Prestonsburg Holiday Rentals, Kentucky: Private House Rentals

A person sitting on a rocky outcrop overlooking a dense forested valley.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Prestonsburg

Pet friendly

Pool

Apartment

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Prestonsburg hotels

A hotel room with a bed, desk, chair, TV, and a small table.

1. Spark by Hilton Prestonsburg

Prestonsburg

Allan

2.415.663 ₫

2.663.027 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A modern hotel room with a dining area, a living room, and a kitchen.

A compact kitchen with a microwave, coffee maker, and a sink.

A reception desk with a 'Quality by Choice Hotels' sign, a red information kiosk, and a 'Welcome' sign.

A hotel with a covered entrance, a sign reading "Quality Inn & Suites by Wyndham," and a parking lot.

2. Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Prestonsburg

Stephen

2.659.446 ₫

3.016.343 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A hotel room with two beds, a sofa, a desk with a lamp, and a TV.

A hotel lobby with a fireplace, blue sofas, and red chairs.

A reception area with a wooden counter, a cash register, a computer, a small refrigerator stocked with snacks, and a security camera on the wall.

A buffet setup with various food items, a coffee machine, and a rice cooker.

3. Comfort Suites Prestonsburg West

Prestonsburg

Torri

2.858.904 ₫

3.242.568 ₫ total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with clear glass walls, white lounge chairs, and potted plants.

A hotel lobby with a sofa, armchairs, a coffee table, a chandelier, and a reception desk.

A hotel room with two beds, a desk, a chair, and a television.

A spacious indoor area with multiple tables and chairs, a central bar area, and a high ceiling with decorative elements.

4. Ramada Hotel & Conference Center by Wyndham Paintsville

Paintsville

John

3.080.525 ₫

3.395.971 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A cozy living room with a fireplace, two patterned armchairs, a television mounted above the fireplace, and a potted plant.

A reception area with a counter, a plant, and a decorative wall.

A hotel room with a large bed, a nightstand with a lamp, a dresser, and a carpeted floor.

A hotel lobby with a reception desk, a waiting area with a sofa and a bench, and a door marked "Women".

5. The Landmark Hotel

Pikeville

Stephen

2.320.497 ₫

2.656.578 ₫ total

includes taxes & fees

3 Sept - 4 Sept

A hotel room with a bed, a desk, a chair, a television, a bathroom, and a framed picture on the wall.

A lobby with a grey sofa, patterned armchair, and glass coffee table.

A hotel lobby with a reception desk, a sofa, a patterned armchair, a glass coffee table, and a TV.

A rectangular swimming pool with a clear blue water surface, surrounded by a brick building and a fence.

6. Days Inn by Wyndham Paintsville

Paintsville

Mark L

1.883.774 ₫

2.076.671 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A gym with treadmills, elliptical machines, and a weight bench.

A hotel room with a kitchenette, a large mirror, a flat-screen TV, a sofa, and a small dining table.

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

A hotel lobby with a fireplace, a sofa, a red armchair, a yellow armchair, and a small table.

7. Hampton Inn Pikeville

Pikeville

Tiffany

3.574.224 ₫

4.091.532 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A kitchen area with a coffee machine, a toaster, and various kitchen utensils.

A reception desk with a wooden finish, a clock, and a sign indicating a $100 deposit on cash rooms.

A compact hotel room with a kitchenette, a dining area with a table and chairs, a television on a wooden stand, and a red chair.

A compact kitchenette with a microwave, coffee maker, and a dishwasher.

8. Brookshire Inn

Inez

Ledora

2.476.674 ₫

2.651.624 ₫ total

includes taxes & fees

3 Sept - 4 Sept

A playground with swings, slides, and a small pavilion.

A laundry area with a front-loading washer and dryer, a sign instructing to clean out the dryer vent after each use, and a shelf above the machines.

A room with two chairs, a small table with a lamp, a TV on a shelf, and a window with a view of the outside.

A motel with a red exterior, multiple balconies, and a parking lot.

9. Daniel Boone Motor Inn

Pikeville

Anthony

1.903.068 ₫

2.118.170 ₫ total

includes taxes & fees

3 Sept - 4 Sept

A bathroom with a toilet, a bathtub, and a shower curtain.

A hotel room with a bed, a nightstand, a desk, and a bathroom visible through an open door.

A hotel room with two beds, a desk, a television, and a bathroom visible through an open door.

