Vacation rentals in Pilgrim

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Top-rated vacation rentals in Pilgrim

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Superhost
A single-story home is depicted from the front, featuring a welcoming porch with wooden steps. Large windows are adorned with dark shutters, allowing natural light inside. Surrounding greenery complements the exterior, and a gentle hillside is visible in the background.
Home in Williamson
4.86 out of 5 average rating, 29 reviews

Lil’ Owls Hideout

Located in Chattaroy, WV., Outside of Williamson, WV. 25 Mins from Matewan, WV. We are about 4.4 miles from the Buffalo Mountain Trail Head, access to Buffalo Moutain Trail 10 (WV Swing Overlook) is about 3.5 Miles away & Trail 12 about 3 Miles. About 2 Miles from Outlaw trails. Access to Devil Anse & Rockhouse Trails. The closest gas station is less than 3 miles away, who sells Hatfield & McCoy Trail passes. We are less than 5 Miles away from Shopping, Restaurants, & additional Gas Stations.

Top guest favourite
A modern fireplace is set against a backdrop of light gray walls, featuring a white mantel with a decorative 'welcome' sign. Built-in benches flank the fireplace, providing additional seating space. The flooring utilizes a warm wood tone, adding comfort to the room.
Home in Varney
4.95 out of 5 average rating, 102 reviews

Miss Piggy’s Farmhouse HMT Trailhouse Rental

Peacefully located between Buffalo Mountain Trail and Devil Anse Trail at Varney, WV. Newly Renovated, Farmhouse Style, very clean, spacious. Backyard -porch, Outdoor Firepit, Blackstone Grill Front yard - large lighted porch w/ dining area Bedroom 1 - King Bed with Masterbath Bedroom 2- Queen Bed Bedroom 3 - Queen Beds 2nd Bathroom - Full Bathroom Living Room 1- Sofa Living Room 2- Sofa bed w/ 2- twin beds Washer & Dryer Full Kitchen Keurig ,Stove,Oven,Microwave, Toaster, Dishwasher

Guest favourite
A sleek exterior view of a modern building showcases a dark metal facade with wooden trim. Individual entrances are visible, each framed by large windows. Black chairs are positioned on the wooden deck, creating inviting spots to relax and enjoy the outdoors.
Apartment in Lenore
4.93 out of 5 average rating, 30 reviews

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

Cozy 4 private unit suite-style retreat. Suite 1 sleeps 4 w/ full bathroom, kitchenette & comfy temperpedic beds. Located right on the Outlaws - no trailering - connects to HMT & minutes from the historic Dingess Tunnel - "America's Bloodiest Tunnel" Enjoy fishing at Laurel Lake. 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 *Local guide available

Guest favourite
A ranch-style house is set within a landscaped yard, featuring a welcoming sign at the entrance. Large windows on either side of the front door provide natural light, while the structure showcases a mix of wood and white siding under a sloped metal roof.
Home in Sprigg
4.95 out of 5 average rating, 22 reviews

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 favourite
A spacious geodesic dome interior showcases a cozy sleeping area with a large bed, surrounded by textured bedding. Natural light fills the space through large windows, revealing lush greenery outside. Additional furnishings include a mirror, a wooden dresser with various items, and a patterned rug accentuating the floor.
Dome in Tazewell County
4.96 out of 5 average rating, 54 reviews

The Starlite

The Starlite at Ruakh is a private luxury geodesic dome tucked along the edge of the woods on our 87-acre farm in Tazewell County, Virginia. Designed for quiet getaways, slow mornings, clear night skies, and time by the fire, this 500-square-foot dome blends the comfort of a thoughtfully finished stay with the feeling of being close to the land. Inside, you will find a king bed, modern comfort, a private bathroom, heating and air, and the kind of details that make the stay feel intentional.

