Holiday rentals with a kayak in Illinois

Private Beach • Lakefront • Kayaks • Sunsets

The Havana Cabana is your home away from home. Take time to breathe and just be by soaking in your surroundings and being with the people that matter most. We strive to provide you with a relaxing atmosphere and great amenities. You will have full access to your own private, sandy beach (directly behind the home) with amazing sunset views and great fishing. We provide 3 adult kayaks, one double and one child (under 150 pounds), and a pedal boat. Great outdoor fire-pit for s’mores and memories.

Last-Minute Deal! River View/ Firepit/Kayaks/Bikes

Escape to this charming, eclectic cabin bungalow on the tranquil Rock River, perfect for couples, families, and friends. Just steps from the water, it offers stunning views, abundant wildlife, and a peaceful ambiance while remaining close to shops and restaurants. Inside, enjoy vibrant decor, cozy living spaces, and natural light throughout. The large wrap-around deck invites relaxation, with steps leading directly to the river. A serene, thoughtfully crafted retreat for your perfect getaway

Private Guest Lake House On 37 Acres In Country

Private guest lake house, located next to main house, on private lake in the country. 2 bedroom, 1 full bath, full kitchen, washer and dryer and large attached screen porch. Private 37 acres of woods and prairie. Fishing and walking trails. Great window views of lake, woods, prairies and river valley. Please note, this guest house is located 1 mile down a county maintained gravel road. 25 minutes from Galesburg, IL, 20 minutes from Monmouth, IL and 35 minutes from Macomb, IL.

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at our Elite Farm Retreat. Designed for executives, families, and intimate weddings. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. $35/night/person/pet after first 2 people. Message Tim about accomodating big groups and events.

Hidden Gem - Rock River

The Eagle’s Nest: A Cozy Family Escape! Unplug and unwind at The Eagle’s Nest, a renovated cabin on stilts nestled on 5 private wooded acres with stunning views of the Rock River and Kyte Creek—just 5 minutes from Oregon, IL! Hike, fish, kayak, or relax by the firepit under the stars. Perfect for families and outdoor lovers, this peaceful retreat offers adventure and tranquility. Book now and escape the city hustle!

Platypus Hills, Lake, Heated Pool, Hot tub,Firepit

This cozy 2-bedroom country house sits on 8 acres, sleeps and overlooks Clinton Lake with amazing views. We offer a hot tub, heated pool, kayaks, and 10 miles of hiking, hunting, and horse trails. The boat ramp is located at the end of the driveway. We are located 30 minutes between Bloomington & Champaign. All guests must be 18+. Pool open May-Sept. PLEASE READ THE ENTIRE LISTING TO ENSURE IT MEETS YOUR NEEDS.

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!