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Chester County Holiday Rentals

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Our top choices for Chester County holiday rentals

A living room with a flat-screen TV, a wooden cabinet, a round ottoman, a ceiling fan, and a dining area in the background.

1. Little Green Cottage in Henderson

Little Green Cottage in Henderson
Henderson
10.0 out of 10, Exceptional, (2 reviews)
"This is a cute house with a great kitchen and convenient location!"
United States
Holly M.
The price is HK$946
HK$1,957 total
includes taxes & fees
2 Nov - 3 Nov
Little Green Cottage in Henderson
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with white chairs and a wooden table.

2. 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, (7 reviews)
"Very nice place. Loved our stay."
United States
julie
The price is HK$769
HK$1,632 total
includes taxes & fees
9 Nov - 10 Nov
3 bedroom 2 bath home a few blocks away from FHU.
A large, single-story building with a metal roof and wooden siding, featuring a garage and a covered porch area.

3. 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, (7 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 HK$2,942
HK$5,774 total
includes taxes & fees
24 Nov - 25 Nov
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.

4. StudioRes by Marriott Jackson, TN

StudioRes by Marriott Jackson, TN
3.0 star property
Jackson
8.6 out of 10, Excellent, (48 reviews)
"Very clean and reasonably priced!"
United States
Kathleen
The price is HK$557
HK$819 total
includes taxes & fees
1 Nov - 2 Nov
StudioRes by Marriott Jackson, TN
Private kitchen

5. stayAPT Suites Jackson

stayAPT Suites Jackson
4.0 star property
Jackson
8.4 out of 10, Very good, (222 reviews)
"This place is tremendous! Love everything about it!"
United States
Joyce
The price is HK$855
HK$981 total
includes taxes & fees
1 Nov - 2 Nov
stayAPT Suites Jackson
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, (36 reviews)
"This property is absolutely beautiful! It was so clean and well-maintained. We had everything we needed! There were so many little touches that just made our stay perfect!"
United States
Danyelle P.
The price is HK$777
HK$1,481 total
includes taxes & fees
31 Oct - 1 Nov
La Banque Stylish and comfy stay
A wooden interior with a dining table, chairs, a kitchen area, and a living space.

7. 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 HK$904
HK$2,602 total
includes taxes & fees
1 Nov - 2 Nov
Grannies house sits on 300 acre farm built in 1959
Room

8. New - Ultra High End Loft Apartment

New - Ultra High End Loft Apartment
Jackson
The price is HK$1,271
HK$2,164 total
includes taxes & fees
31 Oct - 1 Nov
New - Ultra High End Loft Apartment
An outdoor deck with a wooden table and chairs, string lights, and a covered area with a view of the backyard.

9. Vacation rental home Lexington

Vacation rental home Lexington
Lexington
9.8 out of 10, Exceptional, (16 reviews)
"Nice house in a good location, very friendly and helpful host"
United States
Stan S.
The price is HK$918
HK$2,207 total
includes taxes & fees
9 Nov - 10 Nov
Vacation rental home Lexington
A cozy cabin interior with a gray sofa, wooden shelves with various decorations, and a rustic ceiling.

10. 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 HK$698
HK$958 total
includes taxes & fees
3 Nov - 4 Nov
Peaceful Getaway In Charming Tiny House
A cozy cabin interior with a wooden interior, a sofa, a chair, and a kitchen area with a stove and microwave.

11. 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, (34 reviews)
"Very nice cabin to have some downtime during a busy weekend."
United States
Melissa
The price is HK$840
HK$1,489 total
includes taxes & fees
9 Nov - 10 Nov
2-Bedroom Tiny Home with full kitchen, laundry, wifi, and beautiful pond views
Private kitchen

12. New - 3 Bedroom Downtown Escape

New - 3 Bedroom Downtown Escape
Jackson
10.0 out of 10, Exceptional, (1 review)
"We looked for a property near downtown Jackson. We were in town for a wedding. The property is brand new and very clean and sits in a corner. It was a very short walk to downtown to enjoy shopping and coffee shops. Very quiet neighborhood."
United States
Don H.
The price is HK$1,647
HK$3,149 total
includes taxes & fees
1 Nov - 2 Nov
New - 3 Bedroom Downtown Escape
A cozy wooden room with a bed, a grey ottoman, and two armchairs.

