North Middletown Holiday Rentals

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Holiday Rentals in North Middletown

Secluded getaway in beautiful new cabin near Red River Gorge.
10.0 out of 10, Exceptional, (65)
"We loved the cabin, it is beautiful, peaceful, and very well done. The photos don't do it justice. Nice toiletries, loved the towels, comfy beds & bedding. The porches are wonderful, we spent a lot of time out there. We did walk the trail out to the waterfall. The water levels were a bit low, but it was a nice walk. There are stores close by, and it was an easy drive to Red River Gorge and the sky lift. Communication with the owner was easy, they were responsive, but we didn't need anything, had...
The price is AU$405
includes taxes & fees
1 Oct - 2 Oct
Secluded getaway in beautiful new cabin near Red River Gorge.
Peaceful Mt Sterling Cabin: Deck & Fire Pit!
9.6 out of 10, Exceptional, (8)
"Peaceful and relaxing."
Peaceful Mt Sterling Cabin: Deck & Fire Pit!
2nd Story Historic Downtown 2BR with Modern Amenities
9.0 out of 10, Wonderful, (12)
"My daughter and I had a wonderful stay. The rental had everything we needed. The location was close to everything."
The price is AU$266
includes taxes & fees
1 Oct - 2 Oct
2nd Story Historic Downtown 2BR with Modern Amenities
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi
9.6 out of 10, Exceptional, (32)
"My daughters and I were stopping for the night on our way into Knoxville and the house was perfect for a girls spa night! Dalton was great and very friendly. One of the cleanest houses we’ve ever stayed in. My only wish was that we stayed for more than one night. Would highly recommend. "
The price is AU$467
includes taxes & fees
20 Oct - 21 Oct
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi
Hamburg Retreat: Firepit, Walking Trail, Shopping, Dining, Entertainment & More
9.8 out of 10, Exceptional, (29)
"Great property, will stay again"
Hamburg Retreat: Firepit, Walking Trail, Shopping, Dining, Entertainment & More
Colliver House at Claybank Farm
10.0 out of 10, Exceptional, (41)
"Great property for multiple small families to stay. Loved it! "
Colliver House at Claybank Farm
Cozy, Bright Home in Historic Downtown
9.6 out of 10, Exceptional, (11)
"The property was fine was not able to contact manager no phone # could be found had to leave a note when leaving "
The price is AU$195
includes taxes & fees
13 Oct - 14 Oct
Cozy, Bright Home in Historic Downtown
Lovely 3 Bdrm Home w/Free Parking Close to I-75!
10.0 out of 10, Exceptional, (11)
"Very clean with the BEST bed. It rained one of the days we were there. So i wish we could have had a coveted patio. But overall a great place. Thankyou!"
Lovely 3 Bdrm Home w/Free Parking Close to I-75!
Historic Mt Lebanon, The Governor’s Estate
9.6 out of 10, Exceptional, (17)
"Mt. Lebanon was truly AMAZING ! A beautiful home set in the hills of Kentucky near Paris, KY. The house was beautifully appointed with antiques and the surrounding grounds were well cared for. The large back porch was the perfect spot for a sunrise cup of coffee and a twilight viewing of the lighting bugs (fire flies). Many Kentucky horse farms and Bourbon Distilleries are just a short drive away!! If you want to visit Kentucky and want an authentic experience, this is your place. It gives a...
Historic Mt Lebanon, The Governor’s Estate
Spacious 3 BR w/ King Suite + Patio Off Interstate
9.8 out of 10, Exceptional, (11)
"Location is good, surrounded by stores and food places. Great host who was very responsive."
The price is AU$356
includes taxes & fees
1 Oct - 2 Oct
Spacious 3 BR w/ King Suite + Patio Off Interstate
Horse Heaven! Pet friendly farm stay
9.6 out of 10, Exceptional, (14)
"Great location in Horse country!! The house was in need of some attention. The front glass door was falling off and wouldn’t close, the outside entry stairs are in disrepair and need to be redone, and the master bath facet was really leaking. "
Horse Heaven! Pet friendly farm stay
Charming & Inviting Apartment in Historic Downtown Paris, Ky.
9.8 out of 10, Exceptional, (104)
"The apartment was adorable and in the center of Paris. But if I had known we had to climb 25 stairs I would not have booked - since I had two knee surgeries this year."
Charming & Inviting Apartment in Historic Downtown Paris, Ky.
Close to UK, Keeneland and downtown. Rare Country living in the city.
10.0 out of 10, Exceptional, (5)
"Location was great. Accommodations are even better and the owners are very generous with the accommodations. Highly recommend."
Close to UK, Keeneland and downtown. Rare Country living in the city.
The Cabin at Denali Stud
10.0 out of 10, Exceptional, (10)
"This cabin is everything and more! I can’t say enough good things about staying at Denali Stud. Clean, peaceful, relaxing. The horses are beautiful. Everything you need is provided for you. Claire went above and beyond to make us comfortable. I don’t think I have ever felt more at home away from home. Did I mention that the horses are beautiful? I would recommend this place 1000%. If you are hesitant, don’t be."
The Cabin at Denali Stud
Cabin in Kentucky Horse Country
10.0 out of 10, Exceptional, (72)
"Fabulous!"
The price is AU$616
includes taxes & fees
15 Oct - 16 Oct
Cabin in Kentucky Horse Country
Welcome Hall 5 bedroom 1880’s home on 55 acres
9.8 out of 10, Exceptional, (27)
"This is one of the most enjoyable places you can stay. The house is very comfortable for a family. Patrick is a great host. He is very friendly and helpful. He talked with our grown kids as well as our little grandkids. The animals were great as well. The kids love the horses, chickens, dogs, and the cat. The grandkids love picking eggs. The fishing was good as well. There is a lot of room to roam. We brought our Gator and drove all over the place. The kitchen was well stocked and the fresh...
Welcome Hall 5 bedroom 1880’s home on 55 acres
Peaceful Mt Sterling Cabin: Deck & Fire Pit!
3.0 star property
10.0 out of 10, Exceptional, (1)
Peaceful Mt Sterling Cabin: Deck & Fire Pit!
Hill Crest Cottage in Horse Capital of KY!
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place within a quiet neighborhood "
Hill Crest Cottage in Horse Capital of KY!
The Winchester
8.0 out of 10, Very good, (1)
"It was nice place to stay to many stairs for me. Everything was upstairs but washer and dryer."
The Winchester
Large Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge
9.6 out of 10, Exceptional, (4)
"It was a great experience, get communication and loved the space!"
Large Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge
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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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Other types of properties in North Middletown you may be interested in

