Vacation rentals in Winneconne

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Top-rated vacation rentals in Winneconne

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

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Top guest favorite

The sunlit sunroom features a sectional couch adorned with plush pillows, positioned beside large wall-to-wall windows that provide views of the peaceful wooded surroundings. Natural wood paneling and a ceiling fan contribute to a warm, inviting atmosphere.

Home in Appleton

5 out of 5 average rating, 110 reviews

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality

Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, full mason fireplace, vaulted ceilings, large deck and hot tub. Enjoy the backyard with a spacious deck, 7 person hot tub and outdoor fire pit. Five min. from Airport, Downtown, 25 min. to Lambeau and 20 min. to EAA. Includes coffee and breakfast.

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!

Superhost

An aerial view captures the open-concept living space of the rustic cabin, featuring wooden beams and repurposed oak flooring. Bright light streams in from numerous windows, highlighting decorative rugs and cozy furnishings. A ceiling fan and antler accents complement the inviting atmosphere.

Guest suite in Winneconne

4.81 out of 5 average rating, 227 reviews

Lake Winneconne Area Cottage "CabinSong" tradition

Northwoods-ish rustic cabin: 750 sq.ft., open-concept, lotsa windows, repurposed oak floor, 3/4 bth, equipped kitchen, dining/fun bar, two decks, E &W. 1 Qn, 1 dbl bed, qn. hide-a-bed, 1 twin. Optional: qn or twin air-bed. Desk, dresser, views , cable TV, wifi, stereo, heat/AC. Access to Lake Winneconne public boat ramp, 200 yrds! On-site & off-st. parking trailers. Quiet neighborhood; 3 mi. from Winneconne; easy access to Oshkosh, Green Bay, Fox Cities. Fun, not fussy seasonal decor.

Top guest favorite

A wooden dock area is set against a backdrop of lush green grass and a wooden fence. The dock features multiple platforms extending into the water, surrounded by natural vegetation, creating a serene outdoor space ideal for relaxation or water activities.

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.

Guest favorite

A shaded outdoor sitting area features comfortable wicker chairs and a glass-top table. The colorful rug adds vibrancy, while views of the lake and greenery are visible in the background. Hanging plants and string lights enhance the inviting outdoor space.

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.

Guest favorite

The staircase is showcased from an upper perspective, featuring wooden treads and a carpet runner along the bottom. White banisters frame the stairs, leading down to a landing that connects to a well-lit area. Natural light filters in from nearby doors.

Home in Oshkosh

4.83 out of 5 average rating, 100 reviews

Jackson Farmhouse

PERFECT FOR ANY FAMILY, CONFERENCE / EVENT ATTENDEE AND YOUR GROUP! Our beautifully restored 100 YEARD OLD farm house is located on Jackson St in Oshkosh giving you quick and easy access to highway 41! **Please note this home is old and has sloping floors and a few drafts** The easy in and out driveway can hold at lease 8 cars if needed during your stay at our comfortable property. After a long day of whatever you may be in town for you'll be able to relax in your own piece of country!

Guest favorite

A serene lake is depicted under a dynamic sky filled with clouds reflecting on the calm water's surface. The sun casts a gentle glow, highlighting the tranquil environment. This setting invites relaxation and connection with nature.

Cottage in Winneconne

4.94 out of 5 average rating, 65 reviews

Lake Poygan Cottage where you can Fish Hunt Ride

Peaceful Lake Poygan Cottage- Our property is tucked away on a quiet dead-end road with minimal traffic. Whether you're here for world-class fishing, hunting, or an ATV/UTV adventure, our home offers the perfect balance of relaxation and outdoor fun. ✅ Spacious & Well-Kept – "Very well kept and spacious... peaceful and comfortable." ✅ Quiet & Relaxing – "The neighborhood is very quiet with primarily hunters, families on holiday, and people that fish." ✅ Boat launch less then a minute away.

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.

Top guest favorite

A wooden dock extends into the calm waters of Lake Winnebago, surrounded by a clear blue sky. The water reflects the light, creating a serene atmosphere. A small boat can be seen in the distance, with gentle ripples radiating from its path.

Guesthouse in Oshkosh

4.95 out of 5 average rating, 189 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Top guest favorite

A wooden dock extends into the river, featuring a single bench positioned at the end. The water reflects the vibrant blue sky and fluffy white clouds. Surrounding green trees and distant houses can be seen along the shore.

Apartment in Winneconne

4.98 out of 5 average rating, 51 reviews

Boathouse Bungalow

The Boathouse Bungalow is the uniquely perfect getaway located on the river in Winneconne, WI. This bright one bedroom apartment is located on the backside of a large and historical boathouse just a few blocks from the downtown area and features a permanent dock for use. Located in a no-wake zone, the dock is perfect for fishing or tying up a boat overnight. Also close to walking and snowmobile paths, the Boathouse Bungalow is the ultimate retreat for exploring!

Top guest favorite

An elevated view of a hot tub is presented, surrounded by a wooden deck. Two chairs and a side table are arranged nearby, inviting relaxation. The tub features bubbling water and is partially covered, providing a sense of privacy for guests.

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

A hammock is positioned between two trees, surrounded by lush green grass. Soft reeds line the edge of a calm waterway, with distant views of the lake visible beyond. A small fire pit and a few stones are placed nearby, creating a relaxing outdoor space.

Farm stay in Omro

4.99 out of 5 average rating, 82 reviews

Private Island Cabin + 170 Scenic Acres to Explore

Abundant wildlife, calming lake views, and quiet, starry nights. Accessible only by boat, this beautiful but bare-bones cabin is for the real adventurers. The main property (which includes 160 acres of protected wildlife habitat) is a short paddle away, giving the perfect balance of convenience and seclusion. Although rough around the edges, the cabin's natural privacy and minimalist style are perfect for anyone who enjoys the outdoors.