
Vacation rentals with a kayak in Winnebago County
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Top-rated kayak rentals in Winnebago County
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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.

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.

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.

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

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.

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)!

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.

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!

Paradise on Poygan
Welcome to Paradise on Poygan 🌅 Your mornings start with coffee overlooking the water, afternoons are spent kayaking, fishing, or floating on the lake, and evenings end around the fire pit as the sun sets over Lake Poygan. At Paradise on Poygan, every detail is designed for bringing people together ★ Lakefront property with stunning views of Lake Poygan ★ Spacious home that sleeps up to 15 guests ★ Perfect for multi-generational families & group getaways

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.

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.

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 Winnebago County kayak rentals
House rentals with a kayak

Private Lakeshore Retreat!

Spacious modern country home with easy EAA access

Lakefront! Private Dock! Water toys! Sleeps 14!

Lakefront Cottage Escape | Fire pit | Kayaks

Sandy Beach Paradise!

Serenity Shores

Cozy lakeside home on Lake Winnebago

Lank's Lookout on Lake Winnebago
Cottage rentals with a kayak

Quaint Channel Cottage

Lake Life, year round hot tub!

Wolf River cottage, private dock, walk to bar/food

Fox River Runaway

Waterfront House, Fishing, Kayaks
Other vacation rentals with a kayak

Private Island Cabin + 170 Scenic Acres to Explore

River East Suite - No Cleaning Fee - near downtown

Neat, clean 4BR close to EAA!

Oshkosh 2-Bedroom Waterfront Home

2 Mi to Dtwn: Canal-Front Pet-Friendly Getaway!
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