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North Middletown Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for North Middletown holiday rentals

A building with a staircase leading to a door marked with the number 218.

1. 1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
10.0 out of 10, Exceptional, (1 review)
"This property was very welcoming to our small dog."
United States
Anne D.
The price is AU$185
includes taxes & fees
6 Sept - 7 Sept
1 Bedroom Bourbon House on the Hill
A gated entrance with a stone wall, a tree, and white hydrangea flowers.

2. Cabin in Kentucky Horse Country

Cabin in Kentucky Horse Country
Bourbon County
10.0 out of 10, Exceptional, (81 reviews)
"Beautiful cabin with wonderful views in a peaceful setting"
United Kingdom
Siobann S.
The price is AU$675
includes taxes & fees
6 Sept - 7 Sept
Cabin in Kentucky Horse Country
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

3. 5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
9.4 out of 10, Exceptional, (3 reviews)
"A good stay in a friendly area."
United States
Trey S.
The price is AU$192
includes taxes & fees
6 Sept - 7 Sept
5 o'clock somewhere in Mt Sterling
A Farmers' Market pavilion with a green signboard, white structural elements, and a covered area with yellow bollards.

4. Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.4 out of 10, Very good, (23 reviews)
"Great stay as usual. Owners are super friendly & helpful. This was our 3rd time staying as we've made this our regular when visiting family in the area."
United States
Brittany K.
The price is AU$177
includes taxes & fees
7 Sept - 8 Sept
Cozy, Bright Home in Historic Downtown

5. The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Mount Sterling
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!"
United States
Miguel
The price is AU$209
includes taxes & fees
7 Sept - 8 Sept
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
A kitchen with white cabinets, a stainless steel oven, and a dishwasher.

6. 4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Winchester
9.8 out of 10, Exceptional, (12 reviews)
"Very homey place to stay! Nice neighborhood!"
United States
Tim T.
The price is AU$431
includes taxes & fees
8 Sept - 9 Sept
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
A black leather sofa with a center console, a glass table, and two boxes on the table.

7. The Winchester

The Winchester
Winchester
8.6 out of 10, Excellent, (11 reviews)
"The house was clean and had all amenities needed. Love the location and was adorable. Wish I could have stayed longer. Love that there is a park across the street and the neighbors were very friendly"
United States
Gina
The price is AU$433
includes taxes & fees
7 Sept - 8 Sept
The Winchester
A kitchen with white cabinets, a black countertop, and a patterned rug.

8. ‘Edith’ Carriage House Getaway - Hamburg/I-75!

‘Edith’ Carriage House Getaway - Hamburg/I-75!
Lexington
9.6 out of 10, Exceptional, (5 reviews)
"A great one night stay! Plenty of room. Nice kitchen area and outside deck."
United States
Kevin P.
The price is AU$187
includes taxes & fees
15 Sept - 16 Sept
‘Edith’ Carriage House Getaway - Hamburg/I-75!
A spacious kitchen with dark wood cabinets, a marble countertop, and a wooden floor.

9. Bluegrass Bourbon Retreat/Pool/ Downtown Paris

Bluegrass Bourbon Retreat/Pool/ Downtown Paris
Paris
The price is AU$1,043
includes taxes & fees
8 Sept - 9 Sept
Bluegrass Bourbon Retreat/Pool/ Downtown Paris
A house with a blue door, two windows with shutters, and a porch with a white railing.

10. Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace

Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace
Millersburg
The price is AU$576
includes taxes & fees
7 Sept - 8 Sept
Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace
A dining room with a wooden table and chairs, a chandelier, a fireplace, and a mirror on the wall.

