Pilgrim Vacation Rentals

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Vacation Rentals in Pilgrim

Hatfield McCoy Trails! Newly renovated 3 bedroom house with ATV trail access.
Fridge, microwave, oven, stovetop
Hatfield McCoy Trails! Newly renovated 3 bedroom house with ATV trail access.
9.8 out of 10, Exceptional, (26)
"The property has easy access to multiple trail systems. It is a very clean place to stay. The hosts are very polite and friendly and always are quick to respond if you need anything. Will definitely stay again."
Hatfield McCoy Trails! Newly renovated 3 bedroom house with ATV trail access.
Mountain Laurel House
Exterior
Mountain Laurel House
10.0 out of 10, Exceptional, (32)
"We loved staying in the lodge. Everything you need is there"
Mountain Laurel House
Jmeez cabin rentals
Exterior
Jmeez cabin rentals
8.6 out of 10, Excellent, (8)
"Property was clean and worked well for our needs. Only issue we had is there were no blankets for beds or sheets for pullout"
The price is $125
$219 total
includes taxes & fees
Jun 16 - Jun 17
Jmeez cabin rentals
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Large 4BR Buffalo Mountain Retreat in Williamson
Shower, hair dryer, towels, soap
Large 4BR Buffalo Mountain Retreat in Williamson
9.6 out of 10, Exceptional, (19)
"We had a great time. The house is beautiful and very spacious. Location is perfect because it’s close to everything. Neighbors were very nice! Host was super nice and very accommodating. We will definitely come back and stay again! Dirt Days was a lot of fun for us and my nephews. The vendors were very friendly. The town has a lot of cool history."
Large 4BR Buffalo Mountain Retreat in Williamson
A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus and 2 Baths
Outdoor dining
A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus and 2 Baths
9.8 out of 10, Exceptional, (10)
"We were in the area to ride sxs."
A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus and 2 Baths
4 Bedroom home less than a mile to Hatfield/McCoy trails
Fridge, microwave, oven, stovetop
4 Bedroom home less than a mile to Hatfield/McCoy trails
10.0 out of 10, Exceptional, (23)
"Great place and hosts. Super close to what we needed. Would definitely book again in the future!"
4 Bedroom home less than a mile to Hatfield/McCoy trails
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Exterior
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
10.0 out of 10, Exceptional, (14)
"The most clean rental I’ve ever been in. Loved the authenticity of the home."
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Ryder's Retreat overlooking the city of Williamson!
Fridge, microwave, stovetop, coffee/tea maker
Ryder's Retreat overlooking the city of Williamson!
7.0 out of 10, Good, (2)
"Parking will hold 4 trucks with trailers and this includes on street parking and the gravel parking area. We had to park a car on the trailer so we had room for the side by sides to park in the gravel area. There is no privacy other than bathrooms. The house otherwise was clean and held 10 guests. There are alot of run down or abandoned properties right around the area. There was alot of late night traffic."
Ryder's Retreat overlooking the city of Williamson!
Newly est. cabin close to trails, gas and great food!
Smart TV
Newly est. cabin close to trails, gas and great food!
10.0 out of 10, Exceptional, (23)
"Everything was nice. The owners were friendly and helpful. Location was great. The only thing negative was that the house needed dusting. Maybe no one had stayed there in a while."
Newly est. cabin close to trails, gas and great food!
Appalachian Hideaways
Exterior
Appalachian Hideaways
10.0 out of 10, Exceptional, (1)
"We had a great time. Everything was very clean and owner was very helpful anyway she needed to be. If we ever go back that way we would stay here again!!"
Appalachian Hideaways
Creekside ATV Lodge. Newly Renovated, sleeps 10. Direct Access to trail 31 & 32
Property grounds
Creekside ATV Lodge. Newly Renovated, sleeps 10. Direct Access to trail 31 & 32
8.8 out of 10, Excellent, (13)
"Nice spot to rest your head in between trail activities. Trail access right down the street. Everything worked in the home and it was pretty clean. Planning on booking again next year."
The price is $180
$336 total
includes taxes & fees
Jun 26 - Jun 27
Creekside ATV Lodge. Newly Renovated, sleeps 10. Direct Access to trail 31 & 32
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Smart TV
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
9.8 out of 10, Exceptional, (27)
"Had a great time and was very close to the trail house was clean and very nice for oir group."
The price is $189
$284 total
includes taxes & fees
Jun 16 - Jun 17
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Turkey Creek Retreats
Exterior
Turkey Creek Retreats
10.0 out of 10, Exceptional, (21)
"We rented this house to join friends on a sxs trip. It was a cute cozy home and great location! The owners were very nice! Thanks, Tina for allowing us to stay in your home!"
Turkey Creek Retreats
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
Fridge, oven, stovetop
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
10.0 out of 10, Exceptional, (4)
"Out of the city, but close to major roads. So getting around is very convenient. My only real issue was: no ceiling fans. But the a/c works just fine in lieu. Better value and more space than local hotels."
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
The Red Dog Chalet Couples Retreat w/ Hot Tub
Interior
The Red Dog Chalet Couples Retreat w/ Hot Tub
10.0 out of 10, Exceptional, (2)
"Beautiful place & close HMT & outlaw trails. Highly recommended"
The Red Dog Chalet Couples Retreat w/ Hot Tub
Hatfield McCoy Trails, Buffalo Mountain. 1/2 mile to Devil Anse, Buffalo trail
Property grounds
Hatfield McCoy Trails, Buffalo Mountain. 1/2 mile to Devil Anse, Buffalo trail
9.6 out of 10, Exceptional, (8)
"11 stars out of 10, nicest people you will ever meet , clean, very comfortable beds, we will definitely be back, the owners became our friends loved learning the history of coal mining"
The price is $125
$189 total
includes taxes & fees
Jun 16 - Jun 17
Hatfield McCoy Trails, Buffalo Mountain. 1/2 mile to Devil Anse, Buffalo trail
Appalachian luxury log cabin at Billy Goat Mountain Village
Property grounds
Appalachian luxury log cabin at Billy Goat Mountain Village
10.0 out of 10, Exceptional, (19)
"Nice place to stay. Owner was nice snd friendly and showed me around. This was our first trip to the Hatfield McCoy trails and even though it rained the whole time. We still had a blast"
Appalachian luxury log cabin at Billy Goat Mountain Village
Rosie's Roadhouse next to Buffalo Mtn. Trailhead
Property grounds
Rosie's Roadhouse next to Buffalo Mtn. Trailhead
10.0 out of 10, Exceptional, (15)
"It was really a beautiful place clean nice porches. Everything loved it."
Rosie's Roadhouse next to Buffalo Mtn. Trailhead
Jmeez cabin rentals
Exterior
Jmeez cabin rentals
10.0 out of 10, Exceptional, (4)
"Just what we needed for a weekend riding the trails. A place to sleep and shower."
The price is $125
$189 total
includes taxes & fees
Jun 16 - Jun 17
Jmeez cabin rentals
New 3 Bdrm unit w/ great location & ex. amenities
3 bedrooms, desk, iron/ironing board, WiFi
New 3 Bdrm unit w/ great location & ex. amenities
9.8 out of 10, Exceptional, (9)
"This was our third stay here. The property is clean, well-located and comfortable. The Host is very nice and communication is excellent."
The price is $199
$260 total
includes taxes & fees
Jun 16 - Jun 17
New 3 Bdrm unit w/ great location & ex. amenities
Don't see what you're looking for?
See all available properties in Pilgrim
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.

