Vacation Rentals in Montgomery County

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

Our top choices for Montgomery County vacation rentals

A living room with a beige sofa, a large plant, a wall mural, a door with a star decoration, and a black entertainment unit.

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
$105 nightly
The price is $116
Nov 15 - Nov 16
Total with taxes and fees
Cozy, Bright Home in Historic Downtown
Interior

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.
$116 nightly
The price is $127
Nov 23 - Nov 24
Total with taxes and fees
5 o'clock somewhere in Mt Sterling
A gravel path leading to a building surrounded by trees.

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.
$178 nightly
The price is $195
Nov 15 - Nov 16
Total with taxes and fees
New, Cozy, Secluded Cabin
Exterior

4. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
$120 nightly
The price is $132
Nov 15 - Nov 16
Total with taxes and fees
Hunting Lodge in the City
A kitchen with a microwave, coffee maker, and tea storage.

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.
$139 nightly
The price is $153
Dec 1 - Dec 2
Total with taxes and fees
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
A wooden cabin with a porch, a dining area with a table and chairs, and a stack of firewood.

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
$70 nightly
The price is $77
Dec 6 - Dec 7
Total with taxes and fees
Natural Bridge State Resort Park
A wooden deck with blue chairs overlooking a river and forested hills.

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.
$114 nightly
The price is $126
Nov 15 - Nov 16
Total with taxes and fees
Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4
A hot tub with a blue light, surrounded by a garden and a chair.

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.
$235 nightly
The price is $259
Nov 15 - Nov 16
Total with taxes and fees
Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge
A wooden deck with a chair and a table, surrounded by greenery and a 'Welcome' sign.

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.
$188 nightly
The price is $213
Nov 15 - Nov 16
Total with taxes and fees
The Towner : Sleeps 4 • Near RRG • Walk to Town
A black door with a number '1' sign, a window with blinds, and a porch with a wooden railing.

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.
$173 nightly
The price is $190
Nov 29 - Nov 30
Total with taxes and fees
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 traveler
$184 nightly
The price is $202
Nov 15 - Nov 16
Total with taxes and fees
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
$250 nightly
The price is $275
Dec 2 - Dec 3
Total with taxes and fees
Dog-friendly cabin near Nada Tunnel with hot tub
A hot tub with a wooden deck and a wooden fence, surrounded by trees and a dirt path.

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
$181 nightly
The price is $200
Nov 16 - Nov 17
Total with taxes and fees
KNOTTY PINE•Cozy Cabin in RRG• Hot Tub •Fireplace •Pond for Fishing•Couples Love
A wooden deck with a pergola, potted plants, and outdoor furniture.

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
$147 nightly
The price is $162
Nov 16 - Nov 17
Total with taxes and fees
The Stillhouse Cabin, mins from Red River Gorge
A wooden cabin with a porch and a stone foundation, surrounded by trees.

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.
$252 nightly
The price is $276
Nov 30 - Dec 1
Total with taxes and fees
Red River Gorge Turtle Falls Hot Tub Firepit Wi-Fi
A hot tub in a forested area with Adirondack chairs, a wooden deck, and a red building with shipping containers.

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
$257 nightly
The price is $283
Nov 19 - Nov 20
Total with taxes and fees
Private RRG Cabin • Hot Tub • 2BR • Secluded in the Woods
A wooden deck with Adirondack chairs and a fire pit, surrounded by a gravel path and a stone border.

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.
$194 nightly
The price is $214
Nov 15 - Nov 16
Total with taxes and fees
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
A black metal container in a forested area with a wooden fence and large rocks.

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
$235 nightly
The price is $259
Nov 15 - Nov 16
Total with taxes and fees
Romantic Red River Gorge Cabin • Hot Tub • Quiet Escape
A circular seating area with four blue chairs and a fire pit, surrounded by a gravel border and a tree in the center.

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.
$151 nightly
The price is $166
Nov 17 - Nov 18
Total with taxes and fees
The Cozy Den
A gravel area with a fire pit, two chairs, and a red building in the background.

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
$271 nightly
The price is $299
Nov 15 - Nov 16
Total with taxes and fees
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 vacation rentals that suit your style

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Top Montgomery County Hotel Reviews

A wooden cabin with a porch, a dining area with a table and chairs, and a stack of firewood.
Natural Bridge State Resort Park

Natural Bridge State Resort Park

Natural Bridge State Resort Park
Slade

10/10 Excellent

The rooms are a little dated but clean. A microwave in the room would have been nice. Good breakfast and lunch good. The park is very nice with lots of hiking trails. Be sure you take the skylight to the Natural Bridge and then take the overlook trail for a great view of the bridge and the mountains.
United States
Edgar
Reviewed September 12, 2024
Natural Bridge State Resort Park

Frequently Asked Questions

How many vacation rentals are available in Montgomery County?

Expedia has plenty of vacation rentals to choose from in and around Montgomery County, so you’re guaranteed to find the right one for you.


How much is a vacation rental in Montgomery County?

The selection of Montgomery County vacation 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!


What type of vacation rental can I get in Montgomery County?

Vacation rentals in Montgomery County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Montgomery County vacation rentals to suit everyone.


Why should I choose a vacation rental in Montgomery County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Montgomery County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.


How do I find the best deal on a vacation rental in Montgomery County?

Find vacation rentals in Montgomery County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Montgomery County.


What amenities are available in a vacation rental in Montgomery County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Montgomery County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Montgomery County?

Everytime is a great time to head to Montgomery County! Staying in a Montgomery County vacation rentals you will always find lots going on to keep you entertained.


Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Montgomery County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Montgomery County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Montgomery County, you can save even more.


Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Montgomery County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.