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Vacation rentals in Chester County

Vacation rentals in Chester County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chester County

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

  • Studio Apt on 5th
    SUPERHOSTEntire guest house · 2 guests · 1 bed · 1 bathroom
    Studio Apt on 5th

    The 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 with full 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 3 years!

    What guests are saying:

    “Absolutely the best! They are absolute wonderful host, they checked in on me throughout the day via email to make sure I didn’t need anything, made sure the room was restocked with water and towels per my request even when I felt I was bugging about too much they made me feel comfortable like I was right at home. Stacey and James were absolutely a gem for me my stay even when I extended my stay an extra day, they were so understanding and made things happen for me! Thank you guys! You won’t be disappointed! Spotless upon arrival and once I left. It was enough space for two people! Absolutely fantastic, you won’t be disappointed!”

  • Cedar Down Farm B&B
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bathroom
    Cedar Down Farm B&B

    Enjoy a comfortable stay in a rural countryside setting with an amazing breakfast. Guest bedroom features a king sized bed, sitting bench, desk w/hospitality tray, large closet, luggage rack, in-suite TV, & free WiFi. Private bath located right next to the Guest bedroom. Large and roomy with shower/tub combo. Loft Dining & sitting area is just down the hall. Cedar Down Farm offers a wide variety of breakfast options including both Continental & home-cooked meals.

    What guests are saying:

    “Excellent host, super clean, breakfast is absolutely amazing and with a large variety of choices. The king sized bed, and large fluffy white towels feel as though you are in a spa. This host thinks of everything right down to the ghiradelle chocolate. Lots or privacy, great communicators, and committed. To making our stay special and memorable. We have visited twice and love it each and every time. You will not be disappointed that you chose this venue. Beautiful, country setting but within 10 minutes to downtown Henderson. Love, love, love!”

  • The Inn at Pearce Point
    SUPERHOSTFarm stay · 4 guests · 2 beds · 1 bathroom
    The Inn at Pearce Point

    Located in Historic Chester County, home of Freed-Hardeman University, you'll enjoy your farm-styled stay at Pearce Point. Only 5 short minutes (and 2 EASY turns) away from downtown, we are far enough away from the city to offer a taste of country living. Sip coffee on the front porch while watching the cattle or build a fire in the fire pit to enjoy an unfettered view of the night sky. We provide a fully-equipped kitchen with a 2-in-1 coffee pot and K-cup brewer (both included). Welcome!

    What guests are saying:

    “This is a great place to unwind if you want to get away and enjoy a slower pace of life. We enjoyed using the fire pit for s’mores and roasting hot dogs - something we don’t get to do at our apartment. We will definitely keep this place in mind for future vacations.”

Holiday rentals for every style

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Popular amenities for Chester County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chester County

Windy Hill Cabin Rental
SUPERHOSTTiny house
Windy Hill Cabin Rental
Price:€63 / night
Nice mid-century brick home near FHU, shopping
SUPERHOSTEntire house
Nice mid-century brick home near FHU, shopping
Price:€76 / night
Cozy suite & private bath in lovely country side
SUPERHOSTPrivate room
Cozy suite & private bath in lovely country side
Price:€44 / night
HENDERSON Tennessee--The Cottage Farmstay
SUPERHOSTFarm stay
HENDERSON Tennessee--The Cottage Farmstay
Price:€119 / night
Lake Chalet w/Privacy/Pet Friendly-20% off August
SUPERHOSTEntire house
Lake Chalet w/Privacy/Pet Friendly-20% off August
Price:€129 / night
Me’s House
Entire house
Me’s House
Price:€133 / night
Pine Lake Lodge (Country Lake Home)
SUPERHOSTEntire house
Pine Lake Lodge (Country Lake Home)
Price:€133 / night
Middleton Lake Resort
Entire house
Middleton Lake Resort
Price:€209 / night
Hillbillys Hutz
Entire flat
Hillbillys Hutz
Price:€76 / night
The Point at Pine Lake
Entire house
The Point at Pine Lake
Price:€231 / night
Tiny treehouse
Farm stay
Tiny treehouse
Price:€58 / night
HENDERSON Tennessee  Airstream Glamping on a Farm!
SUPERHOSTCampervan/Motorhome
HENDERSON Tennessee Airstream Glamping on a Farm!
Price:€108 / night
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