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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 5 Cottages in Tollesboro with updated reviews, rates, and availability.

Renovated KY Farmhouse Retreat w/ Pasture Views!
Exterior

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!
1 Mi to Hunting: Cozy & Secluded Stout Cabin
Interior

1 Mi to Hunting: Cozy & Secluded Stout Cabin

3.0 star property
1 Mi to Hunting: Cozy & Secluded Stout Cabin
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Interior

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
Miscellaneous

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!
House (5 Bedrooms) | Private kitchen | Paper towels

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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Other property types in Tollesboro

Beautifully renovated unit in the downtown Maysville’s entertainment district
Interior

Beautifully renovated unit in the downtown Maysville’s entertainment district

10.0 out of 10, Exceptional, (39)
"What a beautiful property. It was an absolute pleasure to stay there. The host was easy to communicate with and super concerned that our stay was the best.It was. I will look to stay here in future trips to Maysville"
Beautifully renovated unit in the downtown Maysville’s entertainment district
Beautiful studio in historic downtown Maysville
1 bedroom, free WiFi, bed sheets

Beautiful studio in historic downtown Maysville

9.0 out of 10, Wonderful, (2)
"The location is great, close to downtown. The apartment is above a bar so beware if you need a goodnight sleep because it can get loud with the bar patrons just below you but after 2:00am it gets super quiet as all the drunks have went home for the night. Larry(host) was super responsive and helpful. The apartment was a little Smokey smelling even though no smoking was allowed. Seems the smoke from the bar kinda creeps in, so beware if you have smoke allergies. With all that being said the...
Beautiful studio in historic downtown Maysville
Cozy Country Cabin close to West Union!
Terrace/patio

Cozy Country Cabin close to West Union!

2.0 star property
10.0 out of 10, Exceptional, (9)
"Delightful, spacious cabin. Away from it all with beautiful views but not too remote. Easy access from highway.We plan to return!"
Cozy Country Cabin close to West Union!
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.