
Cottage holiday rentals in Southern Indiana
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Southern Indiana
Guests agree: these cottages are highly rated for location, cleanliness and more.

ArTisTs CoTTaGe
Enjoy peaceful privacy with center city convenience! Bright, open ambiance. Art and music supplies, books, toys, games, CD's, movies. Two decks and a covered patio. Found art gardens and galleries. Fully equipped kitchen with granite counters. Large windows in downstairs bedroom with queen bed and gas fireplace. Ladder access to queen bed in skylit loft. A perfect getaway for artists/writers on retreat, solo adventurers, couples, business travelers and small families with well behaved kids.

Secluded Wooded Getaway w/ 2BR 2BA + Private Lake
Enjoy a weekend getaway at this cozy homestead nestled on 40 acres of wooded land with biking, hiking, walking trails and its very own stocked private lake & pedal boat. Take a break and relax on the dock or by the fire pit as you & your family & friends go off the grid... take a short drive to the quaint downtown Brookville, go experience the beautiful Brookville Lake & golf course, even check out the Wolf Habitat & Canoe Rental location right down the road. This is just the escape you need!

The Cottage Circa 1898 Downtown Location
Charming 1800's cottage listed on the National Register of Historic Places in Bardstown. Voted Most Beautiful Small Town in America. Walking distance from downtown shopping, nightlife, dining, and local attractions. Located along the Kentucky Bourbon Trail. I love Bardstown and wanted my cottage to look and feel like what is best about the town- historical charm mixed with modern amenities. Clean, cozy and comfortable; it is a space that I hope you find enjoyable while visiting Bardstown.

Cozy Cottage : easy + peaceful w/ private backyard
This 2 Bdr / 1 Ba cottage is a sweet mix of peace and quiet + easy access to the best of Bloomington. Cozy updated interior + lovely screened in back porch facing a fully fenced in backyard - your own space to breathe deeply. Lovely neighborhood walkable to coffee + lunch, steps to amazing Bryan Park, under a mile to Sample Gates & downtown, easy drive to stadium, etc. Baby and kid essentials provided, fully equipped kitchen, fire pit, grill, bicycles... we so look forward to hosting you!

Relaxing Retreat in the Woods
Relaxing retreat on 16 acres of woods , minutes from shopping, restaurants, Lake Monroe and the I.U. stadium--a 13 minute drive for basketball and football fans. Fire pit, grill, hammock, board games, kitchenette, CD, record player. No cable /television. Cell phone service and internet available if sometimes a bit spotty. The studio is in the woods so you may see or encounter wildlife including deer, opossums, raccoons, snakes, bobcats, coyotes and birds. Owner lives on property.

Cozy Cottage downtown *Pets*Trails*firepit*Clean
Sue’s Cottage is a quaint two bedroom cottage with a porch over looking the Heritage Trail of Madison. It is perfect for pets. It is a home to many species of birds and wildlife. Relax on the deck bird watching or stroll through the heritage trail & scenic railroad tracks surrounding the cottage, which leads to the river walk. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park. A portion of each stay is donated to local charity.

The Woodford Retreat Cottage
Take it easy at this unique getaway.. Completely renovated 2,000 sq ft home with a beautiful river view, 3 bedrooms, 2 family rooms, 2 full bathrooms, fully stocked kitchen. The back yard is fenced with a deck, patio table and glider. This property is located a few blocks from the Owensboro Convention Center, Bluegrass museum, and multiple downtown restaurants. This property adjoins English park. Excellent rental for a weekend of downtown adventures or just enjoying the river view.

Phil’s Place, a comfy country cottage with hot-tub
You have found your secluded getaway from it all! Enjoy all the comforts of home in a quaint country setting. Extra amenities include a hot tub and a bottle of local wine to enjoy! Centrally located, visitors can easily explore all the Tri-state area has to offer, like Perfect North Slopes, Creation museum, antique markets, casinos, and festivals like Friendship muzzleloader shoot, Freudenfest, and Happy Valley Bluegrass. There are 3 wineries and 2 breweries all within 30 minutes!

