Aerial view of Kentucky River Valley near Harrodsburg's Village at Palisades in the central Bluegrass region.

Montgomery County Holiday Rentals

  • 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

Our top choices for Montgomery County holiday rentals

Iron/ironing board, WiFi, bed sheets

5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
9.0 out of 10, Wonderful, (2 reviews)
"A good stay in a friendly area."
United States
Trey S.
The price is HK$811
HK$1,067 total
includes taxes & fees
14 Jun - 15 Jun
5 o'clock somewhere in Mt Sterling
Free WiFi, bed sheets

New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin
Jeffersonville
8.0 out of 10, Very good, (6 reviews)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
The price is HK$823
HK$1,469 total
includes taxes & fees
15 Jun - 16 Jun
New, Cozy, Secluded Cabin
Exterior

1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
10.0 out of 10, Exceptional, (1 review)
"This property was very welcoming to our small dog."
United States
Anne D.
The price is HK$862
HK$1,123 total
includes taxes & fees
24 Jun - 25 Jun
1 Bedroom Bourbon House on the Hill
Property grounds

Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.4 out of 10, Very good, (22 reviews)
"We did not stay. Nothing had been cleaned. Asked for a refund"
United States
Ginger
The price is HK$549
HK$1,037 total
includes taxes & fees
24 Jun - 25 Jun
Cozy, Bright Home in Historic Downtown
Private kitchen

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Mount Sterling
The price is HK$896
HK$1,160 total
includes taxes & fees
13 Jun - 14 Jun
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Exterior

Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is HK$846
HK$1,106 total
includes taxes & fees
14 Jun - 15 Jun
Hunting Lodge in the City
Terrace/patio

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Morehead
10.0 out of 10, Exceptional, (40 reviews)
"Great place to stay, updated and clean"
United States
Ty R.
The price is HK$940
HK$1,510 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Fridge, microwave, oven, stovetop

Conveniently Located ~ WiFi ~ Central Heat & Air.

Conveniently Located ~ WiFi ~ Central Heat & Air.
Stanton
9.8 out of 10, Exceptional, (50 reviews)
"A great place to stay while exploring the area"
United States
lisa s.
The price is HK$697
HK$1,662 total
includes taxes & fees
30 Jun - 1 Jul
Conveniently Located ~ WiFi ~ Central Heat & Air.
Terrace/patio

Turtle Hatch-Hillside Cottage

Turtle Hatch-Hillside Cottage
Campton
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful place to stay, and we really enjoyed the amenities!!"
United States
Josephine H.
Turtle Hatch-Hillside Cottage
Living area

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,924 reviews)
"Great area Nice place to stay"
United States
Julie
The price is HK$924
HK$1,018 total
includes taxes & fees
14 Jun - 15 Jun
Natural Bridge State Resort Park
Interior

Hot Tub + Fire Pit: Frenchburg Cabin on 1 Acre

Hot Tub + Fire Pit: Frenchburg Cabin on 1 Acre
3.0 star property
Frenchburg
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was adorable and had everything we needed for a weekend getaway. The host was very responsive, and we had a wonderful trip! "
United States
Anonymous traveller
The price is HK$1,246
HK$2,658 total
includes taxes & fees
12 Jun - 13 Jun
Hot Tub + Fire Pit: Frenchburg Cabin on 1 Acre
Fridge, microwave, oven, stovetop

The Stillhouse Cabin, mins from Red River Gorge

The Stillhouse Cabin, mins from Red River Gorge
Campton
9.6 out of 10, Exceptional, (102 reviews)
"Very clean beautiful cabin loved all the open space in the yard I'll be coming back soon.Thank you!😊"
United States
David
The price is HK$784
HK$1,339 total
includes taxes & fees
1 Jul - 2 Jul
The Stillhouse Cabin, mins from Red River Gorge
Interior

The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.8 out of 10, Exceptional, (77 reviews)
"Great parking, clean rooms, family-friendly. Large dining table for meals and games."
Canada
Kelly
The price is HK$910
HK$1,884 total
includes taxes & fees
18 Jun - 19 Jun
The Cave Run Lake Cabin
Exterior

