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Pilgrim Vacation Rentals

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Our top choices for Pilgrim vacation rentals

1. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (5 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 SAR 689
SAR 1,120 total
includes taxes & fees
20 Aug - 21 Aug
The Mountain Magnolia *Hot tub on private deck*

2. Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.4 out of 10, Exceptional, (16 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is SAR 406
SAR 756 total
includes taxes & fees
14 Aug - 15 Aug
Appalachian Hideaways Cabin #2

3. 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
The price is SAR 544
SAR 1,114 total
includes taxes & fees
16 Aug - 17 Aug
Sheppard's Holler: Your WV Adventure Home

4. Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
9.2 out of 10, Wonderful, (7 reviews)
"The house was very nice. We didn’t care for the neighborhood. The people that owned the house was nice and very helpful!!! "
United States
Linda P.
The price is SAR 751
SAR 1,316 total
includes taxes & fees
8 Sep - 9 Sep
Ryder's Retreat overlooking the city of Williamson!

5. 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, (7 reviews)
"Very clean place very nice owners where awesome very nice people"
United States
Matthew S.
The price is SAR 1,750
SAR 3,179 total
includes taxes & fees
8 Sep - 9 Sep
Large spacious house with ample parking for large groups.

6. 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, (8 reviews)
"Perfect little cottage "
Canada
Alisha G.
The price is SAR 311
SAR 534 total
includes taxes & fees
17 Aug - 18 Aug
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

7. 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, (47 reviews)
"Very easy access to trail system"
United States
stehen
The price is SAR 639
SAR 982 total
includes taxes & fees
17 Aug - 18 Aug
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

8. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is SAR 324
SAR 1,327 total
includes taxes & fees
20 Aug - 21 Aug
The Boons Camp Cabin

9. 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, (12 reviews)
"Beautifully decorated. Very clean. Great location. Plenty of room for our 5 guests. Loved the back porch. The garage is a huge bonus. Would definitely stay here again!"
United States
Debbie K.
The price is SAR 751
SAR 1,291 total
includes taxes & fees
17 Aug - 18 Aug
2 miles from Buffalo Mountain Trail 8 Devil Anse

10. *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.
The price is SAR 845
SAR 1,517 total
includes taxes & fees
23 Aug - 24 Aug
*The Decked out Den*

11. 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, (15 reviews)
"House was very clean and well kept close to gas station restaurant and trail systems"
United States
Eric M.
The price is SAR 385
SAR 704 total
includes taxes & fees
17 Aug - 18 Aug
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

12. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay for a solo outing or couples getaway. The road leading up to the property is pretty dicey, but the place itself was great and the host was fantastic!"
United States
John H.
The price is SAR 375
SAR 645 total
includes taxes & fees
23 Aug - 24 Aug
Inspiration Station

13. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is SAR 278
SAR 540 total
includes taxes & fees
16 Aug - 17 Aug
Modern Escape

14. 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, (14 reviews)
"Great place right in the center of the trail system and nice, quiet, private. Easy access to town also trails Buffalo, Devil Anse, Rock House, Braveheart. If you want your own private setting without the resort or cabins with bunch of neighbors than this is the place. Enjoyed ever second of our stay. Thanks "
United States
Adam S.
The price is SAR 1,006
SAR 1,868 total
includes taxes & fees
1 Sep - 2 Sep
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

15. Trailside Saloon Lodge #F | 4BR | Sleeps 16 | Hot Tub

Trailside Saloon Lodge #F | 4BR | Sleeps 16 | Hot Tub
Matewan
The price is SAR 1,010
SAR 2,239 total
includes taxes & fees
16 Aug - 17 Aug
Trailside Saloon Lodge #F | 4BR | Sleeps 16 | Hot Tub

16. Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (13 reviews)
"The house was very convenient to downtown area. Everything was clean and we really enjoyed our stay. We will definitely book again on our next trip!"
United States
Ashleigh g.
The price is SAR 365
SAR 669 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Home in Heart of Prestonsburg

17. 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.
The price is SAR 939
SAR 1,671 total
includes taxes & fees
12 Sep - 13 Sep
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

18. RV Site 8 Camper - Hatfield McCoy Trails

RV Site 8 Camper - Hatfield McCoy Trails
Wilkinson
The price is SAR 188
SAR 296 total
includes taxes & fees
31 Aug - 1 Sep
RV Site 8 Camper - Hatfield McCoy Trails

19. The Palace on Charles is the perfect vacation getaway.

The Palace on Charles is the perfect vacation getaway.
Logan
The price is SAR 1,683
SAR 2,159 total
includes taxes & fees
16 Aug - 17 Aug
The Palace on Charles is the perfect vacation getaway.

20. 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)
"Excellent place to stay"
United States
Austin H.
The price is SAR 732
SAR 1,291 total
includes taxes & fees
3 Sep - 4 Sep
Papa Bear's Den!! “The perfect location to visit the trails”
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

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?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: This vacation home rental near Pilgrim is located in the mountains and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

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 Loretta Lynn's Birthplace - Butcher Hollow and Loretta Lynn's Home.

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.