Montgomery County Holiday Rentals

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Top cities in Montgomery County

An aerial view of a town with historic buildings, a central green area, and a parking lot.
Vacation Rentals

Mount Sterling

Mount Sterling

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Montgomery County holiday rentals

A Farmers' Market pavilion with a clear roof, a sign indicating it's powered by KJ, and operating hours from June through October.

1. Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.4 out of 10, Very good, (25 reviews)
"This is definitely an older home, but it was clean and comfortable and the Dolly memorabilia is amazing!"
United States
Glenda
The price is AU$173
includes taxes & fees
15 Nov - 16 Nov
Cozy, Bright Home in Historic Downtown
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

2. 5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
9.0 out of 10, Wonderful, (4 reviews)
"A good stay in a friendly area."
United States
Trey S.
The price is AU$190
includes taxes & fees
23 Nov - 24 Nov
5 o'clock somewhere in Mt Sterling
A bedroom with a bed, a ceiling fan, a TV, and large windows.

3. New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin
Jeffersonville
8.4 out of 10, Very good, (9 reviews)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
The price is AU$292
includes taxes & fees
17 Nov - 18 Nov
New, Cozy, Secluded Cabin
Exterior

4. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is AU$197
includes taxes & fees
15 Nov - 16 Nov
Hunting Lodge in the City
Private kitchen

5. 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, (3 reviews)
"Very easy check in and nice location"
United States
Robert G.
The price is AU$228
includes taxes & fees
1 Dec - 2 Dec
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
A log cabin interior with a stone fireplace, wooden walls, and a ceiling fan.

6. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (2,141 reviews)
"Love staying here, such easy access to the Gorge and Natural Bridge. Always convenient and easy to deal with. Always a place I keep in mind when I’m staying in the area."
United States
Logan
The price is AU$91
includes taxes & fees
13 Dec - 14 Dec
Natural Bridge State Resort Park
A campsite with several tents on stilts over a sandy area near a river, surrounded by trees.

7. 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, (61 reviews)
"Great stay"
United States
Josh N.
The price is AU$187
includes taxes & fees
15 Nov - 16 Nov
Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4
A spa area with a hot tub and a view of a kitchen through a window.

8. Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge

Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge
Stanton
10.0 out of 10, Exceptional, (141 reviews)
"This was an absolutely cool little private spot. Exactly what my lady and I were looking for."
United States
john m.
The price is AU$378
includes taxes & fees
17 Nov - 18 Nov
Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge
A kitchen with white cabinets, a central island, and a dining area with wooden chairs and a table.

9. 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 AU$317
includes taxes & fees
15 Nov - 16 Nov
The Towner : Sleeps 4 • Near RRG • Walk to Town
A log cabin interior with a blue sofa, wooden cabinets, a kitchen area, and a television.

10. Cozy Cabin Near Cave Run Lake & Marina #1

Cozy Cabin Near Cave Run Lake & Marina #1
Morehead
9.8 out of 10, Exceptional, (69 reviews)
"Perfect location to stay to enjoy all the things Cave Run Lake has to offer! Cabin is clean and perfect for an intimate weekend getaway! We really enjoyed our stay!"
United States
Hannah M.
The price is AU$283
includes taxes & fees
30 Nov - 1 Dec
Cozy Cabin Near Cave Run Lake & Marina #1
A cabin with a deck, a fire pit, and string lights in a forest setting.

11. Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge
Irvine
10.0 out of 10, Exceptional, (134 reviews)
"It was a great cozy place for a weekend for me and my sister. It had everything we needed and we especially loved having the window bed! Would definitely consider staying here again."
United States
Anonymous traveller
The price is AU$299
includes taxes & fees
15 Nov - 16 Nov
Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge
A cabin with a fire pit, seating, and a porch.

12. Dog-friendly cabin near Nada Tunnel with hot tub

Dog-friendly cabin near Nada Tunnel with hot tub
Slade
10.0 out of 10, Exceptional, (7 reviews)
"Cozy bungalow, very clean, great location and very relaxing. We loved staying there. Hope to revisit soon."
United States
Timothy
The price is AU$407
includes taxes & fees
2 Dec - 3 Dec
Dog-friendly cabin near Nada Tunnel with hot tub
A log cabin interior with a dining area, a sofa, a fireplace, and a television.

