Holiday rentals with a kayak in Winnebago County

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!

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.

Jewel of Poygan Shores - Lake/Games/Relaxation

Welcome to Jewel of Poygan Shores! This waterfront retreat on Lake Poygan offers 68' of frontage, perfect for swimming, fishing, kayaking, and boating. The cozy 3-bedroom ranch features a primary bedroom with a King bed and ensuite, a second bedroom with a Queen bed, and a third bedroom with 2 bunk beds (4 twins). Enjoy the converted garage entertainment area with a bar, lounge, soft-tip darts, billiards, and a PlayStation 5. Relax and make lasting memories in this lakefront paradise!

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)!

Quaint Channel Cottage

This renovated (2024) ranch style, 2 bedroom, 1 bath house is located on a quiet channel in Winneconne, Wisconsin. Our beautiful channel leads you right out to Lake Winneconne, where you have access to the Wolf River Chain System which is perfect for fishing and recreational activities. Lots of restaurants and bars located up and down the lake system. This cottage is perfect for rest, relaxation and family time. We hope you enjoy your time at this cottage as much as we do.

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.

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.

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