A river winding through a densely forested valley with rocky cliffs on one side.

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Our top choices for Montgomery County holiday rentals

A Farmers' Market pavilion with a green signboard, white structural elements, and a covered area with yellow bollards.

1. Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.4 out of 10, Very good, (23 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 £97
includes taxes & fees
29 Sept - 30 Sept
Cozy, Bright Home in Historic Downtown
A building with a staircase leading to a door marked with the number 218.

2. 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 £102
includes taxes & fees
28 Sept - 29 Sept
1 Bedroom Bourbon House on the Hill
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

3. 5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
9.4 out of 10, Exceptional, (3 reviews)
"A good stay in a friendly area."
United States
Trey S.
The price is £106
includes taxes & fees
28 Sept - 29 Sept
5 o'clock somewhere in Mt Sterling

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

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Mount Sterling
10.0 out of 10, Exceptional, (1 review)
"Clean, unexpected amenities provided in case you forgot something. Ceiling fans in living room and bedroom. Recently renovated. The sweet treats in the fridge upon check in, both local, were a nice touch and paired well with coffee in the morning. Walkable to a nice local bar and grill, downtown area, was a bonus. 5 minutes to I-64. About a half an hour or less to Red River Gorge/ Natural Bridge if you are going hiking. Pet friendly. WiFi. We would definitely stay here again!"
United States
Dan S.
The price is £115
includes taxes & fees
28 Sept - 29 Sept
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
A bedroom with a bed, a ceiling fan, a TV, and large windows.

5. New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin
Jeffersonville
8.0 out of 10, Very good, (8 reviews)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
The price is £150
includes taxes & fees
28 Sept - 29 Sept
New, Cozy, Secluded Cabin

6. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is £110
includes taxes & fees
28 Sept - 29 Sept
Hunting Lodge in the City
A log cabin interior with a stone fireplace, wooden walls, and a ceiling fan.

7. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (2,069 reviews)
"Great place to stay."
United States
Monty
The price is £77
includes taxes & fees
30 Sept - 1 Oct
Natural Bridge State Resort Park
A wooden deck with blue chairs overlooking a river and forested hills.

8. Furnished Glamping Tent/2 Queen Beds/Red River Access- Soaring Eagle - #7

Furnished Glamping Tent/2 Queen Beds/Red River Access- Soaring Eagle - #7
Stanton
9.8 out of 10, Exceptional, (22 reviews)
"Host was friendly and helpful"
United States
kayla
The price is £102
includes taxes & fees
28 Sept - 29 Sept
Furnished Glamping Tent/2 Queen Beds/Red River Access- Soaring Eagle - #7
A small wooden cabin with a porch, an American flag, and a small garden.

9. The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (97 reviews)
"Great place to stay for a small group!"
United States
Adalyn B.
The price is £135
includes taxes & fees
28 Sept - 29 Sept
The Cozy Den
A covered outdoor patio with a grill and seating area.

10. Mountaintop Cottage

Mountaintop Cottage
Stanton
10.0 out of 10, Exceptional, (49 reviews)
"Great stay! Beautiful property and an awesome donkey"
United States
andymorg
The price is £136
includes taxes & fees
28 Sept - 29 Sept
Mountaintop Cottage
A campsite with several tents on stilts over a sandy area near a river, surrounded by trees.

11. Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4

Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4
Stanton
9.8 out of 10, Exceptional, (53 reviews)
"Great stay"
United States
Josh N.
The price is £102
includes taxes & fees
28 Sept - 29 Sept
Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4
A wooden cabin interior with a stone fireplace, wooden dining table, and chairs.

12. Secluded 2-BD cabin, tranquil mountain setting. Hot Tub Gazebo! Wood fireplace.

Secluded 2-BD cabin, tranquil mountain setting. Hot Tub Gazebo! Wood fireplace.
Stanton
9.6 out of 10, Exceptional, (28 reviews)
"Great cabin"
United States
Keith R.
Secluded 2-BD cabin, tranquil mountain setting. Hot Tub Gazebo! Wood fireplace.
A rustic cabin with a porch, a fire pit, and a covered outdoor seating area.

