Montgomery County Holiday Rentals

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Top Holiday Rentals Destinations in Montgomery County

Fridge, microwave, stovetop, coffee/tea maker
Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown

Mount Sterling
8.6 out of 10, Excellent, (20)
"Very Cute house, good downtown location. Owner very quick to respond and friendly."
United States
Casey H.
The price is NZ$220
includes taxes & fees
16 Nov - 17 Nov
Cozy, Bright Home in Historic Downtown
Exterior
New, Cozy, Secluded Cabin

New, Cozy, Secluded Cabin

2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (2)
"Great host, beautiful property, exactly as listed, steep driveway entrance but awesome overall!"
United States
Edgar O.
The price is NZ$333
includes taxes & fees
16 Nov - 17 Nov
New, Cozy, Secluded Cabin
Exterior
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
9.6 out of 10, Exceptional, (27)
"We really enjoyed the weather and location for this stay. The boys (9 & 11) were excited about the volleyball net and area and really loved all the conveniences inside of the tent. We will definitely be back!"
United States
Autumn C.
The price is NZ$240
includes taxes & fees
16 Nov - 17 Nov
Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4
Exterior detail
Conveniently Located ~ WiFi ~ Central Heat & Air.

Conveniently Located ~ WiFi ~ Central Heat & Air.

Stanton
9.8 out of 10, Exceptional, (47)
"It was a clean and comfortable place to stay. The area around was so beautiful."
United States
George
The price is NZ$326
includes taxes & fees
13 Dec - 14 Dec
Conveniently Located ~ WiFi ~ Central Heat & Air.
Fridge, microwave, oven, stovetop
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, (32)
"Love the relaxed atmosphere "
United States
Darlene A.
The price is NZ$303
includes taxes & fees
5 Dec - 6 Dec
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
1 bedroom, free WiFi, bed sheets
The Cozy Den

The Cozy Den

Wellington
9.8 out of 10, Exceptional, (71)
"Cool little place"
United States
Ryan
The price is NZ$286
includes taxes & fees
16 Nov - 17 Nov
The Cozy Den
Exterior
Glamping Cabin in the Heart of the Red River Gorge

Glamping Cabin in the Heart of the Red River Gorge

Rogers
8.0 out of 10, Very good, (5)
"I think the property would be improved with a grill or a fire pit and the addition of a picnic table. Other than that, we really enjoyed the stay very quiet and clean! "
United States
Kerry
The price is NZ$110
includes taxes & fees
17 Nov - 18 Nov
Glamping Cabin in the Heart of the Red River Gorge
View from room
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 star property
Slade
8.6 out of 10, Excellent, (1769)
"Beautiful autumn stay."
United States
Cheryl
Natural Bridge State Resort Park
Fridge, microwave, oven, stovetop
Dappled Grey Cabin with hot tub at Red River Gorge

Dappled Grey Cabin with hot tub at Red River Gorge

2.0 star property
Stanton
10.0 out of 10, Exceptional, (4)
"The property was in good condition. Everything was clean. The area was quiet. The driveway could use some smoothing out but we had a nice stay."
United States
Monica
The price is NZ$378
includes taxes & fees
23 Nov - 24 Nov
Dappled Grey Cabin with hot tub at Red River Gorge
Terrace/patio
The Stillhouse Cabin, mins from Red River Gorge

The Stillhouse Cabin, mins from Red River Gorge

Campton
9.6 out of 10, Exceptional, (78)
"Very impressive little cabin all the comforts of home. Very peacful and quiet. My second time staying there! I will be back forsure. Highly recommend this place for seclusion and beauty! Very very nice!"
United States
Stephen G.
The price is NZ$302
includes taxes & fees
16 Nov - 17 Nov
The Stillhouse Cabin, mins from Red River Gorge
Fridge, microwave, oven, stovetop
Serene Retreat, Private Setting, Near Muir Valley Climbing & Redpoint BBQ

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

2.0 star property
Rogers
9.0 out of 10, Wonderful, (16)
"Enjoyed our time in Roger’s. Cabin was clean and close to the wedding venue as promised. I would add overhead lighting over the sink, oven and dinning table as it gets very dim at night. Enjoyed time on the wrap around porch and around the fire pit, such a beautiful area! Would recommend!"
United States
Matthew J.
The price is NZ$320
includes taxes & fees
17 Nov - 18 Nov
Serene Retreat, Private Setting, Near Muir Valley Climbing & Redpoint BBQ
Terrace/patio
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

