Pilgrim Holiday Rentals

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Our top choices for Pilgrim holiday rentals

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, (7 reviews)
"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$346
includes taxes & fees
23 Feb - 24 Feb
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.6 out of 10, Exceptional, (12 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is NZ$332
includes taxes & fees
23 Feb - 24 Feb
Appalachian Hideaways Cabin #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, (7 reviews)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is NZ$288
includes taxes & fees
24 Feb - 25 Feb
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.8 out of 10, Exceptional, (6 reviews)
"Very nice places. Clean and cute. Love the surrounding Mountain View’s. Definitely on my list to stay again."
United States
Kevin S.
The price is NZ$254
includes taxes & fees
23 Feb - 24 Feb
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

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

Papa Bear's Den!! “The perfect location to visit the trails”
Sarah Ann
10.0 out of 10, Exceptional, (15 reviews)
"Words cannot describe how great the owner is. He was more than accommodating and gave us all the tips on how to get our trail permits for the trails. He even stopped by to make sure we were all good and didn’t have any questions. It was a mile down the road to two different trails and we could just drive our side by sides right to the trail my truck and trailer never left the driveway. I would stay here again when visiting the trails. "
United States
Brandon S.
The price is NZ$346
includes taxes & fees
23 Feb - 24 Feb
Papa Bear's Den!! “The perfect location to visit the trails”

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Pikeville
9.8 out of 10, Exceptional, (10 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is NZ$298
includes taxes & fees
19 Mar - 20 Mar
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Tiny Home on Wheels: Your Modern Escape Awaits"

Tiny Home on Wheels: Your Modern Escape Awaits"
Pikeville
10.0 out of 10, Exceptional, (7 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is NZ$251
includes taxes & fees
25 Feb - 26 Feb
Tiny Home on Wheels: Your Modern Escape Awaits"

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
9.8 out of 10, Exceptional, (9 reviews)
"Clean but noisy location late into night"
United States
Juanita S.
The price is NZ$298
includes taxes & fees
23 Feb - 24 Feb
Cozy Home in Heart of Prestonsburg

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, (41 reviews)
"Amazing place to stay, it is directly across from a trail head,parking lot is full of space for multiple truck and trailers, the inside is very clean, the owners are excellent at replying, i will highly recommend for a great weekend stay, i will be back in the future!"
United States
Doug H.
The price is NZ$430
includes taxes & fees
23 Feb - 24 Feb
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

The Nook in Downtown Pikeville

The Nook in Downtown Pikeville
Pikeville
9.0 out of 10, Wonderful, (4 reviews)
"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$305
includes taxes & fees
3 Mar - 4 Mar
The Nook in Downtown Pikeville

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, (3 reviews)
"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$268
includes taxes & fees
1 Mar - 2 Mar
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Pikeville
8.8 out of 10, Excellent, (6 reviews)
"It was an absolute beautiful little place, decorated great. Everything was so planned out down to shampoo and conditner in the bathroom. Thank you for the opportunity to enjoy your place!"
United States
Dee C.
The price is NZ$304
includes taxes & fees
24 Feb - 25 Feb
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Logan
9.6 out of 10, Exceptional, (10 reviews)
"Perfect place if you're going to trails. Everyone we dealt with from the owners to the restaurant workers to even the locals who frequented the restaurant were great and treated you like friends. Will probably be first choice for future visits. To the owners and employees, thank you."
United States
John W.
The price is NZ$623
includes taxes & fees
23 Feb - 24 Feb
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

RV Site 8 Camper - Hatfield McCoy Trails

RV Site 8 Camper - Hatfield McCoy Trails
Wilkinson
The price is NZ$132
includes taxes & fees
23 Mar - 24 Mar
RV Site 8 Camper - Hatfield McCoy Trails

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, (2 reviews)
"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$1,328
includes taxes & fees
23 Feb - 24 Feb
Large spacious house with ample parking for large groups.

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, (8 reviews)
"The house had everything imaginable that you'd need, neat and clean and cofy cozy!!! The host sent us info needed the day before we arrived. We totally enjoyed our stay!!! "
United States
Lisa W.
The price is NZ$462
includes taxes & fees
1 Mar - 2 Mar
2 miles from Buffalo Mountain Trail 8 Devil Anse

*The Decked out Den*

*The Decked out Den*
Delbarton
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay, conveniently located to ATV trailheads."
United States
Jeff B.
The price is NZ$662
includes taxes & fees
2 Mar - 3 Mar
*The Decked out Den*

The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
The price is NZ$473
includes taxes & fees
23 Feb - 24 Feb
The Mountain Magnolia *Hot tub on private deck*

Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
8.8 out of 10, Excellent, (5 reviews)
"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$630
includes taxes & fees
5 Mar - 6 Mar
Ryder's Retreat overlooking the city of Williamson!

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
8.6 out of 10, Excellent, (7 reviews)
"Very clean, no issues. Great location! One of the nicer houses we’ve stayed in WV trails, very well stocked in great condition. Highly recommend."
United States
Paul H.
The price is NZ$579
includes taxes & fees
23 Feb - 24 Feb
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
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 Pilgrim Hotel Reviews

Find out more about Pilgrim

Everything you need to know about Pilgrim 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 Pilgrim 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 Pilgrim holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pilgrim holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pilgrim. 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 Pilgrim 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 Pilgrim holiday rentals we have selected for you start as low as NZ$305 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pilgrim rentals

At Expedia, we put the best Pilgrim 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 Pilgrim 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 Pilgrim 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 Pilgrim. 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 a holiday rental in Pilgrim?

Yes, there are holiday rentals close to the most popular sights in Pilgrim, 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 Pilgrim has to offer?

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! : This holiday home rental outside of Pilgrim 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.

What can I see and do in Pilgrim?

While you're exploring the area, Hatfield McCoy Trail - Buffalo Mountain Trail System and Jenny Wiley State Resort Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Roy Collier Community Center and The Coal House.

What are holiday rentals like in Pilgrim?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pilgrim. Holiday rentals feature amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.