Vacation rentals in Pilgrim

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Top-rated vacation rentals in Pilgrim

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Cabin in Campton

5 out of 5 average rating, 56 reviews

Blue Cedar Skydeck - Rooftop Golf, Sauna, Hot Tub

Experience a romantic ridge-top retreat with stunning sunset and lake views. This cabin offers some of the best views in all of Red River Gorge. Unwind in the hot tub, relax in the rooftop sauna, and enjoy your own rooftop putting green high above the trees. End the evening by the indoor fireplace, or cook a gourmet meal in the well-stocked kitchen. Perfect for couples or small families craving a luxury escape with unique amenities, peaceful surroundings, and breathtaking views from every angle.

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Top guest favorite

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

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Top 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, 27 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

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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, 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

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Top guest favorite

Cabin in Wise

4.94 out of 5 average rating, 93 reviews

Bear Creek Cabin • Vineyard Views & Fishing Pond

Escape to Bear Creek Cabin, overlooking the pond at MountainRose Vineyards. Enjoy peaceful porch views, modern comfort, and easy access to winery tastings, mountain trails, and quiet evenings under the stars. Perfect for couples, solo travelers, and small groups/families seeking a serene getaway. Fishing is allowed in the adjacent pond with a waiver signature. Must bring your own fishing equipment. Wine and charcuterie options can be pre-ordered to be waiting in the cabin for your arrival!

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Top 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, 51 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.

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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, 72 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

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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 :)

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Guest favorite

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, 125 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.

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Guest favorite

Home in Inez

5 out of 5 average rating, 13 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.

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Guest favorite

A cabin exterior is illuminated at night, showcasing a wooden porch with two rocking chairs. Large glass doors offer glimpses into the interior, while warm lights enhance the inviting ambiance of the entryway. Steps lead up from a gravel path to the porch.

Cabin in Logan

4.93 out of 5 average rating, 192 reviews

Riverfront cabin and mini campground

Relax with the whole family at this beautiful Cabin. A very peaceful place to stay. Sits on the Guyandotte River that's great for kayaking. Very close to the Hatfield McCoy Bear Wallow trailhead. Unload your ATV and hit the trail. Restaurant on site and also very close to a car wash. If you need a place to stay for the holidays while visiting family, this is the place for you! Just a couple of miles from Chief Logan State Park .

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Top guest favorite

A studio apartment features a queen-size bed with a vivid orange comforter, complemented by two orange chairs and a writing desk. Natural light enters through two windows adorned with red curtains, and a decorative area rug enhances the space's warmth.

Apartment in South Charleston

4.99 out of 5 average rating, 230 reviews

An All-Access Bookstore Vacation

Ever thought of having your own bookstore? Here's your chance to live that dream! Plot Twist Books is a charming independent bookshop just minutes from West Virginia's capital city. With our attached studio apartment, you can explore the bookshop 24/7 while learning a bit about the bookselling business. This rental is designed for people who want to go “behind the shelves” at a true independent bookstore.

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