Eastern Kentucky, KY Vacation Homes from ￥15,119

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Our top choices for Eastern Kentucky vacation homes

A wooden interior with a kitchen, dining area, and a bed.

1. O-TOWN OASIS! Near Oneida Baptist Institute & 10 miles from Manchester, KY

Oneida

shawna

￥36,649 total

includes taxes & fees

Nov 10 - Nov 11

A room with two wooden chairs, each with a floral pillow, a small table with a lamp, and large windows with a view of trees and sky.

2. 3- Bedroom Farmhouse near the Red River Gorge

Beattyville

Sonia J.

￥41,399 total

includes taxes & fees

Dec 9 - Dec 10

A kitchen with a built-in oven, microwave, and stainless steel range.

3. Cozy Home in Heart of Prestonsburg

Prestonsburg

Ashleigh g.

￥26,819 total

includes taxes & fees

Nov 22 - Nov 23

A kitchen with wooden cabinets, a microwave, an oven, and a black countertop.

4. •KNOTTY ESCAPE• Hikers Haven in RRG• Walk to Attractions • Hot Tub• Wolfe Lake

Campton

jerry d.

￥35,116 total

includes taxes & fees

Dec 1 - Dec 2

An outdoor seating area with a table and two chairs, a tree, and a view of buildings and hills in the background.

5. Nan’s Porch - 2 Bedroom home with outdoor firepit

Cumberland

￥47,641 total

includes taxes & fees

Nov 10 - Nov 11

A log cabin interior with a stone fireplace, a television, and a cozy seating area.

6. Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park

Cumberland

￥54,527 total

includes taxes & fees

Nov 10 - Nov 11

A wooden porch with a red door, a bench with heart-shaped cutouts, and two pillows with floral designs.

7. Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg

whitesburg

Aaron G.

￥34,417 total

includes taxes & fees

Nov 16 - Nov 17

A hot tub on a deck with outdoor furniture, a grill, and a house with dark siding and windows.

8. Ripple Effect RRG | Outdoor Hot Tub

Powell County

￥33,944 total

includes taxes & fees

Nov 10 - Nov 11

A row of cabins with wooden decks and a hammock, surrounded by tall trees.

9. Canoe Believe It Cabin | Indoor Jacuzzi Tub

Powell County

Rachel B.

￥36,568 total

includes taxes & fees

Nov 10 - Nov 11

A room with a wooden ceiling, a ceiling fan, a sofa, a chair, and a dining table.

10. Cozy Kentucky Retreat w/ Fire Pit & Spacious Deck

London

Damion

￥72,601 total

includes taxes & fees

Nov 10 - Nov 11

A wooden cabin with a hot tub and outdoor seating area surrounded by trees.

11. Scenic Cabin | Hot Tub | Sleeps 4 | Modern Comfort

Rogers

Victoria

￥60,257 total

includes taxes & fees

Dec 3 - Dec 4

A neatly arranged bedroom with a bed, a nightstand, a lamp, a painting, and a small table.

12. Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Partridge

Darren

￥24,109 total

includes taxes & fees

Nov 11 - Nov 12

A wooden deck with a railing, a brick building, and a door with a window.

13. Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Pineville

seth r.

￥46,488 total

includes taxes & fees

Nov 10 - Nov 11

A log cabin interior with a TV, sofa, and kitchen area.

14. Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly

Campton,

Harrison

￥45,425 total

includes taxes & fees

Nov 10 - Nov 11

A modern living room with a dark-colored sofa, a round coffee table, and a fluffy rug. There is a large window with curtains, a mirror, and a small table with a plant and books.

15. Relax with the whole family at this peaceful place. Nestled in the woods of KY.

Gray

Stephanie S.

￥32,390 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a central island, pendant lights, and a view to the outdoors.

16. The Oaks of London Townhome

London

"Joining family en route to Florida, we were looking for accommodations that would allow us to be together to celebrate our first night of vacation. More than just adjoining rooms in a hotel, but a place we could relax and eat together as we anticipated continuing our trip. The Oaks of London Townhome was the perfect place! Keisha and Frank are hosts like none other that we have experienced. Their home is beautiful, well furnished and comfortable... not just a place to stay, but a place to enjoy!...

Louise

￥51,714 total

includes taxes & fees

Nov 12 - Nov 13

A cabin with a wooden staircase, string lights, and a deck.

17. Back Yard Cliff View | Elevated Cabin | Hot Tub | Fire pit

Lee County

Dana S.

￥70,230 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with dark cabinets, stainless steel appliances, and a central island.

18. Modern Home · Fire Pit · 70” TV · No Cleaning Fees • Boat or SXS Parking

london

Amber L.

￥33,718 total

includes taxes & fees

Nov 26 - Nov 27

A wooden cabin with a porch, a table, and chairs.

19. Charming Country Cabin Minutes from Laurel River Lake, It's relaxing, Peaceful.

Corbin

Milly C.

