Holiday houses in Whitesburg

4.97 out of 5 average rating, 34 reviews

Home in Partridge

Old Rustic Country Store

Get ready to experience a one of kind stay that will take you back in time! This space housed Bob & Betty’s Grocery store starting in 1974, and for 48 years, the store was selling bologna sandwiches and cold pops. Now remodeled into a residential stay, the moment you drive up to the property you will reminisce on the old signs, memorabilia, and pictures covering the walls inside and out. Nestled between two mountains, near Bad Branch Falls, Kingdom Come State Park, and plenty of mountain views!

5 out of 5 average rating, 10 reviews

Apartment in Jeff

2 BR, 1 Bath with Pool View in Hazard, KY

Upstairs apartment perfect for traveling professionals or students in the medical field in safe area off main highway. Conveniently located less than 15 minutes from ARH Hospital and UK Rural Health Building and less than 5 minutes from Hazard Community College. Fully furnished kitchen and bath including dishes, pots, pans, microwave, coffee pot, towels and linens. Starter supplies provided. Living room with full cable and Roku TV including HBO Max and Paramount + . Pool access seasonally.

5 out of 5 average rating, 32 reviews

Guesthouse in Blackey

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.

4.98 out of 5 average rating, 163 reviews

Cottage in Lynch

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!

4.95 out of 5 average rating, 217 reviews

Cottage in Whitesburg

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

4.98 out of 5 average rating, 181 reviews

Cabin in Whitesburg

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

4.98 out of 5 average rating, 529 reviews

Home in Whitesburg

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.

4.92 out of 5 average rating, 155 reviews

Home in Lynch

Tranquility in the Mountains - House

Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool, hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Plenty of parking; can accommodate trailers & RVs.

4.93 out of 5 average rating, 121 reviews

Barn in Eolia

Rustic backyard barn

If you want to get away from it all and enjoy country living at it’s finest this is the place for you. This rustic barn has lots of charm with views of scenic Pine Mountain. There is a huge upstairs with a full sized bed and a sitting area. Downstairs is open concept with everything you need in one space including a queen sized bed. Outside is a charcoal grill as well as a fire pit.

Superhost

Home in Whitesburg

4.92 out of 5 average rating, 13 reviews

Valley View Retreat Near Whitesburg KY

Valley View offers guests all the comforts of home! This ranch style home has 4 bedrooms, a full bath, large living room, fully stocked kitchen and great outdoor patio and plenty of parking! The location is fantastic, nestled in a quiet valley in the heart of the Appalachian Mountains just between Whitesburg and Hindman! Guests will enjoy this lovely retreat and pets will too!

4.99 out of 5 average rating, 70 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.

4.99 out of 5 average rating, 134 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.

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Other great holiday rentals in Whitesburg

4.92 out of 5 average rating, 76 reviews

Main Street Studio

TiffanyRating, 5 stars3 weeks ago

Great stay beautiful apartment. Very clean and cozy. Charlie was always attentive, reaching out to make sure all of my needs were met during my stay. Snacks and waters we a nice touch. I like that the mini fridge had a freezer and there was a Keurig provided. Quality T.P. and paper towels were appreciated and she even left extra trash bags half way through my stay. Would definitely stay again!

5 out of 5 average rating, 14 reviews

Loft in Big Stone Gap

Turkey Cove Cottage

GraceRating, 5 stars1 week ago

Big Stone Gap was the perfect location as we visited the area state parks: Natural Tunnel, Clinch River, Grayson Highlands and Southwest Museum. We truly enjoyed Turkey Cottage and Diana’s hospitality. We took advantage of the kitchen to cook several meals and loved how thoughtfully stocked and decorated the place was. Would love to come back to the area to visit other local natural wonders and rest here in between enjoying the porch swing and mountain views.

5 out of 5 average rating, 8 reviews

Cabin in Elmrock

Start your KY adventure! Minutes from Mine Made

PamelaRating, 5 stars1 week ago

This was a nice place to stay, and it's pretty close to the riding trails. Ashley was very helpful and replied promptly when I had questions. We will stay here again!

5 out of 5 average rating, 9 reviews

Welcome to The Shepstead!

LaraRating, 5 stars12 months ago

This place was awesome. I don't believe I have ever stayed in someone else's home and felt as "at home" as I did at the Shepsted. It was so cozy and I will definitely stay again.

Home in Whitesburg

4.57 out of 5 average rating, 49 reviews

Whitesburg Vacation Home w/ Screened Porch

RonaldRating, 5 stars1 month ago

Had a fantastic stay! The place was spotless, well-equipped, and exactly as described. The host was responsive and made everything seamless. Highly recommend!

4.98 out of 5 average rating, 109 reviews

Private room in Wise

Cozy Guest Suite in Historic Downtown Wise

SeanRating, 5 stars2 weeks ago

Lala’s place was great for us to stay on our way through. We usually try to stay away from animal friendly places dues to our friend’s allergies, but this house was great!! It was very clean, comfortable, and we felt at home. Highly recommended!!