Pilgrim Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Pilgrim vacation rentals

Smart TV, fireplace

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 ￥16,492
￥30,583 total
includes taxes & fees
Feb 16 - Feb 17
Appalachian Hideaways Cabin #2
Dining

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.6 out of 10, Exceptional, (5 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 ￥10,307
￥23,148 total
includes taxes & fees
Feb 16 - Feb 17
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Fridge, microwave, oven, stovetop

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 ￥13,743
￥26,325 total
includes taxes & fees
Feb 16 - Feb 17
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
Fridge, microwave, coffee/tea maker, toaster

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 ￥12,369
￥21,415 total
includes taxes & fees
Feb 18 - Feb 19
Tiny Home on Wheels: Your Modern Escape Awaits"
Fridge, microwave, oven, stovetop

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)
"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 ￥13,743
￥31,456 total
includes taxes & fees
Feb 21 - Feb 22
Papa Bear's Den!! “The perfect location to visit the trails”
Fridge, microwave, oven, stovetop

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 ￥14,842
￥27,226 total
includes taxes & fees
Feb 16 - Feb 17
Cozy Home in Heart of Prestonsburg
Dining

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 ￥13,743
￥31,618 total
includes taxes & fees
Feb 22 - Feb 23
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Interior

RV Site 8 Camper - Hatfield McCoy Trails

RV Site 8 Camper - Hatfield McCoy Trails
Wilkinson
The price is ￥6,108
￥10,283 total
includes taxes & fees
Feb 16 - Feb 17
RV Site 8 Camper - Hatfield McCoy Trails
Exterior

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 ￥15,117
￥24,473 total
includes taxes & fees
Feb 16 - Feb 17
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Exterior detail

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 ￥13,590
￥27,796 total
includes taxes & fees
Feb 16 - Feb 17
The Nook in Downtown Pikeville
Property grounds

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 close to Hatfield and McCoy trail systems and local places to eat, will highly stay again "
United States
Douglas H.
The price is ￥25,974
￥39,934 total
includes taxes & fees
Feb 16 - Feb 17
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Outdoor dining

*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 ￥15,270
￥37,219 total
includes taxes & fees
Feb 16 - Feb 17
*The Decked out Den*
Smart TV

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 ￥15,804
￥26,940 total
includes taxes & fees
Feb 17 - Feb 18
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Interior

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
Sheppard's Holler: Your WV Adventure Home
Smart TV, books

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 ￥30,540
￥57,620 total
includes taxes & fees
Feb 20 - Feb 21
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Smart TV

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 ￥22,905
￥42,805 total
includes taxes & fees
Mar 1 - Mar 2
2 miles from Buffalo Mountain Trail 8 Devil Anse
Terrace/patio

The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
The price is ￥27,257
￥44,595 total
includes taxes & fees
Feb 16 - Feb 17
The Mountain Magnolia *Hot tub on private deck*
Outdoor dining

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 ￥27,486
￥49,276 total
includes taxes & fees
Feb 16 - Feb 17
Ryder's Retreat overlooking the city of Williamson!
Interior

RV Site 13 Camper - Hatfield McCoy Trails

RV Site 13 Camper - Hatfield McCoy Trails
Wilkinson
6.0 out of 10, (1 review)
"The location is ideal, close to Rock House and Devil Anse. It took almost 22 hours to get a response from the host and we were getting ready to book something else. The staff was not very friendly at all during the check in process. They didnt tell us where our camper was located, and we had to walk around and figure it out like Dora. They didnt tell us where to take our trash and Oscar was off duty. They didnt give us location/direction to anything. The seal to the toilet is broken so we had...
United States
Mandy C.
The price is ￥5,345
￥9,402 total
includes taxes & fees
Feb 16 - Feb 17
RV Site 13 Camper - Hatfield McCoy Trails
Property grounds

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
8.8 out of 10, Excellent, (6 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 ￥39,549
￥73,604 total
includes taxes & fees
Feb 16 - Feb 17
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pilgrim Hotel Reviews

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"Staff was friendly and courteous. Room was clean. Will be staying here every time I am at Pikeville "
Melissa 1-night trip
Posted 8 days ago
The Landmark Hotel

Find out more about Pilgrim

Search for holiday rentals in Pilgrim on Expedia! You can easily find your home rentals, villas, holiday apartments in Pilgrim using one of the methods below:

  • View our selection of featured holiday rentals in Pilgrim
  • Use the map to find apartments and other holiday homes in the Pilgrim neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pilgrim while they last

Look no further and take a look at our great range of rental properties in Pilgrim!

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?

Papa Bear's Den!! “The perfect location to visit the trails”: This vacation home rental near Pilgrim offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 The Coal House.

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.