Holiday rentals with a kayak in Southern Indiana

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Top-rated rentals with kayak in Southern Indiana

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite
A view of the cozy canvas cottage set against a backdrop of lush trees and a clear sky. Two kayaks rest on the water's edge, inviting exploration of the surrounding natural beauty. The cottage features a rustic design with a metal roof and outdoor amenities visible nearby.
Campsite in Jasonville
4.98 out of 5 average rating, 121 reviews

Beach Comber lake side canvas Cottage tent

Beds/NO LINENS Showers/ NO TOWELS Kitchen/sink mini fridge no stove outside grill, fire pit, and cast iron provided. Dishware, silverware, and cooking utensils provided. Things you will need to bring: Linens, pillows, towels, dish rags and personal hygiene items. We will provide enough trash bags, toilet paper, dish soap to get you started after that its renters responsibility. We have state certified kilm dried firewood for sale $6 bundle. Coffee Pot take both grounds and k-cups. 4 lawn chairs.

Top guest favourite
Cottage in Taylorsville
4.97 out of 5 average rating, 206 reviews

Luxury Retreat with Hot Tub

Welcome to Four Seasons Cottage on the Bourbon Trail! This charming property is located in a peaceful vacation community, just a short walk from the seasonal pool. Featuring 2 bedrooms, a fully equipped kitchen, and cozy living room with a fireplace, this cottage is perfect for a family getaway or a couples retreat. Enjoy the large deck with a hot tub and BBQ, as well as access to nearby hiking trails and attractions. Cottage 37 sits on a ridge that overlooks the 3,050-acre Taylorsville Lake.

Guest favourite
The evening view of the home's exterior reveals a modern design with wooden accents. Soft lighting highlights the elevated deck and entryway, and the surrounding trees create a serene atmosphere. Stairs lead to the entrance, providing access to the spacious interior.
Cabin in Unionville
4.96 out of 5 average rating, 282 reviews

“Lemon Blossom”Lakehouse by Brownsmith Studios

This home is a dream come true for me building it from the ground up. Bring your boat. No Partiers this home is being offered to families and couples who won’t disturb my neighbors or our peaceful cove. The home features a steam shower, king bed, reclining sofa, dock, kayaks,reading/social nook at signature windows over the creek/lake. The deck floats in the forest with abundant wildlife all around. premium WiFi . 15min to Bloomington. 20min to Nashville/Brown County St. Park. Newly paved lane

Top guest favourite
Cabin in Owenton
4.86 out of 5 average rating, 490 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.

Guest favourite
A charming log cabin is framed by lush green trees, showcasing a warm exterior with a stone chimney. Rocking chairs are placed on the front porch, surrounded by vibrant flowers and a neatly maintained garden path leading to the entrance.
Cabin in Louisville
4.95 out of 5 average rating, 355 reviews

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 5 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

Guest favourite
The house is set on a gently sloping hill, surrounded by trees. Large glass windows offer views of the landscape and the lake beyond. A stone chimney adds a rustic touch to the contemporary design, and a spacious deck wraps around the structure.
Home in Brandenburg
4.94 out of 5 average rating, 286 reviews

Luxury lakehouse retreat with picturesque views

A nicely appointed lake house with rustic contemporary decor. Gourmet kitchen includes dishes, cookware and small appliances as well as a deluxe espresso/cappuccino maker. House is located in a gated, private community with a 320 acre lake up to 70 ft deep. Only pontoon boats and fishing boats permitted, ensuring a quiet lake experience and wake-free dock sitting. Two kayaks, canoe, paddle board and some basic fishing equipment for guest use. Pontoon rental by owner - separate contract.

Top guest favourite
The cabin exudes warmth with its illuminated wooden exterior surrounded by vibrant autumn foliage. A private hot tub is positioned in the foreground, showcasing glowing green water, creating a tranquil atmosphere for relaxation under the evening sky.
Cabin in Unionville
4.99 out of 5 average rating, 188 reviews

Winter Magic at Cabin Porch Paradise | 4WD REQ.

Embrace the Ultimate Winter Escape Get ready for a true "snowed-in" experience! With a major winter storm approaching, Cabin Porch Paradise is transforming into a serene, white-capped sanctuary. Whether you’re watching the flakes fall from our expansive porch or curling up by the fire, this is the place to witness the power and beauty of nature. ⚠️ REQUIREMENTS: 4 Wheel Drive, Snow 12" or more on roads. Bring extra water, candles, and clothing prepping for possible power outages.

Top guest favourite
A vibrant inground pool is surrounded by colorful floating lounge mats and umbrellas, offering a leisurely space. Nearby, various outdoor games are positioned, including large Jenga and Connect Four. Kayaks and paddle boards can be seen docked at the water's edge, inviting exploration of the lake.
Cottage in Crittenden
5 out of 5 average rating, 133 reviews

Lake Front w/ Pool! Between Ark & Creation Museum.

If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now closed!)

Top guest favourite
A single-story home is displayed, featuring a light-colored exterior with a red metal roof. A spacious porch, equipped with seating, is visible at the front. Surrounding grass is neatly maintained, and trees provide natural shade nearby.
Home in Brazil
4.93 out of 5 average rating, 363 reviews

Swans Nest

If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.

Top guest favourite
A single-story cabin is framed by lush greenery, showcasing natural wood siding and a welcoming front porch. The porch features seating arrangements and decorative elements, while the pathway leads to a gravel driveway, enhancing the serene ambiance of the surrounding woods.
Cabin in Carbon
4.98 out of 5 average rating, 256 reviews

Parke County Dream Cabin

Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!

Top guest favourite
A newly renovated cottage is featured with a dark blue exterior and wooden accents. The façade includes large windows adorned with shutters, while a gravel driveway extends toward the entrance. A gently sloping landscape with greenery is visible in the background.
Cabin in Mount Eden
4.97 out of 5 average rating, 170 reviews

Bourbon Country Cottage

Newly renovated cottage located in the country. Enjoy amazing views from the porch while enjoying the outdoor patio. Fully furnished to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a well equipped kitchen for cooking. Enjoy exploring the walking trails, creek and the 80 acre property while you stay. Stocked Fishing Pond Check out our other listing too, Bourbon Country Cabin, same property.

Top guest favourite
Two wooden Adirondack chairs are positioned around a stoned fire pit, overlooking a tranquil lake. The scene features lush greenery and a group of ducks gently swimming in the water, complemented by a boathouse and kayaks in the background.
Cabin in Lawrenceburg
4.98 out of 5 average rating, 134 reviews

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

Welcome to Your Ultimate Lakeside Retreat! Nestled on the renowned Bourbon Trail in the heart of The Kentucky Bluegrass, our spacious cabin offers a perfect blend of tranquility and adventure, while providing a place to connect with the people that mean the most. Whether you're a couple, a family, or a group of friends, there is something for everyone. Savor your memories like a perfect glass of aged whiskey at Bourbon Bliss by the Lake.

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