Vacation rentals in Commiskey

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Top-rated vacation rentals in Commiskey

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Top guest favorite

A spacious great room features a modern sectional sofa positioned around a circular coffee table atop a vibrant area rug. Large windows allow ample natural light, illuminating the vaulted ceiling with exposed beams. Complementary artworks and plants enhance the inviting ambiance.

Home in Madison

4.99 out of 5 average rating, 540 reviews

The Artist’s A-Frame

Get away and enjoy the comfort and convenience of this unique, newly remodeled A-Frame home nestled in a quiet, safe, upscale neighborhood, minutes from Clifty Falls State Park (10 min. drive), Historic Downtown (5 min. drive), hilltop shopping (5 min. drive): Hanover College (15 min. drive) •Fast Wi-Fi •Electric Fireplace .Two 55” Roku TVs, Complimentary YouTube TV for local and cable stations •Keurig & Drip Coffee, K-cups, local coffee, tea, bottled water .Paved driveway parking .Gas BBQ grill

Guest favorite

Cabin in Owenton

4.85 out of 5 average rating, 451 reviews

Rustic Container Cabin • Farm Stay • Near Ark

Discover the charm of our rustic container cabin on a wooded ridge of our family farm. Freshly painted exterior—same comfy interior. 30 min to Ark Encounter. Unwind on the sunset porch under string lights, enjoy the fire pit & grill, and breathe crisp Kentucky air as you explore 200 acres of hills and trails. Inside: vintage farm touches, comfy memory-foam bed(s), efficient kitchenette, heat/AC, and a one-of-a-kind bath. A peaceful base for the Ark and Boutbon Trail. A true Kentucky farm stay.

Top guest favorite

A charming guest suite set against a backdrop of lush green trees. The single-story structure features a covered porch, large front windows, and a welcoming entryway, immersed in the tranquility of the natural surroundings.

Guest suite in Bloomington

4.97 out of 5 average rating, 197 reviews

Hideaway Hollow - A Woodsy Getaway

Hideaway Hollow is a cozy, private guest suite in Bloomington, Indiana. Located on the north side, it is just fifteen minutes from the heart of downtown Bloomington, IU stadium, and an hour from Indianapolis. Nestled in the forest, the suite offers a covered porch with a private entrance, a spacious living room, a kitchenette, and a master bedroom with a full bath. Suitable for up to four guests, come to enjoy the serenity of country living, the comforts of home, and easy access to the city.

Top guest favorite

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

5 out of 5 average rating, 235 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Guest favorite

A wooden deck overlooks a lush, green landscape with trees and a winding path. A metal planter sits on the deck, offering a space for gardening. Dappled sunlight filters through the leaves, creating a serene outdoor setting.

Cottage in Madison

4.86 out of 5 average rating, 152 reviews

Cozy Cottage downtown *Pets*Trails*firepit*Clean

Sue’s Cottage is a quaint two bedroom cottage with a porch over looking the Heritage Trail of Madison. It is perfect for pets. It is a home to many species of birds and wildlife. Relax on the deck bird watching or stroll through the heritage trail & scenic railroad tracks surrounding the cottage, which leads to the river walk. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park. A portion of each stay is donated to local charity.

Top guest favorite

The cabin's exterior exhibits a rustic charm with unique angles and a mix of textures. Wooden walls are complemented by a metal roof, while multiple windows add character. A simple porch with log railings invites relaxation, surrounded by lush greenery.

Guesthouse in Hardinsburg

4.96 out of 5 average rating, 300 reviews

Once Upon a Time little Cabin in the Woods

Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

Top guest favorite

The exterior of the estate features a charming porch adorned with potted plants and a flag. Sunlight filters through the surrounding trees, illuminating the stone and wood structure. A stone pathway leads through the lush green lawn, enhancing the inviting outdoor space.

Cabin in Henryville

4.96 out of 5 average rating, 341 reviews

Close to Louisville~Hot Tub~Fire Pit~Game Room

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

Guest favorite

A yurt is shown surrounded by expansive green grass under a clear blue sky. Contrails from passing aircraft create intersecting lines overhead, while sunlight shines brightly behind the structure, enhancing the tranquil outdoor setting.

Yurt in Madison

4.95 out of 5 average rating, 218 reviews

Madison's only Yurt experience!!!

You'll love this unique and romantic escape in the hills of southern Indiana! Located just 20 minutes from beautiful downtown Madison and Vevay. Enjoy the countryside in your very own yurt. Come relax after a hard day of shopping in downtown Madison or after a late night at Belterra casino. You will love the warm inviting boho style of decor while enjoy the beautiful sunsets from the deck. The stars look so close you could touch them from the grassy hillsides of this enchanting property.

Guest favorite

The log cabin is illuminated at night, showcasing its rustic charm. A spacious covered front porch features several wooden chairs and hanging decorations. Lush greenery and mature shrubs surround the cabin, enhancing the serene country setting.

Cabin in Salem

4.91 out of 5 average rating, 363 reviews

Dee's Country Cabin

Historic hand hued log cabin with modern amenities. The large lawn is a park like setting that includes a charcoal grill, fire pit and picnic table perfect for cookouts and s'mores! Quiet getaway where guests can simply relax away from the city lights and noise. 15 minutes from Salem, 30 minutes from Paoli Peaks, 45 minutes from French Lick Casino or Louisville, Ky. Several parks within an hour or less drive that offer fishing, swimming, hiking, caves, biking, and canoeing.

Top guest favorite

An indoor pool area is showcased with a bright sky and floor-to-ceiling windows offering scenic views of the surrounding hills. The pool is surrounded by tiled flooring and potted plants, creating a serene setting. Skylights enhance the natural light within the space.

Apartment in Madison

4.99 out of 5 average rating, 139 reviews

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Top guest favorite

A large bed is displayed with a floral-patterned coverlet, complemented by two decorative pillows. A plaid pillow adds texture and contrast. The headboard features a simple metal design, while a soft yellow wall provides a warm backdrop.

Loft in Seymour

4.96 out of 5 average rating, 156 reviews

Spacious loft in downtown Seymour!

Everything you'll need and more. This is a large, quiet space right in downtown Seymour. And, guests have complete privacy. No one else lives here. This loft has more than 1400 square feet... and is perfect for up to four guests. Both beds have luxurious Serta iComfort memory foam mattresses. There's also a full kitchen and several restaurants within easy walking distance.

Top guest favorite

A front porch is featured, constructed of wood, with a round table set for four. Decorative flowers are arranged in a vase at the center. Sunlight filters through the open roof, illuminating the surrounding greenery visible beyond the railing.

Farm stay in La Grange

4.95 out of 5 average rating, 737 reviews

The Cottage at StoneLedge 2 bedroom/1bath

Nestled on an expansive 80 acre horse farm, the cottage is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. If traveling with pets please note prior approval is required and be sure to read the pet policy in 'other things to note'. Thank you for your consideration.