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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Superhost
Cabin in Louisa
4.69 out of 5 average rating, 13 reviews

Timber Ridge Cabin, HotTub, Lake Boat Ramp 1 mile!

Peaceful & secluded ridge top cabin with 2 bedrooms. Located just 1 mile from Yatesville Lake (2,300 acre mtn reservoir with great fishing & bird watching) boat ramp in the Wildlife Management Area. Great semi-private area for fishing, kayaking, picnics and bird watching! There is a separate area for the marina and swimming beach. You’ll have everything needed to cook inside or outside, full kitchen with all your dishes pots & pans, clean linens & towels… Just bring your groceries & firewood!

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, 96 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 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, 24 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

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, 68 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 cozy living area includes a neutral-colored sofa with turquoise accent pillows and a soft area rug. Natural light enters through two windows with floral valances, illuminating the space. A small dining table with white chairs is visible in the background, enhancing comfort and functionality.
Tiny home in Forest Hills
4.79 out of 5 average rating, 48 reviews

New Paint & Flooring - Cozy Creekside Tiny Home

Little Cottage offers a comfortable space for a quick visit or a lingering stay to explore everything in the community from riding the Hatfield-McCoy Trails, fishing the Tug River, hiking to the West Virginia swing, or some peace and quiet in a safe and friendly neighborhood. Conveniently located near shopping, restaurants and just a few miles from a trailhead. Plan a visit to Pauley Hollow Distillery less than a half a mile from Little Cottage for real moonshine and Kentucky bourbon!

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
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
4.99 out of 5 average rating, 117 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.

Guest favorite
Home in Inez
5 out of 5 average rating, 10 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.

Guest favorite
The cabin with a wooden exterior is accessed by a staircase leading to a covered porch. Surrounding the cabin, a gravel driveway provides ample parking space, while trees line the area, enhancing the natural setting.
Cabin in Williamson
4.88 out of 5 average rating, 26 reviews

Cozy 2-bedroom Cabin with free parking

Country Charm is a newly built cabin located in Naugatuck, WV. This cabin has 2 bedrooms with queen size beds, full bath, full kitchen, living room, washer and drier, 2 larger porches, gas grill, fire pit, cable and WIFI. We’re 1 mile from Panther Mart (gas station and hot bar) Within 12 miles of HMT access. Conveniently close to several outlaw trails along with public hunting land in WV and KY.

Superhost
A vibrant mural depicting mountains and a sun creates a striking backdrop. A cozy seating area is featured in front, with a teal couch contrasted against a wooden floor. A stylish lamp adds a touch of warmth to the space.
Vacation home in Prestonsburg
4.96 out of 5 average rating, 175 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.

Top guest favorite
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, 275 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.

Top guest favorite
Cabin in Rogers
4.98 out of 5 average rating, 183 reviews

Architect-Designed 6-Acre Retreat

LOVED LOVED LOVED LOVED THIS PLACE! I can’t say enough good things about this property. — Savannah ⭐️⭐️⭐️⭐️⭐️ Guests describe The Frame Cabin as calm, private, and unforgettable — a place where design, nature, and quiet come together effortlessly.

Popular amenities for Pilgrim vacation rentals

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