Carefree Vacation Rentals from $205: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Carefree vacation rentals

Moonlit Cottage Near Louisville

Palmyra

"Beautiful land and venue with great location! Absolutely loved those aspects and would’ve given it more stars if there were no concerns. The only issues we had were regarding cleanliness (a very strong mold smell resulting from a kitchen sink leak in the cabinet below) and pest infestations in the kitchen. Both were communicated to the property manager who advised they relayed them to the owners. We made it work as we weren’t at the house much at all, but it would have been very nice to receive...

Stephanie C.

$256 nightly

Jun 28 - Jun 29

Total with taxes and fees

Hillside Hottie! Downtown Corydon property with a hot tub and "Hottie" decor

Corydon

Deanna S.

$228 nightly

Jul 5 - Jul 6

Total with taxes and fees

Cozy motor home in Adorable Fredericksburg IN with all amenities inside and out!

Fredericksburg

Jeremy R.

$200 nightly

Jul 2 - Jul 3

Total with taxes and fees

Picturesque Camper on Little Blue River.

Leavenworth

$193 nightly

Jul 1 - Jul 2

Total with taxes and fees

Cabin 1 | Iron/ironing board, free WiFi, bed sheets

Patoka 4 Seasons

Eckerty

Kay

$280 nightly

Jul 6 - Jul 7

Total with taxes and fees

Cozy 2-bedroom country side cabin. Minutes from Patoka Lake. Pet friendly.

Paoli

Christyn

$187 nightly

Jun 29 - Jun 30

Total with taxes and fees

Two Furnished cabins minutes from Patoka Lake and French Lick. Book 1 or 2

Taswell

Jeremy H.

$183 nightly

Jun 28 - Jun 29

Total with taxes and fees

Quiet Country Oasis with Hot Tub

Hardinsburg

"We stayed at Trent’s property as part of my a golf trip for my 50th birthday. The place was perfect for my group of 7 golfers. The place was spacious, clean, and offered all of the amenities we needed. While the bunkbeds were more conducive for children, we made the sofa in the sitting room work. He was also great in responding to communications. In fact, we greatly appreciated his proactiveness when we experienced a power blip that disabled the electronic lock. He reached out to us before we...

Anthony S.

$586 nightly

Jul 6 - Jul 7

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Carefree Hotel Reviews

Hot Tub with private views by Patoka Lake -Southern Grace Cabin - 5-star CLEAN!

10/10 Excellent

"This is a beautiful property with amazing views. It was peaceful, had comfortable beds and a fully stocked kitchen. We especially enjoyed the outside decks, ice maker, and deer sightings."

Cozy Retreat: Your Serene Lakeside Haven near Patoka Lake in Southern Indiana

10/10 Excellent

"Everything was clean. Quaint little cottage had just enough room to be comfortable. Loved the screened porch with the rocking chairs where we could sit, chat, read and watch the deer in the yard in the evening. Tim was so hospitable and enjoyed our chats. Our little dog loved the place, too, and liked being spoiled by him. We rented a small pontoon thru Gilligan's and spent a wonderful day on the water. Came back home very thankful for the wonderful getaway."

Quality Inn Corydon

8/10 Good

"The room was clean and the staff was very nice. The property was near a good burger place and there wasn't much through traffic at the property. The AC worked but didn't seem like it cooled the room off fast. It wasn't hot but it didn't get cold. Indiana Caverns was a short distance away and it's worth going to if you like caves. We would stay here again if we were in the area."

Cozy 2-bedroom country side cabin. Minutes from Patoka Lake. Pet friendly.

10/10 Excellent

"My husband and I had a relaxing weekend stargazing, making s'mores, and hanging out with the dog. We loved being disconnected for a few days. The property was great, and the cabin was clean, cozy, and just what we needed. We drove about 20 minutes to hike at Hemlock Cliffs, and that was beautiful! This is a great spot for anyone looking to get away from the city and slow down for a few days."

Beautiful private country setting, 4 miles to Little Patoka Boat Ramp.

