Holiday rentals with a kayak in Winnebago County

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Top-rated Accommodation with a Kayak in Winnebago County

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

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Top Guest favourite
A charming three-story home with a red pitched roof and a stone façade is showcased. Steps lead to the front entrance, flanked by flower pots. A well-maintained lawn and concrete driveway enhance the inviting exterior.
Home in Oshkosh
4.96 out of 5 average rating, 25 reviews

Shorelane Palms Getaway

Welcome to our charming lakefront home -Shorelane Palms Getaway, Oshkosh, WI. Nestled on breathtaking Lake Winnebago. Inviting 3-bedrms, 1.5 baths. Perfect blend of comfort and tranquility for your getaway. Step inside, be greeted by a cozy living space. Tastefully furnished creating a relaxed atmosphere. Fully equipped kitchen. Ultimate lakeside experience including private dock, fishing & swimming. Bring your boat, kayak, or paddleboard. Walk or boat to downtown shops, food & entm't. ENJOY!!!

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.
Apartment in Oshkosh
4.88 out of 5 average rating, 32 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, 56 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!

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, 56 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, 99 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)!

Superhost
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
4.92 out of 5 average rating, 231 reviews

Newly Updated: LakeViews-Firepit-Kayaks-Boat 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.

Top Guest favourite
The exterior of the lakeside home is showcased with a well-maintained lawn and flower beds. Large windows offer expansive views of the surroundings, while a white staircase leads to the inviting entrance. Nearby, comfortable outdoor chairs are positioned for relaxation.
Home in Oshkosh
5 out of 5 average rating, 29 reviews

Relaxing Lake Winnebago Waterfront Retreat

Experience the simple pleasures of lakeside living in this Oshkosh vacation rental! Featuring 3 bedrooms, 2 full baths, and 2 half baths, this beautifully designed home is the ideal spot to enjoy endless activities on Lake Winnebago. Take the pedal boat out for a spin or cast a line off the private dock! After, relax in the serene living room while admiring panoramic views of the lake through floor-to-ceiling windows, or end the night with stargazing on the patio!

Top Guest favourite
A serene lakeside view is presented, showcasing a lush green lawn leading down to Lake Winnebago. A large tree provides shade as calm water stretches toward the horizon, reflecting soft colors of the sunset in the sky.
Home in Oshkosh
4.96 out of 5 average rating, 25 reviews

Lank's Lookout on Lake Winnebago

Lank's Lookout, directly on Lake Winnebago, offers views that don't disappoint. This shallow glacial lake is a peaceful retreat. A short 15 minute drive to the EAA, and 45 minute drive from Lambeau Field. This lakeside home offers a wonderful space for swimming, fishing, birding. The quiet sounds of the waves bring a sense of peace and joy. The wood interior is rustic, yet refined. A perfect getaway for those who love water, nature, and relaxation.

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

Comfy Cabin on 170 Beautiful Acres - Come Explore!

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 a queen bed, 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, 35 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.

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, 135 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.

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