Lake Front w/ Pool! Between Ark & Creation Museum.
If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now closed!)

Basil Cottage on the Creek
The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Honeycomb Hideaway
Welcome to Honeycomb Hideaway, a vibrant yellow cottage nestled in the heart of historic New Harmony, Indiana. Our cozy one-bedroom retreat offers a peaceful and exciting escape, just steps away from Murphy Park, fantastic restaurants, and captivating tourist activities. Immerse yourself in New Harmony's rich heritage, exploring charming streets, unique shops, and art galleries. Indulge in local cuisine or embark on outdoor adventures in parks and walking trails.

Hattie's Hill Cottage
Cottage sits behind our home (see photo). NOTE- Main house may have large groups. Pool and outside areas share spaces. Near Owensboro, Rockport, Hawesville & Lewisport. There is ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi. We have a Smart TV you may use your Netflix and so on with. Kitchen is well stocked with necessities. Eating/work space is provided. Comfortable recliner chairs. Access to the grounds.
Popular amenities for cottage rentals in Southern Indiana
Cottage rentals with a hot tub

Best view of the lake two bed two bath cottage #4

Romantic Cottage *Hot Tub* Downtown Indy!

The Cottage Retreat

Eagles Nest

Luxury Retreat with Hot Tub

Lake Livin' & Bourbon Sippin'

The Gathering Place

Lake Refuge near Louisville & Bourbon Trail #52
Pet-friendly cottage rentals

Four Mile Creek Cottage - Countryside Getaway

Lovely 1- bedroom cottage in the woods.

This Must Be The Place

River House - Cottage with KY River View & Access

Retro Mid-Century English Cottage

The Goose Pond Cottage

Bourbon Oak Smokehouse Cottage

The Cozy Cottage
Private cottage rentals

Family Cottage on Williamstown Lake Near the Ark

Mill Creek Farmhouse

Cottage By The Park Across From Fairview Park

Little White Cottage

Quaint cottage in the heart of Danville

Country Charm

Lakefront Cottage - Lake Access & Observation Deck

Derby City
Destinations to explore
- Chicago Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Memphis Holiday rentals
- Sevierville Holiday rentals
- Rentals with a sauna Southern Indiana
- Rentals with an EV charger Southern Indiana
- House rentals Southern Indiana
- Beachfront rentals Southern Indiana
- Bed and breakfasts Southern Indiana
- Rentals with a cinema Southern Indiana
- Rentals with breakfast Southern Indiana
- Fitness-friendly rentals Southern Indiana
- Apartment rentals Southern Indiana
- Rentals with a patio Southern Indiana
- Rentals with a firepit Southern Indiana
- Tent rentals Southern Indiana
- Hotel rooms Southern Indiana
- Rentals with an accessible-height toilet Southern Indiana
- Waterfront rentals Southern Indiana
- Flat rentals Southern Indiana
- Guest house rentals Southern Indiana
- Cabin rentals Southern Indiana
- Serviced apartment rentals Southern Indiana
- Farm stay rentals Southern Indiana
- Rentals with outdoor seating Southern Indiana
- Rentals with a fireplace Southern Indiana
- Family-friendly rentals Southern Indiana
- Villa rentals Southern Indiana
- Townhouse rentals Southern Indiana
- Barn rentals Southern Indiana
- Private suite rentals Southern Indiana
- Rentals with lake access Southern Indiana
- Loft rentals Southern Indiana
- Rentals with a kayak Southern Indiana
- Campsite rentals Southern Indiana
- Rentals with a washing machine and dryer Southern Indiana
- Smoking-friendly rentals Southern Indiana
- Boutique hotels Southern Indiana
- Rentals with an accessible-height bed Southern Indiana
- Tiny house rentals Southern Indiana
- Pet-friendly rentals Southern Indiana
- Motorhome rentals Southern Indiana
- Rentals with pools Southern Indiana
- Rentals with a hot tub Southern Indiana
- Cottage rentals Indiana
- Cottage rentals United States