13. Tiny home cabin by the pond

Tiny home cabin by the pond
Adamsville
9.8 out of 10, Exceptional, (63 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 HK$667
HK$1,327 total
includes taxes & fees
2 Nov - 3 Nov
Tiny home cabin by the pond
A cozy cabin interior with a living room, a sofa, a patterned armchair, a kitchen area with a refrigerator, stove, and window with curtains.

14. Country Cabin in the Woods

Country Cabin in the Woods
Lexington
10.0 out of 10, Exceptional, (69 reviews)
"Wonderful place, clean & cozy Everything was perfect, would stay here again"
United States
Angela K.
The price is HK$628
HK$1,257 total
includes taxes & fees
1 Nov - 2 Nov
Country Cabin in the Woods
A porch with red wooden columns, a swing chair, and a rocking chair.

15. 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
8.8 out of 10, Excellent, (3 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 HK$1,229
HK$2,357 total
includes taxes & fees
10 Nov - 11 Nov
Old Tennessee Homeplace between Jackson and Lexington, TN, 12 minutes from I-40
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)
"Very pretty decor...spacious room and bathroom. Wrap around porch and a walk to the old country store which is full of all kinds of souvenirs. Great place for a couple to enjoy a time away."
United States
Lindi
The price is HK$1,012
HK$1,890 total
includes taxes & fees
1 Nov - 2 Nov
Charming 1-bedroom Pearl Cottage with WiFi in the historic Casey Jones Village
A modern living room with a sofa, chairs, a coffee table, and a view of the outside.

17. Cozy, Clean, 2-bedroom 1 bathroom home in Lexington, TN

Cozy, Clean, 2-bedroom 1 bathroom home in Lexington, TN
Lexington
The price is HK$1,138
HK$2,363 total
includes taxes & fees
7 Nov - 8 Nov
Cozy, Clean, 2-bedroom 1 bathroom home in Lexington, TN
A living room with a sofa, a coffee table, a television, and a fireplace.

18. Hospitality House: 3 Br; 2 Br house; Edgewater cove; North Jackson, TN, Sleeps 6

Hospitality House: 3 Br; 2 Br house; Edgewater cove; North Jackson, TN, Sleeps 6
Jackson
9.8 out of 10, Exceptional, (66 reviews)
"The house was clean, spacious, and in a safe location. We enjoyed our stay"
United States
Shawn T.
The price is HK$1,306
HK$2,666 total
includes taxes & fees
9 Nov - 10 Nov
Hospitality House: 3 Br; 2 Br house; Edgewater cove; North Jackson, TN, Sleeps 6
A multi-story hotel with a modern design, featuring a central entrance and a parking area.

19. Double Queen Suite with Full Kitchen, Long Stays Welcome, Pet Friendly

Double Queen Suite with Full Kitchen, Long Stays Welcome, Pet Friendly
Jackson
The price is HK$628
HK$877 total
includes taxes & fees
5 Nov - 6 Nov
Double Queen Suite with Full Kitchen, Long Stays Welcome, Pet Friendly
Private kitchen

20. Double Queen Bed with In-Suite Kitchen & Bathroom, Pet friendly, On- site Gym

Double Queen Bed with In-Suite Kitchen & Bathroom, Pet friendly, On- site Gym
Jackson
The price is HK$600
HK$846 total
includes taxes & fees
31 Oct - 1 Nov
Double Queen Bed with In-Suite Kitchen & Bathroom, Pet friendly, On- site Gym
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

Comfort Suites Jackson I-40

Comfort Suites Jackson I-40

8/10 Good
"I was disappointed to find out there was no jacuzzi! I’ve stayed here a few times just because they had a jacuzzi! I was so disappointed! Overall the night & day shift was VERY PROFESSIONAL HELPFUL AND FRIENDLY! Will I come back YES! And will still be sad No Jacuzzi!"
Kimberly 2-night trip
Posted 8 hours ago
Comfort Suites Jackson I-40