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Pilgrim Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Pilgrim vacation rentals

A black outdoor grill with a circular design, placed on a grassy lawn.

1. 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, (11 reviews)
"It was a peaceful and quiet place. Very clean and tidy. Has it's own driveway to park. The host was amazing, nice and very responsive."
United States
deborah j.
The price is AED 331
AED 519 total
includes taxes & fees
18 Nov - 19 Nov
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
A compact kitchen with white cabinets, a microwave, a stove, and a refrigerator. There is a dining table with chairs and a trash bin.

2. Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.4 out of 10, Exceptional, (16 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is AED 397
AED 704 total
includes taxes & fees
15 Nov - 16 Nov
Appalachian Hideaways Cabin #2
A hot tub with seating and a table, surrounded by a wooden deck and trees.

3. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (7 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is AED 699
AED 1,014 total
includes taxes & fees
10 Dec - 11 Dec
The Mountain Magnolia *Hot tub on private deck*
A covered outdoor deck with a grill, two chairs, and a table.

4. Inspiration Station

Inspiration Station
Pikeville
9.4 out of 10, Exceptional, (11 reviews)
"Everything was wonderful. It was peaceful and quiet. We loved the resident cat. Just a beautiful cabin and beautiful place! We will stay down here anytime we come to visit in the area."
United States
Susan
The price is AED 367
AED 598 total
includes taxes & fees
13 Nov - 14 Nov
Inspiration Station
A wooden deck with two chairs and a railing overlooking a forested area.

5. NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.

NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
Staffordsville
10.0 out of 10, Exceptional, (2 reviews)
"I booked this for my parents coming from Florida and the hosts were amazing, the place was perfectly clean, and they were excellent with communication!!! VERY HIGHLY RECOMMEND!!! Would 1,000% stay again!!!"
United States
Andrew
The price is AED 327
AED 437 total
includes taxes & fees
23 Nov - 24 Nov
NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
A rustic cabin surrounded by lush greenery and a fenced area.

6. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is AED 391
AED 1,297 total
includes taxes & fees
15 Nov - 16 Nov
The Boons Camp Cabin
A hallway with a patterned rug, a door with a sign, and a window with blinds.

7. Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (14 reviews)
"The house was very convenient to downtown area. Everything was clean and we really enjoyed our stay. We will definitely book again on our next trip!"
United States
Ashleigh g.
The price is AED 357
AED 622 total
includes taxes & fees
22 Nov - 23 Nov
Cozy Home in Heart of Prestonsburg
A covered deck with a grill, two chairs, and a table.

8. Wanderers Oasis

Wanderers Oasis
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Very quaint and quiet. Nice relaxing evening in the woods and mountains."
United States
Paul F.
The price is AED 331
AED 530 total
includes taxes & fees
2 Dec - 3 Dec
Wanderers Oasis
A covered deck with a grill, two chairs, and a table.

9. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Nice and cozy , we had a great time while in the area . Nice amenities for the price, was a wonderful stay. Thanks to the host for having us"
United States
Morris D.
The price is AED 272
AED 496 total
includes taxes & fees
15 Nov - 16 Nov
Modern Escape
A bathroom with a shower curtain depicting a forest scene with a cabin, bear, and birds.

10. Sheppard's Holler: Your WV Adventure Home

Sheppard's Holler: Your WV Adventure Home
lenore
10.0 out of 10, Exceptional, (6 reviews)
"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 AED 477
AED 973 total
includes taxes & fees
15 Nov - 16 Nov
Sheppard's Holler: Your WV Adventure Home
Two ATVs parked in front of a building with a metal roof and a garage.

11. 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, (18 reviews)
"Everything about the place was excellent! I have not one negative thing to say."
United States
Michael
The price is AED 419
AED 709 total
includes taxes & fees
1 Dec - 2 Dec
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
A white door with a window, a wall-mounted light switch, and a small potted plant on a stand.

12. Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.6 out of 10, Exceptional, (14 reviews)
"We found it to be a very clean, cozy, and quiet get-away!"
United States
Kimberly H.
The price is AED 248
AED 524 total
includes taxes & fees
22 Nov - 23 Nov
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
A wooden bench overlooking a river, surrounded by lush greenery and a stone wall.

13. 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, (48 reviews)
"Great place to stay very nice and very clean going to stay again later"
United States
Gary H.
The price is AED 625
AED 875 total
includes taxes & fees
13 Nov - 14 Nov
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
A wooden deck with red Adirondack chairs and a table, overlooking a town and mountains.

14. Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
8.6 out of 10, Excellent, (8 reviews)
"The house was very nice. We didn’t care for the neighborhood. The people that owned the house was nice and very helpful!!! "
United States
Linda P.
The price is AED 918
AED 1,557 total
includes taxes & fees
13 Nov - 14 Nov
Ryder's Retreat overlooking the city of Williamson!
A wooden cabin with a porch, a dog, and a person sitting on a swing.

15. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
10.0 out of 10, Exceptional, (2 reviews)
"This was a very convenient location to Pikeville. Check-in was easy and the cottage was very cute."
United States
Amanda F.
The price is AED 459
AED 795 total
includes taxes & fees
13 Nov - 14 Nov
Historic Cottage Near PMC, UPIKE and Arena
A wooden deck with a red umbrella, a black chair, and a table.

16. *The Decked out Den*

*The Decked out Den*
Delbarton
10.0 out of 10, Exceptional, (19 reviews)
"Excellent place to stay! Clean Cool,"
United States
Ryan Z.
The price is AED 459
AED 964 total
includes taxes & fees
1 Dec - 2 Dec
*The Decked out Den*
A cozy patio area with a wooden bench, a table, and chairs.

17. 2 miles from Buffalo Mountain Trail 8 Devil Anse

2 miles from Buffalo Mountain Trail 8 Devil Anse
Delbarton
9.6 out of 10, Exceptional, (15 reviews)
"Great place to stay really close to buffalo mountain trails along with outlaw trails. Plenty of places to eat near by will definitely stay here again"
United States
Brian D.
The price is AED 735
AED 1,150 total
includes taxes & fees
13 Nov - 14 Nov
2 miles from Buffalo Mountain Trail 8 Devil Anse
A large, historic house with a prominent turret, a fountain, and a well-maintained lawn.

18. Private 2BR Renovated Guest Suite in Historic Home with Kitchen

Private 2BR Renovated Guest Suite in Historic Home with Kitchen
Paintsville
The price is AED 430
AED 1,599 total
includes taxes & fees
13 Nov - 14 Nov
Private 2BR Renovated Guest Suite in Historic Home with Kitchen
A compact kitchen with wooden cabinets, a refrigerator, a microwave, and a sink.

19. 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
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay and will definitely stay here again. Wonderful house and host."
United States
Patricia L.
The price is AED 367
AED 778 total
includes taxes & fees
7 Dec - 8 Dec
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
An outdoor seating area with six metal chairs and a stone fire pit.

20. 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, (25 reviews)
"Excellent place to stay"
United States
Austin H.
The price is AED 367
AED 778 total
includes taxes & fees
3 Dec - 4 Dec
Papa Bear's Den!! “The perfect location to visit the trails”
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

Chief Logan Lodge

Chief Logan Lodge

10/10 Excellent
"NICE PLACE!"
Jeffrey 1-night trip
Posted 7 hours ago
Chief Logan Lodge

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?

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths: This vacation home rental near Pilgrim is located in the mountains and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Southern West Virginia Community Technical College - Williamson Campus and Loretta Lynn's Birthplace - Butcher Hollow.

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.