10/10 Excellent

"This was an amazing stay. The cabin and bunkhouse were very clean and you can tell the host takes a lot of pride in the property. The host was very friendly and gave us a little tour of the property. We did have 2 toddlers with us and the houses were pretty child friendly. We will definitely be staying again."

Derby Time Riverside Cabin

10/10 Excellent

"This cabin was absolutely beautiful and everything we wanted plus more! Traveling back from Florida it was a nice little getaway to wind down the rest of our vacation week before going back home. It was secluded, private and quiet even with it being on the main road. The Covered porch made it nice to sit and watch the river. Tell city isn’t to far away… we went and got groceries and disappeared for 3 days. It has everything you need to cook and really makes it convenient. We will definitely be back, and this cabin in derby really was a little slice of heaven!"

Find out more about Carefree

Everything you need to know about Carefree 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 Carefree vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Carefree vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Carefree vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $205 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Carefree rentals

At Expedia, we put the best Carefree 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 Carefree 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 Carefree 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 Carefree. 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 Carefree?

Yes, we offer vacation rentals close to popular attractions in Carefree, or you can select a more remote option if you want a relaxing place to stay. Carefree is known for its restaurants and shopping.

What are some of the best vacation home rentals in Carefree?

Amenities! INDOOR Pickleball🏓Basketball🏀 HotTub🔥Pool Table🎱Slide🛝Theater🍿Family: This vacation home rental near Carefree is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in Carefree?

While exploring the area, visit family-friendly sights like Stephenson's General Store, or get outside and enjoy nature at Marengo Cave National Landmark. In the larger area, you’ll find O'Bannon Woods State Park and Corydon Capitol State Historic Site.

What are vacation rentals like in Carefree?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Carefree. Vacation rentals feature extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Carefree vacation rentals

Moonlit Cottage Near Louisville

Hillside Hottie! Downtown Corydon property with a hot tub and "Hottie" decor

Cozy motor home in Adorable Fredericksburg IN with all amenities inside and out!

Picturesque Camper on Little Blue River.

Patoka 4 Seasons

Cozy 2-bedroom country side cabin. Minutes from Patoka Lake. Pet friendly.

Two Furnished cabins minutes from Patoka Lake and French Lick. Book 1 or 2

Quiet Country Oasis with Hot Tub

A quiet retreat nestled right in the Hoosier National Forest.

Log Cabin 3 at Osborn Boat Ramp on Patoka Lake

Patoka Lake A-Frame #4 at Patoka 4 Seasons Resort

Patoka Lake A-Frame #2 at Patoka 4 Seasons Resort

Patoka Lake Campsite very close to lake. a few short minutes to 2 boat ramps.

Cozy Cabin Retreat near Patoka Lake & Winery -Fire Pit, Boat Parking & more!

Cozy 3 br house one minute from Patoka Lake close to the Marina & many ramps

New 6BR Retreat near Patoka Lake, Sleeps 14, Fire Pit

Two furnished cabins open all year, minutes from Patoka Lake, Crawford County

Patoka Lake Family Style Home #18 at Patoka 4 Seasons Resort

Patoka Lake A-Frame #3 at Patoka 4 Seasons Resort

Patoka Lake A-Frame #1 at Patoka 4 Seasons Resort

Find vacation rentals that suit your style

Top Carefree Hotel Reviews

Hot Tub with private views by Patoka Lake -Southern Grace Cabin - 5-star CLEAN!

Cozy Retreat: Your Serene Lakeside Haven near Patoka Lake in Southern Indiana

Luxurious cabin on Little Blue River and the Ohio River.

Quality Inn Corydon

Cozy 2-bedroom country side cabin. Minutes from Patoka Lake. Pet friendly.

Beautiful private country setting, 4 miles to Little Patoka Boat Ramp.

Baymont by Wyndham Corydon

Derby Time Riverside Cabin

Holiday Inn Express Corydon by IHG

Find out more about Carefree

Frequently asked questions

Go further with the Expedia app