Holiday houses in Spencer County

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Top-rated holiday rentals in Spencer County

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Guest favourite
The exterior of a charming light blue house is shown, featuring white shutters and a welcoming front porch. A decorative wreath adorns the door, while pink ornamental grasses frame the yard, adding a pop of color to the peaceful setting.
Home in Rockport
4.86 out of 5 average rating, 59 reviews

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!

Top Guest favourite
A deck area is presented with a dining table covered by an umbrella, surrounded by chairs. Soft lighting from candles creates a warm atmosphere, while lush trees provide a natural backdrop along the lakeside. The railing allows for unobstructed views of the serene environment.
Cabin in Maceo
5 out of 5 average rating, 72 reviews

Lakeside Cottage

Perfect for couples, a private getaway that feeds your soul and connects you to nature! Enjoy the wildlife, beautiful views and gorgeous sunsets from the tree tops! Only a 15-20 minute drive to downtown Owensboro, a rivertown hosting year-round events, and fantastic eateries and shopping. We offer a special sweet treat for birthdays, anniversaries, honeymoons and baby moons! We have a small dock for all day coming and going. bring your own kayaks or canoe! Being on the water here is amazing!

Guest favourite
The cottage features a welcoming front porch adorned with red shutters and a bright red door. Two large, round rocking chairs are positioned on the porch, surrounded by greenery and a blue planter. The pathway leads to the spacious entrance.
Cottage in Maceo
4.96 out of 5 average rating, 177 reviews

Hattie's Hill Cottage

Cozy cottage located just behind the main home on the property (see photos). Relax by the pool, open seasonally, which is shared by the main house guests and host family, or enjoy an evening stroll out in the country. Conveniently located near Owensboro, Rockport, Hawesville, and Lewisport. The cottage features one flexible bedroom with either two twins or one California king, Wi-Fi, Smart TV, well-stocked kitchen, dining/work space, comfortable recliners, and access to the beautiful grounds.

Top Guest favourite
An outdoor fire pit area is surrounded by six wooden Adirondack chairs, creating a cozy gathering spot on a grassy lawn. The former church building is visible in the background, framed by trees and bathed in natural light.
Home in Grandview
5 out of 5 average rating, 100 reviews

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.

Top Guest favourite
A spacious dining area features several wooden tables accompanied by comfortable chairs. Soft lighting is provided by ceiling fans overhead. Nearby, a cozy seating area includes a sofa and accent chairs, with a window allowing natural light to enhance the welcoming atmosphere.
Home in Evanston
4.99 out of 5 average rating, 120 reviews

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 14 adults. 3 toddlers which don’t count toward occupancy. We offer 1 night stays

Guest favourite
A spacious bed adorned with decorative pillows is positioned against a neutral wall. A simple, natural wreath hangs above the headboard. A bedside lamp and a small decorative tree are visible on a nearby nightstand, contributing to a cozy atmosphere.
Home in Santa Claus
4.96 out of 5 average rating, 156 reviews

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).

Guest favourite
A single-story home is set on a grassy area surrounded by bare trees. The exterior features a combination of blue and red siding with a red metal roof. Neatly trimmed bushes frame the front, and a gravel path leads to the entrance.
Home in Evanston
4.97 out of 5 average rating, 36 reviews

The Patriot House

We would be delighted to welcome you to the Patriot House. This home is tucked away on 5 acres of dreamy countryside! It features a thoughtfully designed layout of 1,440 square feet and is the perfect mix of comfort and style. While the neighbors are nearby, they are far enough away to keep your secrets safe! Just a hop, skip, and a jump from Holiday World, 15 minutes away—and just 1.9 miles from Matilda’s wedding venue, it's the perfect getaway to relax and make unforgettable memories.

Guest favourite
A cozy living area showcases wooden walls and ceiling, enhancing a rustic feel. The space features a dining table with wooden chairs, a kitchenette with a countertop, and a comfortable seating area with a television. Soft lighting adds warmth to the inviting space.
Guesthouse in Tennyson
4.9 out of 5 average rating, 140 reviews

Guest House with acreage to explore.

Relax with the whole family at this peaceful place to stay. The wooded property provides maintained walking trails for plenty of wildlife viewing pleasure and exercise. The property also features a swimming pond. Location is 8 miles from Lincoln State Park and Lincoln Amphitheater. 10 miles from Interlake State Off Road Recreation Area. 13 miles from Holiday World. 30 miles from Evansville casinos. This is a four season resort/stay, with long summers and mild winters.

Top Guest favourite
Cottage in Owensboro
4.97 out of 5 average rating, 420 reviews

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.

Guest favourite
A small log cabin is nestled among tall trees on a wooded plot, accessible by a gravel path. Two black dogs are seen walking along the path, which leads to stone steps ascending to the cabin. The surrounding forest reflects greenery from spring foliage.
Cabin in Gentryville
4.94 out of 5 average rating, 152 reviews

The Cabin - Near Holiday World & Splashin' Safari

If you'd like a true log cabin feel while staying on a beautiful, serene wooded 10 acre plot of land, this is the place for you and your friends/family! This small cabin has been reconstructed after being transferred to this location by the owner and his son. All of the decor and fixings are antique in style to fit the log cabin feel, to bring you back to the good ole days.

Top Guest favourite
Home in Evanston
5 out of 5 average rating, 22 reviews

Peacock Acres

Relax with the whole family at this peaceful place to stay. The house also has an attached garage that can be used for dry loading and unloading. This house sits on 4 acres and is under 8 miles from Holiday World and other attractions. St Meinrad Abby, Lincoln State Park, Monkey Hollow Winery, just to name a few.

Top Guest favourite
A welcoming façade of a single-story cabin is showcased, featuring a centered white door surrounded by two symmetrical windows. Green shutters frame the windows, and two black chairs are placed on either side of the entrance. A sign is mounted above the door, indicating the property name.
Home in Santa Claus
5 out of 5 average rating, 21 reviews

X Marks the Spot (Green)

Your family will be close to everything in Santa Claus, IN when you stay with X Marks the Spot. Located across the road from Lake Rudolph and Holiday World. You will be able to walk/bike to any local attraction or store. Settle down after a long day at the park and enjoy the firepit and quiet atmosphere.

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