Vacation rentals in Spencer County

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Top-rated vacation rentals in Spencer County

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Guest favorite

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

4.93 out of 5 average rating, 46 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 favorite

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, 91 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 favorite

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, 111 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

Top guest favorite

A cozy living area is highlighted by a Christmas tree adorned with red and silver ornaments. Comfortable seating includes an orange chair and a spacious sofa, with festive decor and warm lighting creating a welcoming space for gatherings. A large flat-screen TV is mounted on the wall.

Home in Santa Claus

4.95 out of 5 average rating, 153 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).

Top guest favorite

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

4.96 out of 5 average rating, 23 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.

Superhost

A comfortable living area features a plush gray sofa and an accent chair, both positioned to invite relaxation. Natural light filters through a large window, complemented by light curtains. A decorative rug and a small lamp add subtle warmth to the space.

Home in Owensboro

4.71 out of 5 average rating, 24 reviews

Cozy 2bd house next to hospital

🏡 East Side Gem | Walk to Hospital | Perfect for Short & Extended Stays Spacious 2-bedroom retreat near hospital and Highway 54. Ideal for medical professionals, visitors, and business travelers. Features: • Prime location: Walking distance from hospital, short drive to 54 dining and shopping • Luxury queen beds with new mattresses • Fully stocked kitchen • In-unit washer & dryer • High-speed Wi-Fi & Smart TV Perfect blend of comfort and convenience for short or extended stays.

Guest favorite

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

4.91 out of 5 average rating, 117 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 favorite

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

4.97 out of 5 average rating, 172 reviews

Hattie's Hill Cottage

Cottage sits behind our home (see photo). NOTE- Main house may have large groups. Pool and outside areas share spaces. Near Owensboro, Rockport, Hawesville & Lewisport. There is ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi. We have a Smart TV you may use your Netflix and so on with. Kitchen is well stocked with necessities. Eating/work space is provided. Comfortable recliner chairs. Access to the grounds.

Top guest favorite

Cottage in Owensboro

4.97 out of 5 average rating, 396 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.

Top guest favorite

A rustic cottage is nestled among trees, featuring a wood-paneled exterior. A small staircase leads to the entrance, adorned with potted plants. The surrounding greenery enhances the serene atmosphere, while the lake is visible in the background.

Cabin in Maceo

5 out of 5 average rating, 52 reviews

Lakeside Cottage

Set in the treetops, our recently renovated cabin has everything you need for a unique relaxing stay! 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!

Guest favorite

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, 148 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 favorite

A bright kitchen features a wooden countertop with an egg carton holding various eggs. A window allows natural light to illuminate the space, and fresh flowers are seen in a glass vase. Decorative signs and a small sink complement the clean design.

Farm stay in Owensboro

4.98 out of 5 average rating, 150 reviews

The Farmhouse on Nannie Belle

Set on 13 acres, this 142 year old Farmhouse will take you back to simpler times. Unplug and spend quality time with your family. Roast marshmallows, go fishing, play board games, or challenge your family to an intense game of foosball. A perfect place for families to reconnect. Note: The farmhouse road name has changed from Old Hwy 144 to Nannie Belle Loop.