Holiday rentals with a kayak in Williamson County

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Top-rated Accommodation with a Kayak in Williamson County

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

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Guest favourite
Home in Creal Springs
4.97 out of 5 average rating, 79 reviews

Waterfront 3BR + Loft w/ Dock on Lake of Egypt

Set on a peaceful cove just off the main channel of Lake of Egypt, The Lookout at the Lake is a beautifully updated split-level home perfect for families and groups. Sleeping up to 10 guests, this lakefront getaway features a gentle slope to the dock, 4 kayaks, and easy access for swimming or boating. Enjoy evenings by the new fire pit or mornings on the deck overlooking the water. Close to the ski area, hiking, and wineries — it’s the perfect spot for those who love lake life with quiet charm.

Guest favourite
Cabin in Pittsburg
5 out of 5 average rating, 5 reviews

Tranquil Cabin on Private Lake w/ Kayaks & Firepit

Charming family cabin built by our grandparents in 1941, tucked at the end of a ¼-mile gravel driveway on a private lake. Enjoy kayaks, a pedal boat, outdoor firepit, and kids’ play structure. Watch bald eagles from the screened porch and unwind in peaceful rustic comfort. Need to work for a while during your stay, Gigabit fiber internet makes all that possible. This allows you to connect to work, while watching Eagles fly over the lake. Sleeps 4 comfortably (6 max). Well behaved dogs welcome.

Guest favourite
Home in Marion
4.97 out of 5 average rating, 31 reviews

Location & views! Cozy with room for 10. Outdoor f

Fantastic location on the lake, but minutes off of I57. Featuring 3 king size bedrooms, including a primary with a king power base. Climate controlled bonus room on the main level with additional 2 Queen beds. This lakefront home boasts lake views on two sides, cozy firepit area, 2 covered boat slips, swim dock, kayaks, huge television, fast internet. Full kitchen that will satisfy the chef, Ideal for families and groups. Lots of well thought out amenities to make your stay the absolute best.

Top Guest favourite
A serene lake view is captured at sunset, reflecting vibrant colors in the calm water. Surrounding trees and greenery are visible along the shoreline, providing a natural atmosphere. The water appears still, suggesting a peaceful setting for relaxation and outdoor activities.
Home in Marion
4.99 out of 5 average rating, 68 reviews

Lake of Egypt - Lakefront Modern Cottage

Welcome to our renovated 3-bedroom lakefront cottage, where modern style meets quiet comfort. With the 3 bedrooms on the main floor and a spacious living area downstairs, this home offers a unique layout designed for relaxation and fun for the family or friends. Enjoy all the aspects of the lake with kayaks or paddle boards or rent a boat and house it at the private dock. Explore Shawnee National Forest, Ferne Clyffe or the Southern Illinois Wine Trail, all within 20-30 minutes of this home.

Top Guest favourite
A cozy studio space features a comfortable bed with soft linens against a dark accent wall. A guitar leans casually against the wall, complemented by tasteful decor. A compact kitchen showcases modern appliances, while a sitting area includes stylish chairs and a decorative rug.
Barn in Carterville
4.96 out of 5 average rating, 67 reviews

Shelton’s Hideout barn apartment- 1 bed/1bath

Escape the everyday in this new apartment designed with a 1930s speakeasy vibe. Tucked away on private, wooded acreage, this spot is an ideal base for exploring. You're just minutes from renowned local wineries, a casino, countless outdoor adventures, and wedding and campus destinations. Heads Up: This property is on a working flower farm. The occasional sound or sight of farm equipment in operation is part of the charm! We take great care to ensure a peaceful experience for our guests.

Guest favourite
An indoor pool area features large windows allowing natural light to illuminate the space. Two green inflatable floats rest in the water. Comfortable blue lounge chairs are arranged along the perimeter, while a patterned rug adds texture to the floor.
Home in Marion
4.89 out of 5 average rating, 64 reviews

Lakehouse-indoor pool and hottub

Never have a bad day at the lake again. Our lakefront home boasts a private heated indoor pool and hot tub so that even a rainy day at the lake can still be fun. Four bedrooms and four bathrooms plus two sleeper sofas can sleep up to 12. And our newly renovated above garage space with its own bathroom and kitchenette allows two families to stay together yet still have their privacy. This spacious home is the perfect family friendly retreat for families that want a fun lake vacation.

