Tollesboro Vacation Rentals

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Vacation Rentals in Tollesboro

1 Mi to Hunting: Cozy & Secluded Stout Cabin

3.0 star property
1 Mi to Hunting: Cozy & Secluded Stout Cabin

Renovated KY Farmhouse Retreat w/ Pasture Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect if you actually want to relax and decompress...no noise no lights no city..."
Renovated KY Farmhouse Retreat w/ Pasture Views!

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

3.0 star property
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Manchester Getaway on Ohio River Scenic Byway

3.0 star property
Manchester Getaway on Ohio River Scenic Byway

Spacious Ewing Retreat w/ Game Room & Fireplace!

3.0 star property
Spacious Ewing Retreat w/ Game Room & Fireplace!
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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Frequently asked questions

Are there vacation rentals in Tollesboro?

Yes, we give you a choice of vacation rentals close to the most popular sights in Tollesboro, or you can choose a more secluded option if you're looking for a relaxing stay.

What can I see and do in Tollesboro?

Explore the area and family-friendly sights such as National Underground Railroad Museum, or get out into nature at a spot like Flemingsburg Recreation Park. Fleming County Recreation Park and Kenton Station Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Tollesboro?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Tollesboro. Vacation rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.