Holiday Rentals in Pilgrim

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Holiday Rentals in Pilgrim

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 €177
includes taxes & fees
10 Dec - 11 Dec
Appalachian Hideaways Cabin #2

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
Pikeville
10.0 out of 10, Exceptional, (9)
"I stayed here with my mom while visiting town, and we absolutely loved it! It was clean, cozy, and had plenty of space for the two of us. The location was quiet but still convenient to everything we needed. Would definitely stay here again! "
United States
Arielle D.
The price is €134
includes taxes & fees
7 Dec - 8 Dec
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Tiny Home on Wheels: Your Modern Escape Awaits"

2.0 star property
Pikeville
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
The price is €121
includes taxes & fees
7 Dec - 8 Dec
Tiny Home on Wheels: Your Modern Escape Awaits"

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 €166
includes taxes & fees
2 Dec - 3 Dec
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

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 €124
includes taxes & fees
8 Dec - 9 Dec
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

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 €183
includes taxes & fees
7 Dec - 8 Dec
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

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

Sarah Ann
10.0 out of 10, Exceptional, (13)
"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.
Papa Bear's Den!! “The perfect location to visit the trails”

Cozy studio on US 23 between Pikeville and Prestonsburg

2.0 star property
Harold
9.0 out of 10, Wonderful, (2)
"I have no complaints. The property was nice and comfortable. It was clean. The property manager was very easy to get ahold of and extremely. Would stay her again. "
United States
Zach S.
The price is €135
includes taxes & fees
2 Dec - 3 Dec
Cozy studio on US 23 between Pikeville and Prestonsburg

*The Decked out Den*

Delbarton
10.0 out of 10, Exceptional, (15)
"Excellent place to stay! Very cozy! Having the garage for side by sides was a huge plus! "
United States
SANDRA N.
The price is €216
includes taxes & fees
18 Dec - 19 Dec
*The Decked out Den*

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 €155
includes taxes & fees
2 Dec - 3 Dec
Cozy Home in Heart of Prestonsburg

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 €231
includes taxes & fees
8 Dec - 9 Dec
Sheppard's Holler: Your WV Adventure Home

The Boons Camp Cabin

Boons Camp
The price is €311
includes taxes & fees
2 Dec - 3 Dec
The Boons Camp Cabin

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 €161
includes taxes & fees
28 Dec - 29 Dec
The Nook in Downtown Pikeville

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

Delbarton
9.8 out of 10, Exceptional, (40)
"Very clean, had all of the amenities you would need, plenty of parking space, will definitely stay again"
United States
Brian L.
The price is €231
includes taxes & fees
2 Dec - 3 Dec
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

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 €277
includes taxes & fees
2 Dec - 3 Dec
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

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.
Ryder's Retreat overlooking the city of Williamson!

2 miles from Buffalo Mountain Trail 8 Devil Anse

Delbarton
9.6 out of 10, Exceptional, (8)
"The place was beautifully decorated and included all the amenities we needed. Stephanie was very responsive and helpful with any questions we had. We will definitely be staying here again."
United States
Amy L S.
The price is €302
includes taxes & fees
3 Dec - 4 Dec
2 miles from Buffalo Mountain Trail 8 Devil Anse

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

Chattaroy
9.8 out of 10, Exceptional, (8)
"This location was perfect for our big group! "
United Kingdom
Dion V.
The price is €246
includes taxes & fees
8 Dec - 9 Dec
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

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

Matewan
8.4 out of 10, Very good, (5)
"It' not worth it. I wish I would have heeded the negative reviews. "
United States
Amy D.
The price is €425
includes taxes & fees
2 Dec - 3 Dec
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

The Palace on Charles is the perfect vacation getaway.

Logan
The price is €814
includes taxes & fees
2 Dec - 3 Dec
The Palace on Charles is the perfect vacation getaway.
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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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, apart-hotels, 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 €134 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?

Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14: This holiday home rental outside of Pilgrim is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 The Coal House and Loretta Lynn's Birthplace - Butcher Hollow.

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.