Pilgrim Vacation Rentals

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Our top choices for Pilgrim vacation rentals

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
9.4 out of 10, Exceptional, (10 reviews)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
$169 nightly
The price is $188
Jun 3 - Jun 4
Total with taxes and fees
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

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, (43 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.
$235 nightly
The price is $262
Jun 2 - Jun 3
Total with taxes and fees
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.6 out of 10, Exceptional, (14 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
$181 nightly
The price is $201
Jun 6 - Jun 7
Total with taxes and fees
Appalachian Hideaways Cabin #2

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.4 out of 10, Exceptional, (9 reviews)
"We had the most wonderful stay! We actually got a little lost on the way in, and the host went above and beyond to help guide us and even helped us get settled into the house. That meant so much after a long week.The tiny home was absolutely beautiful — spotless, cozy, and thoughtfully put together. It may be small in size, but it’s truly full of love. There was even extra Valentine’s gifts - such a sweet and unexpected touch that made our stay even more special.The peaceful rain in the...
United States
Bri E.
$138 nightly
The price is $152
Jun 4 - Jun 5
Total with taxes and fees
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"I was one of the best places I have ever stayed at. I loved it. The Josh is a great host and was there anytime to help when I needed him. "
United States
Maqbool
$144 nightly
The price is $155
Jun 2 - Jun 3
Total with taxes and fees
Backwoods Bungalow

The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (4 reviews)
"Room was clean hot tub was nice and spacious its more secluded then most places 10/10 would book again! Also very well stocked!"
United States
Paige S.
$289 nightly
The price is $291
Jun 2 - Jun 3
Total with taxes and fees
The Mountain Magnolia *Hot tub on private deck*

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)
"Great place to stay. Restaurant right down stairs is amazing. Owners are very helpful and nice "
United States
Matthew S.
$395 nightly
The price is $440
Jun 2 - Jun 3
Total with taxes and fees
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

The Palace on Charles is the perfect vacation getaway.

The Palace on Charles is the perfect vacation getaway.
Logan
$810 nightly
The price is $910
Jun 2 - Jun 3
Total with taxes and fees
The Palace on Charles is the perfect vacation getaway.

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, (17 reviews)
"What a wonderful stay we had. The house was fabulous and had everything you could think of. We would definitely stay here again "
United States
Lesa R.
$188 nightly
The price is $209
Jun 7 - Jun 8
Total with taxes and fees
Papa Bear's Den!! “The perfect location to visit the trails”

Inspiration Station

Inspiration Station
Pikeville
9.0 out of 10, Wonderful, (8 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.
$160 nightly
The price is $172
Jun 4 - Jun 5
Total with taxes and fees
Inspiration Station

Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (8 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
$134 nightly
The price is $144
Jun 2 - Jun 3
Total with taxes and fees
Modern Escape

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
9.2 out of 10, Wonderful, (11 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.
$339 nightly
The price is $377
Jun 2 - Jun 3
Total with taxes and fees
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

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, (6 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
$696 nightly
The price is $774
Jun 2 - Jun 3
Total with taxes and fees
Large spacious house with ample parking for large groups.

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, (5 reviews)
"Perfect little cottage "
Canada
Alisha G.
$128 nightly
The price is $142
Jun 2 - Jun 3
Total with taxes and fees
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
9.0 out of 10, Wonderful, (6 reviews)
"One end of the neighborhood is sketch, other end is nice. People were nice to us in both ends."
United States
Michael K.
$393 nightly
The price is $437
Jun 2 - Jun 3
Total with taxes and fees
Ryder's Retreat overlooking the city of Williamson!

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (13 reviews)
"Clean but noisy location late into night"
United States
Juanita S.
$157 nightly
The price is $178
Jun 2 - Jun 3
Total with taxes and fees
Cozy Home in Heart of Prestonsburg

The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
$343 nightly
The price is $346
Jun 2 - Jun 3
Total with taxes and fees
The Boons Camp Cabin

Sheppard's Holler: Your WV Adventure Home

Sheppard's Holler: Your WV Adventure Home
lenore
10.0 out of 10, Exceptional, (5 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
$280 nightly
The price is $297
Jun 3 - Jun 4
Total with taxes and fees
Sheppard's Holler: Your WV Adventure Home

6-Bedroom Master Deluxe, 5.5-Bath Log Cabin with Theater Room

6-Bedroom Master Deluxe, 5.5-Bath Log Cabin with Theater Room
chapmanville
$1,371 nightly
The price is $1,526
Jun 12 - Jun 13
Total with taxes and fees
6-Bedroom Master Deluxe, 5.5-Bath Log Cabin with Theater Room

*The Decked out Den*

*The Decked out Den*
Delbarton
10.0 out of 10, Exceptional, (18 reviews)
"Great place to stay, conveniently located to ATV trailheads."
United States
Jeff B.
$372 nightly
The price is $404
Jun 10 - Jun 11
Total with taxes and fees
*The Decked out Den*
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pilgrim vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pilgrim vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pilgrim in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $188 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pilgrim rentals

At Expedia, we put the best Pilgrim vacation 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 vacation.

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 vacation rental in Pilgrim?

Yes, we offer vacation rentals close to well known sights in Pilgrim, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Pilgrim?

The Mountain Magnolia *Hot tub on private deck*: This vacation home rental near Pilgrim is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a selection of games and a 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 larger area, you’ll find Roy Collier Community Center and Loretta Lynn's Birthplace - Butcher Hollow.

What are vacation rentals like in Pilgrim?

Vacation rentals are privately owned properties you can reserve for several days or longer in Pilgrim. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.