Other types of properties in Pilgrim you may be interested in

The Landmark Hotel
Lobby
The Landmark Hotel
3.5 star property
8.4 out of 10, Very Good, (657)
"This is an affordable option that provides great value for money…"
The price is $89
$102 total
includes taxes & fees
Jun 16 - Jun 17
The Landmark Hotel
Ramada Hotel & Conference Center by Wyndham Paintsville
Lobby
Ramada Hotel & Conference Center by Wyndham Paintsville
2.5 star property
8.6 out of 10, Excellent, (398)
"I had two great nights of sleep in a very quiet room. It was dark long after daybreak, thanks to excellent curtains."
The price is $111
$122 total
includes taxes & fees
Jul 7 - Jul 8
Ramada Hotel & Conference Center by Wyndham Paintsville
Hampton Inn Pikeville
Exterior
Hampton Inn Pikeville
2.5 star property
9.2 out of 10, Wonderful, (411)
"Beautiful property and wonderful customer service. I highly recommend."
The price is $140
$160 total
includes taxes & fees
Jun 23 - Jun 24
Hampton Inn Pikeville
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.

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 $125 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?

Trailhouse66 is located in the heart of the Hatfield and McCoy feud territory.: This vacation home near Pilgrim is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

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.

Recent reviews of Pilgrim properties
Expedia verified reviews

Brookshire Inn

Brookshire Inn

5/5 Excellent
"New hardtop around the area. Friendly check in lady."
A verified traveler stayed at Brookshire Inn
Posted 2 days ago
Brookshire Inn