Vacation rentals with a kayak in Winnebago County

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Top-rated kayak rentals in Winnebago County

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Guest favorite

Home in Winneconne

4.93 out of 5 average rating, 44 reviews

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!

Guest favorite

Home in Winneconne

4.92 out of 5 average rating, 52 reviews

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.

Top guest favorite

Home in Oshkosh

5 out of 5 average rating, 38 reviews

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.

Superhost

Cabin in Larsen

4.77 out of 5 average rating, 13 reviews

Cabin on Lake Poygan

Relax without internet interruptions at this peaceful cottage on Lake Poygan's channel. Kitchen is fully equipped with counter top seating, has a comfy living room, and two bedrooms with snuggly queen beds. Enjoy the private dock for fishing, tie up your pontoon, fishing boat, or jet ski (channel 3-3.5ft). Some fishing gear, kayak, antenna tv/dvd are provided. Back yard has patio, grill, and firepit. The Boom Bay Bar is walking distance with tiki bar and serves good food and drinks.

Guest favorite

Home in Oshkosh

4.83 out of 5 average rating, 58 reviews

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.

Guest favorite

Cottage in Winneconne

5 out of 5 average rating, 19 reviews

Quaint Channel Cottage

This newly 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.

Guest favorite

Home in Menasha

4.93 out of 5 average rating, 210 reviews

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.

Top guest favorite

Home in Oshkosh

5 out of 5 average rating, 23 reviews

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!

Top guest favorite

Home in Winneconne

5 out of 5 average rating, 13 reviews

Spruce Channelview Oasis - Waterfront-8beds-Games

Welcome to Spruce Channelview Oasis, your luxury retreat with 250 ft of prime channel frontage on Lake Poygan/Winneconne. This spacious home offers 4 bedrooms, 2 full baths, 2 half baths, and a fantastic game room in the basement—perfect for gatherings and entertainment. Enjoy the beautifully manicured lawn, fire pit, and patio, with year-round fishing and recreation. Bring your boat or rent one nearby in Winneconne for the ultimate lake getaway!

Guest favorite

Home in Oshkosh

4.95 out of 5 average rating, 20 reviews

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.

Guest favorite

Farm stay in Omro

4.9 out of 5 average rating, 79 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 queen bed, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

Guest favorite

Home in Oshkosh

4.96 out of 5 average rating, 28 reviews

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