Carlisle Vacation Rentals from CA $175: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals that Carlisle has to offer?

Renovated train station on thoroughbred horse farm. : Visitors like this Carlisle vacation home rental. It is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Carlisle vacation rentals

1 bedroom, iron/ironing board, WiFi, bed sheets

1. 5 o'clock somewhere in Mt Sterling

Mount Sterling

Trey S.

CA $189 total

includes taxes & fees

Aug 20 - Aug 21

2. Cozy, Bright Home in Historic Downtown

Mount Sterling

Brittany K.

CA $173 total

includes taxes & fees

Aug 23 - Aug 24

3. 1 Bedroom Bourbon House on the Hill

Mount Sterling

Anne D.

CA $182 total

includes taxes & fees

Aug 20 - Aug 21

4. Beautiful Country Sunsets I

Hillsboro

Simple

CA $201 total

includes taxes & fees

Aug 23 - Aug 24

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

Mount Sterling

Miguel

CA $206 total

includes taxes & fees

Aug 20 - Aug 21

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

Millersburg

CA $580 total

includes taxes & fees

Sep 1 - Sep 2

1 bedroom, in-room safe, WiFi (free), bed sheets

7. Formal & Friendly 2nd Floor Studio Apartment in Historic 1811 Row House

Cynthiana

Russa E.

CA $260 total

includes taxes & fees

Sep 17 - Sep 18

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

Paris

"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...

Randy H.

CA $741 total

includes taxes & fees

Sep 1 - Sep 2

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Top Carlisle Hotel Reviews

Best Western Winchester Hotel

8/10 Good

"We didn’t get to stay long enough to really give a good review. But the time we did spend was satisfying. Had a good nights sleep, and the staff was friendly. Breakfast was good, but a little too simple and pre packed."

Hampton Inn Winchester

10/10 Excellent

"I was pleasantly surprised that for a smaller town this hotel went above my expectations. It was incredibly clean, there was always someone at the front desk and the rooms were actually really nice. Where they went above and beyond was they had a really good snack later in the evening to include chicken fingers for kids and the breakfast was very good. The staff were extremely friendly and helpful providing a list of restaurants in the area and how far they were I would stay here again."

Find out more about Carlisle

Everything you need to know about Carlisle vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Carlisle vacation rental for you. At Expedia, you can take your pick from private vacation 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 Carlisle vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Carlisle vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Carlisle. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Carlisle vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Carlisle vacation rentals we have selected for you start as low as CA $175 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Carlisle rentals

At Expedia, we put the best Carlisle vacation 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 Carlisle 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 Carlisle vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Carlisle. 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

Are there vacation rentals in Carlisle?

Yes, you can find vacation rentals close to popular points of interest in Carlisle, or you can go with a more remote option if you'd like a relaxing place to stay. Carlisle is known for its forests and restaurants.

What are some of the best vacation home rentals that Carlisle has to offer?

Renovated train station on thoroughbred horse farm.: Visitors like this Carlisle vacation home rental. It is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Carlisle?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Carlisle stay.

What can I see and do in Carlisle?

While you're exploring the area, Lake Carnico and Bourbon County Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Blue Licks Battlefield State Park and The Cane Ridge Meeting House.

What are vacation rentals like in Carlisle?

Vacation rentals are private accommodations you can book for several days or more in Carlisle. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip.

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Check prices for these dates

Our top choices for Carlisle vacation rentals

1. 5 o'clock somewhere in Mt Sterling

2. Cozy, Bright Home in Historic Downtown

3. 1 Bedroom Bourbon House on the Hill

4. Beautiful Country Sunsets I

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

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

7. Formal & Friendly 2nd Floor Studio Apartment in Historic 1811 Row House

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

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

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

11. Charming country home on 433 acres

12. Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

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

14. Cabin in Kentucky Horse Country

15. Lazy Lake Cabin 1! Pet Friendly

16. 4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

17. The Winchester

18. Hunting Lodge in the City

19. The Parsonage of Paris

20. Whimsical Tiny House Retreat near the Ohio River in Kentucky’s Enchanted Forest

Find vacation rentals that suit your style

Top Carlisle Hotel Reviews

Best Western Winchester Hotel

Hampton Inn Winchester

Ramada Limited Mount Sterling

Holiday Inn Express Lexington East - Winchester by IHG

Renovated train station on thoroughbred horse farm.

BLUE LICKS BUNGALOW-Next to Blue Licks State Park

Days Inn by Wyndham Maysville Kentucky

Comfort Inn Winchester

Super 8 by Wyndham Maysville KY

Find out more about Carlisle

Frequently asked questions

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