Holiday houses in Waldron

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Top-rated holiday rentals in Waldron

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An open kitchen and living area features wooden cabinetry and modern appliances, including a microwave and dishwasher. A red table with white chairs is positioned near a bright window, while a gray sectional sofa is situated in the adjoining living space.
Apartment in Shelbyville
4.85 out of 5 average rating, 104 reviews

Stay Awhile on Broadway

This newly-renovated upstairs apartment is located in the heart of Shelbyville's Entertainment and Business district. Just a short two blocks away is the Public Square, with restaurants and bars for every taste. Also within easy walking distance are the City and County Government Centers, the Post Office, two banks, an office supply and print center, and drug store. Because Shelbyville is a bustling, vibrant city, you can expect to hear the traffic sounds associated with living on a busy street.

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Top Guest favourite
A two-story building is positioned amidst a grassy yard, featuring a staircase leading to a spacious second story deck. Lush greenery surrounds the premises, while a few trees stand nearby, contributing to the tranquil rural setting.
Apartment in Fairland
4.98 out of 5 average rating, 170 reviews

The Nigh Place, Studio Apartment, King Bed, 55"TV

Welcome! Enjoy the country views from your exclusive second story deck or relax inside of your isolated, spacious, and peaceful studio apartment. Complete with a King size bed, loveseat, recliner, 55” TV, full kitchenette, walk in closet and private bathroom. Updated, clean, and secure. Arriving late? Solar and motion detector lights along with a lighted electronic key pad for ease of access. Please note there are 23 steps with rails on both sides and a landing area half way to the apartment.

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Top Guest favourite
Cabin in Unionville
5.0 out of 5 average rating, 217 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.

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Top Guest favourite
A cozy sleeping area features a queen-sized bed dressed in a decorative quilt with accent pillows. A floral painting adorns the wall above the bed, while a bedside lamp provides soft lighting. Drapes frame the window, allowing natural light to filter in.
Guest suite in Greenfield
4.95 out of 5 average rating, 291 reviews

Greenfield German Cottage-minutes to downtown Indy

The perfect place for you to stay when visiting Greenfield or nearby Indianapolis. Located within 1/2 mile of I-70. Restaurants and shopping within 1 mile. Downtown Indy is an easy 20-mile drive. We offer a comfy queen size bed, comfy roll away twin bed, kitchenette, full bathroom, walk-in closet, sitting area with couch and tv, private entrance with a private drive and parking area. You can also enjoy many extra features on the property, which include beautiful flower gardens and fountains.

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Top Guest favourite
Farm stay in Milroy
4.98 out of 5 average rating, 52 reviews

New-Honeymoon Suite-Hot Tub-Sauna-Romantic Getaway

Escape to Liv’s Treehouse- a magical honeymoon suite in the heart of Indiana's rolling hills! Although a treehouse, only 4 steps to it! Enjoy a private hot tub, sauna/steam room, stunning scenic views,patio and flat-top grill. The fully-equipped kitchen, double-ended tub, and a king-sized bed with beautiful views, offer both comfort and luxury. Guests are invited to mingle with friendly farm animals for a unique experience. Enjoy the convenience of self check-in in this serene woodland hideaway.

LocationOutdoor spacesQuiet

Top Guest favourite
Barn in Shelbyville
4.98 out of 5 average rating, 95 reviews

Backyard Barndominium

This memorable place is anything but ordinary. We’re a mile from I74 exit. This is a 2000 square foot house with a great room that towers to 14’ ceilings. Two large bedrooms with large walk in closets for extra dressing space. View from kitchen windows overlooks a forest of 100 trees. (And we’re in town!) Fully furnished kitchen to prepare your meals. You’ll find a beautiful park across the road with miles of wooded walking trails and a lot to explore. Lots of parking. Easy access.

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Top Guest favourite
Cabin in Morgantown
4.91 out of 5 average rating, 310 reviews

Brown County Cabin near Nashville, Indiana

Boulders Lodge is a large family vacation home in Brown County (Nashville area), IN. The home sleeps up to 10 overnight guests. This private country setting is ideal for family gatherings, reunions or groups. Spacious great rooms, queen sized bedrooms, hot tub, fireplaces, pool table, large baths, kitchens and outdoor gathering areas. Secluded and surrounded by 15 beautiful acres to explore. Conveniently located to shopping, dining and entertainment in Nashville, IN and state parks.

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Guest favourite
The cabin exterior is softly illuminated by string lights, creating a warm ambiance. Wood siding complements the design, while tall windows enhance the visual appeal. A small patio area with chairs invites relaxation in the tranquil wooded setting.
Cabin in Madison
4.97 out of 5 average rating, 554 reviews

Cabin on the Ridge: The Sequel

Welcome to the area's first new construction short term rental tailored for you, the guest. This contemporary cabin is nestled in the woods right in the heart of Amish country. This is the perfect destination for those who want to getaway yet enjoy the unique beauty of Historic Downtown Madison (25 minutes) recognized as "The prettiest small town in the Midwest" or chase waterfalls at Clifty Falls State Park (25 minutes). •Fast wifi •Roku TV •Keurig (K-Cups Available)

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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
4.99 out of 5 average rating, 531 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.

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Guest favourite
A quaint cabin is set on a gravel driveway amidst lush trees. A welcoming deck wraps around the front, featuring railings and a selection of plants. The structure's exterior is painted in a deep green, contributing to the tranquil woodland environment.
Cabin in Morgantown
4.96 out of 5 average rating, 113 reviews

Pine Ridge of Brown County

Welcome to Pine Ridge of Brown County. Kick back and relax in this calm, stylish space. Set on a 5 acre paradise with a well stocked cabin with all the modern amenities. Fully equipped kitchen with 3 bedrooms and 2 full, modern bathrooms, perfect for families, or a friend's getaway. Huge, pond facing deck with outdoor seating, fire pit, and Hot Tub. 11 minute drive to downtown Nashville, 13 minutes to Brown County State Park. You will love it here!

LocationFamilyHot tub

Top Guest favourite
Home in Greensburg
4.98 out of 5 average rating, 54 reviews

The Sunshine Bungalow

Cozy, Clean, and Comfortable. The Sunshine Bungalow offers modern amenities and new furnishings with amazing country views. This home is an original Lustron Steel home built in 1953 and is located within 2 minutes of downtown Greensburg and 5 minutes from I-74. Make this property your go-to stay while in town and enjoy the breath-taking country sunset views!

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Guest favourite
A bright living area features a comfortable light gray sofa and two dark blue chairs, arranged around a central area rug. Built-in shelves with decorative items complement the space, while a television is mounted above a brick fireplace. Large windows allow natural light to fill the room.
Farm stay in Waldron
4.9 out of 5 average rating, 59 reviews

Farm Cottage

Relax and unwind at the peaceful farm cottage away from the hustle and bustle of the city! Whether you are traveling for business or traveling with your family, the farm cottage will comfortably sleep up to six people. You can relax on the back deck which overlooks the farm, woods, and creek, while you enjoy the fire table and beautiful sunsets!

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Popular amenities for Waldron holiday rentals