The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (84 reviews)
"Great service and a wonderful stay, very cozy."
United States
John D.
The price is HK$633
HK$1,333 total
includes taxes & fees
16 Jun - 17 Jun
The Cozy Den
Interior

Hikers Retreat•Handcrafted Cabin in RRG • PET FRIENDLY• Fire Pit

Hikers Retreat•Handcrafted Cabin in RRG • PET FRIENDLY• Fire Pit
Pine Ridge
9.8 out of 10, Exceptional, (78 reviews)
"Great place to stay!"
United States
adam r.
The price is HK$818
HK$1,524 total
includes taxes & fees
16 Jun - 17 Jun
Hikers Retreat•Handcrafted Cabin in RRG • PET FRIENDLY• Fire Pit
Property grounds

Spacious Secluded Cabin on 100 Acres Near Red River Gorge

Spacious Secluded Cabin on 100 Acres Near Red River Gorge
Irvine
10.0 out of 10, Exceptional, (76 reviews)
"Secluded cabin - we loved the quiet "
United States
Scot
The price is HK$846
HK$2,056 total
includes taxes & fees
14 Jun - 15 Jun
Spacious Secluded Cabin on 100 Acres Near Red River Gorge
Terrace/patio

Secluded Cabin with a private waterfall at Spirit Lake and internet

Secluded Cabin with a private waterfall at Spirit Lake and internet
Rogers
9.4 out of 10, Exceptional, (99 reviews)
"It was a amazing place the waterfalls qere awsome. Very quite area away from everyone. The cabin qan beautiful place .lots things to do there to hiking and enjoying mother nature. We will be back again "
United States
Chris S.
Secluded Cabin with a private waterfall at Spirit Lake and internet
Fridge, microwave, oven, stovetop

Boone's Bluff RRG- HUMBLE COZY STAY w/ Firepit

Boone's Bluff RRG- HUMBLE COZY STAY w/ Firepit
Pine Ridge
9.8 out of 10, Exceptional, (39 reviews)
"Very well kept and clean"
United States
Michael
The price is HK$775
HK$1,666 total
includes taxes & fees
15 Jun - 16 Jun
Boone's Bluff RRG- HUMBLE COZY STAY w/ Firepit
Interior

BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK

BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK
Stanton
10.0 out of 10, Exceptional, (325 reviews)
"Great stay! Loved the private driveway. "
United States
Emily N.
The price is HK$1,333
HK$2,376 total
includes taxes & fees
12 Jun - 13 Jun
BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK
Interior

YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT

YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT
Stanton
10.0 out of 10, Exceptional, (366 reviews)
"Great spot for weekend getaway. "
United States
Liz A.
The price is HK$1,324
HK$2,358 total
includes taxes & fees
21 Jun - 22 Jun
YOU WILL LOVE THIS ONE!-SUPER CLEAN-KING BEDS-HOT TUB-VIEW-HI SPEED WIFI-BOOK IT
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montgomery County Hotel Reviews

Natural Bridge State Resort Park

Natural Bridge State Resort Park

8/10 Good
"The room was overall clean, but a bit old. It definitely did the function of what I needed for the night. The view out the window and on the deck was very nice. It was a rainy night so I didn’t get to utilize the porch, but if it was sunny, it would’ve been nice. There was an extremely annoying noise, though that sounded as though it was coming from the outside, but when you open the door, you realized it was coming from the air duct or something above the room. It almost sounded like someone was doing work on the pipes. It went on all night and it did keep me up, but I turned on my noise machine so it helped drown it out some. I would say that was the only bad part. There was a decent continental breakfast similar to what most hotels would have. I did enjoy the fresh fruit cups, though it was extremely convenient for hiking based on the location. There was a good hands-free water fountain to fill up your hydration pack for hiking in the lobby, which is always super important to me. Parking was easy and free."
Cortney 1-night trip
Posted 1 hour ago
Natural Bridge State Resort Park