Tollesboro Vacation Rentals

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Vacation Rentals in Tollesboro

Charming 2 Bedroom Cabin in Vanceburg-Your Gateway to Kentucky's Natural Beauty

Charming 2 Bedroom Cabin in Vanceburg-Your Gateway to Kentucky's Natural Beauty

Cozy Country Cabin close to West Union!

2.0 star property
10.0 out of 10, Exceptional, (18)
"The property was very clean and had everything we needed. We would stay again. "
Cozy Country Cabin close to West Union!

Peaceful cabin with spectacular river and scenic views.

9.8 out of 10, Exceptional, (15)
"Everything was wonderful - great cabin, views and host. We had a great time and would highly recommend!"
The price is ¥35,477
¥57,458 total
includes taxes & fees
Aug 17 - Aug 18
Peaceful cabin with spectacular river and scenic views.

The Manor at Maysville Golf Course View

9.8 out of 10, Exceptional, (18)
"Our families got together for a lovely Christmas gathering here. The house was beautifully decorated!"
The Manor at Maysville Golf Course View

Beautiful studio in historic downtown Maysville

9.6 out of 10, Exceptional, (10)
"Great place to stay. Overlooks the town Very nice and cozy "
Beautiful studio in historic downtown Maysville

Luxury and Character in Maysville, Kentucky

Luxury and Character in Maysville, Kentucky

Glamping Cabin | Huge Window | Over a Creek

10.0 out of 10, Exceptional, (4)
"Beautiful location ."
The price is ¥13,927
¥20,524 total
includes taxes & fees
Jul 27 - Jul 28
Glamping Cabin | Huge Window | Over a Creek

Glamping Cabin | Huge Window | Cliff and Animal Views

The price is ¥13,927
¥20,524 total
includes taxes & fees
Aug 5 - Aug 6
Glamping Cabin | Huge Window | Cliff and Animal Views

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!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very peaceful, amazing veiw perfect getaway will definitely stay again. "
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Sleeps 12| Huge Windows | Stunning Views

10.0 out of 10, Exceptional, (6)
"This cabin was exactly what we were looking for: Cozy, peaceful, clean, comfortable and all the amenities. Located near several great hiking spots within a short drive. Great indoor and outdoor space. Host was very friendly and responsive. Highly recommend this place!"
The price is ¥43,980
¥54,535 total
includes taxes & fees
Jul 29 - Jul 30
Sleeps 12| Huge Windows | Stunning Views

Glamping Cabin | Huge Window | Tree House Feel

9.2 out of 10, Wonderful, (18)
"The perfect place to connect with nature and enjoy a beautiful landscape the attention was great the beautiful place the super comfortable cabin I would come back again"
The price is ¥13,927
¥20,524 total
includes taxes & fees
Jul 24 - Jul 25
Glamping Cabin | Huge Window | Tree House Feel

Unique and secluded A frame home on 31 acres with hot tub.

Unique and secluded A frame home on 31 acres with hot tub.

Glamping Cabin | Huge Window | Nature Lovers Dream

9.8 out of 10, Exceptional, (9)
"Really enjoyed our stay! Beautiful scenery and well-maintained property. Having the property manager living on site was great as he was readily available to answer any questions. All the comforts of a hotel without the hotel."
The price is ¥13,927
¥20,524 total
includes taxes & fees
Jul 24 - Jul 25
Glamping Cabin | Huge Window | Nature Lovers Dream

Spacious Ewing Retreat w/ Game Room & Fireplace!

10.0 out of 10, Exceptional, (1)
"This was a very large farmhouse, that accommodated our group very well. Lots of beds, and large kitchen area made cooking and dining very easy for a large group! Plus, we were so far out in the country, the kids could make all the noise they wanted! Mark, our host, was on sight to check us in and explained where everything was located. Plus, he provided a list in the kitchen area, of local emergency contact phone numbers, that was very helpful. Having two kitchens / refrigerators was nice, for a...
Spacious Ewing Retreat w/ Game Room & Fireplace!

Riverview Getaway

9.8 out of 10, Exceptional, (9)
"Such a cute little town. Place is right next to a bar and the lake. Really nice spot and really clean"
The price is ¥9,529
¥15,695 total
includes taxes & fees
Jul 29 - Jul 30
Riverview Getaway

1 Mi to Hunting: Cozy & Secluded Stout Cabin

10.0 out of 10, Exceptional, (4)
"The accommodation were great, clean and a lot of ni e touches like toothbrush, and personal hygiene items. Location vert clean and quiet. Close to portsmouth. Highly recommend stay here if you are in the adams county area."
1 Mi to Hunting: Cozy & Secluded Stout Cabin

Home away from Home! - 1BR apartment in Maysville

10.0 out of 10, Exceptional, (4)
"Property manager is the sweetest and super helpful and available. The apartment was clean and comfortable. I highly recommend the eatery downstairs for lunch ir supper!!"
Home away from Home! - 1BR apartment in Maysville

Glamping Cabin | Huge Window | Valley and Cliff Views

10.0 out of 10, Exceptional, (2)
"Property owners were very welcoming. The tree house and property were well maintained. "
The price is ¥13,927
¥20,524 total
includes taxes & fees
Jul 24 - Jul 25
Glamping Cabin | Huge Window | Valley and Cliff Views

Ljbak1987@icloud.com

10.0 out of 10, Exceptional, (2)
"This cabin was absolutely beautiful and perfect in every way! It had everything we could have possibly needed — from a thoughtfully stocked kitchen to body wash and soap in the bathrooms, which was such a nice touch. The kids’ area was a huge bonus and kept our little ones happy and entertained.The setting was just magical — the creek outside was peaceful and lovely, and we spent a lot of time just enjoying the relaxing atmosphere. We were in town for a family reunion, and this cabin made the...
Ljbak1987@icloud.com
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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Top Tollesboro Hotel Reviews

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's the top vacation rental that Tollesboro has to offer?

Beautifully renovated unit in the downtown Maysville’s entertainment district: This vacation home rental near Tollesboro is located on a river and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.