Holiday houses in Pippa Passes

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Top-rated holiday rentals in Pippa Passes

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

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Top Guest favourite
The exterior of a rural home is displayed, featuring a welcoming front porch with wooden railings and seating. Lush greenery from the surrounding trees provides a natural backdrop. A dark blue front door and decorative elements, such as potted plants, enhance the inviting appearance.
Home in Big Creek
4.97 out of 5 average rating, 101 reviews

Daniel Boone Forest-Easy Park-I75-Hal Rogers Pkwy

Nestled within the Daniel Boone National Forest, approximately 13 miles from the Clay County seat of Manchester, our newly built, veteran-owned, pet-friendly, rural getaway awaits you and your guests! With several amenities including a private hot tub, twin-size porch bed swing, Nintendo Switch Game System, and fire pit with seating, you’re sure to feel right at home. Enjoy the thousands of acres of nearby hunting land, ATV trails (famous Red Bird Crest Trail, 0.9 miles away) or just relaxing!

Guest favourite
The exterior of a cottage-style home features a light blue facade with large windows adorned with white shutters. A symmetrical layout is complemented by a neatly manicured lawn and a central porch entrance. Lush greenery frames the house, enhancing its charming character.
Home in Hazard
4.96 out of 5 average rating, 167 reviews

Small Town Charmer - Hazards Best Airbnb!

This lovely cottage style home is located in a well established neighborhood in downtown Hazard. It is perfect for guests coming into town for work, family gatherings or a weekend away. The home will comfortably sleep up to 7 guests & pets are welcome too! This location is 10 minutes to ARH, 5 minutes to HCTC, & surrounded by areas for hunting, fishing & trail riding. The home is also located within an hours drive to the Red River Gorge, several lakes, ATV parks, mountain bike & hiking trails.

Top Guest favourite
A welcoming entrance to the Mountain Escape Cottage is depicted, featuring a wooden sign displaying the name prominently. Colorful flower pots filled with vibrant blooms frame the entrance, while the cottage stands amidst a backdrop of trees under a clear blue sky.
Cottage in Lynch
4.98 out of 5 average rating, 195 reviews

Cozy 3-BR 2-bath cottage near highest point in KY

Nestled in the heart of Lynch, KY, surrounded by comforting mountains, sets the Mountain Escape Cottage. Less than 1 mile from Portal 31, you can dive deep into the rich history of this tiny coal town. Within minutes you can drive to ATV parks, the highest point in KY, and many other mountainous adventures. Grab some coffee at the old cafe turned coffee shop, and visit the KY Coal Museum just 5 minutes away in Benham, KY. You and your family will leave here with beautiful mountain memories!

Top Guest favourite
A comfortable living area is outfitted with leather reclining couches, arranged around a wooden coffee table. Natural light filters through a nearby window. Warm wood paneling lines the walls, complemented by a decorative area rug, adding to the cozy atmosphere.
Cabin in Leburn
5 out of 5 average rating, 37 reviews

Hideaway in the Holler

Come make memories that will last a lifetime at our Hideaway in the Holler. Our cozy but airy cabin offers leather reclining couch and love seat, full kitchen, two bedrooms with queen beds, full bath with walk in shower, and laundry facilities. Hi-speed internet and a dedicated desk space make working remotely a breeze. Enjoy the big screen tv with all the streaming apps or get back to nature relaxing by the wood burning fire pit or on the wrap around porch overlooking our beautiful creek.

Top 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
4.96 out of 5 average rating, 129 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 exterior of the cottage features a facade of Kentucky River rock complemented by red brick accents. A gray metal roof extends over a small porch area with two wooden benches. Flower pots with white blooms sit on either side of the entrance.
Cottage in Whitesburg
4.95 out of 5 average rating, 232 reviews

The Stone Studio

A historic two-room studio cottage built from Kentucky River rock. Entire cottage rented for your privacy. Recently renovated with the modern conveniences of a kitchenette, outdoor smoking area, Wi-Fi, RokuTV, and blackout curtains. High ceilings create a bright and spacious feel. Conveniently located close to downtown. Off street parking by your front door. Walk to Main Street, Appalshop, and Kentucky Mist Distillery as well as many other small businesses and restaurants

Guest favourite
An aerial view of a rustic log cabin framed by grassy terrain. The cabin features a metal roof and is surrounded by landscaped gardens. Outdoor seating is visible on the porch, enhancing the cabin's natural appeal against the backdrop of the Appalachian mountains.
Cabin in Whitesburg
4.98 out of 5 average rating, 200 reviews

BROWN’S ELK CABIN

Brown’s elk cabin is an Authentic, rustic, log cabin. Located in the heart of the beautiful Appalachian mountains, overlooking the KY river, Only a short drive to Pine Mtn hiking trails, Bad Branch Falls, Little Shepherd Trail, Kingdom Come State Park, Raven Rock golf course, and only twenty minutes from the Va. state line. Perfect getaway for relaxing with family and friends, sitting by the fire pit, or exploring the areas natural beauty. Located 3 miles from Whitesburg

Top Guest favourite
The cottage is a single-story building with a white exterior and a black roof. A decorative star is featured above the front window. A gravel driveway leads to a garage on the left, while a small porch with steps extends towards a well-maintained lawn with potted plants.
Home in Whitesburg
4.97 out of 5 average rating, 599 reviews

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Guest favourite
Tiny home in Wolfe County
4.93 out of 5 average rating, 123 reviews

Modern Mirror Home| Creek| Hot-tub | Glass House1

Welcome to Nature Rooms! Enjoy a unique creekside stay in Red River Gorge at our glass house, a perfect choice for a luxurious glamping escape. Combining modern style with natural touches, this newly-built space creates a cozy retreat with an amazing mirrored exterior and full window glass interior view. Set on 26 acres of woodlands, and just 15 minutes from Natural Bridge State Park. Come enjoy a one-of-a-kind getaway! *4WD VEHICLES RECOMMENDED*

Top Guest favourite
A wooden staircase leads to a door framed by greenery. The steps, crafted from natural wood, provide access to a green and blue exterior. A small seating area with two chairs is visible to the side, inviting relaxation outdoors.
Apartment in Whitesburg
4.99 out of 5 average rating, 100 reviews

Dandelion Bungalow

This special place is close to downtown Whitesburg and right across from the entrance of Tanglewood Trail. It is within walking distance of Kentucky Mist, a few local restaurants, a recreational center, the farmer’s market, and Cane Kitchen. We are located at the foot of the scenic Pine Mountain and a short drive to hiking trails, overlooks, and other attractions.

Guest favourite
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.
Holiday home in Prestonsburg
4.98 out of 5 average rating, 161 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 favourite
The room features two queen size beds adorned with patterned bedding. A comfortable seating area with a chair and table is positioned near a window, allowing natural light to fill the space. Art pieces are displayed on the walls, enhancing the inviting decor.
Apartment in Whitesburg
4.99 out of 5 average rating, 166 reviews

‘The Junction Apartment’ Charming and spacious!

Newly remodeled, This space is the perfect spot for all of your traveling needs. It has all the comforts of home! A comfortable living space, cable tv, internet access, full kitchen stocked with all the necessities, a desk for a convenient work space, 2 queen size beds, full bath, large patio and ample parking.

Popular amenities for Pippa Passes holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Knott County
  5. Pippa Passes