
Holiday rentals in Montgomery County
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Top-rated holiday rentals in Montgomery County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Montgomery County
Top guest favourite

Flat in Mount Sterling
4.93 out of 5 average rating, 14 reviewsCharming Downtown Apartment
EmilyRating, 5 stars3 months 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 favourite

Flat in Mount Sterling
4.92 out of 5 average rating, 107 reviewsCharming, private central KY apt
georgeRating, 5 stars2 months ago
The hosts: Gracious and charming, fortiter in res, suaviter in modo. Great books and a comfortable couch, along with a beautiful yard.
Top guest favourite

Home in Jeffersonville
5 out of 5 average rating, 19 reviewsWelcome to the Bunkhouse!
DianaRating, 5 stars3 weeks ago
Loved it ! Every single thing about this home We fell in love with the horses and definitely with Rikki the cat. She is a sweetheart. We often travel to Kentucky specially for the RRG and always stayed somewhere else , after I found this Gem , we aren't looking anywhere else lol thank you Robin 😊
Top guest favourite

Farm stay in Mount Sterling
5 out of 5 average rating, 15 reviewsMount Sterling Horse Farm
LoriRating, 5 stars1 month ago
Michelle's place was just lovely. We spent a lot of time on the beautiful patio feeling the breeze and watching the horses frolic in the fields. In the evening we watched the lightning bugs. Bird-watching was another highlight. This place is so peaceful yet convenient to downtown Mt. Sterling.
Guest favourite

Cabin in Powell County
4.84 out of 5 average rating, 161 reviewsElk Track Cabin near the RRG & Natural Bridge SP.
RachelRating, 5 stars2 months ago
Beautiful location and property. Wi-Fi was an added surprise and nice since there's no cell signal in the area. Everything was clean. The main bed was comfy. We were able to bring our puppy but the property didn't seem like it had had dogs before/ it was clean and smelled nice.
Superhost

Cabin in Jeffersonville
4.79 out of 5 average rating, 42 reviewsBarn at Red River Gorge & Lexington
NoelRating, 5 stars1 week ago
Would recommend. Stayed here with my husband, adult daughter, and our three dogs. All agreed that you felt like you were in a treehouse when hanging out on the screened in porch, listening to the birds sing and the rain fall. Great place if you want to get away and unplug, especially if you want to explore and hike in the area. Not a great place to work remotely, limited WiFi was an attractant for my family. With no bandwidth for mindless scrolling, we played games and connected. I was glad I had 4WD, as the last road is rough and the circular drive is steep, but my daughter drives a Jetta and she had no issues getting in/out, though parked on the road instead of the steep drive.
Top guest favourite

Home in Mount Sterling
5 out of 5 average rating, 74 reviewsHigh Street Hideaway home atmosphere for relaxing
MarianaRating, 5 stars1 week ago
Carol's place was gorgeous. The house is beautiful, extremely clean, had everything we needed and even more that we did not expect. We stayed with our three boys and our two eldest, 2yrs and 1yr, loved getting there to find a toy basket to entertain them. So sweet to have little snack gifts too. Both Carol and her husband were very friendly and welcoming and we felt right at home. We would definitely recommend and would stay here again if we have the chance!
Top guest favourite

Cabin in Mount Sterling
4.97 out of 5 average rating, 259 reviewsThe Honey Hut, Think of “ On Golden Pond"
JennaRating, 5 stars2 days ago
Scott and Kim went above and beyond to make sure our stay was unforgettable. The Airbnb was spotless, beautifully decorated, and thoughtfully stocked with everything we could possibly need—including paddle boards, a canoe, life jackets, and even little things we forgot (like a lighter!). One of the highlights was learning about their bees, and we were so grateful they took the time to give us a tour of their farm. Their hospitality was genuine and generous. You can really tell they care about creating a meaningful experience for their guests. We left feeling relaxed, inspired, and already wanting to come back. Highly recommend!
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