Pilgrim Vacation Rentals

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Our top choices for Pilgrim vacation rentals

$61 nightly
The price is $67
Jan 10 - Jan 11
Total with taxes and fees
RV Site 8 Camper - Hatfield McCoy Trails
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.
$185 nightly
The price is $206
Jan 12 - Jan 13
Total with taxes and fees
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
10.0 out of 10, Exceptional, (2 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.
$123 nightly
The price is $137
Jan 11 - Jan 12
Total with taxes and fees
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
$122 nightly
The price is $135
Jan 10 - Jan 11
Total with taxes and fees
Tiny Home on Wheels: Your Modern Escape Awaits"
9.6 out of 10, Exceptional, (12 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
$181 nightly
The price is $201
Jan 10 - Jan 11
Total with taxes and fees
Appalachian Hideaways Cabin #2
10.0 out of 10, Exceptional, (14 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.
$188 nightly
The price is $209
Jan 10 - Jan 11
Total with taxes and fees
Papa Bear's Den!! “The perfect location to visit the trails”
9.8 out of 10, Exceptional, (10 reviews)
"Owners were great and very accommodating "
United States
Sarah F.
$136 nightly
The price is $151
Jan 10 - Jan 11
Total with taxes and fees
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
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.
$166 nightly
The price is $185
Jan 11 - Jan 12
Total with taxes and fees
2 miles from Buffalo Mountain Trail 8 Devil Anse
9.8 out of 10, Exceptional, (7 reviews)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
$169 nightly
The price is $188
Jan 10 - Jan 11
Total with taxes and fees
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

Apartment in Pikeville

The Nook in Downtown 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.
$159 nightly
The price is $182
Jan 10 - Jan 11
Total with taxes and fees
The Nook in Downtown Pikeville

Vacation Home in Prestonsburg

Cozy Home in Heart of Prestonsburg
9.8 out of 10, Exceptional, (9 reviews)
"We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. "
United States
Tracey N.
$155 nightly
The price is $175
Jan 12 - Jan 13
Total with taxes and fees
Cozy Home in Heart of Prestonsburg

Vacation Home in Delbarton

*The Decked out Den*
10.0 out of 10, Exceptional, (15 reviews)
"Great place to stay, conveniently located to ATV trailheads."
United States
Jeff B.
$229 nightly
The price is $244
Jan 10 - Jan 11
Total with taxes and fees
*The Decked out Den*
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
$246 nightly
The price is $261
Jan 11 - Jan 12
Total with taxes and fees
Sheppard's Holler: Your WV Adventure Home
9.8 out of 10, Exceptional, (9 reviews)
"Great spot, really enjoyed our stay."
United States
Seth W.
$257 nightly
The price is $278
Jan 12 - Jan 13
Total with taxes and fees
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
8.8 out of 10, Excellent, (6 reviews)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
United States
Lyle G.
$154 nightly
The price is $171
Jan 11 - Jan 12
Total with taxes and fees
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Cabin in Boons Camp

The Boons Camp Cabin
$343 nightly
The price is $346
Jan 11 - Jan 12
Total with taxes and fees
The Boons Camp Cabin
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.
$56 nightly
The price is $62
Jan 10 - Jan 11
Total with taxes and fees
RV Site 13 Camper - Hatfield McCoy Trails
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.
$235 nightly
The price is $262
Jan 10 - Jan 11
Total with taxes and fees
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
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.
$145 nightly
The price is $160
Feb 8 - Feb 9
Total with taxes and fees
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
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.
$267 nightly
The price is $296
Jan 10 - Jan 11
Total with taxes and fees
Ryder's Retreat overlooking the city of Williamson!
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 $151 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?

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! : This vacation home rental near Pilgrim offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 The Coal House 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.