North Middletown Vacation Rentals

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Vacation 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 CA $135
CA $250 total
includes taxes & fees
Aug 18 - Aug 19
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, (46)
"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 CA $99
CA $338 total
includes taxes & fees
Jul 21 - Jul 22
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

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, (18)
"Neighborhood reunion with 4 of us. Great weekend, and great place to stay."
Peaceful Mt Sterling Cabin: Deck & Fire Pit!

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

9.2 out of 10, Wonderful, (44)
"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 CA $107
CA $300 total
includes taxes & fees
Jul 22 - Jul 23
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi

Cozy, Bright Home in Historic Downtown

9.2 out of 10, Wonderful, (15)
"We loved it you are in downtown it a nice place to stay"
The price is CA $96
CA $181 total
includes taxes & fees
Jul 27 - Jul 28
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 CA $376
CA $583 total
includes taxes & fees
Aug 11 - Aug 12
Cabin in Kentucky Horse Country

Historic Mt Lebanon, The Governor’s Estate

9.6 out of 10, Exceptional, (20)
"The place had a fantastic homely feel to it and was spotless. We thoroughly enjoyed our stay. This is an excellent property."
Historic Mt Lebanon, The Governor’s Estate

Colliver House at Claybank Farm

10.0 out of 10, Exceptional, (56)
"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

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

10.0 out of 10, Exceptional, (25)
Lovely 3 Bdrm Home w/Free Parking Close to I-75!

The Winchester

9.0 out of 10, Wonderful, (2)
"It was nice place to stay to many stairs for me. Everything was upstairs but washer and dryer."
The Winchester

Horse Heaven! Pet friendly farm stay

9.6 out of 10, Exceptional, (14)
"Perfect for our family getaway to horse country. Kids loved the horses here."
Horse Heaven! Pet friendly farm stay

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!

River Relaxation - Calm Riverfront Home in Winchester Kentucky

7.0 out of 10, Good, (4)
"We loved the house, the hosts were great and super communicative! The house is also close to Lexington and Winchester so we had plenty to do and places to eat out! "
River Relaxation - Calm Riverfront Home in Winchester Kentucky

The Perch - NEW / Downtown!

The price is CA $165
CA $355 total
includes taxes & fees
Aug 3 - Aug 4
The Perch - NEW / Downtown!
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 vacation rental in North Middletown?

Yes, we offer vacation rentals near top local attractions in North Middletown, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that North Middletown has to offer?

Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!: This vacation home rental outside of North Middletown is located in a rural location and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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 larger area, you’ll find The Cane Ridge Meeting House and Claiborne Farm.

What are vacation rentals like in North Middletown?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in North Middletown. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips or small group gatherings.