118+ Hotel & Resort Deals in Tollesboro |
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  3. Tollesboro

Tollesboro Hotels, Resorts, and Rentals

About Tollesboro Vacation Rentals

There are more than 118 places to stay in Tollesboro that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Tollesboro.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Tollesboro, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Tollesboro. Places to stay near Tollesboro are 547.51 ft² on average, with prices averaging US $173 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Tollesboro with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Tollesboro

Type Count
Vacation Homes 44
Holiday Apartments 30
Cabin Rentals 24
Cottages 2
Others 2
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Tollesboro

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Tollesboro.

Weather in Tollesboro, KY

View the weather forecast for Tollesboro before booking your Tollesboro Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Tollesboro's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Tollesboro's top attractions, neighborhoods, and points of interest.


Kenton Station Golf Course
Moyer's Winery
Fleming County Golf Association
The Big Zipper
National Underground Railroad Museum
Kentucky Gateway Museum Center
Fleming County Recreation Park
Russell Theatre
Big Rock Off Road Park
Washington Visitors Center
Laurel Oaks Golf Club
Fleming County Hospital
Meadowview Regional Medical Center

Frequently Asked Questions About Tollesboro?

What are the top hotels or resorts in Tollesboro?

You have a lot of choices in or near Tollesboro. If you need a hotel in the Tollesboro area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Tollesboro:

How many hotels, resorts, or rentals are available in Tollesboro?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 118 in the Tollesboro area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Tollesboro.


People Also Ask

There are 14 hotels in Tollesboro and 98 rentals

Recently Booked Hotels, Resorts, or Rentals in Tollesboro