Tollesboro Holiday Rentals

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Holiday Rentals in Tollesboro

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

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

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!

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 holiday rentals in Tollesboro?

Yes, there are holiday rentals close to the most popular sights in Tollesboro, or you can select 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 Russell Theatre are a couple of places you'll find in the wider area.

What are holiday rentals like in Tollesboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Tollesboro. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.