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Pilgrim Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Pilgrim vacation rentals

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, (7 reviews)
"Perfect little cottage "
Canada
Alisha G.
$128 nightly
The price is $142
Jul 1 - Jul 2
Total with taxes and fees
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Smart TV

Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
$144 nightly
The price is $155
Jul 2 - Jul 3
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, (13 reviews)
"Everything was great! Easy check-in/checkout process and the host was very responsive to questions ahead of time. "
United States
Erik H.
$157 nightly
The price is $178
Jul 1 - Jul 2
Total with taxes and fees
Cozy Home in Heart of Prestonsburg
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
9.6 out of 10, Exceptional, (13 reviews)
"Close to trails. "
United States
LuAnn W.
$169 nightly
The price is $188
Jul 7 - Jul 8
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
9.6 out of 10, Exceptional, (11 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
Jul 5 - Jul 6
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, (15 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
$181 nightly
The price is $201
Jul 1 - Jul 2
Total with taxes and fees
Appalachian Hideaways Cabin #2
Outdoor dining

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.
$134 nightly
The price is $144
Jul 6 - Jul 7
Total with taxes and fees
Modern Escape
Interior

Wanderers Oasis

Wanderers Oasis
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Very quaint and quiet. Nice relaxing evening in the woods and mountains."
United States
Paul F.
$150 nightly
The price is $161
Jul 1 - Jul 2
Total with taxes and fees
Wanderers Oasis
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
Jul 14 - Jul 15
Total with taxes and fees
Inspiration Station
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)
"Check in was easy. Great communication and pictures fairly represented the actual stay "
United States
Jordan B.
$230 nightly
The price is $256
Jul 7 - Jul 8
Total with taxes and fees
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Property grounds

The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
$345 nightly
The price is $348
Jul 1 - Jul 2
Total with taxes and fees
The Boons Camp Cabin
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, (18 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.
$228 nightly
The price is $254
Jul 5 - Jul 6
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, (43 reviews)
"Amazing place close to Hatfield and McCoy trail systems and local places to eat, will highly stay again "
United States
Douglas H.
$233 nightly
The price is $259
Jul 2 - Jul 3
Total with taxes and fees
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Exterior detail

The Nook in Downtown Pikeville

The Nook in Downtown Pikeville
Pikeville
9.6 out of 10, Exceptional, (7 reviews)
"Apartment was as described. "
United States
Chris R.
$159 nightly
The price is $182
Jul 1 - Jul 2
Total with taxes and fees
The Nook in Downtown Pikeville
Interior

Sheppard's Holler: Your WV Adventure Home

Sheppard's Holler: Your WV Adventure Home
lenore
10.0 out of 10, Exceptional, (6 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
$280 nightly
The price is $297
Jul 1 - Jul 2
Total with taxes and fees
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, (4 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.
$296 nightly
The price is $298
Jul 1 - Jul 2
Total with taxes and fees
The Mountain Magnolia *Hot tub on private deck*
Outdoor dining

*The Decked out Den*

*The Decked out Den*
Delbarton
10.0 out of 10, Exceptional, (19 reviews)
"Great place to stay, conveniently located to ATV trailheads."
United States
Jeff B.
$370 nightly
The price is $402
Jul 9 - Jul 10
Total with taxes and fees
*The Decked out Den*
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
9.2 out of 10, Wonderful, (13 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.
$400 nightly
The price is $445
Jul 1 - Jul 2
Total with taxes and fees
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
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, (11 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
Jul 1 - Jul 2
Total with taxes and fees
2 miles from Buffalo Mountain Trail 8 Devil Anse
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)
"Great place to stay. Restaurant right down stairs is amazing. Owners are very helpful and nice "
United States
Matthew S.
$395 nightly
The price is $440
Jul 1 - Jul 2
Total with taxes and fees
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
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

Chief Logan Lodge

Chief Logan Lodge

10/10 Excellent
"The snack machine didn't work right. It took my money and didn't give me my chips"
Loretta 2-night trip
Posted 20 hours ago
Chief Logan Lodge

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 $142 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 Walking Bridge 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.