Top Guest favourite
Home in Creal Springs
4.96 out of 5 average rating, 25 reviews

Ultimate Lake Escape- Dock, Slide & Kayaks | Pets

Escape to The Dock House, a newly renovated lakefront getaway on beautiful Lake of Egypt, designed for families, boaters, anglers, and groups looking to relax, reconnect, and enjoy nonstop lake fun. Spend your days kayaking, paddleboarding, swimming, fishing, or jumping off the diving board right from your private dock. Evenings are made for sunset views, cozy fires, grilling on the deck, and relaxing on the outdoor swing overlooking the water. ✨ Pets stay FREE (up to 2 dogs)!

Guest favourite
Cabin in Thompsonville
4.77 out of 5 average rating, 43 reviews

The Magnolia Cottage with Hot tub Twinkle lights

Take it easy at this unique and tranquil getaway. You are surrounded by 40 acres of peaceful woods with a 2 acre pond right outside your door step. This space is great for a couple getaway or a girls retreat. Soak your cares away in the 100 year old vintage tub or enjoy the spacious outdoor shower( seasonal). We are about 30 -40 minutes away from the Shawnee National Forest. You can go explore Garden of the God's or go toward Marion where you can enjoy shopping and dinner.

Superhost
Home in Marion
New place to stay

The Overlook at Lake of Egypt

Experience the best of Lake of Egypt from this stunning lakefront retreat, perfectly situated in the heart of the lake’s premier ski area. Whether you’re planning a family vacation, a weekend with friends, or a lakeside getaway, this spacious home offers everything you need for an unforgettable stay. The home features expansive living spaces, breathtaking lake views, and direct access to some of the best boating and water sports Lake of Egypt has to offer.

Guest favourite
The lakefront house is set on a grassy slope, surrounded by mature trees. A spacious deck extends from the home, offering seating options and views of the yard. The scene is complemented by a cloudy sky, enhancing the peaceful ambiance of the property.
Home in Creal Springs
4.93 out of 5 average rating, 30 reviews

Quiet Cove

This lakefront property is located on peaceful Lake of Egypt in beautiful Southern Illinois. A retreat with the family or friends! Whether you are visiting the beautiful wineries, hiking in the Shawnee forest or enjoying a nice relaxing weekend with the family on the lake. This lakefront house is family friendly and has much to offer. There is a large yard with plenty of space, a walk out deck with outdoor seating and a boat dock for parking your boat.

Top Guest favourite
Home in Creal Springs
5 out of 5 average rating, 11 reviews

Waterfront, Views, Pet friendly with fee, Kayaks

Welcome to Wild Sun Retreat – Your Lakefront Escape! Wake up to breathtaking wild lakefront views and soak in the peace of nature at Wild Sunrise Retreat. This spacious getaway sits on deep water with its own one-slip dock (owner’s boat occupies slip, but guests are welcome to tie off on the side). Perfect for families, couples, or small groups looking to relax and reconnect, this home is designed to maximize both comfort and scenery!

Guest favourite
An aerial view captures a serene lake surrounded by trees and homes. The location pin highlights the lake house, situated on a picturesque waterfront. The expansive blue water reflects the clear sky, enhancing the peaceful ambiance of the landscape.
Home in Creal Springs
4.79 out of 5 average rating, 42 reviews

Guest House at Sunset Family Lake House

Charming 1 bed, 1 bath lake house with stunning waterfront views. Perfect for a peaceful retreat, this cozy home features an open living space, fully equipped kitchen, large corner soaking bathtub, and shared dock for easy access to the water. Relax, enjoy fishing, or take in the serene surroundings. Ideal for weekend getaways or a tranquil full-time escape. Don’t miss the opportunity to experience your own slice of lakeside paradise!

Popular amenities for Williamson County kayak rentals