Vacation rentals in Jackson

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.

Walkable Downtown Getaway (FREE Bikes to use)

Walk to our famous downtown architecture, restaurants, events, and historic places from this downtown historic studio. This newly remodeled historic 1860 home is close to everything, making it easy to plan your visit. Enjoy your day with the Visitor's Center list of award winning tours, including world renowned architecture only minutes walking distance. Then, an evening stroll to a local restaurant and night life which often includes live music and outdoor entertainment.

Smalltown Living Apartment #4

Keep it simple at this peaceful and centrally-located apartment in a safe area in the heart of Seymour, Indiana. The Smalltown Living apartment offers a quiet space to unwind. Kitchen furnished with everything needed to cook or take a short stroll to the downtown area to dine at one of the restaurants. Coffee shops, boutiques and more all conveniently located nearby. Free WiFi and Roku TV provided along with access to free laundry facility. Convenient free parking.

Retreat on Salt Creek

Relax with the whole family at this brand-new structure with attached two car garage in a peaceful country setting. Enjoy spectacular sun rises and sets on the expansive covered front and rear porches. Situated on 2.25 acres with Salt Creek running through the property ready to be explored, bringing nature to your back door. Just minutes from Brown County located just a mile off of State Road 135 this property is a five-minute drive to the Salt Creek Winery.

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.

Harbor Lights in downtown Seymour, Indiana

This 2nd floor apartment in downtown Seymour is spacious... and just steps away from our downtown coffee shop and local restaurants. There are two queen beds, side by side in one room. Kick up your feet in the living room. There is a comfy La-Z-Boy reclining sofa and La-Z-Boy leather recliner. If you are in town for work, you will appreciate the large desk. There is also a small kitchen with a fridge, microwave, Keurig, and a toaster oven.

Cozy Home - You'll Love This Place + Garage

Conveniently located across from Lincoln Park Ball Diamonds & Hamilton Ice Center, and just blocks from Columbus Regional Hospital & Nexus Park. Close to restaurants and local activities. This comfortable, welcoming home is in a safe neighborhood and well-stocked with everything you might need. As a frequent traveler myself, I’ve done my best to think of all the essentials so you can relax and enjoy your stay.

Brown County Wonderland

Located between Columbus and Nashville Indiana, this airbnb includes all the fun things the outdoors has to offer. This entails a basketball court with two goals, pickle ball courts, hot tub, a stocked pond, hiking trails, and a private workout gym. 1 King Bed 2 Twin beds This airnbnb has its own entrance! It is NOT the entire house! If you stay longer then 4 days you may have access to the washer and dryer!

Convenience of Home

Enjoy all the creature comforts of home in this adorable, and conveniently located duplex situated in a quiet neighborhood. This duplex unit is located within minutes of architecturally diverse Columbus neighborhoods, 1.5 mile to Nexus Park, Lincoln Park ball diamonds. Biking and people trails are within a mile. A wide variety of local dining favorites, 30 minutes from Brown County state park and Nashville.

JET Away

JET Away to a beautiful brand new cabin in the country. The cabin is a wonderful escape for family, friends, or couples. We have WiFi, cable, and a fire pit. Enjoy the fall foliage in the months of October-November. This location is close to Brown County State Park which has horseback riding, zip line, & paintball. 10.8 miles away from Nashville with shopping & restaurants. Come enjoy a peaceful stay with us.

Cozy Pines | Family Retreat | Treehouse | Hot Tub

Escape to this secluded 4-bedroom, 2.5-bathroom true log cabin on 9 peaceful, wooded acres. Cozy Pines is perfect for families, couples, and small groups looking to relax, explore, and reconnect in nature. From the moment you arrive, the scent of pine, the quiet of the woods, and the warm glow of the cabin welcome you into your own private retreat.