Vacation rentals in Montgomery County

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Popular amenities for Montgomery County vacation rentals

Other great vacation rentals in Montgomery County

Top guest favorite
The historic Farmers National Bank building features a striking pink facade with contrasting green trim. Large windows are framed symmetrically on each floor, reflecting classic architectural details. A decorative wreath is displayed on the main entrance, adding a touch of charm to the exterior.
Apartment in Mount Sterling
4.92 out of 5 average rating, 13 reviews

Charming Downtown Apartment

EmilyRating, 5 stars1 month ago
I came here with my sister to shop for my wedding dress at Renee’s Bridal. Needless to say, we loved our stay! Graham was super kind, responsive, and made us feel right at home. The beds were super comfortable and we had more than enough space. Would definitely stay again!
Guest favorite
The private entrance of the apartment is situated above a garage, accessible via a wooden staircase. Lush greenery surrounds the base, enhancing the natural privacy of the space. A lamp post stands nearby, adding a touch of charm to the serene outdoor setting.
Apartment in Mount Sterling
4.93 out of 5 average rating, 105 reviews

Charming, private central KY apt

AmyRating, 5 stars1 month ago
What an adorable and cozy apartment. Ellen was kind enough to accommodate a very late check-in and even left lights on so we didn’t have to enter a dark apartment. That was very much appreciated. Apartment was clean and had everything we needed. Super comfortable beds, hot water and good water pressure, safe neighborhood. My daughter and I took a walk around the area and downtown and felt very safe. Her gardens make it feel like you are in this little oasis away from everything. Very peaceful and relaxing. We thoroughly enjoyed our stay and highly recommend Ellen’s place.
Top guest favorite
A spacious lawn stretches towards a single-story bunkhouse, framed by gentle hills. A gravel driveway leads to the entrance, while a large tree and manicured shrubs enhance the outdoor environment, creating an open and inviting setting.
Home in Jeffersonville
5 out of 5 average rating, 14 reviews

Welcome to the Bunkhouse!

MelissaRating, 5 stars6 months ago
We were in town for a wedding and didn’t get to enjoy the property long enough. It was beautiful and the horses and visits from the beautiful cat brought smiles to all. I would highly recommend and would stay here again.
Top guest favorite
A tire swing hangs from a large tree, offering a playful touch to the lush, green yard. In the background, a barn with a white exterior is framed by gentle hills and a black wooden fence, characteristic of the serene countryside setting.
Farm stay in Mount Sterling
5 out of 5 average rating, 13 reviews

Mount Sterling Horse Farm

Christine Rating, 5 stars2 weeks ago
Beautiful home! My family loved our stay. It was our yearly spring vacation and we decided to stay here. The farm life including all the animals was such a great experience. My son will have these memories forever. I would highly recommend it to any of my friends or family that want to visit Mount Sterling.
Guest favorite
A covered porch features wooden flooring and railing, with two wooden chairs positioned on either side. Soft lighting is provided by hanging bulbs, enhancing the connection to the surrounding greenery. The vibrant foliage of trees can be seen in the background, contributing to a serene atmosphere.
Cabin in Powell County
4.85 out of 5 average rating, 159 reviews

Elk Track Cabin near the RRG & Natural Bridge SP.

AmandaRating, 5 stars1 month ago
This place was perfect! Very private, super clean, perfect to have our dog with us. While it was definitely out of the way, Holly gave very clear instructions on how to get there. It had everything we needed. Our only issue was that part of the gravel drive has recently washed out from rains, which was hardly Holly's fault! Definitely recommend this place.
Superhost
The interior of a barn cabin is highlighted by wooden walls and ceilings, featuring a center dining table with black stools. A red vintage refrigerator stands beside a modern stove. Large windows allow natural light to flood the space, creating an inviting atmosphere.
Cabin in Jeffersonville
4.76 out of 5 average rating, 37 reviews

Barn at Red River Gorge & Lexington

NicoleRating, 5 stars1 month ago
our stay at the cabin was peaceful and just what we were looking for. The cabin was cozy and inviting and the outdoor space was a great place to relax. We were close to the Gorge and all the things we wanted to do. The driveway was a little steep for my van, but there was a spot at the bottom to park. We would definitely recommend this cabin and would rent it out again if we're in the area!!
Top guest favorite
A spacious wooden deck is furnished with a round table surrounded by four metal chairs. A large blue umbrella provides shade over the table. A storage box is positioned along the deck's perimeter, enhancing the outdoor comfort.
Home in Mount Sterling
5 out of 5 average rating, 68 reviews

High Street Hideaway home atmosphere for relaxing

ShannonRating, 5 stars1 week ago
Our stay was great!! When we first walked in, we were greeted with home-baked coffee cake and local treats.  It was so thoughtful. We felt at home and the house was so beautiful and comfortable.  I would definitely stay again if we came back to the area. 
Top guest favorite
A serene lakeside scene features five wooden Adirondack chairs arranged on a stone patio. Surrounding the chairs are planters with colorful flowers. The calm water reflects greenery from the trees lining the shore, promoting a peaceful outdoor setting.
Cabin in Mount Sterling
4.96 out of 5 average rating, 253 reviews

The Honey Hut, Think of “ On Golden Pond"

AshleyRating, 5 stars2 days ago
The place was absolutely gorgeous. The perfect place to relax and plug. The host was extremely helpful and responsive. Everything was clean and tidy.

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