Pilgrim Vacation Rentals

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Vacation Rentals in Pilgrim

Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

10.0 out of 10, Exceptional, (3)
"Highly recommend staying at the mama bear den. Beautiful house and perfect for a group. We drove from south dakota and felt right at home. Gary is an outstanding host and we will definitely be back to stay again."
The price is ¥13,162
¥30,281 total
includes taxes & fees
Jul 16 - Jul 17
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Papa Bear's Den!! “The perfect location to visit the trails”

10.0 out of 10, Exceptional, (7)
"Stayed to ride sxs on trails easy access to trail system "
The price is ¥13,162
¥30,591 total
includes taxes & fees
Jul 19 - Jul 20
Papa Bear's Den!! “The perfect location to visit the trails”

The Palace on Charles is the perfect vacation getaway.

The price is ¥105,281
¥134,965 total
includes taxes & fees
Jul 13 - Jul 14
The Palace on Charles is the perfect vacation getaway.

Hatfield McCoy Trails, Buffalo Mountain. 1/2 mile to Devil Anse, Buffalo trail

9.8 out of 10, Exceptional, (14)
"Our stay was comfortable and quiet . We had a great time."
The price is ¥18,280
¥27,824 total
includes taxes & fees
Jul 16 - Jul 17
Hatfield McCoy Trails, Buffalo Mountain. 1/2 mile to Devil Anse, Buffalo trail

*The Decked out Den*

9.8 out of 10, Exceptional, (10)
"We found your place online, it seemed as though it was the perfect fit for us. I was a bit apprehensive as sometimes what you think you are getting is not what you find. You did a great job representing your property and everything we needed was so handy in close proximity to the trail head. We had a great time, I'm sure we will be back. Thank you for opening your home up to us as a home away from home, we were able to make more happy memories. "
The price is ¥14,659
¥35,475 total
includes taxes & fees
Jul 11 - Jul 12
*The Decked out Den*

Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

9.8 out of 10, Exceptional, (6)
"Everything was wonderful, made traveling to a family reunion easy."
The price is ¥15,004
¥27,431 total
includes taxes & fees
Jul 12 - Jul 13
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

9.8 out of 10, Exceptional, (37)
"Had a great time and was very close to the trail house was clean and very nice for oir group."
The price is ¥24,875
¥37,934 total
includes taxes & fees
Jul 11 - Jul 12
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

Sheppard's Holler: Your WV Adventure Home

10.0 out of 10, Exceptional, (5)
"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!"
The price is ¥21,205
¥43,404 total
includes taxes & fees
Aug 7 - Aug 8
Sheppard's Holler: Your WV Adventure Home

Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

9.8 out of 10, Exceptional, (6)
"The house worked perfectly for the group of people we had there. There was enough parking for 3 different vehicles with trailers. As a bonus, all of our rides fit in the garage for overnight storage to keep everything safe. The game room downstairs was a fun activity after a day out in the trails. If you are going to ride the Buffalo Mountain, Devil Anse, or Rock House trails, I would highly recommend this place to stay. "
The price is ¥21,936
¥40,529 total
includes taxes & fees
Jul 12 - Jul 13
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

Ryder's Retreat overlooking the city of Williamson!

8.8 out of 10, Excellent, (5)
"One end of the neighborhood is sketch, other end is nice. People were nice to us in both ends."
The price is ¥32,983
¥55,625 total
includes taxes & fees
Jul 11 - Jul 12
Ryder's Retreat overlooking the city of Williamson!

South Williamson Suites 8br 6 bath

The price is ¥76,776
¥133,469 total
includes taxes & fees
Aug 9 - Aug 10
South Williamson Suites 8br 6 bath

Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

The price is ¥15,794
¥24,903 total
includes taxes & fees
Jul 30 - Jul 31
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (6)
"Great location, quite, adequate"
The price is ¥13,820
¥25,627 total
includes taxes & fees
Jul 14 - Jul 15
Cozy Home in Heart of Prestonsburg
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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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?

Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home: This vacation home rental near Pilgrim has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Roy Collier Community Center and Williamson Memorial Fieldhouse.

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.