
Holiday rentals with a kayak in Winnebago County
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Top-rated Accommodation with a Kayak in Winnebago County
Guests agree: these holiday homes with a 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.
LocationOutdoor spacesKitchen

Lakefront! Private Dock! Water toys! Sleeps 14!
Enjoy Lake Winneconne from this fully furnished lakefront home. Sleeps up to 14 guests, spend your days on the water with paddleboards and kayaks, or fish from the private dock while enjoying sunset views. Unwind by the fire pit or grill lakeside with family and friends. Inside features bright spaces, a fully stocked kitchen, and a coffee bar to start your mornings right. Minutes from downtown Winneconne and local eats, this home is perfect for families and groups to unwind and enjoy the lake!
ValueOutdoor spacesDecor

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.
ValueOutdoor spacesKitchen

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.
Outdoor spacesLocationCondition

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)!
ValueOutdoor spacesKitchen

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
Outdoor spacesLocationDecor

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.
LocationFamilyHospitality

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.
ValueLocationWi-Fi

Newly Renovated Waterfront
Take it easy at this unique and tranquil getaway. This newly renovated cottage has a Murphy style Queen bed as well as a pull out couch to sleep four. The quartz counters make a perfect gathering space for friends and family. Plenty of room in the yard for your boat or other toys. Lake access is right around the corner for swimming, boating & kayak rentals. Enjoy a little slice of heaven on Lake Poygan with the Wolf River right around the corner! #fishon #boatlife
LocationAir conditioningKitchen

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!
LocationOutdoor spacesBackyard

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.
ValueOutdoor spacesCleanliness

Treehouse with Goats, River, and Hot Tub
The Goat Creek Treehouse is a brand-new build perched 12 feet up in the trees, overlooking the peaceful creek below. Spot deer (including rare albino ones!), watch songbirds from your window, and stargaze from the hot tub at night. Share 5+ private acres with friendly goats, paddle the river by kayak, and gather around the bonfire. A fully stocked kitchen and modern amenities await. Climb up, unplug, and reconnect with nature!
Outdoor spacesLocationView
Popular amenities for Winnebago County kayak rentals
Holiday House Rentals with a Kayak

Renovated Lake Home, Gr8 Swimming PETS allowed EAA
Outdoor spacesLocationAccess

No Cleaning Fee-Lake House on Libby Point, Oshkosh
Outdoor spacesLocationCleanliness

Serene Lakefront Retreat

Waterfront House w/ Fire Pit & Kayaks in Omro
Outdoor spacesConditionHospitality

Lakefront Home in Oshkosh, WI
Outdoor spacesLocationComfort

Shorelane Sunrise Waterfront Lake House
Outdoor spacesLocationRiver

Lakeside Bliss at Robin’s Nest!
LocationOutdoor spacesCleanliness

Waterfront Home on Lake Poygan - Sleeps 10!
ViewConditionComfort
Cottages with a kayak

Lake Life, year round hot tub!
Outdoor spacesLocationBathroom

Fox River Runaway
Outdoor spacesLocationCleanliness

Quaint Channel Cottage
Outdoor spacesLocationCheckout

Wolf River cottage, private dock, walk to bar/food
ValueOutdoor spacesRiver
Other holiday rentals with a kayak

Iconic Boathouse Apt
LocationComfortAmenities

Zen on Lake Winneconne: Breathtaking sunsets
Outdoor spacesValueNearby

Old Schoolhouse Stay
Outdoor spacesSleep qualityCleanliness

Spacious modern country home with easy EAA access
LocationNearbyView

Luxury nestled on the shore (sleeps 8)
LocationOutdoor spacesNearby

Charming, 4 bedroom Oshkosh Home - No Extra Fees
LocationValueGetting around

Riverfront Oasis w/ hot tub and seasonal pool
LocationOutdoor spacesHot tub

Lake Winnebago Getaway!
LocationViewGetting around
Destinations to explore
- Apartment rentals Winnebago County
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- Family-friendly rentals Winnebago County
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- Lambeau Field
- Whistling Straits Golf Course
- Eaa Aviation Museum
- Green Bay Packers
- Paine Art Center And Gardens
- Fox Cities Performing Arts Center
- Green Bay Botanical Garden
- National Railroad Museum
- Road America
- Resch Center
- Green Bay Packer Hall of Fame
- The Bull at Pinehurst Farms Golf Course
- Hartman Creek State Park
- Vines & Rushes Winery
- Oneida Casino




