment - Walking Distance from Fountain Park
10.0 out of 10, Exceptional, (12)
"Quick trip to Rock Hill for a sweet and beautiful southern wedding! This space provided all we needed plus being close to the historic downtown was an added bonus! Only recommendation I would make would be to put some sort of black out drapery on the bedroom windows. The current broken blinds and sheer curtains allow all the outside lightening to come through so it’s almost like there is a light on in the bedroom when trying to drift off to sleep😬"
The price is HK$765
HK$1,662 total
includes taxes & fees
19 Jun - 20 Jun
Area 52 Apartment - Walking Distance from Fountain Park
Fridge, microwave, stovetop, dishwasher
Dreamy Ridgeway Home w/ Grill on Lake Wateree!
10.0 out of 10, Exceptional, (18)
"It was very affordable and comfortable - we had 6 people all together and could still have fit a couple more!!! Excellent location to get to Rock Bottom Pond which is why were there for our nephew's wedding. Great experience!!"
Dreamy Ridgeway Home w/ Grill on Lake Wateree!
Fridge, microwave, oven, stovetop
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
10.0 out of 10, Exceptional, (36)
"Everything was fantastic, listing was accurate."
The price is HK$819
HK$1,817 total
includes taxes & fees
22 May - 23 May
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
Smart TV, fireplace, books
Lake Views + Hot Tub +Private Dock +Boat Rental
9.8 out of 10, Exceptional, (19)
"What a beautiful property to stay and relax and celebrate our daughter graduating from college. We were a Family of 10 coming from Florida, Virginia and Georgia. To be all together in a beautiful home with the lake and activities vs staying in a typical hotel setting - was so much more enjoyable! We loved our time together as a family! Memories were made and cherished forever! My momma heart is happy! Thank you for the great communication and the amazing home! We hope to visit again! -Dot"
The price is HK$5,289
HK$6,852 total
includes taxes & fees
22 May - 23 May
Lake Views + Hot Tub +Private Dock +Boat Rental
Fridge, microwave, oven, stovetop
North Spruce and Main
9.8 out of 10, Exceptional, (31)
"We stayed March 31st through April 2.This property is a work in progress. The old house is charming. Once the kitchen is completed and the washer/dryer are serviced, it will make for a quaint stay. Communication with the owner was very good. Response time for questions was almost instantaneous."
The price is HK$726
HK$1,698 total
includes taxes & fees
22 May - 23 May
North Spruce and Main
Fridge, microwave, oven, stovetop
***** Marvel escape to quaint downtown Waxhaw*****
9.8 out of 10, Exceptional, (31)
"We booked this apartment for our team member. The communication with the host was great from the beginning. Leah, is super friendly, replies quick and was very helpful. The location is amazing. Restaurants and bars in walking distance but still a quiet place. Parking was available."
***** Marvel escape to quaint downtown Waxhaw*****
Property grounds
Scenic/ Outdoor Fire-pit/ PetFriendly/15 mins from Ballantyne & Indian Land
9.8 out of 10, Exceptional, (12)
"We enjoyed this cozy, three bedroom home with all of the amenities for two weeks. The kitchen was well stocked with up to date appliances and the washer and dryer were a bonus. We will definitely return!"
The price is HK$1,389
HK$3,107 total
includes taxes & fees
23 May - 24 May
Scenic/ Outdoor Fire-pit/ PetFriendly/15 mins from Ballantyne & Indian Land
Exterior
Cozy Cottage Condo
9.8 out of 10, Exceptional, (20)
"we had a great stay. the apartment had everything we needed. we would definitely stay again."
Cozy Cottage Condo
Beach towels
Mom's Cabin - Relax Without Trying
9.8 out of 10, Exceptional, (131)
"This sweet house is the perfect, simple, getaway from it all. My family and I lived on the dock and the amazing porch. The home had it all with a loaded kitchen filled with cooking supplies, games, puzzles, outdoor games, chairs, chairs, chairs. The spot is kept hidden back in the woods so you truly feel left alone to just enjoy the peace of nature and explore the property. The fenced area is perfect for anyone worried about little ones around the water. The deer greeted us several times a day....
Mom's Cabin - Relax Without Trying
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.

Other types of properties in Chester you may be interested in

Premium bedding, pillow-top beds, desk, laptop workspace
Clarion Pointe Near University
2.5 star property
9.2 out of 10, Wonderful, (774)
"It was a great hotel and the breakfast was amazing!"
The price is HK$558
HK$619 total
includes taxes & fees
27 May - 28 May
Clarion Pointe Near University
Lobby
Holiday Inn Express & Suites Fort Mill, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (769)
"Great place to stay"
The price is HK$805
HK$894 total
includes taxes & fees
26 May - 27 May
Holiday Inn Express & Suites Fort Mill, an IHG Hotel
Exterior
La Quinta Inn & Suites by Wyndham Rock Hill
2.5 star property
9.0 out of 10, Wonderful, (1000)
"My stay was great! I definitely recommend this LaQuinta Inn!"
The price is HK$661
HK$749 total
includes taxes & fees
28 May - 29 May
La Quinta Inn & Suites by Wyndham Rock Hill
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.

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
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  • 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 holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Cruse Vineyards and Winery, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Chester has to offer?

Lake Wylie log cabin with Pool and King bed!: This holiday home rental outside of Chester is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Chester?

Choose from 4 Expedia holiday rentals in Chester for a memorable holiday.

What can I see and do in Chester?

Family-friendly attractions include Cruse Vineyards and Winery and Olde English District, whereas Chester State Park and Mountain Lakes are a couple of great spots to enjoy the outdoors. While here, Chester County Historical Society Museum and Archives and Chester County Transportation Museum are other places worth a visit.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for families.

Recent reviews of Chester properties
Expedia verified reviews

Wingate by Wyndham Rock Hill / Charlotte / Metro Area

Wingate by Wyndham Rock Hill / Charlotte / Metro Area

5/5 Excellent
"Enjoyed my stay, staff was excellent"
A verified traveller stayed at Wingate by Wyndham Rock Hill / Charlotte / Metro Area
Posted 7 hours ago
Wingate by Wyndham Rock Hill / Charlotte / Metro Area