Vacation rentals with a kayak in Winnebago County

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Top-rated kayak rentals in Winnebago County

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

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Top guest favorite
A game room is featured with a sleek rectangular pool table set against a neutral wall. Colorful gaming accessories, including a dartboard and ping pong decor, are displayed. The lighting creates a bright and inviting space for leisure activities.
Home in Oshkosh
4.98 out of 5 average rating, 52 reviews

WolfDen Getaway - Winnebago Channel

5/5 (10/10) Rating on another travel site (76 Reviews) - "The Wolf Den is by far the best home our family has rented..." - 6/29/2023 You’re only a 1/4 mile from the boat launch. The channel allows you to dock your boat at the property during your stay. It’s a large home with plenty of space with a newly renovated lower level, including a pool table, ping pong, darts and foosball. Smart TVs in all the right places. 4 bedrooms/3 bathrooms. Plenty of parking. Brand new queen size murphy bed.

Top guest favorite
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, 27 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!!!

Top guest favorite
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
4.87 out of 5 average rating, 45 reviews

Mini Apt- Safe Walkable- near water + downtown

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!

Top guest favorite
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, 63 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.

Superhost
A person stands on a wooden pier by the lake, holding a large fish. The water reflects the surrounding trees and evening sky. The individual is dressed casually, adding a relaxed element to the scene, which features a serene lake backdrop.
Home in Oshkosh
4.8 out of 5 average rating, 5 reviews

Perfect Lake Front Home in a quiet bay!

Relax with the whole family at this peaceful place to stay. This spacious 4 bedroom 2 bathroom lake home is perfect for your get away!! 75 feet of lake frontage with pier. Located in a prime location in a quiet bay. Perfect for water skiing or fishing off the pier. Catch many species of fish, (WALLEYE, CRAPPIE, BLUE GILLS, PERCH, BASS, NORTHERN, WHITEBASS). Visit any time of year. Many fishing tournaments, Ice Fishing, Summer fishing. 15 minutes from EAA. UW-Oshkosh and Fond Du Lac.

Top guest favorite
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, 105 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 favorite
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, 37 reviews

Waterfront Retreat*Kayaks*Firepit*Dog Friendly

Waterfront getaway on a peaceful channel with direct access to Asylum Bay and Lake Winnebago Perfect for families, friends, and outdoor enthusiasts • Easy access to Asylum Bay and Lake Winnebago • Dog‑friendly (additional pet fee applies) • Spacious, fenced‑in backyard (open on the water side for access) • Double dock ideal for boating, fishing, and relaxing by the water • Kayaks available for guest use • Cozy fire pit with firewood provided • Indoor and outdoor games for all‑weather fun

Top guest favorite
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, 238 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.

Top guest favorite
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, 37 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!

Guest favorite
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, 88 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 favorite
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, 148 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.

Top guest favorite
The tranquil shoreline of Lake Winnebago is depicted at sunset, with calm waters reflecting soft pastel colors. A sandy beach area is visible, complemented by a cluster of rocks and lush greenery. A wooden bench is positioned nearby, inviting moments of relaxation.
Cottage in Neenah
4.93 out of 5 average rating, 504 reviews

Lake Life, year round hot tub!

Scenic Lake Winnebago located on beautiful Cowling Bay, a great place to stay anytime of the year! Great fishing year round! Awesome outdoor hangouts for a fun & relaxing vacation! Located in the country but just minutes from town! Follow lakelife1591 on Instagram for latest updates!

Popular amenities for Winnebago County kayak rentals