13. Serene Retreat, Private Setting, Near Muir Valley Climbing & Redpoint BBQ

Serene Retreat, Private Setting, Near Muir Valley Climbing & Redpoint BBQ
Rogers
8.6 out of 10, Excellent, (24 reviews)
"Very peaceful place to stay if you’re looking for relaxing !"
United States
Kayla S.
The price is £140
includes taxes & fees
18 Oct - 19 Oct
Serene Retreat, Private Setting, Near Muir Valley Climbing & Redpoint BBQ
A cabin with a wooden deck, a covered porch, and a small garden area.

14. Larkspur Cabin with Hot Tub near Red River Gorge

Larkspur Cabin with Hot Tub near Red River Gorge
Stanton
9.8 out of 10, Exceptional, (11 reviews)
"My wife and I had a very relaxing get away. Lovely place for a couple."
United States
Anonymous traveller
The price is £110
includes taxes & fees
29 Sept - 30 Sept
Larkspur Cabin with Hot Tub near Red River Gorge
A small, single-story cabin with a porch, surrounded by trees.

15. Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.

Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
Wellington
10.0 out of 10, Exceptional, (18 reviews)
"Great stay!"
United States
Lisa W.
The price is £170
includes taxes & fees
28 Sept - 29 Sept
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
A kitchen with white cabinets, a central island, and a dining area with wooden chairs and a table.

16. The Towner : Sleeps 4 • Near RRG • Walk to Town

The Towner : Sleeps 4 • Near RRG • Walk to Town
Stanton
9.8 out of 10, Exceptional, (52 reviews)
"A great place to stay while exploring the area"
United States
lisa s.
The price is £166
includes taxes & fees
29 Sept - 30 Sept
The Towner : Sleeps 4 • Near RRG • Walk to Town
A rustic cabin with a wooden deck, a kitchen area, and a sign indicating 'Factory Parking'.

17. Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion

Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion
Irvine
9.8 out of 10, Exceptional, (20 reviews)
"Loved this cabin was in such a beautiful location will definitely stay there again…."
United States
Shari L.
The price is £165
includes taxes & fees
30 Sept - 1 Oct
Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion
A cozy cabin-style room with a bed, a sofa, a small round table, and a ceiling fan.

18. "Stars Hollow" Cozy Mini Cabin Stay - RRG

"Stars Hollow" Cozy Mini Cabin Stay - RRG
Rogers
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed the area, cute place, great communication with hosts, would definitely consider coming back! "
United States
Sarah W.
The price is £151
includes taxes & fees
6 Oct - 7 Oct
"Stars Hollow" Cozy Mini Cabin Stay - RRG
A wooden cabin interior with a kitchen featuring a stove, microwave, and refrigerator.

19. Plum Crazy: Frenchburg Cabin on 1 Acre

Plum Crazy: Frenchburg Cabin on 1 Acre
Frenchburg
9.6 out of 10, Exceptional, (15 reviews)
"Fun place to stay for 2!"
United States
Bob R.
The price is £236
includes taxes & fees
29 Sept - 30 Sept
Plum Crazy: Frenchburg Cabin on 1 Acre
A modern cabin interior with a kitchen, dining area, and a large window overlooking a forest.

20. Red River Gorge Turtle Falls Hot Tub Firepit Wi-Fi

Red River Gorge Turtle Falls Hot Tub Firepit Wi-Fi
Campton
9.8 out of 10, Exceptional, (17 reviews)
"Good location, nicely furnished, friendly and helpful staff, would definitely recommend."
United States
Kyle H.
The price is £221
includes taxes & fees
29 Sept - 30 Sept
Red River Gorge Turtle Falls Hot Tub Firepit Wi-Fi
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

Ramada Limited Mount Sterling

Ramada Limited Mount Sterling

10/10 Excellent
"If you want fancy, this is not for you. If you want a clean room at a reasonable rate, with a pool, hot tub, and a super friendly staff that's is central to Mt. Sterling, then book it now. Bonus? Breakfast with bacon & eggs for FREE! 2nd Bonus. The witty check-in girl.. who politely questioned my service dog's authenticity! They need to keep her at the front desk forever!"
Judi 2-night trip
Posted 1 hour ago
Ramada Limited Mount Sterling

Find out more about Montgomery County

Everything you need to know about Montgomery County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montgomery County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montgomery County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomery County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomery County holiday rentals we have selected for you start as low as £77 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montgomery County rentals

At Expedia, we put the best Montgomery County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montgomery County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montgomery County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montgomery County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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