Vacation 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.

Shorelane Sunrise Waterfront Lake House

This craftsman character home is located on Lake Winnebago which is the largest lake within the state of Wisconsin. You will wake up every morning with gorgeous waterfront sunrises and a private sandy beach. This home also features original built-ins, hardwood floors, a cozy fireplace, a backyard fire pit. Enjoy a cup of coffee or glass of wine on the peaceful four seasons back porch. There is a dock (during the summer months), kayaks, and paddle boards to use for your recreation.

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.

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.

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.

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.