Holiday rentals with a kayak in Racine County

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Top-rated Accommodation with a Kayak in Racine County

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

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Top Guest favourite

Home in Wind Lake

Freedom Island:Fall Escape!Sunsets,Bonfires!

Fully renovated luxury escape on 3 private acres on Waubeesee Lake in Waterford, WI—just 25 minutes from Milwaukee and 1 hour from Chicago. Sleeps 11 with 3 bedrooms and 2 baths, plus smart home features throughout. Enjoy 800 ft of sandy shoreline just steps away, swim raft, kayaks, paddleboards, pedal boat, multiple piers, and a private boat launch. Large fire pit, outdoor games, and a game room complete the fun! Pac-Man arcade! ASK ABOUT BOAT RENTAL! Also great for Ice Fishing/Snowmobiling!

LocationOutdoor spacesKitchen

5.0 out of 5 average rating, 13 reviews

Guest favourite

A peaceful lake view is captured, featuring calm waters reflecting the sky filled with soft clouds. Several boat docks are seen with boats moored, while lush greenery and a storage shed enhance the serene lakeside setting.

Home in Waterford

Modern Family Lake Home—Pontoon Rental (add-on)

Wish you had access to the quintessential WI family lake home? You do! Beautiful views. Kayaks. Adult Bikes. Fishing. Games. Firepit. BBQ. Boat rentals (3rd party) Ideal for 2-4 couples and multi-generation families. Offers old-school fun with comfortable, upgraded finishes. Convenient location: :30 MKE 1:15 to ORD 1:20 to MSN 1:30 to Downtown Chicago. 3rd party BOAT RENTALS available May-Oct. Dock deposit and fee required. HIGH SEASON MAY 15 - SEP 15: 4-7 night mins may be required.

LocationValueKitchen

4.91 out of 5 average rating, 57 reviews

Guest favourite

A serene view of a tranquil pond is featured, with colorful foliage reflecting on its surface. A wooden bridge arches gracefully over the water, surrounded by lush trees and a softly landscaped area that invites relaxation.

Cabin in Burlington

Large Cabin w/Lake Access, Hot Tub + Peloton, EV

Welcome to The Cabin at Browns Lake! This cozy retreat offers year-round relaxation with backyard lake access, private community beach, water toys, fire pit, and hot tub. In winter, ski Wilmot Mountain just 25 minutes away, then unwind by hot tub and fire pit. Newly renovated and beautifully designed, the cabin also features an EV charger, Peloton, fishing, and plenty of space for families or friends. Whether for summer fun or a snowy escape, your perfect Burlington getaway awaits!

LocationOutdoor spacesRiver

4.94 out of 5 average rating, 68 reviews

Top Guest favourite

Home in Kansasville

Private Lakefront Retreat w/ Firepit & Views

Welcome to your ideal Wisconsin lake getaway on Eagle Lake. This spacious 5-bedroom, 3-bath lakefront home is perfect for family gatherings, relaxing weekends, and year-round adventure. Enjoy ice fishing in winter, boating in summer, or peaceful mornings by the water. Inside offers plenty of room to unwind, with large windows showcasing beautiful lake views. Step outside for direct waterfront access, fresh air, and space to relax. Fishing, lake days, and cozy nights — memories start here.

ValueOutdoor spacesHospitality

5.0 out of 5 average rating, 18 reviews

Guest favourite

Home in Racine

Racine Anchor House - Sleeps 25

Escape to our stunning 8-bedroom and 11 bath Tudor mansion on Lake Michigan! Nestled on over an acre with lake views and direct access to a park, boardwalk, and cove beach—perfect for kayaking and paddle boarding, or bring your boat and launch 2 min away at Pershing Park! Each bedroom has an en suite bath. Kids love the 7-bed bunk room and theater/arcade. Enjoy grand-millennial charm and relax on the 1,000 sq ft patio overlooking the lake. Great for corporate retreats and private events!

Outdoor spacesLocationNearby

4.93 out of 5 average rating, 27 reviews

Top Guest favourite

A well-lit pathway meanders from the water's edge to a welcoming lakefront home, surrounded by trees. Soft lights illuminate the exterior, reflecting on the calm water. A cozy fire pit area is seen at the base of the steps, providing a serene outdoor gathering space.

Home in Kansasville

Lakefront 4BR Retreat w/Fire Pit & Kayaks

Start your getaway with panoramic sunrise views in this peaceful 4BR lakefront retreat just 75 min from Chicago and 30 min from both Milwaukee and Lake Geneva. Enjoy the calm lakeside setting with dock access, kayaks, a fire pit, and spacious outdoor areas perfect for relaxing and connecting. Inside, unwind in the large family room, work in the lake‑view office, or cook in the fully equipped chef’s kitchen. Ideal for families, friends, or a quiet escape near Milwaukee and Lake Geneva.

