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Top Holiday Rentals in North Middletown

2nd Story Historic Downtown 2BR with Modern Amenities

9.0 out of 10, Wonderful, (13)
"My daughter and I had a wonderful stay. The rental had everything we needed. The location was close to everything."
The price is £137
includes taxes & fees
14 Aug - 15 Aug
2nd Story Historic Downtown 2BR with Modern Amenities

Charming & Inviting Apartment in Historic Downtown Paris, Ky.

9.8 out of 10, Exceptional, (111)
"Property is spacious and period architecture. Road noise can be a bit much unless you are an early riser. Very close to Secretariat park (walking) and Claiborne farms. Easy drive to Kentucky Horse Park. Upstairs above business on the Main Street of Paris. Enjoyed the space and location. "
Charming & Inviting Apartment in Historic Downtown Paris, Ky.

Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!

10.0 out of 10, Exceptional, (47)
"Our stay was relaxing and very comfortable. Would stay again "
Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!

Close to UK, Keeneland and downtown. Rare Country living in the city.

10.0 out of 10, Exceptional, (12)
"Amazing comfortable stay home was very clean and easy to get into definitely would recommend "
Close to UK, Keeneland and downtown. Rare Country living in the city.

The Cabin at Denali Stud

10.0 out of 10, Exceptional, (15)
"The cabin was very comfortable. The setting was beautiful. Owners were extremely helpful and friendly. We will stay there again in the future."
The Cabin at Denali Stud

Spacious 3 BR w/ King Suite + Patio Off Interstate

9.8 out of 10, Exceptional, (19)
"Easy check in and owners made us feel welcome loved the home ! "
The price is £263
includes taxes & fees
13 Aug - 14 Aug
Spacious 3 BR w/ King Suite + Patio Off Interstate

Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

2.0 star property
9.8 out of 10, Exceptional, (6)
"The Barn and the grounds were out of this world! We had a blast and highly recommend! "
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

10.0 out of 10, Exceptional, (3)
"Great accommodation. "
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

Modern Barndo/Hot Tub/Fire Pit/Rec Room/20min RRG

Modern Barndo/Hot Tub/Fire Pit/Rec Room/20min RRG

Peaceful Mt Sterling Cabin: Deck & Fire Pit!

9.8 out of 10, Exceptional, (19)
"The location is great, close to things but very peaceful. Cabin is well equipped and very clean. "
Peaceful Mt Sterling Cabin: Deck & Fire Pit!

Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi

9.2 out of 10, Wonderful, (45)
"We came to babysit our grand daughters and this was a perfect house for us! Close to restaurants, shopping, and our grands! There is a fire pit, hot tub, and a special treat of snow cone machine and makings for s’mores! We will be back! "
The price is £224
includes taxes & fees
11 Aug - 12 Aug
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi

Cozy, Bright Home in Historic Downtown

9.0 out of 10, Wonderful, (16)
"We loved it you are in downtown it a nice place to stay"
The price is £103
includes taxes & fees
3 Aug - 4 Aug
Cozy, Bright Home in Historic Downtown

Cabin in Kentucky Horse Country

10.0 out of 10, Exceptional, (76)
"Beautiful property and great host. Paris is a quaint town but plenty of activities to do. "
The price is £327
includes taxes & fees
4 Aug - 5 Aug
Cabin in Kentucky Horse Country

Historic Mt Lebanon, The Governor’s Estate

9.6 out of 10, Exceptional, (20)
"What a treat that this place is available to us to rent. The property is gorgeous and so peaceful (until a freight train surprises you!). My family absolutely loved every moment and the history is fascinating. We especially admired the old books and bibles throughout the house. Anne Marie may be the most responsive host ever! I’d give more stars if I could. Highly recommend!"
Historic Mt Lebanon, The Governor’s Estate

Colliver House at Claybank Farm

10.0 out of 10, Exceptional, (58)
"Very nice old farm house on a working horse farm. A mare an it’s foal (1 week old) spent most of their day in the field next to the house and loved to visit with us when we went up to the fence. Host was wonderful and the house had all the amenities one would ever need. "
Colliver House at Claybank Farm

The Winchester

9.4 out of 10, Exceptional, (3)
"I rented this house for my bridesmaids. It was a great location and house. The owner was accommodating and replied quickly "
The Winchester

Lovely 3 Bdrm Home w/Free Parking Close to I-75!

10.0 out of 10, Exceptional, (25)
"Beautiful roomy space with key location--close to everything and Amy (the host) is so responsive and amazing!"
Lovely 3 Bdrm Home w/Free Parking Close to I-75!

The Perch - NEW / Downtown!

The price is £193
includes taxes & fees
4 Aug - 5 Aug
The Perch - NEW / Downtown!

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!

Hamburg Retreat: Firepit, Walking Trail, Shopping, Dining, Entertainment & More

9.8 out of 10, Exceptional, (33)
"A few small items that need attention but was a great location and relaxing ."
Hamburg Retreat: Firepit, Walking Trail, Shopping, Dining, Entertainment & More
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 North Middletown Hotel Reviews

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?

Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!: This holiday home rental outside of North Middletown is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in North Middletown?

While you're exploring the area, Lykins Park and Lake Carnico are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find The Cane Ridge Meeting House and Claiborne Farm.

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.