Holiday rentals in Sassafras

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Top-rated holiday rentals in Sassafras

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

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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, 175 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.

Guest favourite
Home in Whitesburg
5.0 out of 5 average rating, 13 reviews

Holler's End

Welcome to Holler’s End, our cozy time capsule at the” head of the holler”. This home was built around a log cabin built in the mid-1800s. We removed layers of walls to expose the cabin inside. It has been updated with WiFi, streaming services & coffee station. Outside is a fire pit perfect for enjoying the stars. While it is only about 4.5 miles from Whitesburg, the last 2.3 miles is a 1-lane road. You might also hear roosters crow. If that sounds good to you, come sit a spell at Holler’s End.

Top guest favourite
A porch area features two black chairs and a small wooden table, inviting relaxation outdoors. A decorative plant in a blue pot adds a touch of greenery, while the entrance to the guesthouse is adorned with a small diamond motif and an American flag.
Guest house in Blackey
5.0 out of 5 average rating, 59 reviews

An Appalachian Mountain Getaway. ATV friendly

Nestled in the mountains of Eastern Kentucky, this location offers stunning mountain views. It's ATV friendly, with secure and complimentary vehicle parking. A multitude of trails are available for riding, with walking paths on the property. Riding tours are also offered. The accommodation features a newly remodeled one full bed, a walk-in shower, and all the amenities, including a complete mini kitchen and a 32" TV. It's a peaceful and relaxing retreat after a day spent exploring the 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, 227 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!

Guest favourite
A spacious kitchen features wooden cabinetry and granite countertops. An oversized island with seating is positioned at the center, while stainless steel appliances include a refrigerator and stove. Recessed lighting and natural light from nearby windows enhance the room's warm ambiance.
Home in Jeremiah
4.9 out of 5 average rating, 20 reviews

Coal Miner's Lodge

Situated in the quaint area of Isom, Kentucky, this stay is close to some favorite local eats, grocery store, and other nearby conveniences. With just a short drive to Whitesburg, Scenic Pine Mountain, and the surrounding areas, you can experience our historical coal mining and Appalachian heritage, along with all the beauty this area has to offer. This home boasts cozy yet spacious rooms and a full kitchen, perfect for the whole family or even just a few. Enjoy this home away from home

Superhost
Cabin in Beattyville
5.0 out of 5 average rating, 3 reviews

The Crooked Cabin near RRG | Wood-Fired Hot Tub

Step into a fairytale at The Crooked Cabin, a one-of-a-kind woodland escape tucked away in the hills of Kentucky. Built with crooked windows, whimsical details, natural wood and imagination, this cozy hideaway feels like another world. Wander the forest, relax by a fire, soak under the stars in a wood-fired hot tub, and listen to the nearby spring. Discover the story of GhondlePop and Doris MossBottom, the mysterious woodland couple who helped bring The Crooked Cabin to life.

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, 642 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.

Top guest favourite
The exterior of the cabin is shown, featuring dark blue siding and a sloped roof. A set of three windows is visible on the upper level, and the foundation is made of gray stone. An unpaved driveway leads to the entrance, surrounded by natural landscaping.
Guest house in Hazard
4.95 out of 5 average rating, 41 reviews

Pond House

Our little cabin with a stocked pond and its own little water fall is such a beautiful, peaceful place to spend a night, weekend, or week. Our cabin is stocked with home necessities. We have free WiFi. Most cell phone carriers do not have cell service here or in a lot of rental properties In Hazard. However WiFi calling works with the WiFi. We have seen many deer grazing the grass and an occasional bear. 10 mins/3miles from ARH in Hazard, Ky.

Superhost
The cabin's exterior is shown, featuring a light-colored façade with a contrasting dark brown lower section. A pitched roof completes the look. A small staircase leads up to a covered porch that showcases a decorative front door, surrounded by landscaping and trees.
Cabin in Viper
4.93 out of 5 average rating, 46 reviews

Mamaw Jewell’s Cabin

Welcome to your cozy mountain retreat in the heart of Appalachia. Located in the quiet hills of Viper, Kentucky, this secluded cabin offers the perfect setting to relax, unwind, and reconnect with nature. Whether you're looking for a romantic weekend getaway, a solo escape, or a quiet base for outdoor adventures, this cabin provides the peace and charm you're searching for.

Top guest favourite
Home in Whitesburg
5.0 out of 5 average rating, 14 reviews

Bridge Loop

Cozy 3-bedroom house just a few miles from downtown Whitesburg, Kentucky! Perfect for families or small groups, this home offers a warm, comfortable stay with a fully equipped kitchen, inviting living space and private backyard pool! Enjoy peaceful cottage vibes with easy access to local restaurants, shops, and attractions. Relax, unwind, and make yourself at home!

Top guest favourite
Cabin in Rogers
4.98 out of 5 average rating, 208 reviews

Modern Cabin • Private Hot Tub • Red River Gorge

“Imagine an Ikea showroom with a beautiful wall of windows looking out into the woods” — Maggie ⭐️⭐️⭐️⭐️⭐️ Escape to The Outpost, a design-forward cabin tucked into six wooded acres in the foothills of Red River Gorge. Floor-to-ceiling windows frame the woods, while high ceilings and an open layout keep this cozy hideaway bright, calm, and connected to nature.

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.
Flat in Whitesburg
4.99 out of 5 average rating, 183 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 Sassafras holiday rentals