Holiday rentals with a kayak in Winnebago County

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Top-rated rentals with kayak in Winnebago County

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

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Top guest favourite
A neatly arranged bedroom features a black metal bed frame with a patterned comforter and decorative pillows. A glass side table sits beside the bed, while natural light filters through large windows adorned with light curtains. A cozy carpet enhances the warm atmosphere of the space.
Flat in Oshkosh
4.85 out of 5 average rating, 41 reviews

Studio Apt near Downtown, River + Lake Winnebago

Enjoy your stay in the heart of the city in an attached Mother in law suite (like a mini apt) w Queen bed, pvt bath, TV/WIFI, pvt entrance w patio & mini kitchen appliances. Jun-Sept: Waterfest is every Thursday Farmers Markets on Wed & Sat (top 10 in US!) Oshkosh is Event City! You will never be bored! EAA, Lifest, XRoads41 & Mile of Music bring ppl worldwide. Best part- located by Downtown Bars, the water - UWO- Everything is walkable 30min drive to ATW and anywhere else in Fox Cities!

Guest favourite
A wooden dock extends over the calm waters of Lake Poygan, featuring sturdy posts and a ladder for easy access. The scene is set against a backdrop of a clear blue sky with scattered clouds, enhancing the tranquil lake experience.
Home in Winneconne
4.93 out of 5 average rating, 60 reviews

LAKE FRONT! Kayaks|Paddleboards

This newly renovated lake home has it all! From the lake house you see beautiful views of Lake Poygan. Enjoy relaxing by the fire pit, or playing in the water with the kayaks, paddle boards, and kids water toys! The lake house has a dock to keep a Tritoon & up to 2 jet skis. Enjoy your meals on the grill at the outdoor dining area or inside dining area, both with views of the lake! Plenty of board games are stocked for adults & kids, and Smart TVs in both bedrooms & living area for rainy days!

Guest favourite
A serene sunset view over the lake is captured, with the sun reflecting off the water's surface. A dock with a bench is positioned in the foreground, providing a peaceful setting to enjoy the evening's colors. Silhouettes of birds are seen perched nearby.
Home in Winneconne
4.9 out of 5 average rating, 67 reviews

Reel in the Fun: @ Lakeside Getaways Lake Poygan

Make some memories at this unique and family-friendly place. This is a great lakeside home close to some of the best fishing spots on the lake. The lake has a sandy bottom where the kids can enjoy swimming or kayaking. Fish off the dock or bring your boat and enjoy the whole lake. It is only a 4 minute drive to the boat landing and bait shop. Launch your boat once and leave it on the boat lift. Boat to many waterfront restaurants or drive to many nearby restaurants and supper clubs.

Top guest favourite
A wooden deck overlooks Sawyer Creek, featuring two metal chairs with floral cushions positioned around a small fire table. Lush greenery surrounds the area, and a dock extends into the water, providing a serene view of the natural setting.
Home in Oshkosh
5 out of 5 average rating, 61 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

Take it easy at this unique and tranquil getaway. Located on Sawyer Creek; enjoy peaceful views in a quiet neighborhood. Privacy is yours with a fenced in yard & attached 2 car garage. Comfortable 2 bedrooms with Queen beds & a fully stocked kitchen, outdoor grill, 55 in Smart TV and dedicated desk area. Propane firepit, patio table & 2 kayaks, washer & dryer. Close to Wiowash Trail, resturants, UW-Oshkosh and Oshkosh Corp headquarters. EAA grounds is a short 12 minute drive. Dog friendly.

Top guest favourite
A comfortable living area features leather seating arranged around a coffee table. Large windows allow natural light to fill the space, while decorative lamps add warmth. A flat-screen TV is mounted on the wall, and fishing-themed decor complements the relaxed atmosphere.
Home in Oshkosh
4.99 out of 5 average rating, 103 reviews

Oshkosh Escape with Lake Access and Private Dock

We are a year round retreat on beautiful Lake Winnebago. Bring your boat, kayaks, water toys, snow mobile, UTVs and fishing/hunting gear to your own private 18' dock on a channel with complete access to Asylum Bay. We are located in Oshkosh and close to the Fox Valley and GB. Just minutes away are: Outlet Mall, EAA, Lifefest, Sunnyview Expo, fishing tournaments, Sturgeon Spearing, microbreweries, Saturday Farmers Markets, The Herd basketball, Titans/UW-O events, and GB Packers(48min)!

