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Vacation rentals in Chester County

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Top-rated holiday rentals in Chester County

Guests agree: these stays are highly rated for location, cleanliness, and more.

The Oliver Lakehouse
SUPERHOST
Entire house · 4 guests · 2 beds · 2 baths

The Oliver LakehouseNestled in the rolling hills of Chickasaw State Forest, the Oliver House is located on 38 acres with 2 lakes, 2 kayaks, 2 canoes and the sweetest muscovy ducks you will ever meet. Oliver is the oldest duck the inspiration behind our name! Our place is the perfect place to unwind, unplug and to just be in nature. Whether you prefer fishing, napping on the swing or reading a good book out on the deck, we are sure you’ll find it all here. Take a deep breath, relax and enjoy. We welcome you!

Me’s House
SUPERHOST
Entire house · 5 guests · 2 beds · 1 bath

Me’s HouseWelcome to Me’s House! Enjoy a quiet, comfortable stay just six minutes from Freed-Hardeman University or downtown Henderson. Home has two bedrooms with queen beds. There is one bathroom (tub/shower combination)with a laundry area.

Studio Apt on 5th
SUPERHOST
Entire guesthouse · 2 guests · 1 bed · 1 bath

Studio Apt on 5thThe Studio on 5th in Henderson, TN is close to Freed-Hardeman University (3/4 mile on sidewalks), Main St., Chickasaw St Park, Pinson Mounds St Park & 25 min. from Jackson. This studio w/ 1 queen size bed, 1 bath & kitchenette guesthouse is good for couples & solo adventurers. It is located in a quiet neighborhood next to the host's home. Includes: Off-street parking, coffee, snacks, Wi-Fi, soaps, shampoo, fresh towels & linens, outdoor seating & a gas grill. We have hosted for over 4 years!

Holiday rentals for every style

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Popular amenities for Chester County holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chester County

SUPERHOST
  1. Entire house
  2. Lexington
Pine Lake Lodge (Country Lake Home)
$233 AUD per night
$233.00 AUD total
SUPERHOST
  1. Entire house
  2. Henderson
Nice mid-century brick home near FHU, shopping
$119 AUD per night
$119.00 AUD total
SUPERHOST
  1. Entire guesthouse
  2. Jackson
Cozy Barn Apartment
$34 AUD per night
$34.00 AUD total
SUPERHOST
  1. Farm stay
  2. Pinson
Tiny treehouse
$87 AUD per night
$87.00 AUD total
SUPERHOST
  1. Entire guesthouse
  2. Medon
Grandma's Country Home
$100 AUD per night
$100.00 AUD total
  1. Private room
  2. Henderson
Your Home Away From Home
$56 AUD per night
SUPERHOST
  1. Entire cottage
  2. Henderson
Little Cedar Cottage close to everything
$136 AUD per night
$136.00 AUD total
  1. Entire cabin
  2. Jackson
Fox Chase
$167 AUD per night
SUPERHOST
  1. Farm stay
  2. Henderson
The Inn at Pearce Point
$172 AUD per night
  1. Entire apartment
  2. Henderson
Entire Apartment - 2 BR -Henderson TN on Fourth St
$100 AUD per night
SUPERHOST
  1. Tiny house
  2. Finger
Windy Hill Cabin Rental
$92 AUD per night
$92.00 AUD total
SUPERHOST
  1. Private room
  2. Henderson
Cedar Down Farm B&B
$100 AUD per night