Holiday Rentals in Montgomery County

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Our top choices for Montgomery County holiday rentals

Free WiFi, bed sheets

New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin
Jeffersonville
8.0 out of 10, Very good, (4 reviews)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
The price is €166
includes taxes & fees
13 Apr - 14 Apr
New, Cozy, Secluded Cabin
Property grounds

Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.8 out of 10, Excellent, (21 reviews)
"Great stay as usual. Owners are super friendly & helpful. This was our 3rd time staying as we've made this our regular when visiting family in the area."
United States
Brittany K.
The price is €117
includes taxes & fees
2 Apr - 3 Apr
Cozy, Bright Home in Historic Downtown
Exterior

1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
The price is €118
includes taxes & fees
5 Apr - 6 Apr
1 Bedroom Bourbon House on the Hill
Iron/ironing board, WiFi, bed sheets

5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
The price is €124
includes taxes & fees
6 Apr - 7 Apr
5 o'clock somewhere in Mt Sterling
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 €133
includes taxes & fees
30 Mar - 31 Mar
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 €129
includes taxes & fees
7 Apr - 8 Apr
Hunting Lodge in the City
Fridge, microwave, oven, stovetop

Conveniently Located ~ WiFi ~ Central Heat & Air.

Conveniently Located ~ WiFi ~ Central Heat & Air.
Stanton
9.8 out of 10, Exceptional, (49 reviews)
"A great place to stay while exploring the area"
United States
lisa s.
The price is €152
includes taxes & fees
26 Apr - 27 Apr
Conveniently Located ~ WiFi ~ Central Heat & Air.
Interior

Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi

Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi
Campton
10.0 out of 10, Exceptional, (9 reviews)
"Great weekend getaway. Had a wonderful time at this property and I highly recommend, we will be going back for sure"
United States
Jarrod
The price is €197
includes taxes & fees
20 Apr - 21 Apr
Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi
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, (37 reviews)
"The cutest little place!! Perfect place for us and our hostess was fantastic. If we are ever back in this neck of the woods we will definitely stay here again!"
United States
Jennifer W.
The price is €171
includes taxes & fees
7 Apr - 8 Apr
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Cabin, 2 Bedrooms, Kitchen | Living area

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,829 reviews)
"What a great staff Very clean, friendly hotel Def will stay again"
United States
Loreli
The price is €100
includes taxes & fees
12 Apr - 13 Apr
Natural Bridge State Resort Park
Terrace/patio

Beautiful Country Sunsets I

Beautiful Country Sunsets I
Hillsboro
9.8 out of 10, Exceptional, (67 reviews)
"Very nice, serene, and personable and the owners were excellent. Great sunrise and sunsets and the stars at night were amazing. "
United States
Simple
The price is €130
includes taxes & fees
1 Apr - 2 Apr
Beautiful Country Sunsets I
Exterior

Rustic 1 BR, Pet Friendly Cabin Near Red River Gorge

Rustic 1 BR, Pet Friendly Cabin Near Red River Gorge
Campton
9.4 out of 10, Exceptional, (47 reviews)
"Very clean and quiet property, easy check in and comfortable stay. "
United States
Joseph F.
The price is €165
includes taxes & fees
30 Mar - 31 Mar
Rustic 1 BR, Pet Friendly Cabin Near Red River Gorge
Terrace/patio

Rise and Shine

Rise and Shine
Wellington
10.0 out of 10, Exceptional, (31 reviews)
"We loved our time at this cabin!! It was very clean and had everything we needed. We highly recommend!! "
United States
Katie O.
The price is €199
includes taxes & fees
30 Mar - 31 Mar
Rise and Shine
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, (89 reviews)
"It was great. Very nice cabin and location."
United States
Donnie K.
The price is €152
includes taxes & fees
31 Mar - 1 Apr
The Stillhouse Cabin, mins from Red River Gorge
House (3 Bedrooms) | Interior

Cabin Getaway Near Red River Gorge Recreation

Cabin Getaway Near Red River Gorge Recreation
3.0 star property
Rogers
10.0 out of 10, Exceptional, (2 reviews)
"Whole house with 3 bedrooms and 2 baths with showers (no tubs). Appears to have bben recently refurbed for Air B-n-B type rental. Nicely stocked kitchen with coffee, spices, etc. Combo washer/dryer is a little small for the number of people it sleeps but they work fine and there were laundry supplies provided. Living room furniture looks good but could be a little more comfortable. Convenient to lots of Red River Gorge activities, etc. Stayed 3 nights. Looking at a return trip and will stay...
United States
Mark
Cabin Getaway Near Red River Gorge Recreation
Exterior

240 Sq Ft Tiny Home w/ WIFI in Irvine

240 Sq Ft Tiny Home w/ WIFI in Irvine
Irvine
10.0 out of 10, Exceptional, (11 reviews)
"Perfect little get away for our anniversary! We had a great time exploring Red River Gorge and it was nice having a place like this to come back to. We cooked breakfast every morning on the griddle and the tutorial video for the pellet stove was much appreciated!"
United States
Jacob S.
The price is €186
includes taxes & fees
30 Mar - 31 Mar
240 Sq Ft Tiny Home w/ WIFI in Irvine
Exterior

The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (78 reviews)
"Great stay!"
United States
Cole And Lindzy G.
The price is €153
includes taxes & fees
9 Apr - 10 Apr
The Cozy Den
Property grounds

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Wellington
9.2 out of 10, Wonderful, (17 reviews)
"The cabin was clean, very accommodating and in a quiet area. We loved it there!"
United States
Paula G.
The price is €187
includes taxes & fees
10 Apr - 11 Apr
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Property grounds

Tranquil Getaway in the Woods ~ Sunset Ridge

Tranquil Getaway in the Woods ~ Sunset Ridge
Irvine
10.0 out of 10, Exceptional, (98 reviews)
"Outstanding place to stay. Cozy and just what we hoped for. "
United States
Benjamin Z.
The price is €127
includes taxes & fees
12 Apr - 13 Apr
Tranquil Getaway in the Woods ~ Sunset Ridge
Interior

The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.8 out of 10, Exceptional, (76 reviews)
"Great parking, clean rooms, family-friendly. Large dining table for meals and games."
Canada
Kelly
The price is €208
includes taxes & fees
31 Mar - 1 Apr
The Cave Run Lake Cabin
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.
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Top Montgomery County Hotel Reviews

STOP SCROLLING!-COUPLE’S CABIN-HOT TUB IN THE WOODS-RED RIVER GORGE-SUPER CLEAN

STOP SCROLLING!-COUPLE’S CABIN-HOT TUB IN THE WOODS-RED RIVER GORGE-SUPER CLEAN

10/10 Excellent
"Everything worked well and the place is clean and private. Would have been nice to have some firewood for fire pit. "
william c. 3-night trip
Posted 16 hours ago
STOP SCROLLING!-COUPLE’S CABIN-HOT TUB IN THE WOODS-RED RIVER GORGE-SUPER CLEAN

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Holiday Homes in Montgomery County

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