Pilgrim Vacation Rentals

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Our top choices for Pilgrim vacation rentals

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, (7 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 CA $93
CA $208 total
includes taxes & fees
Mar 25 - Mar 26
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

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, (8 reviews)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is CA $141
CA $256 total
includes taxes & fees
Mar 26 - Mar 27
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

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 CA $148
CA $273 total
includes taxes & fees
Mar 26 - Mar 27
Appalachian Hideaways Cabin #2

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
9.8 out of 10, Exceptional, (10 reviews)
"Clean but noisy location late into night"
United States
Juanita S.
The price is CA $133
CA $245 total
includes taxes & fees
Mar 29 - Mar 30
Cozy Home in Heart of Prestonsburg

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, (16 reviews)
"Clean house. Host was nice and helpful"
United States
Marty E.
The price is CA $137
CA $302 total
includes taxes & fees
Apr 8 - Apr 9
Papa Bear's Den!! “The perfect location to visit the trails”

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 CA $114
CA $195 total
includes taxes & fees
Mar 30 - Mar 31
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

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, (10 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 CA $165
CA $338 total
includes taxes & fees
Apr 14 - Apr 15
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

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 CA $122
CA $250 total
includes taxes & fees
Apr 10 - Apr 11
The Nook in Downtown Pikeville

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 CA $117
CA $199 total
includes taxes & fees
Apr 12 - Apr 13
Tiny Home on Wheels: Your Modern Escape Awaits"

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 CA $274
CA $521 total
includes taxes & fees
Mar 26 - Mar 27
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths
DELBARTON
9.8 out of 10, Exceptional, (21 reviews)
"We loved this place"
United States
Donna s.
The price is CA $240
CA $411 total
includes taxes & fees
Apr 11 - Apr 12
A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths

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 CA $185
CA $387 total
includes taxes & fees
Apr 7 - Apr 8
Sheppard's Holler: Your WV Adventure Home

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 CA $448
CA $919 total
includes taxes & fees
Mar 30 - Mar 31
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 CA $206
CA $383 total
includes taxes & fees
Apr 7 - Apr 8
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 CA $309
CA $552 total
includes taxes & fees
Mar 29 - Mar 30
*The Decked out Den*

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 CA $309
CA $521 total
includes taxes & fees
Mar 25 - Mar 26
Ryder's Retreat overlooking the city of Williamson!

Trailside ATV Lodge #E | 3BR | Sleeps 14 | Hot Tub

Trailside ATV Lodge #E | 3BR | Sleeps 14 | Hot Tub
Red Jacket
10.0 out of 10, Exceptional, (5 reviews)
"Nice cabin! "
United States
Holly S.
The price is CA $526
CA $913 total
includes taxes & fees
Apr 23 - Apr 24
Trailside ATV Lodge #E | 3BR | Sleeps 14 | Hot Tub

The Palace on Charles is the perfect vacation getaway.

The Palace on Charles is the perfect vacation getaway.
Logan
The price is CA $986
CA $1,263 total
includes taxes & fees
Mar 25 - Mar 26
The Palace on Charles is the perfect vacation getaway.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pilgrim. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Devil Anse Off Road Lodging Hatfield & McCoy Trail House : This vacation home rental near Pilgrim offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, 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 Williamson Memorial Fieldhouse 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.