￥32,845 total

includes taxes & fees

Nov 15 - Nov 16

A cabin with a deck, surrounded by trees with autumn leaves.

20. Retro Treetop Cabin | Hot Tub| Red River Gorge

Rogers

Ann O.

￥48,015 total

includes taxes & fees

Nov 10 - Nov 11

View all properties

Learn more about Eastern Kentucky

The forested Appalachian Mountains, cultural attractions and scenic waterways of Eastern Kentucky combine to create an inspiring and energizing destination.

See all hotels in Eastern Kentucky

A waterfall cascading over rocks into a river, surrounded by dense forest.

Top reviews in Eastern Kentucky

A rustic cabin with a large porch, surrounded by trees and a grassy area.

The Pond House-Hilltop Views-Private Pond Near Red River Gorge

Beattyville

10/10 Excellent

Jonathan

A modern cabin with a wooden deck and a gravel driveway.

The Sunrise Cabin-Hot Tub, Pond, Fire Pit Near Red River Gorge

Beattyville

10/10 Excellent

Christina

A hotel entrance with a covered walkway, potted plants, and a reception area.

Holiday Inn Express Middlesboro by IHG

Middlesboro

10/10 Excellent

Anonymous traveler

A large, white building with columns and a sign that reads "BOONE TAVERN HOTEL."

Historic Boone Tavern Hotel and Restaurant

Berea

10/10 Excellent

Peggy

Quality Inn & Suites Big Stone Gap

Big Stone Gap

10/10 Excellent

Anonymous traveler

A bedroom with a wooden bed, a bedside table with a lamp, a ceiling fan, and a window with curtains.

The Inn at Beulah Farm - The Coop

Whitley City

10/10 Excellent

wilma

A swimming pool with lounge chairs and tables, a lifeguard chair, and arched windows.

Hampton Inn Pikeville

Pikeville

10/10 Excellent

Anonymous traveler

A modern hotel lobby with a reception desk, blue sofas, a stone fireplace, and a large window.

Fairfield Inn & Suites by Marriott London

London

10/10 Excellent

Eric

A hotel room with a sofa, a coffee table, a bed with a canopy, a TV, and artwork on the walls.

Sleep Inn & Suites Middlesboro

Middlesboro

10/10 Excellent

Leonard

A hotel with a swimming pool, stone steps leading to the pool, and a view of the surrounding greenery and hills.

Buckhorn Lake State Resort Park

Buckhorn

10/10 Excellent

Sandra

A bedroom with two beds, a wooden floor, a ceiling fan, and a window with curtains.

The Inn at Beulah Farm - The Pen

Whitley City

10/10 Excellent

Matthew

A modern dining area with wooden tables and chairs, a kitchen in the background, and pendant lighting.

Hampton Inn Williamsburg

Williamsburg

10/10 Excellent

Darlene

A nighttime outdoor area with a fire pit, a stack of firewood, and string lights.

Gateway To The Breaks Motel

Breaks

10/10 Excellent

I almost hate to give this place a good review because I don’t want the secret to get out and become popular, but it would be a disservice not to. We came down for 2 nights for a concert in Pikeville, KY and to do some hiking nearby. The motel was an older building that is still being renovated, but is beautifully redone and well kept. The room was large and clean, the staff were so nice. The value for the price was amazing! We arrived early and they even let us check in 30 minutes early! ...

Shauna

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Search Vacation Homes in Eastern Kentucky

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Eastern Kentucky vacation homes

1. O-TOWN OASIS! Near Oneida Baptist Institute & 10 miles from Manchester, KY

2. 3- Bedroom Farmhouse near the Red River Gorge

3. Cozy Home in Heart of Prestonsburg

4. •KNOTTY ESCAPE• Hikers Haven in RRG• Walk to Attractions • Hot Tub• Wolfe Lake

5. Nan’s Porch - 2 Bedroom home with outdoor firepit

6. Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park

7. Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg

8. Ripple Effect RRG | Outdoor Hot Tub

9. Canoe Believe It Cabin | Indoor Jacuzzi Tub

10. Cozy Kentucky Retreat w/ Fire Pit & Spacious Deck

11. Scenic Cabin | Hot Tub | Sleeps 4 | Modern Comfort

12. Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

13. Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

14. Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly

15. Relax with the whole family at this peaceful place. Nestled in the woods of KY.

16. The Oaks of London Townhome

17. Back Yard Cliff View | Elevated Cabin | Hot Tub | Fire pit

18. Modern Home · Fire Pit · 70” TV · No Cleaning Fees • Boat or SXS Parking

19. Charming Country Cabin Minutes from Laurel River Lake, It's relaxing, Peaceful.

20. Retro Treetop Cabin | Hot Tub| Red River Gorge

Learn more about Eastern Kentucky

Top reviews in Eastern Kentucky

The Pond House-Hilltop Views-Private Pond Near Red River Gorge

10/10 Excellent

Explore a world of travel with Expedia