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Holiday Rentals in Chester County

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Our top choices for Chester County holiday rentals

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with white chairs and a wooden table.

1. 3 bedroom 2 bath home a few blocks away from FHU.

3 bedroom 2 bath home a few blocks away from FHU.
Henderson
9.8 out of 10, Exceptional, (6 reviews)
"The house was perfectly clean, every thing was updated and modern. The beds were comfortable. Communication with the owner was fast. We would definitely book again. Excellent location if you’re visiting your kid at FHU. "
United States
Regina R.
The price is €187
includes taxes & fees
7 Oct - 8 Oct
3 bedroom 2 bath home a few blocks away from FHU.
A living room with a flat-screen TV, a wooden cabinet, a round ottoman, a ceiling fan, and a dining area in the background.

2. Little Green Cottage in Henderson

Little Green Cottage in Henderson
Henderson
The price is €218
includes taxes & fees
5 Oct - 6 Oct
Little Green Cottage in Henderson
A laundry room with a front-loading washer and dryer, a wooden shelf with laundry baskets, and a sliding door.

3. Guest Cottage on Secured 154 Acre Lake Estate.

Guest Cottage on Secured 154 Acre Lake Estate.
Henderson
The price is €328
includes taxes & fees
1 Oct - 2 Oct
Guest Cottage on Secured 154 Acre Lake Estate.
A large, single-story building with a metal roof and wooden siding, featuring a garage and a covered porch area.

4. Kid friendly vacation home with pool and garage bonus area with a pool table!

Kid friendly vacation home with pool and garage bonus area with a pool table!
Henderson
10.0 out of 10, Exceptional, (6 reviews)
"The house was so beautiful and had everything we needed. Our stay was perfect and the pool is fabulous! Will be staying there again next time we're in Tennessee!"
United States
James C.
The price is €620
includes taxes & fees
4 Oct - 5 Oct
Kid friendly vacation home with pool and garage bonus area with a pool table!
An outdoor seating area with chairs and potted plants, a glass wall, and a view of the interior.

5. StudioRes by Marriott Jackson, TN

StudioRes by Marriott Jackson, TN
3.0 star property
Jackson
8.8 out of 10, Excellent, (41 reviews)
"Very clean and reasonably priced!"
United States
Kathleen
The price is €106
includes taxes & fees
4 Oct - 5 Oct
StudioRes by Marriott Jackson, TN
A brick wall with a hanging pendant light, a door, and a brick fireplace with a painting.

6. La Banque Stylish and comfy stay

La Banque Stylish and comfy stay
Finger
10.0 out of 10, Exceptional, (34 reviews)
The price is €171
includes taxes & fees
4 Oct - 5 Oct
La Banque Stylish and comfy stay
Private kitchen

7. stayAPT Suites Jackson

stayAPT Suites Jackson
4.0 star property
Jackson
8.4 out of 10, Very good, (215 reviews)
"Clean room, GREAT staff"
United States
Maurice
The price is €100
includes taxes & fees
5 Oct - 6 Oct
stayAPT Suites Jackson
A bedroom with a bed, a ceiling fan, two bedside lamps, a bench, and a wall-mounted air conditioning unit.

8. One Bedroom One Bath Apartment

One Bedroom One Bath Apartment
Selmer
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay tremendously! It was very comfy and cozy, felt like home! Absolutely loved the soft sheets!"
United States
Ursula R.
The price is €114
includes taxes & fees
19 Oct - 20 Oct
One Bedroom One Bath Apartment
A cozy cabin interior with a gray sofa, wooden shelves with various decorations, and a rustic ceiling.

9. Peaceful Getaway In Charming Tiny House

Peaceful Getaway In Charming Tiny House
Hornsby
10.0 out of 10, Exceptional, (31 reviews)
"Great spot for what I needed. I enjoyed my stay! The host was wonderful and even provided the coolest welcome basket. "
United States
Taylor B.
The price is €111
includes taxes & fees
1 Oct - 2 Oct
Peaceful Getaway In Charming Tiny House
A cozy cabin interior with a living room, a sofa, a patterned armchair, a kitchen area with a refrigerator, stove, and window with curtains.

10. Country Cabin in the Woods

Country Cabin in the Woods
Lexington
10.0 out of 10, Exceptional, (66 reviews)
"Wonderful place, clean & cozy Everything was perfect, would stay here again"
United States
Angela K.
The price is €149
includes taxes & fees
7 Oct - 8 Oct
Country Cabin in the Woods
A cozy wooden room with a bed, a grey ottoman, and two armchairs.

11. Tiny home cabin by the pond

Tiny home cabin by the pond
Adamsville
9.8 out of 10, Exceptional, (61 reviews)
"It was clean and clean comfortable for us and our dogs. Very quiet and peaceful with nice surroundings!"
United States
Warren
The price is €147
includes taxes & fees
7 Oct - 8 Oct
Tiny home cabin by the pond
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven. There are three wooden stools with cushioned seats.

