
Holiday rentals in Owensburg
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Top-rated holiday rentals in Owensburg
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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.

Hot Tub Woodland Retreat 11 Acres + Trails Near IU
Private 11-acre woodland retreat with hot tub, firepit, and trails only 6 mi from IU and 5 mi to Brown County. Pet friendly. Previously a 5-star Airbnb, now a new listing. Tucked into a quiet U-shaped ridge, this cozy forest cottage feels secluded but not remote. Relax in the hot tub, enjoy a meal on the deck, or unwind by the firepit. Explore trails, the creek, geodes, fossils, or relax in a hammock by the waterfall. Peaceful weekdays are ideal for a work-from-nature stay with reliable WiFi.

Cheerful two bedroom Farmhouse with free parking
Your family will be located in a lovely Bloomington rural setting that is less than 10 miles from Indiana University and less than 5 miles from beautiful 10,750 acre Lake Monroe. You will be able to unwind on the front porch swing, relax on the spacious back deck or warm your hands and feet by the fire pit provided. If you are a foody you are within 10 to 15 minutes from the many Bloomington restaurants or if you prefer the cooking option there is a full kitchen for your culinary creativity.

Barn stay @ Goose Creek Chalet
This unique barn/log cabin was constructed by a creative craftsman Tom Kirkman. This home has been published in a book " From White House to Amish." The property has two separate lofts. The south loft has a master bedroom with French doors leading to a soaker tub and shower. The north side loft has two bedrooms with queen size beds and one bedroom with two full size beds. The main floor has 30' cathedral ceilings, freestanding fireplace suspended on chains, 16' dining table, custom kitchen.

A cozy cabin on Phillips Lane
Relax with the family at this a cozy cabin on Phillips Lane in Springville, Indiana. It's unique and beautiful surroundings brings relaxation while enjoying nature's beauty. A small cabin that can sleep five comfortably using the loft and sleeper sofa. This tiny cabin has all the amenities needed for relaxation. A heater fireplace, games, cards and an area for your family gatherings. Bring your friends and let them pinch a tent around the fire pit area. Relax ~ rewind ~ enjoy nature!

Headless Goose Chalet
Reconnect with nature at this quiet 5-acre escape, just 15 minutes from downtown Bloomington and Indiana University. Nestled on a hillside, your chalet overlooks a valley with mature trees and active wildlife. Enjoy the view from the outdoor dining area, hot tub, or while sitting around the fire pit. For a deeper immersion into nature, you can take the short trail to the bottom of the valley and doddle alongside the creek to explore the geology, hunt for crawdads, or play a little disc golf.

Historic Hideaway with Sauna Near the Lake
Historic meets modern in this unique 150 year-old building located steps away from the entrance to Lake Monroe. Built in 1872, this one-room church turned romantic Airbnb provides a one-of-a-kind experience and has been featured as one of the best in the country by Condé Nast. Relax in the infrared sauna or explore Lake Monroe’s fantastic boating/fishing/swimming. Downtown Bloomington and Indiana University are only 11 miles away with fabulous local eateries and unique shops to explore.

Spring Haven Farm
Come to the country and enjoy a peaceful setting at this guest house. Located approximately •10 minutes from I-69, •15-20 minutes from Odon, Crane & Bloomfield. On the farm are some friendly Jersey cows, which you may get a chance to pet. A few lawn chairs are provided to enjoy the deck outside. There is no TV, but rather some card and board games inside for a great family night together! We strive to keep it a clean and happy place, and if there is anything we missed, Contact us!

Bear Hollow
Traveling for work? Traveling Nurse? Family time? Escape to our country getaway near Crane, Indiana on a beautiful rolling alfalfa field and woods. Enjoy stunning views from the walkout deck with a fire pit, fast internet, and dedicated telework desks throughout the house. Basement features an air hockey, ping pong, pool table, and a retro game room with basketball arcade. Relax with 65 inch TVs or unwind at the coffee bar. Serene surroundings make this the perfect retreat!

Charming Lakefront Retreat Near IU & NSA Crane
Charming lake house in the rolling hills of southern Indiana — just 30 minutes from Indiana University in Bloomington and 15 minutes from NSA Crane. Enjoy hiking trails, stocked fishing ponds, and a 155-acre working farm right outside your door. Perfect for a relaxing getaway or outdoor adventure. An on-site event venue is also available for weddings, meetings, reunions, and more, with full-service or DIY planning for an additional fee. (Event venue rented separately.)

Red Cedar Log Cabin | Hot Tub! + Pet-Friendly!
Cozy, secluded, and full of charm, Red Cedar Log Cabin is the perfect Brown County getaway for couples. Soak in the private hot tub, unwind by the wood-burning fireplace, and enjoy the peaceful wooded setting. With rustic character, modern comforts, and easy access to Nashville, trails, shops, and local dining, this cabin is made for quiet mornings, cozy nights, and unforgettable weekend escapes. Book your stay and experience Brown County at its coziest.

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 Owensburg holiday rentals
Other great holiday rentals in Owensburg

Hoosier Waters

*Cozy Country Home Near Bloomington & Bedford*

Country Cabin | Hot Tub | Free Kayaks | Fire Pit!

Country Escape (Bloomington)

Solo or Couple's Hot Tub Retreat

Modern home close to Bedford & Bloomington.

LAKE HOUSE at Crooked Creek Retreat - Kayaks

Eagle Ranch Railway Retreat
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