Holiday rentals with outdoor seating in Letcher County

4.97 out of 5 average rating, 35 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

Flat 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.

4.91 out of 5 average rating, 32 reviews

Home in Jenkins

360 degrees of Mountain Views

Feel like you are truly home away from home in our cozy house with the beautiful Appalachia mountains surrounding you. Enjoy the mountain views while walking down Main Street. As you embrace being in coal mining territory, stop and grab a hot cup of coffee at the Coal City Coffee Shop. Our home is only minutes from a beautiful lake, hiking trails, waterfalls, community swimming pool (summer months) and the Raven Rock Golf and Country Club. Come relax and recharge in the Appalachia mountains.

5 out of 5 average rating, 32 reviews

Guest house 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.

5 out of 5 average rating, 9 reviews

Home in Cumberland

Dan’s Den - Two bedroom home with outdoor firepit

Welcome to Dan’s Den, a spacious two bedroom home in the heart of the Appalachian mountains. Centrally located in Cumberland, the black bear capital of Kentucky. You’ll find many of the luxuries of a fine home here, but in a smaller home more suitable for a solo traveler, a couple, or small family. Enjoy two large living rooms, one of which is the newly added “log room”, cozied up in front of the fireplace for games, movies, or just to relax with a good book and a hot cup of coffee.

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

4.82 out of 5 average rating, 50 reviews

Home in Wise

Serenity Meadows near UVA Wise

Outstanding privacy given its close proximity to downtown and UVA wise a beautiful ranch, 3 BR, 2 Bath house is all your large family needs for a wonderful stay in the lush Virginia countryside. Large living room for gatherings, piano, TV, internet, BBQ, firepit, basketball, cornhole, tree swings. A spacious front deck and covered porch provide outdoor dinning opportunities or just time to relax among the deer, meditation pond and peaceful views of an endless meadow.

Guest house in Whitesburg

4.99 out of 5 average rating, 201 reviews

The Potting Shed

This unique space is so charming you may never want to leave! Newly renovated with all the conveniences of home! A comfortable living space, fully stocked kitchen, free Wi-Fi and cable TV, beautiful outdoor patio space, outdoor grill and several items available for you to borrow for the perfect hike or picnic! It's the perfect spot for exploring Whitesburg and Letcher County. We know you will absolutely love your home away from home!

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.

4.92 out of 5 average rating, 13 reviews

Home in Whitesburg

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

Flat in Whitesburg

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.

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House rentals with outdoor seating

Christopher WRating, 5 stars2 months ago

Home in Jeff

Mobile Home in Hazard

Great place, great host, would definitely recommend

Home in Jenkins

5 out of 5 average rating, 4 reviews

Muddin' Mansion

CheyannRating, 5 stars3 weeks ago

The perfect place to stay! Jodi was so accommodating and checked in to make sure we had everything we needed. The cabin is stocked with anything you could need and was clean and comfortable. There was plenty of parking for our truck and gooseneck trailer. The location is great and close to the trails. We hope to be back soon!

4.95 out of 5 average rating, 59 reviews

Home in Redfox

Fields Patchwork Cottage

LyndonRating, 5 stars6 days ago

We enjoyed our second stay at Fields Patchwork Cottage. It is a beautiful little place and very quiet and peaceful. Everything is in order as expected and they provide extras such as the breakfast food. We feel like it’s home away from home.

4.94 out of 5 average rating, 158 reviews

Home in Whitesburg

The Blue Roof Cottage

WilliamRating, 5 stars3 weeks ago

the place was very clean had what we needed

5 out of 5 average rating, 17 reviews

Private room in Wise

Welcome to the King EnSuite Near Main St &UVa-Wise

frankieRating, 5 stars13 months ago

THERES CATS HERE!!! Lol, That’s what sealed the deal for me when booking, that and the beautiful front porch. But the house, porch, and cats are even better than imagined! :-) There we’re so many happy surprises here. The interior and exterior of the house looked like something out of a magazine. The hosts were incredibly kind and welcoming and gave us many recommendations before our stay and during, as well as history about the area, and even some spooky stories👻. We even loved the neighbors we met, and the neighborhood too. The amenities were beyond expectation, they really make you feel at home. Our room was enchanting. The whole experience was. And yes, the cats were so sweet and cute. We cannot recommend this place enough! We will be coming back again and again. Location super close to a lot of hiking trails we enjoy (and you would too!) Thank y’all again💖

4.93 out of 5 average rating, 44 reviews

Home in Viper

Ritchie Homeplace - A National Historic Site

JedRating, 5 stars3 weeks ago

It is always a great experience when we stay at one of Davida locations. She is a great host and I recommend using her location anytime you get a chance.

4.97 out of 5 average rating, 228 reviews

Home in Whitesburg

Texas Avenue B & B Cottage A

BrendaRating, 5 stars2 weeks ago

This was a cute cozy house with a newly renovated bathroom. Nice ceramic flooring in the bath. Beds were comfortable. The fire alarm bracket was in the living room, but there was not a smoke detector. We really enjoyed the place. However, the kitchen sink and the shower shelf were not clean.

5 out of 5 average rating, 7 reviews

Home in Wise

The Wise Owl

BrandyRating, 5 stars7 months ago

Only got to stay one night but I would have stayed a week! Very cozy and clean! Will definitely return!

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Apartment rentals with outdoor seating

Flat in Jenkins

5 out of 5 average rating, 3 reviews

The Hillbilly Hideout

KaitRating, 5 stars2 weeks ago

Where do I start! Collins Cabins welcomed us and literally made us feel at home! Very clean cabin with everything you need! Peaceful and beautiful setting! If you’re coming to ride then this is the place to book. Trail access very close! Can’t thank you enough for a great weekend!

4.92 out of 5 average rating, 101 reviews

Flat in Big Stone Gap

Perfect location above Big Cherry Brewing

JeremyRating, 5 stars2 weeks ago

Joshua is a terrific host. This location is perfect and in a great location. Everyone was so nice.

4.92 out of 5 average rating, 13 reviews

Flat in Pikeville

King Bed Mountain Retreat

StacyRating, 5 stars1 month ago

Had a great overnight stay. Quiet and peaceful and the king bed slept like a dream.

4.93 out of 5 average rating, 105 reviews

Flat in Pikeville

Shhh! Wild & Funky Eccentric Privy!

MelissaRating, 5 stars3 weeks ago

Place to stay at is cozy and nice. It is close and convenient to everything. We will definitely be back

4.96 out of 5 average rating, 103 reviews

Flat in Whitesburg

Comfortable Downtown Apartment

SusanRating, 5 stars2 weeks ago

Apartment was large and nicely furnished. Enjoyed the side porch for morning coffee and evening drinks. Beautiful view of the mountains and downtown. Matthew was a great host. Would definitely return.

5 out of 5 average rating, 5 reviews

Flat in Pikeville

Yoakam | King Bed Mountain View Suite

MichaelRating, 5 stars4 weeks ago

We had a great stay and the room was nice! We had no issues, however parking was challenging and not convenient for the most part. That being said, we really enjoyed our weekend here!