12. 2-Bedroom Sweet Retreat in Lexington

2-Bedroom Sweet Retreat in Lexington
Lexington
10.0 out of 10, Exceptional, (37 reviews)
"The host was amazing! So friendly and helpful…felt like I was family…location was awesome. I would stay here every time:) "
United States
Morgan A.
The price is €219
includes taxes & fees
11 Oct - 12 Oct
2-Bedroom Sweet Retreat in Lexington
A cozy cabin interior with a wooden interior, a sofa, a chair, and a kitchen area with a stove and microwave.

13. 2-Bedroom Tiny Home with full kitchen, laundry, wifi, and beautiful pond views

2-Bedroom Tiny Home with full kitchen, laundry, wifi, and beautiful pond views
Adamsville
10.0 out of 10, Exceptional, (32 reviews)
"Quaint, comfortable place to stay!"
United States
Melody T.
The price is €183
includes taxes & fees
31 Oct - 1 Nov
2-Bedroom Tiny Home with full kitchen, laundry, wifi, and beautiful pond views
An outdoor deck with a wooden table and chairs, string lights, and a covered area with a view of the backyard.

14. Vacation rental home Lexington

Vacation rental home Lexington
Lexington
9.8 out of 10, Exceptional, (15 reviews)
"Nice house in a good location, very friendly and helpful host"
United States
Stan S.
The price is €243
includes taxes & fees
1 Oct - 2 Oct
Vacation rental home Lexington
A wooden interior with a dining table, chairs, a kitchen area, and a living space.

15. Grannies house sits on 300 acre farm built in 1959

Grannies house sits on 300 acre farm built in 1959
Finger
9.8 out of 10, Exceptional, (18 reviews)
"We really enjoyed our stay! The host was very friendly and helpful! The accomondations were very comfortable and clean. The house was well stocked! We will definitely book again!"
United States
Brittney R.
The price is €300
includes taxes & fees
12 Oct - 13 Oct
Grannies house sits on 300 acre farm built in 1959
A living room with a sofa, striped armchairs, a fireplace, and a decorative rug.

16. Charming 1-bedroom Pearl Cottage with WiFi in the historic Casey Jones Village

Charming 1-bedroom Pearl Cottage with WiFi in the historic Casey Jones Village
Jackson
9.8 out of 10, Exceptional, (13 reviews)
The price is €220
includes taxes & fees
1 Oct - 2 Oct
Charming 1-bedroom Pearl Cottage with WiFi in the historic Casey Jones Village
A kitchen with wooden cabinets, a black stove, a microwave, and a refrigerator.

17. Single house 3 bed rooms bath kitchen sitting room

Single house 3 bed rooms bath kitchen sitting room
Savannah
9.4 out of 10, Exceptional, (32 reviews)
"Pleasant stay"
United States
Jeanette S.
The price is €206
includes taxes & fees
1 Oct - 2 Oct
Single house 3 bed rooms bath kitchen sitting room
A covered porch with a wooden floor, a green chair, a small table, and decorative blocks stacked against the wall.

18. Adventures — Ideal for Traveling Nurses, Hunters, Families, and Nature Lovers.”

Adventures — Ideal for Traveling Nurses, Hunters, Families, and Nature Lovers.”
Bethel Springs
The price is €280
includes taxes & fees
5 Oct - 6 Oct
Adventures — Ideal for Traveling Nurses, Hunters, Families, and Nature Lovers.”
A building with a covered outdoor area, stairs leading up to it, and a pile of rocks in the foreground.

19. Reconnect with nature at this unforgettable escape (RV NOT INCL'D).

Reconnect with nature at this unforgettable escape (RV NOT INCL'D).
Clifton
9.6 out of 10, Exceptional, (9 reviews)
"Loved this site! Can’t wait to spend some time here this summer "
United States
Madeline U.
The price is €67
includes taxes & fees
1 Oct - 2 Oct
Reconnect with nature at this unforgettable escape (RV NOT INCL'D).
A porch with red wooden columns, a swing chair, and a rocking chair.

20. Old Tennessee Homeplace between Jackson and Lexington, TN, 12 minutes from I-40

Old Tennessee Homeplace between Jackson and Lexington, TN, 12 minutes from I-40
Lexington
9.0 out of 10, Wonderful, (2 reviews)
"Cute house nice area could use some better cooking pans, knives, and utensils we don’t like to eat out a lot and would rather cook so was a little disappointed in the kitchen accessories other than that a beautiful place "
United States
Jennifer B.
The price is €269
includes taxes & fees
1 Oct - 2 Oct
Old Tennessee Homeplace between Jackson and Lexington, TN, 12 minutes from I-40
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 County Hotel Reviews

Sleep Inn & Suites Savannah Tennessee Riverfront

Sleep Inn & Suites Savannah Tennessee Riverfront

8/10 Good
"Good stay"
Jeff 2-night trip
Posted 1 hour ago
Sleep Inn & Suites Savannah Tennessee Riverfront

Find out more about Chester County

Holiday Homes in Chester County

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