
Holiday houses in Jennings
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Top-rated holiday rentals in Jennings
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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.

Covered Bridge Cabin (on Big Walnut Creek)
Retreat and renew in this charming one-room cabin right by Big Walnut Creek and Baker's Camp Covered Bridge. Fish, kayak, or swim; hike or birdwatch in a nearby preserve; read, write, or find inspiration. With raw poplar walls, the cabin offers a full-sized bed by a picture window, small TV, writer's desk/library, air conditioning, fans, baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin!) Simple and beautiful.

Overnight on Main
Overnight on Main is the perfect stay if you are visiting the west side of Indiana. Here's what you'll have easy access to! - Indianapolis International Airport - 28 minutes east - Cataract Falls State Rec/ Park - 11 minutes south - DePaw University/ Greencastle - 15 minutes north - Lieber State Rec/ Park - 10 minutes southeast - C Bar C Expo Center - 2 miles north (4 min) You will also have easy access to local amenities and restaurants, some just a quick walk across or up the sidewalk!

Maria’s Haven
Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

Cozy Lofted Cabin (#3) at Cataract Lake Getaway
This new cabin on a private road is a serene setting perfectly blending rustic charm and modern comfort. Only a half-mile from Cataract Lake, quick and easy access to boating, fishing, kayaking, etc. awaits! Numerous nearby attractions are sure to provide great experiences (Cataract Falls, C Bar C Event Center, Exotic Feline Rescue Center, state parks, brewery/winery, local shops/eateries, etc.) And of course, simply enjoying time in and around the cabin itself is a fulfilling getaway!

Cozy Cabin Close to University 1
The Red Rabbit Inn is located just 15 mins from the Indiana University campus and just 20 mins from Nashville, IN , this architecturally designed cabin features the works of local artisans. Beautifully landscaped on a secluded, wooded pond, this cabin includes a loft bedroom with KING bed, bath, full kitchen, gas fireplace, TV & Wifi, with your own private deck, outdoor hot tub, fire pit area & gas grill. Cabin sleeps 2 guests. Located near Lake Lemon, in a beautiful serene setting.

Cascade Cabin
Welcome to Cascade Cabin, our home away from home and yours! The charming log cabin is where a cozy rich wood aesthetic meets modern comforts. The beautiful remote cabin sits on 4 acres and is surrounded by mature trees and two glistening ponds. Enjoy your day exploring the nearby Cataract Falls and spend your evening around a bonfire. Enjoy the beautiful nature escapes that southern Indiana has to offer. We hope that you can enjoy this stunning getaway as much as we do!

Woodlands at Countryside Estates
Escape to nature in this charming tiny glamping cabin nestled near Cagles Mill Lake. This peaceful retreat sits near the end of a private lane in Countyside Estates, surrounded by a rustic woodland setting, perfect for those seeking solitude, camping with modern conveniences or a quiet getaway. It’s located near the public boat launch for Cagles Mill Lake to enjoy many water sport activities. (1.9 miles) The cabin is also close to Lieber State Rec Area and Cataract Falls.

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.

Birdwatching and Covered Bridge at the Lynch Lodge
Pam and Mark Lynch will greet you to the country life at the Lynch Lodge. Located in the heart of Covered Bridge country. Pam, is a potter, graphic designer and artist and has a little pottery gallery on site should you care to visit. Mark is an engineer. If the quiet country sounds like what you are looking for, you will find it here. Located just 5 miles off I-70 south of Brazil. Easy access to all Covered Bridge Locations.

Captain Bill’s Lake House Heated Salt Water Pool
Captain Bill’s Lake House. This majestic A-frame is at the entrance to the Cataract Lake boat ramp. The house will accommodate up to 7 guests, with three bedrooms and two full baths. All guests have full access to Captain Bill’s shared heated salt water pool and surrounding gardens. Boat parking is available on the property, inquire for details. Heated Salt Water Pool is seasonal beginning May 1, through September 30th.
Popular amenities for Jennings holiday rentals
Other great holiday rentals in Jennings

Cabin, Private, fire pit Hiking Waterfalls monthly

Pioneer Log Cabin on the Lake

Haven on Hanna

Stark Manor-Highland Cattle Farm

Cozy getaway w/close proximity

Glamping Camping Tent With Extras

Quiet Country Retreat Near DePauw University

Taurina Cabin - Indoor Hot Tub.
Destinations to explore
- Nashville Holiday rentals
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- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Brown County State Park
- Indiana Convention Center
- Gainbridge Fieldhouse
- The Golf Club at Eagle Pointe
- Indianapolis Zoo
- Eagle Creek Park
- Childrens Museum
- Indiana State Fairgrounds & Event Center
- Monroe Lake
- Broad Ripple Park
- McCormick's Creek State Park
- Butler University
- University of Indianapolis
- Oliver Winery
- IUPUI Campus Center
- Circle Centre Mall Shopping Center
- Holliday Park
- Garfield Park
- Indianapolis Canal Walk
- Indiana State Museum
- Indiana World War Memorial
- Victory Field





