Holiday rentals with outdoor seating in Spencer County

Near Holiday World & Owensboro, The Little House

The Little House is a charming 2-BR, 1-bath retreat, ideal for family vacations or romantic getaways. Nestled in a peaceful location, this cozy home offers easy access to local attractions: Lincoln Pioneer Village and Museum – 0.3 miles Downtown Owensboro – 10 miles Bluegrass Hall of Fame – 11 miles Newburgh, IN – 21 miles Holiday World – 21 miles Unwind and relax in this convenient, comfortable home base. Pet-friendly for small dogs under 25lbs (Pet fee: $50). Professional photos coming soon!

The Storehouse - unique retreat near Holiday World

The Storehouse, a church built in the 1890s, is nestled in the serene backdrop of Grandview, Indiana. This former sanctuary has been thoughtfully transformed into a 3 BR home, perfectly blending old-world charm with contemporary amenities. You will love the original hardwood floors and stained glass windows in every room. Less than 15 min. from Holiday World and Lincoln State Park, there is much to do. Return and unwind in the private hot tub or gather around the fire pit under the stars.

Around the Corner 108

Around the Corner is truly, around the corner from everything that Santa Claus has to offer. This 2 Bedroom, 2 Bath property has a large family room, outdoor grilling space, eat-In kitchen, and in unit washer and dryer. If you are looking for convenience, you have found it, as we are within walking distance of Holiday World (0.7 mile), the grocery store, Dollar Store, restaurants, liquor store and more. Your family will be close to everything when you stay at this centrally-located property.

Christmas Cottage

One block away from Holiday World! This house is a close walk to the park and a 5m drive to Lincoln Boyhood National Park and many other attractions. The house has been lovingly prepared for a Christmas theme and is ready for guests with comfy bedding, updated kitchen and bathroom, large indoor and outdoor gathering area, and all sparkling clean. This house converts from an 8 person (upstairs only) to a 12-14 person (add 4 beds, bathroom, additional kitchenette, and washer and dryer).

Farm Stay with Sunset Views

This home is on a family farm in Spencer County, IN, just 15 minutes from Holiday World. It boasts open areas both inside and outside for family and friends to spend quality time together. We invite you to watch the cows graze and view the sunset from the back porch. Although the home is located on a rural gravel road, we are fortunate to provide fiber internet/WiFi and city water. The space comfortably sleeps 13adults. 3 toddlers which don’t count toward occupancy. We offer 1 night stays

Lakeside Cottage

Set in the treetops, our recently renovated cabin has everything you need for a unique relaxing stay! Bring your kayak, canoe etc... We are right on the lake with our own dock for come and go all day fun! Decorated in restful tones for maximum relaxation and boasting lots of amenities, it's only a short 15-20 minute drive into Owensboro, a quaint River town full of eateries, special events and lots of shopping! We love hosting birthdays, anniversarys and honeymoons! No cleaning fee!

Iron Fence Farm - 2 miles from Holiday World

Forget your worries in this spacious and serene space. Newly renovated 6 bedroom, 4 bathroom house only 2 miles from Holiday World! This large vintage farmhouse can accommodate 21 people with its 6 bedrooms and 14 beds all linens included. Towels and toiletries included along with custom showers with rainfall shower heads. TVs in every bedroom. All new appliances including washer and dryer. Fully stocked game room with board games for every age. No pets allowed.

Entire lower level of Winter Haven B and B.

We are an organic farm located on 27 acres of mixed field and forest land. Bees have made a home here as well with multiple hives throughout the farm. We are a family home with two small indoor dogs playing in the main space, and three friendly outdoor cats. The rented space is located in the lower level of our home. It includes two bedrooms, a game room, and a kitchenette. A stone and gravel path leads to eleven steps and the private entry door.

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.