Guest favourite
A peaceful lakeside setting is shown, featuring a circular fire pit surrounded by four wooden chairs on lush green grass. The calm waters of Lake Winnebago can be seen in the background, with trees framing the scene and a distant dock visible along the shore.
Home in Oshkosh
4.84 out of 5 average rating, 77 reviews

Shorelane Sunrise Waterfront Lake House

This craftsman character home is located on Lake Winnebago which is the largest lake within the state of Wisconsin. You will wake up every morning with gorgeous waterfront sunrises and a private sandy beach. This home also features original built-ins, hardwood floors, a cozy fireplace, a backyard fire pit. Enjoy a cup of coffee or glass of wine on the peaceful four seasons back porch. There is a dock (during the summer months), kayaks, and paddle boards to use for your recreation.

Top guest favourite
A cozy firepit area is surrounded by eight Adirondack chairs, set against a backdrop of a vibrant sunset over the lake. The scene is framed by smooth pebbles, while a 60-foot dock extends into the water, creating a serene outdoor atmosphere.
Home in Menasha
4.94 out of 5 average rating, 235 reviews

Designer Lakefront Home with Views, Firepit, Dock

Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

Guest favourite
A charming white cabin is shown with a front porch and stairs leading to the entrance. Lush green grass surrounds the property, along with colorful flower beds. In the background, a red barn is visible, providing a contrast to the cabin's exterior.
Farm stay in Omro
4.89 out of 5 average rating, 87 reviews

Family-Friendly Cabin on 170 Beautiful Acres

The cabin rests on 180 acres of scenic farm wildlife habitat. The property includes an 1800s-era barn & blacksmith shop, a host of wild & domestic animals, miles of private canal with access to the Wolf & Fox Rivers, a hiking trail, garden, orchard, and much more! The farm has been the pride of our family for 6 generations. A converted grainary, the cabin features two queen beds, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

Guest favourite
A dock extends over calm waters, lined with lush greenery and trees along the shore. The peaceful reflection of the surroundings can be seen on the water's surface. Additional boats and docks are visible in the distance, suggesting a tranquil waterfront atmosphere.
Home in Oshkosh
4.97 out of 5 average rating, 36 reviews

Waterfront Retreat*Kayaks*Firepit*Dog Friendly

• Waterfront home located on a channel that connects to Asylum Bay and Lake Winnebago • Dog friendly (additional pet fee applies) • Fenced-in backyard (except water-facing side) • Double dock for your boat and fishing • Kayaks available for use • Firepit (wood is provided) • Indoor and outdoor games • Asylum Bay boat launch: 5 minutes • Sunnyview Expo Center: 5 minutes • Winnebago County Community Park: 5 minutes • EAA: 15 minutes to EAA

Top guest favourite
A raised deck overlooks the tranquil waters of Lake Winnebago at sunrise. Lush green grass and trees are visible in the foreground, while a softly lit sky with scattered clouds reflects on the calm surface of the lake.
Home in Oshkosh
5 out of 5 average rating, 19 reviews

Lakeside Bliss at Robin’s Nest!

A cozy and inviting two bedroom retreat on the picturesque waterfront of Lake Winnebago, for small families or couples. A serene yet convenient location that is just a short seven-mile drive to EAA. The backyard features a 40-foot dock (summer only), inviting fire pit, a six person luxury hot tub, and a raised deck offering breathtaking views of the lake. South Asylum Bay is a great place for ice fishing in winter.

Top guest favourite
A tranquil river scene is captured during sunset, with expansive skies filled with soft pink and orange hues reflected on the water's surface. Lush greenery lines the riverbank, alongside a wooden dock and a seating area offering a serene spot to enjoy the views.
Cottage in Omro
5 out of 5 average rating, 34 reviews

Fox River Runaway

Welcome to Fox River Runaway! This charming three-bedroom retreat combines modern amenities with a cozy, inviting atmosphere. Enjoy a fully equipped kitchen, relax on the spacious deck, take in the breathtaking river views, and unwind around the riverside fire pit. Conveniently located just 17 miles from EAA, it offers the perfect blend of peaceful seclusion and easy access to nearby attractions.

Guest favourite
A welcoming living area is highlighted by a brown sofa and an armchair. Light floods in through two windows, casting shadows on the hardwood floor. Notable art pieces are displayed on the wall, and a small side table with a lamp adds to the cozy ambiance.
Home in Oshkosh
4.92 out of 5 average rating, 142 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

Relax with the whole family at this peaceful 3 bedroom waterfront home. This home is adjacent to “West Algoma Park” one of Oshkosh’s many parks. Within walking distance to UWO campus, Paine Art Center, Fox River Brewery and Oshkosh Corp Headquarters. For business or pleasure this home will fulfill all your needs.

Popular amenities for kayak rentals in Winnebago County