Vacation rentals in Chester County

Pretty Poplar

Enjoy private and upscale living in this modern farmhouse. Within minutes catch yourself at the beach. Pine lake offers swimming, picnic, and playground with baby powder beach sand! Sycamore lake is also minutes away if you want to experience more lake life. The house is right next to a major highway for fast access to any neighboring town. Ask about renting a pontoon boat with or without a captain or kayaking! Your desk is hidden in plain sight in the sunroom but many options to work or unplug!

Cox Cabin “Cabin in the Woods”

Relax in this large, secluded multi-family cabin nestled on the outskirts of Chickasaw State Park on Cagle Trail. 2 King, 1 Queen, 2 Twin beds, Futon and plenty of space for personal air mattress for extra sleeping. Ride in/ride out to miles of trails in Chickasaw State Forest. Very secluded and private cabin with plenty of parking and trailers accessible. Minutes to Chickasaw Golf course, State Park amenities, and Henderson the home of Freed Hardeman Uni. We are pet friendly for a FEE per pet.

Studio Apt on 5th

The Studio on 5th in Henderson, TN is close to Freed-Hardeman University (3/4 mile) & 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 family home. Includes: Off-street parking, complementary coffee & snacks, Wi-Fi, soaps, shampoo, fresh towels & linens, & outdoor seating. **Simple Check in & Check Out! No "to do" lists!** **Super hosts for over 6 years!**

Harvey House

20% off of stays 8-28 days! Enjoy this newly built spacious space in a country setting. We are located 15 minutes from the TN River (any boaters out there?) and Kentucky Lake and Pickwick Dam are close by as well. Boat/trailer parking is available on site. We are also a short drive from Chickasaw and Pinson Mounds State Parks, Shiloh National Park and K&M Shooting Complex. For guests with pets, we have a small, medium, and large crate for your use if/when pets must stay in the cabin alone.

Grannies Country Farm House

We are 12 miles from FreedHardman College, 4.2 K n M shooting range , Chickasaw State Park 18 miles, Buford Pusser museum 16 miles,Piney Lake 20 miles.Grannies house sits on a 300 acre farm nice and cozy !!!! Lots of room to park if u have a trailer or trucks ,air conditioners in each room nice brand new beds king,2 twins,2 double. 1 queen blow up mattress.If you make reservations for 4 and 6 comes you will be charged 60.00 a head . So come and enjoy ur self in Granny’s Country Farm House.

La Banque Stylish and comfy stay

Historic bank built in the 1920's restored to it original beauty. Located 5 min from Hwy 45, 8 min from K&M shooting complex and 15 min from Henderson. This is a perfect location for anyone wanting a weekend getaway or a place to rest and reset. Our space reflects peace and quiet, plenty of books to leaf through, a fireplace to warm your feet and a fully stocked kitchen. Spacious bathroom with a beautiful clawfoot tub to soak in. Come get the unique experience of sleeping in bank vault!

Rhodes Home of Henderson

Feel like you're relaxing at grandma's house with a peaceful stay in the country — only 1.5 miles from downtown Henderson. This completely renovated home retains its 1944 charm, while providing you with modern comforts, spacious walk-in tile showers, all new appliances, great mattresses, washer, dryer, fast WiFi and an open floor plan. Reserve this home at a cost comparable to two hotel rooms, and enjoy privacy, space to gather and cozy areas to relax or nap alone.

Peaceful Sears, Roebuck and Co. Mail Order Home.

Come and stay at a freshly remodeled cozy home built in the 1940’s. The home has two bedrooms with living room with pull out couch, a galley style kitchen, dining room and bathroom with large walk in glass shower and soaker tub. Two Smart 55” TV’s in the home and WiFi access for your work. We are centrally located to Freed Hardeman University and downtown Henderson. Only 20 minutes from Jackson. Follow us @kenzley holdings

Carole’s Cozy Cottage

Welcome to Carole’s Cozy Cottage! Only 3 miles away from Freed-Hardeman University and downtown Henderson, this home is very close to all restaurants, shops, boutiques, and other things that Henderson and Chester County have to offer. It is also 15 minutes away from downtown Jackson and 25 minutes off of I-40. This 1,000 sq foot inviting house, built in 2021, is a 1-bedroom, 1.5 bathroom home with an open floor plan.