Pilgrim Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Pilgrim vacation rentals

Exterior

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
The price is ￥13,334
￥24,532 total
includes taxes & fees
May 19 - May 20
Backwoods Bungalow
Dining

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, (8 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 ￥10,715
￥24,063 total
includes taxes & fees
May 25 - May 26
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Fridge, microwave, coffee/tea maker, toaster

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.
The price is ￥11,747
￥22,833 total
includes taxes & fees
May 19 - May 20
Modern Escape
Smart TV, fireplace

Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.6 out of 10, Exceptional, (13 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is ￥17,144
￥31,961 total
includes taxes & fees
May 20 - May 21
Appalachian Hideaways Cabin #2
Exterior

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
The price is ￥18,096
￥32,138 total
includes taxes & fees
Jun 1 - Jun 2
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
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, (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.
The price is ￥30,954
￥52,209 total
includes taxes & fees
Jun 1 - Jun 2
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
10.0 out of 10, Exceptional, (13 reviews)
"Clean but noisy location late into night"
United States
Juanita S.
The price is ￥15,430
￥28,304 total
includes taxes & fees
May 25 - May 26
Cozy Home in Heart of Prestonsburg
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, (42 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 ￥27,002
￥41,177 total
includes taxes & fees
May 18 - May 19
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
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, (11 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 ￥21,430
￥42,215 total
includes taxes & fees
May 25 - May 26
Mama Bears den “The perfect location to visit the Hatfield and 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, (4 reviews)
"Perfect little cottage "
Canada
Alisha G.
The price is ￥13,144
￥22,580 total
includes taxes & fees
May 19 - May 20
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Property grounds

The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is ￥13,334
￥54,884 total
includes taxes & fees
May 19 - May 20
The Boons Camp Cabin
Exterior detail

The Nook in Downtown Pikeville

The Nook in Downtown Pikeville
Pikeville
9.2 out of 10, Wonderful, (5 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 ￥14,128
￥28,896 total
includes taxes & fees
May 25 - May 26
The Nook in Downtown Pikeville
Smart TV

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.
The price is ￥15,874
￥27,249 total
includes taxes & fees
May 21 - May 22
Inspiration Station
Fridge, microwave, stovetop, coffee/tea maker

Wanderers Oasis

Wanderers Oasis
Pikeville
The price is ￥14,287
￥25,551 total
includes taxes & fees
May 21 - May 22
Wanderers Oasis
Exterior

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
The price is ￥21,430
￥45,095 total
includes taxes & fees
May 18 - May 19
Sheppard's Holler: Your WV Adventure Home
Terrace/patio

The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (3 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.
The price is ￥28,335
￥46,188 total
includes taxes & fees
May 18 - May 19
The Mountain Magnolia *Hot tub on private deck*
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 ￥39,685
￥70,303 total
includes taxes & fees
May 30 - May 31
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
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, (8 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 ￥35,717
￥70,472 total
includes taxes & fees
Jun 16 - Jun 17
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Exterior

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, (5 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 ￥72,068
￥131,923 total
includes taxes & fees
Jun 1 - Jun 2
Large spacious house with ample parking for large groups.
Outdoor dining

*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.
The price is ￥35,717
￥64,143 total
includes taxes & fees
May 28 - May 29
*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

Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

10/10 Excellent
"Room was very clean "
brandon 1-night trip
Posted 12 hours ago
Comfort Suites Prestonsburg West

Find out more about Pilgrim

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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 Laurel Lake Wildlife Management Area.

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.