Holiday rentals in Pilgrim

5 out of 5 average rating, 4 reviews

Cabin in Inez

Black Bear Cabin

Stay on the quieter side of the trails! Unique log cabin nestled remotely mountains of Eastern Kentucky on 140 acres. This 1800’s style cabin was built with logs harvested from this area but updated with those modern amenities we can’t live without. The cabin is furnished with furniture and details from local artisans showcasing the talent of eastern Kentucky. Hike or ride your ATV along the trails or just relax on the porch or by the fire pit! You will need 4WD or AWD to access this cabin.

5 out of 5 average rating, 21 reviews

Flat in Lenore

Hidden Jewell Studio Suite 1 - 2BD/1BA on Outlaws

Cozy 4 private unit suite-style retreat sleeps 15 w/ full bathrooms, kitchenettes & comfy temperpedic beds. Located right on the Outlaws - no trailering - that connect to HMT, just minutes from the historic Dingess Tunnel - "America's Bloodiest Tunnel" Enjoy fishing at Laurel Lake that's stocked w/ fish. Outdoors unwind by the firepit, grill & picnic area under the stars. Large parking lot for trucks & trailers. A serene escape w/ a touch of history & lots of adventure *Tablet available to rent

4.87 out of 5 average rating, 54 reviews

Home in Blaine

The Yellow House

Getaway on this 300+ (with 700+ available nearby) acre working farm. Explore pastures, woodlands, rock cliffs and beautiful vistas while looking for wildlife (hiking has some restrictions during deer season) . Enjoy a picnic or evening fire listening to whip poor wills at the campground located on the property; or have a peaceful cup of coffee on the porch. Traveling with your horse /ATV, ask about available stall and trail access. Located between Paintsville, Yatesville and Grayson lakes.

4.92 out of 5 average rating, 12 reviews

Home in Sprigg

3 Bedroom- 2 Full Bath Cozy home

Relax with the whole family or all your friends. Ranch style house located next to miles of OUTLAW Trails. Sleeps 8, 3 Bedrooms & 2 full baths and sofa bed. Fully stocked Kitchen. Laundry room. Spacious outdoor living with beautiful view of creek for fishing. HUGE private parking 5-6 trucks & trailers. 12 miles from the Historic Dingess Tunnel. Williamson, WV 15 miles -both Buffalo Mt Trails Delbarton, WV 9 miles to Hatfield McCoy Trails Dollar General, Gas Station, Pizza Rest. - .5 miles

Guest house in Huntington

4.95 out of 5 average rating, 973 reviews

Cozy 1 bedroom small house/apt

Welcome & thank you for checking out our place! We are within short driving distance to: Marshall University, Cabell Huntington Hospital or St. Mary's, the Huntington Mall The place is small, quaint and cozy, offers a full kitchen, comfy bed, we live close to a highway so there is some traffic and our driveway is at a incline we are in a protected area which is near the city and on a bus line. Also, our Wi-Fi is FAST!! Stay with us; voted the most desired AirBnB in Huntington in 2018!

4.99 out of 5 average rating, 103 reviews

Home in Wellington

Luxury Cliffside Hammock House

Escape to a modern luxury hammock oasis: with cozy indoor & outdoor loft-net hammocks, memory foam beds with MyPillow pillows for supreme comfort, and MyPillow towels enhancing the spa-like bathrooms featuring rainfall showers and body jets. Adventure awaits with a private trail into Daniel Boone National Forest, a hot tub, and a pool table. This space isn't just a stay but an experience, designed for those seeking luxury, comfort, and a touch of adventure. Not Suitable for children.

5 out of 5 average rating, 9 reviews

Cabin in Pikeville

Backwoods Bungalow

Backwoods Bungalow at Harvey's Hideaway Haven is a rustic retreat designed to bring you closer to nature while offering the comforts of modern living. Immersed in nature, surrounded by the beauty of the wilderness. While this offers a peaceful escape, please be aware that you may encounter local wildlife, including bugs, bees, frogs and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena.

Place to stay in Williamson

4.99 out of 5 average rating, 87 reviews

The Red Dog Cottage In The Woods w/ Hot Tub

Private parking with a 30ft walking bridge overlooking a water stream to lead you to the cottage. Queen bedroom downstairs; spiral staircase takes you to your loft queen bedroom; one full bath; full kitchen; TV/WIFI; indoor loft hammock; wrap around covered porch; tree covered outdoor shower area with hot tub; covered dining back porch. Large fire pit area with dried fire wood. Large 12ft x 12ft outdoor hammock beside fire pit. Park Series charcoal grill outside.