GuestHouse Lexington
2.5 star property
8.0 out of 10, Very good, (1041)
"Check in was quick ,and staff was great ,very professional. Over all stay was good.Room could use some tlc "
The price is AU$113
includes taxes & fees
14 Oct - 15 Oct
GuestHouse Lexington
Motel 6 Lexington, KY - East I-75
2.0 star property
7.2 out of 10, Good, (1010)
"Ok decent clean"
The price is AU$101
includes taxes & fees
6 Oct - 7 Oct
Motel 6 Lexington, KY - East I-75
Quality Inn Lexington East/Hamburg Area
2.5 star property
7.6 out of 10, Good, (1005)
"Very clean"
The price is AU$106
includes taxes & fees
20 Oct - 21 Oct
Quality Inn Lexington East/Hamburg Area
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.

Frequently asked questions

Can I find a holiday rental in North Middletown?

Yes, there are holiday rentals close to the most popular sights in North Middletown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that North Middletown has to offer?

Hamburg Retreat: Firepit, Walking Trail, Shopping, Dining, Entertainment & More: This holiday home rental outside North Middletown offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in North Middletown?

While you're exploring the area, Nannine Clay Wallis Arboretum and Lykins Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Claiborne Farm and Bluegrass Heritage Museum.

What are holiday rentals like in North Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in North Middletown. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.