13. KNOTTY PINE•Cozy Cabin in RRG• Hot Tub •Fireplace •Pond for Fishing•Couples Love

KNOTTY PINE•Cozy Cabin in RRG• Hot Tub •Fireplace •Pond for Fishing•Couples Love
Pine Ridge
9.8 out of 10, Exceptional, (58 reviews)
"The cabin was easy to access and very clean. It was a great value. I booked this last minute for a solo trip to the area and was very pleased with everything. Thank you."
United States
Kim
The price is AU$295
includes taxes & fees
15 Nov - 16 Nov
KNOTTY PINE•Cozy Cabin in RRG• Hot Tub •Fireplace •Pond for Fishing•Couples Love
A cozy cabin-style kitchen with wooden walls, a loft area, and basic amenities including a refrigerator, stove, and microwave.

14. The Stillhouse Cabin, mins from Red River Gorge

The Stillhouse Cabin, mins from Red River Gorge
Campton
9.6 out of 10, Exceptional, (139 reviews)
"Away from busy towns and in an area where you can see the stars at night. Place was clean in arrival with sleeping arrangements as stated. Shower is nice and remodeled and enjoyable property to walk around and enjoy the scenery."
United States
Adam
The price is AU$240
includes taxes & fees
17 Nov - 18 Nov
The Stillhouse Cabin, mins from Red River Gorge
A modern cabin interior with a kitchen, dining area, and a large window overlooking a forest.

15. 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, (20 reviews)
"We loved our short visit in Kentucky. This cabin had everything we needed and more."
United States
Alicia F.
The price is AU$407
includes taxes & fees
30 Nov - 1 Dec
Red River Gorge Turtle Falls Hot Tub Firepit Wi-Fi
Interior

16. Private RRG Cabin • Hot Tub • 2BR • Secluded in the Woods

Private RRG Cabin • Hot Tub • 2BR • Secluded in the Woods
Stanton
10.0 out of 10, Exceptional, (345 reviews)
"great secluded property with everything we needed for a great weekend. Hot Tub was nice after a day of hiking."
United States
Kenneth
The price is AU$414
includes taxes & fees
19 Nov - 20 Nov
Private RRG Cabin • Hot Tub • 2BR • Secluded in the Woods
A small, single-story cabin with a porch, surrounded by trees.

17. 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, (21 reviews)
"Great stay!"
United States
Lisa W.
The price is AU$316
includes taxes & fees
15 Nov - 16 Nov
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
A small, dark-colored cabin with a gravel path leading to it, surrounded by trees and a string of lights.

18. Romantic Red River Gorge Cabin • Hot Tub • Quiet Escape

Romantic Red River Gorge Cabin • Hot Tub • Quiet Escape
Stanton
10.0 out of 10, Exceptional, (183 reviews)
"Loved the secluded atmosphere"
United States
Andrea
The price is AU$377
includes taxes & fees
15 Nov - 16 Nov
Romantic Red River Gorge Cabin • Hot Tub • Quiet Escape
A small wooden cabin with a porch, an American flag, and a small garden.

19. The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (103 reviews)
"Great place to stay for a small group!"
United States
Adalyn B.
The price is AU$247
includes taxes & fees
17 Nov - 18 Nov
The Cozy Den
A wooden cabin interior with a kitchen featuring a stove, microwave, and refrigerator.

20. Plum Crazy: Hot Tub Cabin in Frenchburg

Plum Crazy: Hot Tub Cabin in Frenchburg
3.0 star property
Frenchburg
10.0 out of 10, Exceptional, (4 reviews)
"This cabin was 100% the cleanest and nicest I’ve ever stayed in. Adorable, had everything needed for a comfortable stay. "
United States
Amy
The price is AU$441
includes taxes & fees
15 Nov - 16 Nov
Plum Crazy: Hot Tub Cabin in Frenchburg
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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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, 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 depend 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 chosen for you start as low as AU$90 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.