Vacation rentals in Pilgrim

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Top-rated vacation rentals in Pilgrim

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Guest favorite
A covered outdoor area features string lights overhead, creating a soft glow. A picnic table and two chairs are arranged within the space, surrounded by a decorative lattice. A small flower planter with blooming plants is visible in the foreground on the ground.
Cabin in Delbarton
4.94 out of 5 average rating, 51 reviews

Heaven on Hell Creek

Located just 3.5 miles from US-119, Heaven on Hell Creek is a cozy rental home perfect for trail riders. After an adventrous day of riding on the trails, enjoy a peacful stay at this 3-Bed Room, 2-Bath facility. Featuring a spacious carport area to store machines out of the weather, picnic table, Grill, Fire-pit with plenty of wood. This Trailhouse is 3.2 Miles from the Buffalo Mountain Trailhead of the Hatfield McCoy Trails & 30 seconds away from miles of outlaw trails! 5 minutes from food/gas!

Guest favorite
The exterior of the chalet features a two-story structure surrounded by lush greenery. A covered porch extends from the second level, and a staircase leads down to the landscaped yard. Pathways and railings create a welcoming access to the home.
Treehouse in Williamson
4.97 out of 5 average rating, 132 reviews

The Red Dog Chalet Couples Retreat w/ Hot Tub

Private parking area with a beautiful covered walking bridge that leads you to the beautiful getaway with a spiral staircase taking you to the 2nd story covered porch areas with a wraparound walking deck. Queen size loft bed. Kitchenette area on main floor. TV/WIFI. Enjoy the two person copper tub. Under the chalet, there is the private outdoor shower; hot tub and bed swing. Large firepit area with fire wood. Large 12ft x 12ft hammock behind fire pit area. Park Series charcoal grill outside.

Guest favorite
The exterior of a modern building is shown, featuring a dark metal facade with wood accents. Several doors with small square windows are visible, accompanied by outdoor seating. A wooden deck extends along the front, enhancing the inviting entrance.
Apartment in Lenore
5 out of 5 average rating, 25 reviews

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

Cozy 4 private unit suite-style retreat. Suite 2 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 favorite
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, 21 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 favorite
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, 49 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 favorite
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 out of 5 average rating, 71 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 favorite
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 favorite
A two-story house is shown, featuring a light-colored exterior with a pitched metal roof. The covered front porch is lined with rocking chairs. A lush green lawn surrounds the house, and trees are visible in the background, indicating a tranquil, natural setting.
Home in Williamson
4.95 out of 5 average rating, 20 reviews

River 2 Ridge Outfitters

Hello, River 2 Ridge Outfitters 3 BR, 2 Bath trail house. We can accommodate up to 12 people in beds. Full kitchen, LR, dining room, washer/dryer, garage, mud room, fire pit, SXS wash station, covered storage, and free WiFi. Perfect location in southern WV to ride/hike the beautiful mountains. We are approximately 1.5 miles from trails that link with HM Trail system (Buffalo Mtn)accessible from lodge, so you don’t have to trailer machines.Any questions please send us an inquiry.

Top guest favorite
Vacation home in Logan
4.99 out of 5 average rating, 104 reviews

Franklin’s Lodge. Cozy little home.

Nice little getaway. Most roads are ATV friendly. Close to 4 Hatfield and McCoy Off Road trails. Close to State Park, hiking, biking, kayaking, fishing, hunting, and much more. Plenty of parking. Pet friendly. Newly remodeled. Heat and A/C. Covered porches. Grill and firepit. Perfect getaway or daily rental. Neighbors are extremely friendly and helpful. Don't miss out! Close to many restaurants, grocery stores, and shopping. Delivery is available if you don't feel like driving.

Guest favorite
A charming cabin is set against a lush, green backdrop, featuring a red roof and stone-accented front porch. The porch is lined with wooden railings and includes a seating area. An American flag waves gently in front of a grassy lawn, inviting guests to enjoy the outdoors.
Cabin in Hagerhill
4.93 out of 5 average rating, 137 reviews

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.

Guest favorite
Home in Inez
5 out of 5 average rating, 11 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 favorite
A rustic cabin features a welcoming wooden facade with multiple large windows. A covered front porch with yellow seating is visible, surrounded by lush greenery. The entrance is flanked by steps leading up from a gravel path, inviting guests into a serene natural setting.
Cabin in Campton
4.97 out of 5 average rating, 212 reviews

Private 12 Acre Escape - Hot Tub, Firepit, Arcade

12 acres of peace and quiet in Campton. You can wander the trails, kick back by the firepit, or just take in the forest views. Evenings are for porch sunsets, hot tub stargazing, and the sound of birds all around. Inside, there’s a vintage Ms. Pac-Man for a little throwback fun. We’re about 15 miles from Red River Gorge, but it feels like you’ve got the whole place to yourself—no close neighbors, no traffic, just dark skies and starry nights.

Popular amenities for Pilgrim vacation rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Martin County
  5. Pilgrim