Pilgrim Vacation Rentals

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Pilgrim vacation rentals

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
9.4 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
May 9 - May 10
Total with taxes and fees
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
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.
$138 nightly
The price is $152
May 10 - May 11
Total with taxes and fees
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
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.
$181 nightly
The price is $201
May 10 - May 11
Total with taxes and fees
Appalachian Hideaways Cabin #2
Exterior

Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (12 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
$185 nightly
The price is $199
May 10 - May 11
Total with taxes and fees
Backwoods Bungalow
Fridge, microwave, oven, stovetop

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (12 reviews)
"Clean but noisy location late into night"
United States
Juanita S.
$157 nightly
The price is $178
May 12 - May 13
Total with taxes and fees
Cozy Home in Heart of Prestonsburg
Property grounds

The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
$343 nightly
The price is $346
May 11 - May 12
Total with taxes and fees
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.
$159 nightly
The price is $182
May 9 - May 10
Total with taxes and fees
The Nook in Downtown Pikeville
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.
$128 nightly
The price is $142
May 13 - May 14
Total with taxes and fees
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
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.
$157 nightly
The price is $168
May 10 - May 11
Total with taxes and fees
Modern Escape
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, (16 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.
$199 nightly
The price is $221
May 27 - May 28
Total with taxes and fees
Papa Bear's Den!! “The perfect location to visit the trails”
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.
$235 nightly
The price is $262
May 10 - May 11
Total with taxes and fees
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.
$256 nightly
The price is $285
May 25 - May 26
Total with taxes and fees
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
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.
$160 nightly
The price is $172
May 10 - May 11
Total with taxes and fees
Inspiration Station
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.
$386 nightly
The price is $430
May 9 - May 10
Total with taxes and fees
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Fridge, microwave, stovetop, coffee/tea maker

Wanderers Oasis

Wanderers Oasis
Pikeville
$163 nightly
The price is $175
May 10 - May 11
Total with taxes and fees
Wanderers Oasis
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
$269 nightly
The price is $285
May 17 - May 18
Total with taxes and fees
Sheppard's Holler: Your WV Adventure Home
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.
$372 nightly
The price is $404
May 11 - May 12
Total with taxes and fees
*The Decked out Den*
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.
$289 nightly
The price is $291
May 10 - May 11
Total with taxes and fees
The Mountain Magnolia *Hot tub on private deck*
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, (10 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.
$309 nightly
The price is $344
May 13 - May 14
Total with taxes and fees
2 miles from Buffalo Mountain Trail 8 Devil Anse
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
$682 nightly
The price is $759
May 26 - May 27
Total with taxes and fees
Large spacious house with ample parking for large groups.
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

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

6/10 Okay
"I wish I could leave a positive review. I was there for a two night stay on a business trip. First night and first room, bathtub had hair in it and the used bar of soap was still there. Tried to sleep but the HVAC unit squealed and made a horrible noise every time it came on. Turned it off and couldn't sleep because room was stuffy. Night two, room had another squeaky fan and ants. Called front desk to inform them of the ants, 20 minutes later, showed up to hand me a can of spray. Didn't want to come look for themselves. Told her they were in the bed too and asked to be moved. Second night was pretty sleepless again due to squeaky heating unit. Bonus was the guy going up and down the halls banging on doors trying to find someone. I heard him go to the desk three times to get assistance but no one there Breakfast bar was very limited. Different from the day before. I went fairly early so not sure if it just ran out or they didn't have it to start with. Mini waffles, B&G and cereal "
Christina 1-night trip
Posted 2 hours ago
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

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.

Explore a world of travel with Expedia

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?

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths: This vacation home rental near Pilgrim is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease 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. Make the most of the selection of games in this rental home to help you unwind.

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 Laurel Lake Wildlife Management Area 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.