Holiday rentals in Dubois County

Chestnut Street Retreat

A quaint and friendly neighborhood, with large backyard for kids playing, relaxing in the breeze way with morning coffee, or fun by the fire pit. Biking or walking around the neighborhood is safe and fun on a sunny day. Though you may feel in the country you are very close to downtown Huntingburg, 8 miles to Downtown Jasper. House is cozy and relaxing for a weekend away or if you're looking for activities Holiday World (18 Miles), Patoka Lake, French Lick Casino & West Baden Hotel (27 Miles).

Spacious 1450 sf 2 BR Private Suite Apartment

This Apartment style basement suite is a comfy space with 1450 sf of living space. Dogs are welcome and we will also share our back fenced dog park! The basement has a private entry, Sleeps 9, and was renovated in 2022. Our home is comfortable with modern & vintage decor. Each bedroom has a bed, closet, dresser, nightstand & desk. We are not a wheelchair friendly home. We are a dog paradise and all breeds welcome. Our third sleeping area is a non-enclosed area you walk through to bedrooms.

Lovely Country Loft Lake, Hiking, Woods, Relaxing

Take it easy at this unique and tranquil getaway. This loft was made from wood sawn and milled on this farm. Enjoy Indiana hardwoods as they surround you in this space. Centrally located, you are not far from Holiday World, Jasper, Lincoln City, Patoka Lake and Historic Huntingburg. The Master Bedroom boasts a king-size bed. The living area has two twin beds, TV, WiFi and Kitchen. This space is perfect for singles, couples, or small families. Most love the spiral staircase and large deck.

Eagle Pines Cabin (Eagle Adventures LLC)

Relax w/us at our beautiful, comfortable, and private Eagle Pines CABIN!! We are 12 miles from Holiday World (11 if you take back roads). For the 2025 season the cabin no longer includes the pool. It does however have its own private hot tub (as of May 1st, 2025). Cabin includes a private fire pit and we supply the firewood. Cabin is stocked with everything you’ll need. Hosts are on site, but out of sight. Our other rentals are Eagles Nest (3BR option) and Eagles Nest Plus (4BR option).

The Castle

Bring the whole family to this great place with lots of room for fun! Located 15 miles from Holiday World & Splashin’ Safari. Five minute walk to the city pool, and League Stadium, where the movie “League Of Their Own” was filmed. Also home of the Dubois County Bombers. 4 bedrooms, 3.5 baths. 4000 square feet. Above ground pool, Hot Tub, 4 Sun loungers, outdoor furniture & enclosed outdoor dining area. Spacious kitchen, Movie room, inflatable outdoor projector screen with projector.

Family-Friendly House in Jasper

Enjoy our 3-bedroom home in beautiful Jasper, Indiana. The house is perfect for families or groups and offers a comfortable stay with all the essentials: 3 spacious bedrooms, separate living and dining rooms, a large kitchen, two porches, backyard and laundry. Explore the best of Southern Indiana from this central location, including nearby attractions like French Lick and West Baden Springs, Patoka Lake, and Holiday World. The house is great for travel sports or longer-term stays.

King of Siam Chalet

Stay-and-Play Golf? Bachelor Weekend? Bachelorette Weekend? Holiday World? Weekend Getaway? Wedding Weekend Lodging? Entertaining Out-of-Town Guests? King of Siam Chalet at Sultan's Run is a spacious, luxurious and secluded executive home with fabulous views located on Sultan's Run Golf Course. Numerous indoor and outdoor entertainment spaces are available on this stunning property. Need more space? Rent the King of Siam Cottage too! Ask about banquet and catering services.

Nohr -Apartment #203, upstairs

This special place is close to everything! There are numerous restaurants, bars, attractions within a few minutes walking distance. This is located on the upper floor of a historic building built in 1866. It is beautifully restored and believed to be the oldest wooden structure in the county. Being of that distinct age, the staircase to access the unit is somewhat steep and is 14 steps. There is one bedroom with a queen bed, and a pullout couch with a full size bed.

Hoosier Homestead in scenic southern Indiana

The Hoosier Homestead is nestled in the gently rolling hills of southern Indiana on historic Hoosier farmland. The beauty of southern Indiana is right outside the Homestead doorstep with scenic drives to numerous points of interest just minutes away. The Hoosier Homestead provides a cozy gathering space for your family and friends. Whether relaxing inside or counting stars by the fire bowl at night, everyone loves our Homestead. It is a great place to come together!

Sweet Spot in the City

Looking for a cozy, comfortable place to stay while exploring the vibrant city of Jasper, Ind? Look no further than this newly renovated 3-bedroom, 2 bath home, few blocks from the city square. Instantly feel at home in this tastefully designed space. The living room is the perfect spot to relax. The fully equipped kitchen offers all necessary appliances. Plus access to full size washer/dryer. Easy 21 mile drive to Holiday World!

1 BR Retro Themed Airbnd in downtown Jasper!

This 1 bedroom apartment is located in downtown Jasper inside the historic Stewart Hotel. The property was built in 1891 and fully renovated into apartments in 2023. Enjoy this unique, fun & stylish Retro themed apartment that includes 1 comfy bedroom and an large open living area with a queen size fold-out couch to accommodate additional guests. Fully-stocked kitchen with complimentary coffee provided.

Lake House

Close to many attractions but isolated enough you will feel relaxed with scenic and lake views. Enjoy the lake or nearby attractions. Nearby Attractions: - Buffalo Trace Golf Course (6 min) - Sultan’s Run Golf Course (9 min) - Patoka Lake Winery (19 miles/27 minutes) - Frenck Lick Casinos and Resorts /Winery (23 miles/29 minutes) -Marengo Caves (50 min) -Holiday World Theme Park (40 minutes)