Toler Holiday Rentals

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Our top choices for Toler holiday rentals

10.0 out of 10, Exceptional, (7)
"We throughly enjoyed our stay. Gary is an excellent host. We’ll definitely stay again when we are in the area. "
United States
Jessica R.
The price is NZ$355
includes taxes & fees
5 Jan - 6 Jan 2026
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
10.0 out of 10, Exceptional, (13)
"The house is a great location to trail ride. Ample space for our group of 9. There was a hornet nest on the side of the house but Gary was quick to take care of it. We would stay here again. "
United States
Kelly C.
The price is NZ$355
includes taxes & fees
5 Jan - 6 Jan 2026
Papa Bear's Den!! “The perfect location to visit the trails”
10.0 out of 10, Exceptional, (2)
"Great spot cabin had everything we needed and was a short drive from the buffalo mountain trail head. Would gladly stay there again. Host was very nice and is local to the cabin. "
United States
Carson G.
The price is NZ$277
includes taxes & fees
26 Dec - 27 Dec
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Holiday Home in Delbarton

*The Decked out Den*
10.0 out of 10, Exceptional, (15)
"Great location and accommodations for riding the Hatfield McCoy trail system"
United States
Steven K.
The price is NZ$423
includes taxes & fees
4 Jan - 5 Jan 2026
*The Decked out Den*
10.0 out of 10, Exceptional, (2)
"The host was a great communicator. She was excessively accommodating and went above and beyond to meet our requests without charging extra. Highly recommend renting from this host. "
United States
sandy f.
The price is NZ$326
includes taxes & fees
18 Jan - 19 Jan 2026
Charming 2-bedroom cottage in Matewan with WiFi and AC
9.6 out of 10, Exceptional, (12)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is NZ$347
includes taxes & fees
25 Dec - 26 Dec
Appalachian Hideaways Cabin #2
9.8 out of 10, Exceptional, (10)
"I stayed here with my mom while visiting town, and we absolutely loved it! It was clean, cozy, and had plenty of space for the two of us. The location was quiet but still convenient to everything we needed. Would definitely stay here again! "
United States
Arielle D.
The price is NZ$243
includes taxes & fees
4 Jan - 5 Jan 2026
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is NZ$324
includes taxes & fees
25 Dec - 26 Dec
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
10.0 out of 10, Exceptional, (5)
"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$450
includes taxes & fees
11 Jan - 12 Jan 2026
Sheppard's Holler: Your WV Adventure Home
8.8 out of 10, Excellent, (6)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
United States
Lyle G.
The price is NZ$319
includes taxes & fees
8 Jan - 9 Jan 2026
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Apartment in Pikeville

The Nook in Downtown Pikeville
9.0 out of 10, Wonderful, (4)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
United States
Dyana F.
The price is NZ$314
includes taxes & fees
4 Jan - 5 Jan 2026
The Nook in Downtown Pikeville
2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
The price is NZ$225
includes taxes & fees
4 Jan - 5 Jan 2026
Tiny Home on Wheels: Your Modern Escape Awaits"
9.8 out of 10, Exceptional, (9)
"Great spot, really enjoyed our stay."
United States
Seth W.
The price is NZ$483
includes taxes & fees
24 Dec - 25 Dec
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
9.8 out of 10, Exceptional, (41)
"Amazing place close to Hatfield and McCoy trail systems and local places to eat, will highly stay again "
United States
Douglas H.
The price is NZ$451
includes taxes & fees
5 Jan - 6 Jan 2026
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
9.6 out of 10, Exceptional, (8)
"The place was beautifully decorated and included all the amenities we needed. Stephanie was very responsive and helpful with any questions we had. We will definitely be staying here again."
United States
Amy L S.
The price is NZ$590
includes taxes & fees
24 Dec - 25 Dec
2 miles from Buffalo Mountain Trail 8 Devil Anse
10.0 out of 10, Exceptional, (1)
"We absolutely loved this home. Plenty of rooms and parking for our rides and a nice garage to empty in so we didn’t drag mud and dirt everywhere. Love the decorating fall touches made you feel welcomed. Definitely will be back. "
United States
Martha
The price is NZ$1,544
includes taxes & fees
12 Jan - 13 Jan 2026
Large spacious house with ample parking for large groups.
8.8 out of 10, Excellent, (5)
"One end of the neighborhood is sketch, other end is nice. People were nice to us in both ends."
United States
Michael K.
The price is NZ$557
includes taxes & fees
24 Dec - 25 Dec
Ryder's Retreat overlooking the city of Williamson!
8.4 out of 10, Very good, (5)
"Nice cozy place. It is actually 4 bedrooms instead of 5. One bedroom is big enough to have 2 queen beds and a 2 twins and is attached to one of the bathrooms. I made it a bit complicated to plan because I thought it was a separate bedroom. It is part of another bedroom. The place was big and cozy enough for the 11 of us. "
United States
Colleen R.
The price is NZ$832
includes taxes & fees
28 Dec - 29 Dec
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Condo in South Williamson

South Williamson Suites 8br 6 bath
The price is NZ$1,590
includes taxes & fees
22 Jan - 23 Jan 2026
South Williamson Suites 8br 6 bath
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

Everything you need to know about Toler holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Toler holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Toler holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Toler holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Toler. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Toler holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Toler holiday rentals we have selected for you start as low as NZ$243 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Toler rentals

At Expedia, we put the best Toler holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Toler rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Toler holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Toler. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! : This holiday home rental outside of Toler offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable 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 selection of games and 1 hot tub.

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 Rogers 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.