LocationOutdoor spacesQuiet

5.0 out of 5 average rating, 17 reviews

Top Guest favourite

A comfortable chair is positioned near a modern electric fireplace, providing warmth and a cozy ambiance. A floor lamp with a woven shade stands nearby, while a soft throw is draped over the chair. A plush area rug complements the space.

Home in Waterford

Cozy Modern Lake Cottage 3 baths and Pet Friendly

Our modern farmhouse-style cottage on Lake Tichigan is fully renovated. RARE, featuring two en-suite bathrooms - say goodbye to waiting times! Our cottage offers an idyllic escape with stunning lake views from every room.. Sleeps 8, pet-friendly, fully stocked kitchen. Enjoy shared lakefront, pier, and pontoon rental (May-Sept). Perfect for groups—check our profile to rent both cottages on the same premise! 30 mins fr. Alpine Valley & Rock Snow Park 30 mins fr. Mke 1 hr fr. Chicago

Outdoor spacesLocationParking

4.94 out of 5 average rating, 109 reviews

Top Guest favourite

A cozy bedroom features a spacious bed adorned with crisp white linens and a green accent pillow. Forest murals create a serene backdrop, while natural light enters through a window. A wooden bench is positioned at the foot of the bed, enhancing the rustic decor.

Cabin in Waterford

Cabin, Waterfront, Firepit, Dog Friendly

Welcome to the Cozy Canal Cabin! Escape to tranquility in our newly renovated 2-bedroom, 1-bathroom cabin nestled on the serene shores of Tichigan Lake in Waterford, Wisconsin. This charming cabin offers a perfect blend of rustic cabin decor and modern amenities, providing you with a peaceful haven for your getaway. Whether you're seeking a relaxing retreat or an adventure-packed vacation, our cabin is the ideal destination. 35 min drive to Milwaukee 35 min drive to Lake Geneva

Outdoor spacesValueBackyard

4.99 out of 5 average rating, 82 reviews

Guest favourite

A tranquil evening scene at the lake captures cottages along the shore, reflecting on the still water. The sky transitions from soft hues of blue to warm tones, punctuated by silhouetted trees and gentle clouds. A dock extends into the calm lake, enhancing the serene atmosphere.

Home in Kansasville

Cozy cottage on Eagle Lake

Relax with the whole family at this peaceful Eagle Lake cottage! •1st floor of the cottage just steps from the water...Enjoy the beautiful views from the huge windows overlooking the lake •Great place to escape for peace & quiet on a dead end street with great neighbors •Tons of wildlife are seen by guests all the time! •In Winter: Enjoy amazing ice fishing when the lake is frozen •In Summer: Beach is 2 houses from cottage for use by the you!

Outdoor spacesValueCheckout

4.87 out of 5 average rating, 30 reviews

Guest favourite

The A-frame cabin features a welcoming exterior framed by lush greenery. A spacious front porch is adorned with two chairs and a small table, offering a cozy spot to enjoy the surroundings. Large windows brighten the home, blending seamlessly with the natural landscape.

Cabin in Racine

Root River Hideaway: A-Frame Escape in the Woods

Escape to a cozy A-frame tucked among the trees along Racine’s Root River. Paddle with the included kayaks and canoe, explore the riverfront, or unwind beside the firepit under the stars. Inside, enjoy warm cabin character, modern comforts, a gas fire stove, full kitchen, and fast Wi-Fi. Perfect for couples, small families, and peaceful fall getaways, just minutes from downtown Racine and 24 minutes from Milwaukee’s airport.

Outdoor spacesLocationBarbecue

4.99 out of 5 average rating, 75 reviews

Top Guest favourite

Home in Burlington

Long Lake Retreat - Cottage in Burlington, WI

Long Lake Retreat Kick back and soak up the laid-back lake life at our cozy cottage right on the water in beautiful Burlington, Wisconsin! Just a short drive from downtown Burlington, Waterford, and Lake Geneva, you'll find great local spots to eat, shop, and explore. But with a lake out your back door and nature all around, you might just spend your whole trip outside! Come unwind, unplug, and enjoy lake life!

LocationValueGetting around

4.95 out of 5 average rating, 44 reviews

Top Guest favourite

The charming cabin is set on a lush green lawn, with a two-story design featuring a dark exterior and light trim. Large windows allow natural light to flood in, while two balconies overlook the serene lake, offering ample space for relaxation.

Home in Wind Lake

Lakeside Retreat

Relax with the whole family or friends at our cabin on the lake. Make memories while you sip morning coffee, float on the water, roast s’mores at the bonfire, icefish during the colder months or enjoy dinners with a gorgeous sunset backdrop on your private deck. Our home is conveniently located very close to Milwaukee and Chicago, yet feels like you are hours up North!

Outdoor spacesValueView

4.96 out of 5 average rating, 103 reviews