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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Pilgrim Vacation Homes

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!
Enjoy al fresco dining with our outdoor barbecue grill, complete with a flat top surface and lid.

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

10.0 out of 10, Exceptional, (23)
"Very nice would stay again"
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Relax in a serene outdoor space with a picnic table and bench, surrounded by lush greenery and a charming wooden fence.

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
Papa Bear's Den!! “The perfect location to visit the trails”
Equipped with a sink, microwave, oven, and refrigerator, this kitchen offers ample space for meal preparation.

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

9.8 out of 10, Exceptional, (10)
"Stayed to ride sxs on trails easy access to trail system "
The price is CA $124
CA $283 total
includes taxes & fees
Aug 24 - Aug 25
Papa Bear's Den!! “The perfect location to visit the trails”
Rockhouse hillside retreat
Situated in a natural setting, this cabin features a front porch and a satellite dish on the roof.

Rockhouse hillside retreat

10.0 out of 10, Exceptional, (31)
"Was a clean and comfortable place to stay and ride SxSs.The only thing to watch for is I wouldn't suggest taking a trailer longer than 20', it's just super tight to turn around in. Great place to stay!"
Rockhouse hillside retreat
4 Bedroom home less than a mile to Hatfield/McCoy trails
Enjoy cooking in this kitchen with a sink, microwave, and ample storage.

4 Bedroom home less than a mile to Hatfield/McCoy trails

10.0 out of 10, Exceptional, (28)
"Cute little house! Drive way was steep with truck and trailer but overall no complaints!"
4 Bedroom home less than a mile to Hatfield/McCoy trails
Ryder's Retreat overlooking the city of Williamson!
Enjoy cooking in this well-equipped kitchen with a central island, microwave, stove, and refrigerator.

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."
Ryder's Retreat overlooking the city of Williamson!
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Stunning interior space with a grand staircase, ornate chandelier, and polished marble floor.

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

9.6 out of 10, Exceptional, (10)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
Relax by the pool surrounded by lounge chairs and a table.

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

9.6 out of 10, Exceptional, (21)
"We really enjoyed our stay. The home was extremely spacious for all of us. The home was extremely clean And Welcoming when you enter. We will Definitely lease this property again on our next trip. "
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
Luxury Estate nestled atop stunning mountaintop golf course!
Relax in this inviting space with a grand staircase, arched window, and cozy seating area.

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!
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
Compact kitchen with appliances, cabinetry, and a small dining area.

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 CA $141
CA $258 total
includes taxes & fees
Aug 11 - Aug 12
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Relax in this inviting space with a sofa, chair, and small table, perfect for socializing or unwinding.

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

4.0 out of 10, (1)
"It' not worth it. I wish I would have heeded the negative reviews. "
The price is CA $236
CA $513 total
includes taxes & fees
Aug 11 - Aug 12
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Stunning two-story home with a charming entrance, complete with a welcoming porch and a beautiful wreath on the door.

'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!
Cute Little Whole House For Rent<br>Franklin’s Lodge
Enjoy cooking in this kitchen with a gas stove, microwave, and refrigerator, plus a ceiling fan and window with a view.

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
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Cozy cabin-style bedroom with two single beds, each with a white bedspread and a decorative pillow.

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

10.0 out of 10, Exceptional, (5)
"Clean and very roomy."
The price is CA $124
CA $283 total
includes taxes & fees
Aug 24 - Aug 25
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
The Mate Creek House, The Mate Creek House
Relax in the serene outdoor seating area surrounded by a white fence, featuring Adirondack chairs for your comfort.

The Mate Creek House, The Mate Creek House

9.6 out of 10, Exceptional, (5)
"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
Unit C: 20 Sec Ride to Trails, Sleeps 8!
Efficient kitchen with sink, coffee maker, microwave, and refrigerator, perfect for meal preparation and dining.

Unit C: 20 Sec Ride to Trails, Sleeps 8!

9.6 out of 10, Exceptional, (4)
"Enjoyed the hot tub and the seclusion."
Unit C: 20 Sec Ride to Trails, Sleeps 8!
Cozy trail house at the Hatfield McCoy Trails
Relax in a serene outdoor seating area surrounded by Adirondack chairs and a central fire pit.

Cozy trail house at the Hatfield McCoy Trails

10.0 out of 10, Exceptional, (40)
"The kids loved the house and the pingping and darts. The house was beautiful. "
Cozy trail house at the Hatfield McCoy Trails
11 bed 7 bath large home and able to ride right from the home to the HMT trails
Stunning two-story home with a charming covered porch, white columns, and a gabled roof.

11 bed 7 bath large home and able to ride right from the home to the HMT trails

2.0 star property
10.0 out of 10, Exceptional, (1)
11 bed 7 bath large home and able to ride right from the home to the HMT trails
Creekside Lodge: 10 Sec Ride to Trail, Sleeps 10!
Relax on the deck with comfortable seating for all, surrounded by a serene natural landscape.

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

9.4 out of 10, Exceptional, (29)
"Close to trails, gas and car wash. "
Creekside Lodge: 10 Sec Ride to Trail, Sleeps 10!
*The Decked out Den*
Enjoy cooking in this well-equipped kitchen with a Whirlpool oven, dishwasher, and stainless steel sink.

*The Decked out Den*

10.0 out of 10, Exceptional, (11)
"House was great, very clean, exactly as advertised, close and easy access to trails and dining. Will stay again. "
The price is CA $206
CA $415 total
includes taxes & fees
Aug 26 - Aug 27
*The Decked out Den*
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

Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

10/10 Excellent
"The staff was terrific!"
Patrick 1-night trip
Posted 4 days ago
Comfort Suites Prestonsburg West