4.95 out of 5 average rating, 115 reviews

Cabin in Hagerhill

Spacious 3 bedroom cabin with hot tub

Located in Paintsville, Kentucky. Gather around the wood fireplace and enjoy a game of pool. There are 2 smart tv's to binge your favorite shows on. Or unplug and and take in the sights on the wrap around porch with a good book. Enjoy the outdoor kitchen and firepit, then hop in the 8-person hot tub. located just 5 minutes from hiking trails, Paintsville lake state park and golf course, and local eateries . Walmart is conveniently only 8 minutes away.

Holiday home in Prestonsburg

4.98 out of 5 average rating, 123 reviews

The Burg

Enjoy local venues, The MAC, Planetarium, Jenny Wiley Lake, 1620 Distilling Company, hiking, biking, wildlife, local artisans and crafts. Home to Loretta Lynn's, Butcher Holler. Civil War History. Close to downtown shopping, walking distance to dining, coffee shops, and bakery. There are 2 rather short flights of stairs to access this unit.

5 out of 5 average rating, 27 reviews

Cabin in Davella

Blue Moon at Airport Cottages

Blue Moon is a featured cottage available at Big Sandy Regional Airport. Conveniently located close to Jenny Wiley State Park. Just a short distance from Inez, Paintsville and Prestonsburg. Take it easy at this unique and tranquil getaway. Enjoy the mountains of Eastern Kentucky with us and all things local 💙

4.98 out of 5 average rating, 221 reviews

Cabin in Louisa

Workman's Wildlife Haven

Vacation cabin (800 SF), secluded on 300 acre farm, hiking trails, wildlife viewing, 3 fishing ponds, 2 picnic areas, great scenery located in hills of eastern Kentucky. Fully furnished with wood burning fireplace, 1 bunk bed, 1 Queen Size bed/mattress, (sleeps 4). Nightly.

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Popular amenities for Pilgrim holiday rentals

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Other great holiday rentals in Pilgrim

4.82 out of 5 average rating, 11 reviews

Cabin in Delbarton

"The Cabin"

ShannonRating, 5 stars2 months ago

Great value and very friendly owners...on a pretty creek and firewood provided. Right next to the trails however it is on a main road. The back is very private.

5 out of 5 average rating, 23 reviews

Home in Delbarton

Relaxing stay at Creekside Lodge

JeffreyRating, 5 stars2 weeks ago

The place was great for our group of trail riders. Enough room to park two long trailers with good driving skills. Close to buffalo mountain trails and miller creek outlaw trails.

5 out of 5 average rating, 36 reviews

Home in Inez

Luxury Creekside Cottage

StephanieRating, 5 stars6 days ago

Beautiful gem in a quiet little town!

4.81 out of 5 average rating, 31 reviews

Home in Williamson

The Coal Miners Daughter

TaylorRating, 5 stars1 month ago

This place was the best! The driveway leads you right to it and you’re in your own space. SO private and peaceful! The house was very clean. And was minimalistic yet had everything we needed!! Plenty of parking space. Firewood for a fire. WiFi worked! Homey all around. We will definitely come back asap. 🙂

Tiny home in Forest Hills

5 out of 5 average rating, 8 reviews

Creekside Tiny Home w/Kitchen - Walk to Distillery

RajRating, 5 stars1 week ago

Great place if you happen to be in the area. Sarah was super responsive. Place is stocked with snacks, coffee, and other amenities. Highly recommend

4.91 out of 5 average rating, 57 reviews

Home in Williamson

Samuel’s Hilltop ATV Lodging, LLC

BrianaRating, 5 stars4 weeks ago

I stayed for three weeks to do some work in the area. My co-worker and I enjoyed the easy access to Williamson. The home was even more spacious than the photos could show. The home was well stocked for our long stay and very clean. The beds were so comfy! Roger was a very friendly and gracious host. He was right next door when we had questions but he was also very responsive to messages. As an added amenity, he has a young Pyrenees who greeted us every morning and was the absolute sweetest! When we return for more work, we hope to stay here again!

5 out of 5 average rating, 17 reviews

Cabin in Fort Gay

Mill Creek Cabin

OwenRating, 5 stars2 months ago

This place was a grand slam for our family ! Checked all the boxes. Our kids had a blast playing in the little brook that runs through the property and the freedom of the large yard. Darrell has it setup perfectly for bbq on nice covered porch relaxing in the mountain air . Not to mention riding to the trail system from there made it easier than we could have imagined. Thank you for having us.