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

2.0 star property
Wellington
9.2 out of 10, Wonderful, (17)
"We enjoyed our stay. Had everything we needed and more. Check-in was smooth once we connect back to cellular and picked up the instructions. Wifi access was simple as was the tv streaming. One of the best cabins we've ever stayed in."
United States
Rodney S.
The price is NZ$380
includes taxes & fees
14 Nov - 15 Nov
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Terrace/patio
Rise and Shine

Rise and Shine

Wellington
10.0 out of 10, Exceptional, (31)
"Very well kept property. Home had plenty of accomodationd and was well kept. Proximity to stores and outdoor activities was pretty decent. "
United States
Kaleb T.
The price is NZ$379
includes taxes & fees
14 Nov - 15 Nov
Rise and Shine
Interior
Beautiful Country Sunsets I

Beautiful Country Sunsets I

Hillsboro
9.8 out of 10, Exceptional, (66)
"Clean and taken care of. It was cloudy both evenings we were there, so I can't attest for the sunsets, but the view was still beautiful! Small place, but perfect for 2 people."
United States
Rebecca W.
The price is NZ$256
includes taxes & fees
23 Nov - 24 Nov
Beautiful Country Sunsets I
Exterior
Shady Oaks Cabin 4 in Red River Gorge• Pet Friendly• Hi Speed Internet 🛜

Shady Oaks Cabin 4 in Red River Gorge• Pet Friendly• Hi Speed Internet 🛜

Pine Ridge
9.8 out of 10, Exceptional, (91)
"We really enjoyed our stay! This was our 2nd time staying, and will absolutely be back again!"
United States
Rachael R.
Shady Oaks Cabin 4 in Red River Gorge• Pet Friendly• Hi Speed Internet 🛜
1 bedroom, WiFi, bed sheets
"Stars Hollow" Cozy Mini Cabin Stay - RRG

"Stars Hollow" Cozy Mini Cabin Stay - RRG

Rogers
10.0 out of 10, Exceptional, (13)
"Nice clean cabin. "
United States
Polletta
"Stars Hollow" Cozy Mini Cabin Stay - RRG
Terrace/patio
Quaint, heavily forested cabin, mountain valley view.

Quaint, heavily forested cabin, mountain valley view.

2.0 star property
Slade
8.0 out of 10, Very good, (23)
"The location was good and parking/driving was easy. But the cabin floors were very dirty and they didn't provide many cleaning supplies. But I'd stay here again for the amount of space and location."
United States
Molly H.
Quaint, heavily forested cabin, mountain valley view.
Dining
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, (44)
"Nice cabin! Close enough to the town but far enough out to enjoy the stars!"
United States
Jolie D.
The price is NZ$330
includes taxes & fees
14 Nov - 15 Nov
Rustic 1 BR, Pet Friendly Cabin Near Red River Gorge
Exterior
Whippoorwill's Nest - Glamping Tent with AC

Whippoorwill's Nest - Glamping Tent with AC

Beattyville
10.0 out of 10, Exceptional, (5)
"We had a quick getaway at one of the amazing glamping tents and I was thoroughly impressed! As someone who does not like to camp, the AC, King bed, and small touches to the tent made me feel comfortable in the outdoors. It was close to the main road and all RRG restaurant were reachable. Trails were a little far, but that's part of the fun! Highly recommend!"
United States
Sarah F.
Whippoorwill's Nest - Glamping Tent with AC
Exterior
Unique, Cozy Stay near Red River Gorge

Unique, Cozy Stay near Red River Gorge

Slade
7.4 out of 10, Good, (9)
"Love it ❤️"
United States
Barbara S.
The price is NZ$258
includes taxes & fees
14 Nov - 15 Nov
Unique, Cozy Stay near Red River Gorge
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

UPSCALE Shipping Container Cabin-Private-High Speed WIFI!-Hot Tub!-In The Woods!

UPSCALE Shipping Container Cabin-Private-High Speed WIFI!-Hot Tub!-In The Woods!

10/10 Excellent
"Location of unit was great - very private. Enjoyed sitting in hot tub and enjoying the beautiful evenings. "
Haley B. 2-night trip
Posted 3 days ago
UPSCALE Shipping Container Cabin-Private-High Speed WIFI!-Hot Tub!-In The Woods!

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 favorite 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 NZ$110 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.