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Holiday Rentals in St. Charles

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for St. Charles holiday rentals

A small cabin with a porch, surrounded by trees and gravel.

1. Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
Crofton
9.8 out of 10, Exceptional, (202 reviews)
"We had a great stay with our pup! Thanks for the lovely stay. We enjoyed the canoe."
United States
Patricia R.
The price is €161
includes taxes & fees
9 Nov - 10 Nov
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
A wooden deck with a table and chairs, overlooking a grassy field and a sunset.

2. Charming cabin with amazing views located on Toontucky Farms

Charming cabin with amazing views located on Toontucky Farms
White Plains
9.8 out of 10, Exceptional, (9 reviews)
" Stayed for a week very nice place. "
United States
Brandon L.
The price is €154
includes taxes & fees
1 Nov - 2 Nov
Charming cabin with amazing views located on Toontucky Farms
Living area

3. Cozy Nook Retreat - Fireplace /Full Kitchen

Cozy Nook Retreat - Fireplace /Full Kitchen
Crofton
8.8 out of 10, Excellent, (3 reviews)
"Check In was very easy, the host was pleasant and very responsive, and house was clean."
United States
Jessica W.
Cozy Nook Retreat - Fireplace /Full Kitchen
A bathroom with a vanity, a mirror, a sink, a towel rack, and a window with a view of a garden.

4. Union Station Union Station

Union Station Union Station
Madisonville
9.4 out of 10, Exceptional, (6 reviews)
"Was a beautiful house and a lovey stay! "
United States
Rhonda P.
The price is €306
includes taxes & fees
4 Nov - 5 Nov
Union Station Union Station
A covered porch with wooden railings, a patterned rug, and a view of a wooded area.

5. Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
Crofton
10.0 out of 10, Exceptional, (70 reviews)
"The cabin and location are beautiful, cozy, and so relaxing. It was so nice to be so close to the park for lake access and hiking, but to be able to return to the cabin to have a little retreat with privacy to make the weekend a really lovely getaway."
United States
Megan D.
The price is €278
includes taxes & fees
31 Oct - 1 Nov
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
Exterior

6. Quaint cottage with 3 queen beds and screened porch.

Quaint cottage with 3 queen beds and screened porch.
Crofton
10.0 out of 10, Exceptional, (97 reviews)
"Would definitely stay here again!"
United States
Becky S.
The price is €280
includes taxes & fees
7 Nov - 8 Nov
Quaint cottage with 3 queen beds and screened porch.
A room with wooden paneling, a brown leather sofa, and a door leading to another room.

7. The Nisbet Nest The Nisbet Nest

The Nisbet Nest The Nisbet Nest
Madisonville
6.0 out of 10, (1 review)
The price is €354
includes taxes & fees
17 Nov - 18 Nov
The Nisbet Nest The Nisbet Nest
A spacious dining area with a large wooden table and chairs, a kitchen with white cabinets, and a ceiling with wooden beams.

8. Littlefield Farmhouse in Princeton, KY

Littlefield Farmhouse in Princeton, KY
Princeton
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful place to stay!"
United States
Beverly W.
The price is €210
includes taxes & fees
20 Nov - 21 Nov
Littlefield Farmhouse in Princeton, KY
A cozy living room with a pool table, comfortable seating, and a staircase.

9. Great for Family Reunions, Hunting Lodge And Pet Friendly!

Great for Family Reunions, Hunting Lodge And Pet Friendly!
Crofton
9.8 out of 10, Exceptional, (130 reviews)
"Great place with a lot of room. My youth group especially enjoyed the games downstairs"
United States
Andrew D.
The price is €614
includes taxes & fees
28 Nov - 29 Nov
Great for Family Reunions, Hunting Lodge And Pet Friendly!
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

10. Enjoy mama’s House in a quiet little area of Crofton ky

Enjoy mama’s House in a quiet little area of Crofton ky
Crofton
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because my son got married at Burdoc Farms Oct 17th, 2026. The house was so cute, very clean and about 10 minutes from the venue. Any messages I sent to Phyllis, she got back to me promptly. The only downside was we would get back so late from setting up/wedding that it was too chilly to enjoy the front/back porch and gaze at all the stars. It’s just over a 2 hr drive (from Louisville) so if I needed a quick weekend reset, this would be the perfect quiet place to unwind."
United States
Shawn F.
The price is €452
includes taxes & fees
30 Oct - 31 Oct
Enjoy mama’s House in a quiet little area of Crofton ky
A living room with two sofas, a coffee table, a rug, and a bookshelf.

11. Nice and Quite place to stay

Nice and Quite place to stay
Madisonville
Nice and Quite place to stay
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 St. Charles Hotel Reviews

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

10/10 Excellent
"It was such a joy to return to our favorite cabin. Even though it was the end of the fishing season, causing the water to be down and the weeds to be up, fish were still biting time on the lake was so peaceful. We enjoyed a tranquil evening fire around the fire pit looking onto the lake. It’s a perfect little cabin for the two of us to relax and enjoy the great outdoors as well as cozy in for some games, reading and studying. After several trips to this cabin, it was a joy to finally get to meet the host Rick. We appreciate his and Carla’s hospitality by going above and beyond during a time of need. Thank you for the blessing of sharing your place! We look forward to next year’s visit."
Jill C. 3-night trip
Posted 10 hours ago
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Find out more about St. Charles

Everything you need to know about St. Charles 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 St. Charles holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 St. Charles holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

St. Charles holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Charles. 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 St. Charles 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 St. Charles holiday rentals we have selected for you start as low as €154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on St. Charles rentals

At Expedia, we put the best St. Charles 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 St. Charles 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 St. Charles 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 St. Charles. 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 St. Charles?

Yes, there are holiday rentals close to the most popular sights in St. Charles, 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 St. Charles has to offer?

Littlefield Farmhouse in Princeton, KY: This holiday home rental outside of St. Charles is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind.

What can I see and do in St. Charles?

While you're exploring the area, Madisonville City Park and Pennyrile Forest State Resort Park are a couple of picturesque spots to get outside and enjoy nature. Madisonville Country Club and Ruby Laffon Log Cabin are a couple of places you'll find in the wider area.

What’s a holiday rental in St. Charles like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in St. Charles. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip.