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Holiday rentals with a kayak in Winnebago County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Winnebago County

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Home in Fremont

5.0 out of 5 average rating, 3 reviews

Stunning Lake Views! Sleeps 10!

Gorgeous lakefront home featuring breathtaking views! Boasting 3 bedrooms plus a spacious loft sleeping area; this updated home sleeps 10. Entertain family and friends in the open concept living area flowing out to two expansive decks facing the lake. The walkout lower level offers 2nd entertainment space with wet bar & outdoor patio. Enjoy gorgeous sunset views on the decks or patio overlooking the lake. Gather around the outdoor firepit for s'mores and an unforgettable evening under the stars!

18–25 Sep

$458 SGD per night

Guest favourite

Place to stay in Omro

4.8 out of 5 average rating, 46 reviews

Eagles Nest water-front with breath-taking views

This is a nature lovers haven. It is the perfect place for those that are looking for a quiet, peaceful getaway and up for a bit of adventure . The cabin has a place to dock your boat and sit over the water. There is a public boat launch just down the road. If you don't plan to bring your own boat there is a canoe and kayaks for trips around the bay. Located on Lake Butte des Morts and only 3 Miles from the small picturesque town of Omro.** "Goose hunt off dock bring your portable blind".*

8–15 Jan

$314 SGD per night

Guest favourite

Home in Winneconne

5.0 out of 5 average rating, 33 reviews

Lake Poygan Getaway

Take it easy at this unique and tranquil getaway. Enjoy boating, fishing, swimming (sandy bottom and not too deep) and kayaking at this lakefront cottage. Recently renovated with lots of charming touches. Kayaks and paddle boards, bags game, badminton set included. Cozy gas fireplace for cool weather and air conditioning for warm weather. Public boat landing is 1000 feet away. Bars and a Supper Club less than 2 miles away. Large double lot. Gas fire and wood fire pit. Dock. Plenty of parking.

21–28 Oct

$234 SGD per night

Guest favourite

Home in Oshkosh

4.97 out of 5 average rating, 39 reviews

Lakefront w/ Private Dock, Kayak, BBQ & Fire Pit

"Sparkles on the Lake" is a waterfront home situated just steps away from beautiful Lake Winnebago. Located a short drive from EAA, amazing restaurants, boating, fishing/ice fishing, golfing & other local hotspots, you’ll have convenient access to all Oshkosh has to offer. Admire the panoramic lake views and daily sunrise, use our included kayak, or cozy up by the crackling fire pit. We've curated an environment that not only feels like home, but where lifelong memories can be created. Enjoy!

4–11 Sep

$624 SGD per night

Guest favourite

Home in Oshkosh

4.99 out of 5 average rating, 69 reviews

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/GLO basketball, Titans/UW-O events and GB Packers(48min)!

22–29 Aug

$233 SGD per night

Guest favourite

Home in Oshkosh

5.0 out of 5 average rating, 23 reviews

WolfDen Getaway - Winnebago Channel

5/5 Rating on another travel site (55 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.

3–10 Dec

$569 SGD per night

Guest favourite

Cottage in Fremont

4.93 out of 5 average rating, 54 reviews

Lake Poygan Retreat: The Bell Cottage

Perfect for EAA guests and spring Wolf River fishing! Bell Cottage is on the north shore of beautiful Lake Poygan in Norwegian Bay near the mouth of the Wolf River near picturesque Fremont, Wisconsin. This stunning property boasts private great water frontage. The sandy bottom is great for swimming and Lake Poygan is known for great fishing and boating. There is also abundant yard space for enjoying outdoor games or lounging and a dock for easy entry to enjoy the water.

21–28 Dec

$256 SGD per night

Guest favourite

Home in Oshkosh

5.0 out of 5 average rating, 5 reviews

NEW! 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!

2–9 Oct

$511 SGD per night

Guest favourite

Farm stay in Omro

4.9 out of 5 average rating, 62 reviews

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 full bed, pullout couch, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

15–22 Oct

$125 SGD per night

Guest favourite

Cottage in Omro

5.0 out of 5 average rating, 19 reviews

Fox River Runaway

Experience the thrill of EAA at Fox River Run, our curated Airbnb for an unforgettable aviation adventure! Our three-bedroom retreat offers modern amenities, a cozy ambiance, and a fully-equipped kitchen. Relax on the deck, enjoy the breathtaking views, and unwind by the river's fire pit. Just 17 miles from EAA, it's the perfect balance of proximity and tranquility. Contact us for a remarkable stay.

18–25 Nov

$357 SGD per night

Home in Winneconne

4.81 out of 5 average rating, 134 reviews

Wonderful Escape @ Ro's Lakehouse (w/ Hot Tub)!

OUR HOT TUB IS NOW AVAILABLE! FREE TO USE FOR GUESTS! Introducing, Ro's Lakehouse, on the beautiful Lake Poygan. Ro's is situated on a private 2-acre lot on a small channel with a dock to Lake Poygan. Perfect for fishing, water sports, ATV, snowmobiling, etc! The lakehouse is an escape from the everyday hustle and bustle, but yet so close to Winneconne, Oshkosh and, the Fox cities.

25 Aug – 1 Sep

$575 SGD per night

Guest favourite

Home in Oshkosh

5.0 out of 5 average rating, 14 reviews

Waterfront Retreat*Kayaks*Firepit*Dog Friendly

• Waterfront home with direct access to Asylum Bay and Lake Winnebago • Dog friendly • Fenced-in backyard • 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

7–14 Jun

$395 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for kayak rentals in Winnebago County

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Oshkosh

5.0 out of 5 average rating, 4 reviews

Lank's Lookout on Lake Winnebago

25 Sep – 2 Oct

$372 SGD per night

Guest favourite

Home in Oshkosh

5.0 out of 5 average rating, 6 reviews

Shorelane Sunrise Waterfront on the Lake

31 Oct – 7 Nov

$630 SGD per night

Home in Neenah

5.0 out of 5 average rating, 3 reviews

Cozy lakeside home on Lake Winnebago

26 Feb – 5 Mar

$350 SGD per night

Guest favourite

Home in Winneconne

5.0 out of 5 average rating, 6 reviews

Lake Winneconne Waterfront Retreat

13–20 May

$510 SGD per night

Guest favourite

Home in Oshkosh

5.0 out of 5 average rating, 6 reviews

Lakefront Cottage Escape | Fire pit | Kayaks

21–28 Oct

$468 SGD per night

Guest favourite

Home in Oshkosh

4.88 out of 5 average rating, 17 reviews

Honey's Hideaway on Lake Winnebago

23–30 Sep

$522 SGD per night

Home in Menasha

4.77 out of 5 average rating, 73 reviews

Walleye Wharf

17–24 Jan

$293 SGD per night

Home in Oshkosh

5.0 out of 5 average rating, 3 reviews

No Cleaning Fee-Lake House on Libby Point, Oshkosh

16–23 May

$368 SGD per night

Cottage rentals with a kayak

Guest favourite

Cottage in Princeton

4.98 out of 5 average rating, 131 reviews

RiverFront Cottage>Private Pier>Firepit & Wildlife

31 Oct – 7 Nov

$301 SGD per night

Guest favourite

Cottage in Wautoma

4.98 out of 5 average rating, 120 reviews

Morris Lake Summer Cottage

3–10 Sep

$281 SGD per night

Guest favourite

Cottage in Fremont

5.0 out of 5 average rating, 13 reviews

The Channel House on Lake Poygan

26 Sep – 3 Oct

$183 SGD per night

Guest favourite

Cottage in Wautoma

4.95 out of 5 average rating, 20 reviews

TOWERING PINES! Charming 2 bedroom cottage WAUTOMA

25 Nov – 2 Dec

$267 SGD per night

Guest favourite

Cottage in New London

4.93 out of 5 average rating, 40 reviews

Unplug at RIVER RUN—Secluded, Waterfront, Kayaking

28 Feb – 7 Mar

$523 SGD per night

Guest favourite

Cottage in Neshkoro

4.95 out of 5 average rating, 40 reviews

Kayak, Swim, Play and Relax at Golden Sands Lake!

27 Jul – 3 Aug

$688 SGD per night

Guest favourite

Cottage in Wild Rose

5.0 out of 5 average rating, 16 reviews

Cozy Chalet on Full Rec Lake!

19–26 Jul

$1,311 SGD per night

Guest favourite

Cottage in Markesan

5.0 out of 5 average rating, 6 reviews

Lake house Getaway with great ice fishing

24 Sep – 1 Oct

$292 SGD per night

Cabin rentals with a kayak

Guest favourite

Cabin in Fremont

4.94 out of 5 average rating, 65 reviews

Wisconsin Waterfront Getaway

27 Oct – 3 Nov

$283 SGD per night

Guest favourite

Cabin in Weyauwega

4.92 out of 5 average rating, 12 reviews

White Lake Cabin Retreat (Waupaca)

6–13 Nov

$253 SGD per night

Guest favourite

Cabin in Ripon

5.0 out of 5 average rating, 35 reviews

Log Cabin at Cliff Lake: Family Friendly Getaway

4–11 Feb

$308 SGD per night

Cabin in Fremont

4.9 out of 5 average rating, 39 reviews

Evergreen Lodge, Waterfront Log Cabin, Wolf River

21–28 Apr

$369 SGD per night

Guest favourite

Cabin in Wautoma

4.97 out of 5 average rating, 35 reviews

Lake cabin-fish, swim, kayak, game room, privacy!

3–10 Nov

$531 SGD per night

Guest favourite

Cabin in Wautoma

5.0 out of 5 average rating, 21 reviews

Easy Breezy A-Frame on the Lake

7–14 Dec

$350 SGD per night

Guest favourite

Cabin in Campbellsport

4.97 out of 5 average rating, 30 reviews

Fraser Fir Rustic Cabin near Lake w/ Sunset Views

10–17 Sep

$372 SGD per night

Guest favourite

Cabin in Markesan

5.0 out of 5 average rating, 45 reviews

Gorgeous Lake House on Little Green Lake

9–16 Aug

$740 SGD per night

Destinations to explore