Holiday Rentals in Pilgrim

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Holiday Rentals in Pilgrim

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
10.0 out of 10, Exceptional, (6)
"I liked that the property was very secluded and quiet the owner was very cool and was easy going I also loved the cabin feel for the property I was there for a weekend and enjoyed my stay the picture doesn't do any justice the inside is bigger than it looks "
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home

9.8 out of 10, Exceptional, (15)
"Great 4 wheeling from this location and a beautiful house. "
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home

*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 €214
includes taxes & fees
19 Jul - 20 Jul
*The Decked out Den*

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

10.0 out of 10, Exceptional, (7)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Creekside Lodge: 10 Sec Ride to Trail, Sleeps 10!

9.4 out of 10, Exceptional, (28)
"Close to trails, gas and car wash. "
Creekside Lodge: 10 Sec Ride to Trail, Sleeps 10!

'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

10.0 out of 10, Exceptional, (23)
"It was a great place to stay. We ride electric bikes. There were quite a few trails with easy access available. House was wonderful to stay in. Very neat and tidy."
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

NEW PARADISE RETREAT - Hatfield Mccoy Trails - Rent 1-3 Cabins, Sleep up to 18

10.0 out of 10, Exceptional, (11)
"Very nice, very clean cabins. Good room for parking with trucks and 20’ trailers. Mrs. Teresa was amazing, very helpful. Great place to stay for riding trails in mountains of WV and KY"
NEW PARADISE RETREAT - Hatfield Mccoy Trails - Rent 1-3 Cabins, Sleep up to 18

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 €332
includes taxes & fees
18 Jul - 19 Jul
Ryder's Retreat overlooking the city of Williamson!

New 3 Bdrm unit w/ great location & ex. amenities

9.6 out of 10, Exceptional, (15)
"This place is exactly as advertised and quieter than expected. Hostess thought of everything. Lovely place for my family of 5. "
New 3 Bdrm unit w/ great location & ex. amenities

Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

9.6 out of 10, Exceptional, (21)
"Beautiful house"
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything was perfect from the booking to checkout. My husband and I live out of state but wanted to host our family and friends. This property exceeded expectations! The home was spacious and decorated beautifully for Christmas. It was both clean and well stocked with supplies. There is also plenty of parking. I highly recommend!"
Luxury Estate nestled atop stunning mountaintop golf course!

Mountain Laurel House

10.0 out of 10, Exceptional, (50)
"Great location for the Hatfield McCoy trails. I would definitely stay again."
Mountain Laurel House

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (8)
"Great location, quite, adequate"
The price is €155
includes taxes & fees
28 Jul - 29 Jul
Cozy Home in Heart of Prestonsburg

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 €185
includes taxes & fees
21 Jul - 22 Jul
Papa Bear's Den!! “The perfect location to visit the trails”

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths

9.6 out of 10, Exceptional, (14)
"Very clean and up-kept property, Beds seemed like they were new, our group was happy. The included fire pit and grill were a plus! Our only inconvenience was no hose or wash station to wash off our machines, The owner told us the area has been having water problems at the time we stayed and that was the reason. The air conditioning is also fantastic here. "
A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths

Center of Buffalo Mountain Devil Anse and Rockhouse Hatfield & McCoy Trailheads

10.0 out of 10, Exceptional, (33)
"Very nice place would stay again on my next trip"
Center of Buffalo Mountain Devil Anse and Rockhouse Hatfield & McCoy Trailheads

Trailhouse66 is located in the heart of the Hatfield and McCoy feud territory.

10.0 out of 10, Exceptional, (11)
"Nice clean house really enjoyed it"
Trailhouse66 is located in the heart of the Hatfield and McCoy feud territory.

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 €231
includes taxes & fees
18 Jul - 19 Jul
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

The Mate Creek House, The Mate Creek House

9.6 out of 10, Exceptional, (4)
"House was super nice and spotless. Great deal and location if Trail riding Hatfield McCoy Trails. Will definitely stay again"
The Mate Creek House, The Mate Creek House

Cute Little Whole House For Rent<br>Franklin’s Lodge

9.0 out of 10, Wonderful, (29)
"Great communication and supplied our needs"
Cute Little Whole House For Rent<br>Franklin’s Lodge
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 holiday rental in Pilgrim?

Yes, there are holiday rentals close to the most popular sights in Pilgrim, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pilgrim has to offer?

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking! : This holiday home rental outside of Pilgrim is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a patio and a garden.

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 wider area, you’ll find Williamson Memorial Fieldhouse and The Coal House.

What are holiday rentals like in Pilgrim?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pilgrim. Holiday rentals feature amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.