Holiday rentals in Orleans

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Top-rated holiday rentals in Orleans

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A spacious room features a sleeping area separated by a room divider, showcasing a bed with a teal coverlet. A comfortable chair with decorative cushions is positioned nearby, with soft lighting and a small table enhancing the cozy ambiance.
Place to stay in Paoli
4.81 out of 5 average rating, 127 reviews

In the Heart of Historic Paoli

Offering the lower floor of the Paoli's original Carnegie library on Paoli's historic Court House Square. The main space is one large room with kitchenette & full bath. We're calling the decor 'industrical country chic'. Bright colors and comfort abounds. There is space for 4 to 6 with one queen, and two full beds. Windows are garden level. (Note: tub/shower has high sides, plenty of grab bars). Entrance is on ground level at the rear of the building with offstreet parking for up to six cars.

Top guest favourite
Cabin in Unionville
5 out of 5 average rating, 212 reviews

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

Top guest favourite
A gravel parking area is surrounded by lush trees, with a cabin visible in the background. Adirondack chairs are arranged around a fire pit in the foreground, creating a space for gathering. Bright blue skies with scattered clouds enhance the serene atmosphere.
Cabin in French Lick Township
4.99 out of 5 average rating, 234 reviews

Serenity Acres

Over 5 acres of pure serenity, just the sound of nature all around you! Beautiful Tucker Lake with hiking trail all around it just a mile away. This park like atmosphere has room for tents, RVs , boats, 4 wheelers and more. Just under 5 miles from the Fabulous French Lick and West Baden Resort town, but totally secluded.Cabin has two porches with rocker gliders and heavenly views. Cedar swing ,picnic table, fire pit with adirondack chairs for late night BBQs. Water park and boat rental, nearby

Top guest favourite
A modern cabin features a large deck surrounded by lush greenery, showcasing expansive glass windows that provide ample natural light. The structure has a sloped roof and is partially nestled among tall trees, highlighting the serene forest setting.
Cabin in New Pekin
4.96 out of 5 average rating, 108 reviews

Anjuna House - a Scandi riverfront forest getaway

Welcome to the enchanting retreat of "Anjuna," nestled among a sprawling forest in the heart of southern Indiana. This modern 4-bedroom, 3 bathroom luxury cabin features 14' floor-to-ceiling windows, and 1000+ sqft deck! Outside there are 12 acres of forest to explore, an outdoor shower and a tranquil river which meanders through the property. Anjuna is near Knobstone trail, Marengo Cave, and the bourbon trail in Louisville. Bring family, friends or just yourself to relax or explore at Anjuna!

Top guest favourite
A rustic cabin is framed by lush greenery and colorful flowers along a landscaped yard, showcasing a sloped metal roof and wooden exterior. Tall trees surround the property, creating a serene and private atmosphere.
Cabin in Bedford
4.97 out of 5 average rating, 288 reviews

River Rock Cabin

Come to beautiful southern Indiana and stay in our rustic cabin with all the comforts of home. Overlooks White River, close to Bedford, Bloomington, near Spring Mill Park & Bluespring Caverns. There is hiking nearby at Hoosier NF and Milwaukee Trail. Great home base if you are going to IU football game, French Lick or just want to get away for a relaxing weekend. Lots of golfing near by. Limestone bluff overlooks the White River 125 ft. below cabin porch. There is a patio plus a fire pit.

Superhost
A cozy corner of the bedroom features a plush bed dressed in crisp white linens and decorative pillows. A small bedside table, topped with a warm lamp, stands beside the bed, with light filtering softly through a nearby window.
Home in West Baden Springs
4.9 out of 5 average rating, 199 reviews

The William: 4m drive to French Lick Hotel!

The William is a completely renovated and restored home. You will find refinished hardwood floors and new finishes; a charming fireplace and hearth (not used), and touches of old and new world throughout. This is a very functional house with a chef's kitchen and beautiful stainless steel appliances. The house offers comfy sheets, thick towels and beauty surrounding in this space to be with friends and family. There are extra spaces and nooks to take in the world or relax and breathe.

Top guest favourite
The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.
Cabin in Louisville
4.98 out of 5 average rating, 305 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Top guest favourite
Guest house in Hardinsburg
4.96 out of 5 average rating, 361 reviews

Little Cabin in the Woods - Bent not Broken

Discover your next FAVORITE place to visit. Welcome to Always Ranch LLC where this unique, tiny cabin offers you a tranquil spot to relax and unwind. You will be surrounded by nature as we live on a horse ranch. The cabin may look crooked, but the inside it is rustic and warming. See our Guide Book for close by suggestions. We aren't too far away from local attractions. The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill.

Guest favourite
The cabin, constructed with rustic wood, is set amidst greenery, featuring a blue metal roof. A unique, circular tree sculpture hangs nearby, adorned with jars. Natural light filters through the surrounding foliage, highlighting the cabin's inviting entrance.
Farm stay in Paoli
4.97 out of 5 average rating, 193 reviews

Brambleberry Farm Off-Grid Cabin

Our non-electric cabin in the woods is the perfect glamping opportunity. This rustic retreat is a 5-8 minute walk from our house and parking lot. The 270 sq ft tiny house has a queen mattress in the loft, cooking facilities including a propane cook top and gravity fed rain water (non-potable). Large windows look out over a beautiful southern Indiana holler. Camp shower & composting toilet. Cozy wood stove, fire pit, BBQ grills. Experience comfortable, tent - free camping!

Top guest favourite
The cabin features a rustic exterior with a combination of wooden and stone materials. A spacious deck extends from the upper level, supported by sturdy wooden columns. Surrounding trees provide natural shade, and the clear blue sky adds to the inviting ambiance of the structure.
Home in French Lick
4.96 out of 5 average rating, 190 reviews

Cozy Owl Cabin

Welcome to our historic three-story cabin, steeped in a 200-year legacy! Originating from a town that was submerged beneath Patoka Lake, this gem now resides in the heart of French Lick. Prepare for an adventure—a sanctuary perfect for an adult retreat or cherished family getaway. A mere 5-10 minute stroll to the exciting downtown scene. Inside, experience the enduring charm of timeless craftsmanship complemented by all of the necessary updates for a cozy, comfortable stay.

Guest favourite
A fire pit surrounded by gravel is lit, featuring logs crackling in the center. Two colorful Adirondack chairs in red and teal are positioned invitingly nearby, with trees and greenery visible in the background, creating a serene outdoor atmosphere.
Home in French Lick
4.96 out of 5 average rating, 321 reviews

Caddy Corner has a hot tub just outside of town

Caddy Corner is a 1920s schoolhouse converted into a modern farmhouse. Enjoy a country feel while being just over a mile from everything that French Lick and West Baden have to offer. Escape to our hot tub after a day in town, and let your cares drift away. Relax on our American-made upholstered furniture, dine at our table made by a local artisan, and find slumber on our plush euro top mattresses. If you are into cooking, our kitchen is well stocked, just like home.

Guest favourite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
5 out of 5 average rating, 525 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

Popular amenities for Orleans holiday rentals

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  2. United States
  3. Indiana
  4. Orange County
  5. Orleans