10. Budget Inn Express

Paintsville

2.085.840 ₫

2.299.378 ₫ total

includes taxes & fees

11 Sept - 12 Sept

A vending machine stocked with beverages and snacks, and a shelf with packaged snacks.

A Holiday Inn Express hotel with a covered entrance and a parking lot.

An indoor swimming pool with clear water, surrounded by green chairs and a tiled floor.

A hotel reception desk with a computer monitor, a digital keypad, and a wooden counter.

11. Holiday Inn Express Hotel & Suites Pikeville by IHG

Pikeville

Jessica

3.493.782 ₫

3.999.680 ₫ total

includes taxes & fees

2 Oct - 3 Oct

A hotel room with a bed, bedside tables, a desk, and a TV.

A modern kitchen with wooden cabinets, green pendant lights, a coffee machine, and a refrigerator with a fruit-themed display.

A multi-story hotel with a brick facade, a covered parking area, and a landscaped entrance.

A reception area with a counter, a blue wall, and a wooden floor.

12. Comfort Inn Pikeville

Pikeville

Jarrett

2.899.318 ₫

3.319.138 ₫ total

includes taxes & fees

27 Sept - 28 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Prestonsburg attractions

Jenny Wiley State Resort Park

8.6/10 (92 reviews)

Nestled in the Appalachians, this park offers serene lakeside recreation and historical significance. Experience Broadway-style shows at Jenny Wiley Theatre or explore hiking trails with stunning mountain vistas.

See properties

StoneCrest Golf Course

8.8/10 (25 reviews)

This championship course sits atop the Appalachians, offering views into neighbouring states from its signature 13th hole. Book a morning tee time in fall to experience the vibrant mountain scenery at its finest.

See properties

East Kentucky Science Center & Varia Planetarium

8.6/10 (12 reviews)

The East Kentucky Science Centre captivates with its rare GOTO Chronos Star Projector, one of only four worldwide. Experience the 40-foot dome's projected stars while enjoying immersive astronomical presentations.

See properties

Mountain Arts Center

8.0/10 (35 reviews)

This Appalachian cultural cornerstone showcases regional music and art in its intimate 1,044-seat theatre. Catch a Kentucky Opry performance for an authentic mountain music experience that celebrates local talent.

See properties

Samuel May House

7.6/10 (8 reviews)

Step back in time at the Samuel May House, Kentucky's oldest brick home and a Confederate Civil War post. The guided tours reveal period furnishings and regional history in this Federal-style architectural treasure.

See properties

Archer Park

8.4/10 (25 reviews)

Archer Park offers diverse recreation with tennis courts, trails, and playgrounds year-round. During winter, the spectacular "Christmas in the Park" transforms the grounds with over a million dazzling holiday lights.

See properties

Middle Creek National Battlefield

8.2/10 (22 reviews)

This Civil War battlefield marks where future President James Garfield secured a crucial Union victory in 1862. Walk the interpretive trails and attend the September reenactment to witness history come alive.

See properties

Prestonsburg and related destinations

Nestled in the Appalachian foothills, this charming city offers a blend of outdoor adventure and cultural experiences. Hike the scenic trails of Jenny Wiley State Resort Park, then catch a show at the Mountain Arts Center's 1,044-seat theatre.

See all hotels in Prestonsburg

Top Prestonsburg Hotel Reviews

Daniel Boone Motor Inn

10/10 Excellent

"Quiet, budget stay close to everything"

The Landmark Hotel

10/10 Excellent

"Good cool room and staff was nice."

Hampton Inn Pikeville

10/10 Excellent

"Great location with good restaurants within walking distance. A nice park behind the hotel. The hotel is clean and well maintained."

Holiday Inn Express Hotel & Suites Pikeville by IHG

10/10 Excellent

"The room and bathroom were clean. The check in staff was super friendly and helpful. Breakfast was good"

Comfort Suites Prestonsburg West

10/10 Excellent

"This is my favorite place to stay when I’m visiting Kentucky ❤️❤️❤️ the place is always clean , staff is always friendly and helpful. I have recommended this place to my family and they visited as well. And breakfast 🍳 is always a 100/100."

Spark by Hilton Prestonsburg

10/10 Excellent

"Room was clean, the staff were friendly. As far as pets go the grass needs a little work. I realized with being new and all the rain lately probably kept from maintenance to the grass. We'll definitely stay there again on our trips to and from Ohio."

Brookshire Inn

10/10 Excellent

"Pet friendly and very nice and clean cool staff"

More cheap stays in Prestonsburg