Top guest favourite
A custom hanging bed is framed by a nature mural featuring tall trees, creating a serene ambiance. Soft bedding and decorative pillows add comfort. A sliding glass door leads to a private deck with seating, allowing for views of the lush surroundings.
Home in Inez
5.0 out of 5 average rating, 75 reviews

Luxury Creekside Cottage

Come soak up nature and get away from the hustle and bustle, check the completely remodeled cottage in downtown Inez, Ky The vacation rental features a luxurious interior, a spacious deck, and awe-inspiring views of the mountainous landscape. Spend your days walking the trails, hiking or riding ATV’s through the mountains. For a more relaxing adventure, take a short ride for the best elk viewing in the state. Sleeps 8 guests; 2 bedrooms; 1 Bathroom; https://www.airbnb.com/slink/VNxk38u6

Guest favourite
A single-story home is shown with a welcoming front porch supported by wooden posts. Two chairs are positioned on the porch, overlooking a grassy area surrounded by trees. Large windows provide natural light to the interior, enhancing the home's connection to the outdoors.
Home in Williamson
4.87 out of 5 average rating, 47 reviews

The Coal Miners Daughter

We would love to welcome you to our home in the mountains! Come enjoy a thrill seeking adventure then relax in the tranquility of your private home. Located at 717 Ruth Trace. Near Delbarton WV and 14mi town of Williamson WV. Trail riders can ride directly from the house to Buffalo Mountain Trails. Trail 14 is 7mi and 9mi to the trail head. Outlaws trails 1mi from home. Other info: spacious parking, 3bd home,2bd Queen,1bd dbl bunks(full bottom/twin tops) full kitchen,wifi,pet friendly :)

Guest favourite
A spacious living area features a comfortable brown leather sofa and a circular chair. A 58" TV is mounted on the wall, accompanied by a wooden entertainment unit. Natural light filters through sheer curtains, and decorative artwork is displayed on the walls.
Home in Prestonsburg
4.94 out of 5 average rating, 143 reviews

The Shotgun House

Enjoy your stay at the Shotgun house located in the heart of Prestonsburg within walking distance to a popular restaurant and downtown shopping. This cozy house offers a 58" TV and playstation in the living and also a 50" TV in the bedroom. Relax outside on a covered porch and enjoy the occasional local live music. Located close to the Prestonsburg Passage Trail, Mountain Arts Center, Middle Creek National Battlefield, Pikeville Exp Center and a short drive to the Red River Gorge.

Guest favourite
The cottage stands nestled among trees, with a welcoming exterior illuminated by soft lighting at dusk. A well-kept walkway leads to double glass doors framed by inviting outdoor seating areas, creating an accessible entry point to the home.
Place to stay in Williamson
4.98 out of 5 average rating, 127 reviews

The Red Dog Cottage In The Woods w/ Hot Tub

Private parking with a 30ft covered 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 covered hot tub; covered dining back porch. Large fire pit area with dried fire wood. Large 12ft x 12ft outdoor hammock behind fire pit. Park Series charcoal grill outside.

Guest favourite
Home in Inez
5.0 out of 5 average rating, 15 reviews

The Mountain Magnolia *Hot tub on private deck*

Step into bold industrial‑modern style with warm, comfortable furnishings that make relaxing effortless. This cozy home is packed with amenities! Featuring a private back deck complete with a steaming hot tub, charcoal grill, and outdoor sectional couch and chairs, perfect for unwinding under the trees. Designed for style and comfort, it’s an ideal retreat for couples, families, friends, or anyone craving a mountain getaway in a peaceful setting.

Top guest favourite
Cabin in Wellington
4.96 out of 5 average rating, 117 reviews

Slow Motion Hideaway Cave Run Lake/RRG - hot tub!

Breathe deep. Slow down. Stay awhile. Slow Motion Hideaway is a cozy A-frame cabin tucked in Kentucky’s Daniel Boone National Forest, just minutes from Cave Run Lake and close to Red River Gorge. Hike, kayak, ride ATVs, or spend the day on the water—or curl up with a good book and never leave the cabin. A quiet place to reconnect—with the woods, with your people, or with yourself.

Top guest favourite
The living area showcases a wood-paneled interior with a dining table and chairs adjacent to two cozy sofas. A television is positioned for easy viewing, and various decorative items, including mounted wildlife, are displayed on the walls and shelves, creating a rustic atmosphere.
Cabin in Louisa
4.98 out of 5 average rating, 295 reviews

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.

Popular amenities for Pilgrim vacation rentals