
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.

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.

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!!!

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!

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!

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.

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)!

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

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!

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.

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
House rentals with a kayak

Paradise on Poygan

Perfect Lake Front Home in a quiet bay!

Private Lakeshore Retreat!

Spacious modern country home with easy EAA access

Ranch lake house on a quiet road

Serenity Shores

Cozy lakeside home on Lake Winnebago

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

Lake Life, year round hot tub!

Quaint Channel Cottage

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

Fox River Runaway

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

Private Island Cabin + 170 Scenic Acres to Explore

Luxury nestled on the shore (sleeps 8)

Neat, clean 4BR close to EAA!

Oshkosh 2-Bedroom Waterfront Home

Airventure Weekend!

Perfect EAA location. Country home w/ lake views.

River Cabin
Destinations to explore
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- Rentals with a firepit Winnebago County
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- Family-friendly rentals Winnebago County
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- Rentals with a kayak Wisconsin
- Rentals with a kayak United States