11. The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway

The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway
Paris
8.8 out of 10, Excellent, (5 reviews)
"This property is an older home remodeled. the showers are only for SMALL people. they use horrible smelling air freshners. it took 2 days to get the chemical smell out. And the lights in the bathroom went out after the first day. The price on this home is way to high for the property. But on a good note, the fenced in back yard is huge. the dogs loved it. but the next door neighbor has aggressive pit bulls who go nuts at the fence when they are out. . And after letting the owner know about the...
United States
Randy H.
The price is AU$738
includes taxes & fees
13 Sept - 14 Sept
The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway

12. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is AU$218
includes taxes & fees
27 Sept - 28 Sept
Hunting Lodge in the City
A hot tub with two people and a bar area with bottles and a lantern.

13. Relaxing Hot Tub | S’mores Fire Pit | Garage

Relaxing Hot Tub | S’mores Fire Pit | Garage
LEXINGTON
9.4 out of 10, Exceptional, (54 reviews)
"Stay was fine. Location is good."
United States
Lori M.
The price is AU$383
includes taxes & fees
7 Sept - 8 Sept
Relaxing Hot Tub | S’mores Fire Pit | Garage
A two-story wooden cabin with a balcony, surrounded by trees.

14. River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
7.8 out of 10, Good, (6 reviews)
"Good communication, great location and peaceful! Back deck to River does need a little work but it was overall a good stay! "
United States
Polly H.
River Relaxation - Calm Riverfront Home in Winchester Kentucky
A two-story house with a beige exterior, numbered 1112, featuring a front porch with two wicker chairs and two wall-mounted lanterns.

15. The Neal House: Charming & Historic 3 Bedroom House

The Neal House: Charming & Historic 3 Bedroom House
Millersburg
The price is AU$841
includes taxes & fees
7 Sept - 8 Sept
The Neal House: Charming & Historic 3 Bedroom House
A two-story house with a front porch, a central door, and a small front yard.

16. The Parsonage: A Grand 19th Century 4 Bedroom Home

The Parsonage: A Grand 19th Century 4 Bedroom Home
Millersburg
The price is AU$892
includes taxes & fees
8 Sept - 9 Sept
The Parsonage: A Grand 19th Century 4 Bedroom Home
A two-story house with a covered patio area, string lights, and outdoor furniture.

17. Spacious King Suite w/ Game Room, Fire Pit & Patio

Spacious King Suite w/ Game Room, Fire Pit & Patio
Lexington
9.6 out of 10, Exceptional, (28 reviews)
"Excellent location and wonderful host. The home is inviting and welcoming, perfect for a family. We had a great experience "
United States
Cassidy D.
The price is AU$467
includes taxes & fees
8 Sept - 9 Sept
Spacious King Suite w/ Game Room, Fire Pit & Patio
A kitchen with a central island, two pendant lights, a stove, and wooden cabinets.

18. Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC

Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC
Millersburg
The price is AU$921
includes taxes & fees
7 Sept - 8 Sept
Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

19. Fully Furnished 4BR Home in Lexington Short & Mid-Term

Fully Furnished 4BR Home in Lexington Short & Mid-Term
Lexington
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. This was a great place for a group reunion. It was clean, had plenty of towels, and a very inviting atmosphere.Would definitely book again."
United States
Starr G.
The price is AU$903
includes taxes & fees
7 Sept - 8 Sept
Fully Furnished 4BR Home in Lexington Short & Mid-Term
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

Comfort Inn & Suites Lexington - Hamburg I-75

Comfort Inn & Suites Lexington - Hamburg I-75

8/10 Good
"Nice hotel and a very comfortable bed. Only complaint is the interstate is a bit loud."
RANDY 1-night trip
Posted 1 day ago
Comfort Inn & Suites Lexington - Hamburg I-75

Find out more about North Middletown

Everything you need to know about North Middletown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the North Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect North Middletown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

North Middletown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A North Middletown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Middletown holiday rentals we have selected for you start as low as AU$185 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on North Middletown rentals

At Expedia, we put the best North Middletown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top North Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream North Middletown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around North Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Renovated train station on thoroughbred horse farm.: This holiday home rental outside of North Middletown is located in the city centre, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in North Middletown?

While you're exploring the area, Community Park and Lake Carnico are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Claiborne Farm and Hopewell 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.