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Toler Holiday Rentals

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Our top choices for Toler holiday rentals

1. Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Forest Hills
10.0 out of 10, Exceptional, (9 reviews)
"Could not have asked for a smoother check-in and out! The property is perfect for what I needed and the attention to the little details that made my stay easier (coffee pods, etc) was so appreciated!! Will stay here again when I come back to Pike Co for sure!!"
United States
Deborah C.
The price is NZ$249
includes taxes & fees
21 Sept - 22 Sept
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

2. Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
Delbarton
9.8 out of 10, Exceptional, (16 reviews)
"Everything about the place was excellent! I have not one negative thing to say."
United States
Michael
The price is NZ$326
includes taxes & fees
21 Sept - 22 Sept
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

3. Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.4 out of 10, Exceptional, (16 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is NZ$346
includes taxes & fees
21 Sept - 22 Sept
Appalachian Hideaways Cabin #2

4. Suite 1 Trail 10 HMT

Suite 1 Trail 10 HMT
South Williamson
The price is NZ$418
includes taxes & fees
27 Sept - 28 Sept
Suite 1 Trail 10 HMT

5. Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
9.2 out of 10, Wonderful, (7 reviews)
"The house was very nice. We didn’t care for the neighborhood. The people that owned the house was nice and very helpful!!! "
United States
Linda P.
The price is NZ$555
includes taxes & fees
21 Sept - 22 Sept
Ryder's Retreat overlooking the city of Williamson!

6. Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Delbarton
9.8 out of 10, Exceptional, (48 reviews)
"Very easy access to trail system"
United States
stehen
The price is NZ$446
includes taxes & fees
21 Sept - 22 Sept
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

7. *The Decked out Den*

*The Decked out Den*
Delbarton
10.0 out of 10, Exceptional, (19 reviews)
"Excellent place to stay! Clean Cool,"
United States
Ryan Z.
The price is NZ$704
includes taxes & fees
26 Sept - 27 Sept
*The Decked out Den*

8. 2 miles from Buffalo Mountain Trail 8 Devil Anse

2 miles from Buffalo Mountain Trail 8 Devil Anse
Delbarton
9.6 out of 10, Exceptional, (13 reviews)
"Overall it was a good place to stay. There was a couple of small things: garage door opener wouldn’t work and the shampoo/conditioner was out, but as a whole it was a nice place."
United States
Justin L.
The price is NZ$588
includes taxes & fees
21 Sept - 22 Sept
2 miles from Buffalo Mountain Trail 8 Devil Anse

9. Papa Bear's Den!! “The perfect location to visit the trails”

Papa Bear's Den!! “The perfect location to visit the trails”
Sarah Ann
9.8 out of 10, Exceptional, (20 reviews)
"Excellent place to stay"
United States
Austin H.
The price is NZ$443
includes taxes & fees
21 Sept - 22 Sept
Papa Bear's Den!! “The perfect location to visit the trails”

10. Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Matewan
9.4 out of 10, Exceptional, (17 reviews)
"Great location and very nice host. Check in and out was a breeze. Very positive experience all around."
United States
Blake O.
The price is NZ$761
includes taxes & fees
21 Sept - 22 Sept
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

11. Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Sarah Ann
10.0 out of 10, Exceptional, (13 reviews)
"Check in was easy. Great communication and pictures fairly represented the actual stay "
United States
Jordan B.
The price is NZ$463
includes taxes & fees
12 Oct - 13 Oct
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

12. Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out

Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out
Matewan
10.0 out of 10, Exceptional, (1 review)
"Brand new property with great views and convenience to the trails! Owners did an amazing job putting together this property. Furnishings are top of the line. Don’t be discouraged by the drive back. The property sits back in off the road with plenty of privacy and plenty of parking. Might want to put it into 4x4 if pulling your trailer up the driveway. Bring charcoal for the grill and be sure to pick up some wood for the fire pit. The hot tub was great for relaxing after a day of hitting the...
United States
Cody W.
The price is NZ$1,156
includes taxes & fees
22 Sept - 23 Sept
Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out

13. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is NZ$257
includes taxes & fees
4 Oct - 5 Oct
Modern Escape

14. Sheppard's Holler: Your WV Adventure Home

Sheppard's Holler: Your WV Adventure Home
lenore
10.0 out of 10, Exceptional, (6 reviews)
"It was a great place to stay, quiet and peaceful. The lake was right up the road and the whole house just felt like home. The owners were very nice and helpful. Anytime I needed something they were there to answer any questions I had. Would definitely stay there again!"
United States
Christy
The price is NZ$539
includes taxes & fees
21 Sept - 22 Sept
Sheppard's Holler: Your WV Adventure Home

15. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay for a solo outing or couples getaway. The road leading up to the property is pretty dicey, but the place itself was great and the host was fantastic!"
United States
John H.
The price is NZ$330
includes taxes & fees
8 Oct - 9 Oct
Inspiration Station

16. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is NZ$336
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow

17. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (5 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is NZ$504
includes taxes & fees
27 Sept - 28 Sept
The Mountain Magnolia *Hot tub on private deck*

18. Large spacious house with ample parking for large groups.

Large spacious house with ample parking for large groups.
Delbarton
10.0 out of 10, Exceptional, (7 reviews)
"Very clean place very nice owners where awesome very nice people"
United States
Matthew S.
The price is NZ$1,581
includes taxes & fees
20 Oct - 21 Oct
Large spacious house with ample parking for large groups.

19. Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out

Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out
Matewan
10.0 out of 10, Exceptional, (1 review)
"Was a great place"
United States
Terry P.
The price is NZ$1,139
includes taxes & fees
19 Oct - 20 Oct
Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out
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 Toler Hotel Reviews

Find out more about Toler

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Toler holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Toler. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Toler. Seeing all the best attractions is bound to make you fall in love with Toler. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Toler short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Toler?

Yes, there are holiday rentals close to the most popular sights in Toler, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Toler has to offer?

💙The Mountain Mama💛 Trail Riders “Home Away From Home”: This holiday home rental outside of Toler is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals are there in Toler?

Expedia has 4 holiday rentals for your stay in Toler.

What can I see and do in Toler?

While you're exploring the area, Hatfield McCoy Trail - Buffalo Mountain Trail System and Blackberry Fork Park are a couple of picturesque spots to get outside and enjoy nature. The Coal House and Williamson Memorial Fieldhouse are a couple of places you'll find in the wider area.

What are holiday rentals like in Toler?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Toler. Holiday rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.