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Chester Holiday Rentals

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Holiday Rentals in Chester

Exterior
Home away from home
10.0 out of 10, Exceptional, (56)
"The house was perfect. Everything was clean and organized. Easy to find. We didn't use the grill or outside area as it had been raining but it was nice and private. I'd definitely stay there again."
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 AU$318
includes taxes & fees
17 May - 18 May
Suite w/ Private Entry and Nature Trails ($40 cleaning)
Property grounds
Charlotte Glamping Dome- Fawn and Fern Hideaway
10.0 out of 10, Exceptional, (30)
"Just what i was looking for. Great place to get out of the congestion of the city. I do think a shower will attract more people atbthat price. And cleaning the windows would be nice but not a must. Great great place. Smart investment on your part."
The price is AU$457
includes taxes & fees
11 May - 12 May
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 AU$145
includes taxes & fees
13 May - 14 May
A luxury campsite with cold A/C & a nature trail. All you need is clothes & food
Smart TV
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 AU$385
includes taxes & fees
12 May - 13 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, (11)
"Clean spot for a short or long term stay"
Airplane Themed Super-Cute Brick Ranch in Historic Fort Mill!
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 AU$375
includes taxes & fees
16 May - 17 May
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
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 AU$310
includes taxes & fees
19 May - 20 May
Area 52 Apartment - Walking Distance from Fountain Park
Fridge, microwave, oven, stovetop
Ballantyne Area - SoBal Refined Modern Home
10.0 out of 10, Exceptional, (1)
"The home was conveniently located, spacious, nicely furnished, and incredibly clean. Bed linens and towels were high quality. We enjoyed our stay and will stay there again when we visit Charlotte."
Ballantyne Area - SoBal Refined Modern Home
Smart TV, fireplace, books
Lake Views! Hot Tub+SUPs+Kayaks+Private Dock
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"
Lake Views! Hot Tub+SUPs+Kayaks+Private Dock
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 AU$363
includes taxes & fees
28 May - 29 May
North Spruce and Main
Beach towels
Mom's Cabin - Relax Without Trying
9.8 out of 10, Exceptional, (130)
"This was our 3rd year staying there. We love the location and the house! Especially that wonderful screened in porch!!"
Mom's Cabin - Relax Without Trying
Fridge, microwave, oven, stovetop
***** Marvel escape to quaint downtown Waxhaw*****
9.8 out of 10, Exceptional, (31)
"The property is very nicely kept and clean, it is in a great Walkable location to downtown Waxhaw. We had a friend day of dining, watching tournament games, and enjoying some cocktails, and then a date day the next day. We walked everywhere we wanted to go, and it was very relaxing to be able to enjoy downtown Waxhaw with no driving required. Highly recommend for anyone wanting an fun weekend out of the House."
***** Marvel escape to quaint downtown Waxhaw*****
Exterior
Cozy Cottage Condo
9.8 out of 10, Exceptional, (19)
"Clean and comfortable stay, everything from the listing was accurate, would definitely book again."
Cozy Cottage Condo
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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, (772)
"It was a great hotel and the breakfast was amazing!"
The price is AU$118
includes taxes & fees
26 May - 27 May
Clarion Pointe Near University
Exterior
La Quinta Inn & Suites by Wyndham Rock Hill
2.5 star property
9.0 out of 10, Wonderful, (1003)
"Stay went well. Until breakfast. At 7:30am there was no coffee. My husband was told”we are out of coffee”. At 8:30, still no coffee. Inquired at front desk, “we are out. Didn’t order…nothing she can do” A manager? “It’s Saturday” After more complaints, mgr was called. Mgr would pick up coffee from another hotel and bring to hotel, if I want to wait” Ridiculous! My husband and I travel and have stayed at your hotel many times. Totally satisfied, until 2 yrs ago in Savannah. Hotel was a mess,...
The price is AU$131
includes taxes & fees
19 May - 20 May
La Quinta Inn & Suites by Wyndham Rock Hill
Lobby
Wingate by Wyndham Rock Hill / Charlotte / Metro Area
2.5 star property
8.4 out of 10, Very good, (775)
"Very smooth checkin and rooms are nice."
The price is AU$227
includes taxes & fees
17 May - 18 May
Wingate by Wyndham Rock Hill / Charlotte / Metro Area
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 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$145 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 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 6 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
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