Pilgrim Holiday Rentals

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Our top choices for Pilgrim holiday rentals

Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.6 out of 10, Exceptional, (12)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is NZ$348
includes taxes & fees
7 Jan - 8 Jan
Appalachian Hideaways Cabin #2

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

Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Sarah Ann
10.0 out of 10, Exceptional, (7)
"We throughly enjoyed our stay. Gary is an excellent host. We’ll definitely stay again when we are in the area. "
United States
Jessica R.
The price is NZ$356
includes taxes & fees
7 Jan - 8 Jan
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

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, (2)
"Great spot cabin had everything we needed and was a short drive from the buffalo mountain trail head. Would gladly stay there again. Host was very nice and is local to the cabin. "
United States
Carson G.
The price is NZ$232
includes taxes & fees
7 Jan - 8 Jan
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

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, (14)
"The house is a great location to trail ride. Ample space for our group of 9. There was a hornet nest on the side of the house but Gary was quick to take care of it. We would stay here again. "
United States
Kelly C.
The price is NZ$356
includes taxes & fees
7 Jan - 8 Jan
Papa Bear's Den!! “The perfect location to visit the trails”

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
9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is NZ$324
includes taxes & fees
8 Jan - 9 Jan
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
2.0 star property
Pikeville
9.8 out of 10, Exceptional, (10)
"Owners were great and very accommodating "
United States
Sarah F.
The price is NZ$253
includes taxes & fees
8 Jan - 9 Jan
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Sheppard's Holler: Your WV Adventure Home

Sheppard's Holler: Your WV Adventure Home
lenore
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!"
United States
Christy
The price is NZ$451
includes taxes & fees
7 Jan - 8 Jan
Sheppard's Holler: Your WV Adventure Home

Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg
2.0 star property
Harold
9.4 out of 10, Exceptional, (3)
"Our host stayed in good contact and the place was very cute and felt super comfortable. We were very happy with our stay :)"
United States
Lacy S.
The price is NZ$262
includes taxes & fees
11 Jan - 12 Jan
Cozy studio on US 23 between Pikeville and Prestonsburg

*The Decked out Den*

*The Decked out Den*
Delbarton
10.0 out of 10, Exceptional, (15)
"Great place to stay, conveniently located to ATV trailheads."
United States
Jeff B.
The price is NZ$421
includes taxes & fees
7 Jan - 8 Jan
*The Decked out Den*

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
9.8 out of 10, Exceptional, (9)
"We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. "
United States
Tracey N.
The price is NZ$303
includes taxes & fees
7 Jan - 8 Jan
Cozy Home in Heart of Prestonsburg

Tiny Home on Wheels: Your Modern Escape Awaits"

Tiny Home on Wheels: Your Modern Escape Awaits"
2.0 star property
Pikeville
10.0 out of 10, Exceptional, (7)
"Great Place for a quick get away, hot shower! Would definitely stay again!"
United States
Justin G.
The price is NZ$225
includes taxes & fees
8 Jan - 9 Jan
Tiny Home on Wheels: Your Modern Escape Awaits"

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, (41)
"Amazing place close to Hatfield and McCoy trail systems and local places to eat, will highly stay again "
United States
Douglas H.
The price is NZ$445
includes taxes & fees
7 Jan - 8 Jan
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

The Nook in Downtown Pikeville

The Nook in Downtown Pikeville
Pikeville
9.0 out of 10, Wonderful, (4)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
United States
Dyana F.
The price is NZ$315
includes taxes & fees
8 Jan - 9 Jan
The Nook in Downtown Pikeville

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

Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
Chattaroy
9.8 out of 10, Exceptional, (9)
"Great spot, really enjoyed our stay."
United States
Seth W.
The price is NZ$481
includes taxes & fees
7 Jan - 8 Jan
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
2.0 star property
Pikeville
8.8 out of 10, Excellent, (6)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
United States
Lyle G.
The price is NZ$297
includes taxes & fees
9 Jan - 10 Jan
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is NZ$592
includes taxes & fees
7 Jan - 8 Jan
The Boons Camp Cabin

Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
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."
United States
Michael K.
The price is NZ$501
includes taxes & fees
7 Jan - 8 Jan
Ryder's Retreat overlooking the city of Williamson!

Suite 3 South Williamson, Ky HMT 10

Suite 3 South Williamson, Ky HMT 10
South Williamson
10.0 out of 10, Exceptional, (2)
"Location was great for our needs. Nice accomodations"
United States
Anonymous traveller
Suite 3 South Williamson, Ky HMT 10

RV Site 8 Camper - Hatfield McCoy Trails

RV Site 8 Camper - Hatfield McCoy Trails
Wilkinson
The price is NZ$262
includes taxes & fees
7 Jan - 8 Jan
RV Site 8 Camper - Hatfield McCoy Trails

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)
"Check in and out went very smoothly. Restaurant downstairs serves delicious food. Apartment was as advertised. We will plan to stay there again. "
United States
Carla R.
The price is NZ$542
includes taxes & fees
7 Jan - 8 Jan
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
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

Find out more about Pilgrim

Everything you need to know about Pilgrim holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pilgrim holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pilgrim holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pilgrim holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pilgrim holiday rentals we have selected for you start as low as NZ$253 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pilgrim rentals

At Expedia, we put the best Pilgrim holiday 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 holiday.

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 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?

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! : This holiday home rental outside of Pilgrim offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

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.