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Holiday rentals in Dewey Lake

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Top-rated holiday rentals in Dewey Lake

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

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Guest favourite
The cabin's exterior is softly illuminated at twilight, featuring a welcoming entrance with colorful doors. A stone pathway leads to a cozy seating area surrounded by greenery and potted plants. The car parked in the foreground adds to the homey feel of the location.
Cabin in Prestonsburg
4.89 out of 5 average rating, 106 reviews

The Eagle's Rest Country Cabin

Welcome to the Eagle's Rest! This family & pet friendly cabin is nestled outside of Prestonsburg. Mountainous escapes of sunrises & sunsets w/access to a private 20-acre mountain for hiking & birdwatching. Enjoy plenty of family time w/a game room featuring a bar, billiard table, & dart board. Garage w/fire pit for entertaining or a small RV/Camper! Smart-Tv’s w/DirecTV & T-Mobile Int. Located near StoneCrest Golf Course, Jenny Wiley State Park, & Sugarcamp MtnTrails & Middle Creek Battlefl

Guest favourite
A cozy living area features a teal sofa and a patterned armchair. A circular wooden coffee table is centered on a colorful area rug. Two windows allow natural light, while floral artwork is displayed on the wall above the sofa.
Flat in Pikeville
4.93 out of 5 average rating, 189 reviews

Big Blue House Apt 1

We are located in downtown Pikeville, within a very short walk to Pikeville Medical Center and UPike. Enjoy the conveniences of a full kitchen and a quiet area where you can expect a peaceful night's sleep on a quality mattress. There is one queen bed and also a twin rollout bed. Street parking is available in front of the house only. (Please don’t park in the driveway or block it.) We have door code entry so there's no need to hassle with keys. We have a smartTV (no cable) and free Wifi.

Top guest favourite
Cabin in Campton
5 out of 5 average rating, 118 reviews

Peaceful Cabin in the Forest | Hot Tub + Views RRG

🌿Welcome to Hill Haven🌿 Escape to a quiet cabin getaway perfect for couples or small families seeking comfort, adventure, and relaxation. What our Guests Rave About: 🌲 Secluded yet central: Private forest retreat minutes from RRG trails, climbing, and local favorites 🛁🔥 Outdoor oasis: Hot tub, fire pit, string lights, and seating for relaxing evenings under the stars ✨ Spotless & cozy: Clean, comfortable interiors with thoughtful décor, modern amenities, and inviting atmosphere

Guest favourite
An outdoor seating area is visible through large glass doors, featuring two comfortable chairs and a hot tub. A ceiling fan rotates above, and a mounted TV is situated on the wooden wall, with lush greenery seen in the background.
Cabin in Wellington
4.91 out of 5 average rating, 170 reviews

BreatheInnLuxury @ CaveRunLake

Kick back and relax in this calm, stylish space. Nothing says relax like Breathe Inn. This cabin in the woods is your respite in a completely private setting. Breath Inn has a Fiber Optic Internet w/WiFi, full kitchen, indoor/outdoor fireplaces, fire pit, covered patio, hot tub, outdoor TV. Slide the wall of windows off the primary bath to a private deck with hot tub, outdoor seating area and TV. Enjoy the private views of Daniel Boone National Forest. Breathe, Relax, Repeat.....

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, 124 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.

Top guest favourite
The open living area features wooden paneling and modern amenities. A comfortable black lounge chair sits alongside a beige futon. The kitchen area includes wooden cabinets, a microwave, and a refrigerator. Bright ceiling lights illuminate the space, creating a cozy ambiance.
Cabin in Pikeville
5 out of 5 average rating, 19 reviews

Backwoods Bungalow

Backwoods Bungalow at Harvey's Hideaway Haven is a rustic retreat designed to bring you closer to nature while offering the comforts of modern living. Immersed in nature, surrounded by the beauty of the wilderness. While this offers a peaceful escape, please be aware that you may encounter local wildlife, including bugs, bees, frogs and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena.

Top guest favourite
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, 103 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.

Top guest favourite
A charming cabin is set amidst a wooded landscape, featuring a wooden deck with decorative plants. Steps lead to the entrance, flanked by seasonal decorations. The exterior showcases a combination of log and panelled walls that blend harmoniously with the surrounding nature.
Cabin in Catlettsburg
4.95 out of 5 average rating, 102 reviews

Cozy and Private - Long Bottom Cabin

The perfect peaceful family getaway! Experience the beautiful hills of Kentucky. Enjoy listening to the birds especially the Whippoorwills. Roast hotdogs and S’mores on the fire while gazing at the stars. You may experience some wild life, too! Private and quiet. Traveling US 23 or I64? It’s a great stopping place. 10 miles to Rush Off Road 22 miles to The Paramount Arts Center 15 miles to Camp Landing Entertainment District 23 miles to Yatesville Lake

Guest favourite
A charming cabin is set against a lush, green backdrop, featuring a red roof and stone-accented front porch. The porch is lined with wooden railings and includes a seating area. An American flag waves gently in front of a grassy lawn, inviting guests to enjoy the outdoors.
Cabin in Hagerhill
4.92 out of 5 average rating, 128 reviews

Spacious 3 bedroom cabin with hot tub

Located in Paintsville, Kentucky. Gather around the wood fireplace and enjoy a game of pool. There are 2 smart tv's to binge your favorite shows on. Or unplug and and take in the sights on the wrap around porch with a good book. Enjoy the outdoor kitchen and firepit, then hop in the 8-person hot tub. located just 5 minutes from hiking trails, Paintsville lake state park and golf course, and local eateries . Walmart is conveniently only 8 minutes away.

Top guest favourite
The rustic cabin, set among trees, features a welcoming porch and large windows. A fire pit, surrounded by wooden stools, is located in the foreground, with a layer of snow lightly covering the ground. The peaceful forest backdrop enhances the secluded ambiance.
Cabin in Campton
4.98 out of 5 average rating, 174 reviews

Winter Special - Private Escape - Hot Tub, Firepit

12 acres of peace and quiet in Campton. You can wander the trails, kick back by the firepit, or just take in the forest views. Evenings are for porch sunsets, hot tub stargazing, and the sound of birds all around. Inside, there’s a vintage Ms. Pac-Man for a little throwback fun. We’re about 15 miles from Red River Gorge, but it feels like you’ve got the whole place to yourself—no close neighbors, no traffic, just dark skies and starry nights.

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
4.99 out of 5 average rating, 156 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 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, 255 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.

Popular amenities for Dewey Lake holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Floyd County
  5. Dewey Lake