Holiday rentals in Winneconne

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Top-rated holiday rentals in Winneconne

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

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Top guest favourite
Home in Omro
5 out of 5 average rating, 16 reviews

Fox River Fishing & Relaxation

Newly remodeled home on the Fox River. Perfect for a fishing trip, family getaway or time with your friends! This property comes with all the amenities you will need from a fish cleaning station to high speed WIFI, Spectrum TV & beds that were picked out with the utmost comfort in mind! Bring your boat and tie up to the seawall so you can jump in to fish on the Fox River and various lakes. The outdoor space is ideal for relaxation, meals, games and time by the firepit. Enjoy beautiful sunsets!

Top guest favourite
A wooden deck overlooks Sawyer Creek, featuring two metal chairs with floral cushions positioned around a small fire table. Lush greenery surrounds the area, and a dock extends into the water, providing a serene view of the natural setting.
Home in Oshkosh
5 out of 5 average rating, 70 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.

Top guest favourite
The bedroom features a spacious bed covered with a multicolored quilt. A wooden dresser and a vintage mirror are positioned nearby, with warm lighting creating a cozy atmosphere. Soft colors adorn the walls, complementing the overall calming effect of the room.
Home in Winneconne
5 out of 5 average rating, 21 reviews

Near lakes and restuarants

Welcome to our lovely 2 bed, 1 bath "cottage" in Winneconne! This charming home combines comfort and convenience in a safe and vibrant community. Relax and enjoy restful nights at our home, and prepare meals in the fully equipped kitchen. The bathroom is stocked with fresh towels and other essentials. Located near boat landings, you'll have easy access to the river and lakes. You'll love the walkable neighborhood, just blocks from restaurants and bars. Book now and enjoy a relaxing getaway!

Top guest favourite
Home in Oshkosh
4.99 out of 5 average rating, 143 reviews

LakeHome! Relaxing! Cozy! Amazing Sunsets!

On the shore of Lake Butte Des Morts Longer stays welcome!!! Awesome Lake view private pier for fishing/relaxing(we do not allow anything to be tied up to pier at any time) Beautiful Sunsets Gas fireplace Shopping/restaurants/etc Near EAA Approx. 40 miles from Lambeau Field fire pit grill Lake view Bedroom,Living Room,Dining area Near by Wiouwash trail for hiking, biking, etc.. Kitchen space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

Superhost
A cozy living area features two light-colored sofas adorned with patterned cushions. A black coffee table holds a tray with a small vase and a candle, while a soft area rug complements the space. Sheer curtains frame a window, allowing natural light to brighten the room.
Townhouse in Oshkosh
4.8 out of 5 average rating, 97 reviews

Cozy Escape • Fireplace • Near Downtown & Lake

Unwind at this cozy modern farmhouse-style duplex just minutes from Main Street & Downtown Oshkosh! Enjoy crisp fall evenings relaxing indoors by the fireplace 🔥 and make yourself at home in a warm, inviting space designed for comfort and style. Stroll to the nearby zoo, trails, and lake views at Menominee Park - or take a short drive to Lake Winnebago, the beach, and Sunnyview Expo. Whether you’re here for a weekend escape or local events, enjoy comfort, charm, and easy access to it all.

Top guest favourite
Cabin in Cascade
5 out of 5 average rating, 261 reviews

sauna and hot tub on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Top guest favourite
A spacious A-frame cabin is set along the river, surrounded by lush greenery. A wooden dock extends into the water, featuring a tan slide for guests. Large windows provide views of the calm surroundings, while a clear blue sky adds to the tranquil atmosphere.
Home in Fremont
4.95 out of 5 average rating, 76 reviews

Lucky's Lodge

Relax with the whole family at this peaceful and beautiful A-frame cabin on the Wolf River with sweeping views & a large dock for your boat & swimming! Excellent watersports, 20 min up river to Partridge Lake/Fremont, 20 min down river to Lake Poygan. This is the perfect place to stay for EAA! The Wolf River is a fisherman's dream, you can fish right off the dock for bass, walleye, and more. Checkout our Guidebook for some of our favorite places to go and other recommendations!

Top guest favourite
Home in Oshkosh
4.94 out of 5 average rating, 116 reviews

Leonard's Birdhouse

Welcome to the Leonards Point Bird House! This newly renovated lake home has all amenities needed for a perfect escape in Oshkosh, WI. You will experience lake views from the south side of Lake Butte Des Morts. For a quieter experience (or louder for the kids) there is a detached bunk house with its own bathroom! The Birdhouse is 10 minutes away from highway 41 and multiple stores for easy access to everything you need. Please feel free to reach out with any questions!

Top guest favourite
The cottage features a long, metal-roofed exterior with gray siding and contrasting purple shutters. Lush greenery surrounds the home, including decorative flower beds. A paved pathway leads to the entrance, highlighting the spacious yard. Sunlight enhances the bright and welcoming appearance.
Guest house in Oshkosh
4.95 out of 5 average rating, 196 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 favourite
A yellow cottage is depicted beside Lake Poygan, surrounded by a gravel yard. A picnic table is positioned on the grass, facing the water. Trees are visible in the background, silhouetted against a colorful sunset sky.
Cottage in Winneconne
4.88 out of 5 average rating, 76 reviews

Cozy Year Round Lake Poygan Cottage

Note: winter/spring 2026 we have completed some landscaping which results in dirt in the yard (mud if wet) so please be aware if you staying prior to grass coming up. Year round this cottage gives you the ability to fish, swim, float or boat. Inside, there is plenty of space for your family, friends or couples retreat to play games, laugh or just enjoy some peace and quiet. Fishing guests can enjoy an onsite fish cleaning house equipped with all the essential.

Top guest favourite
A modern living room features a comfortable gray sofa adorned with patterned cushions. A large area rug with a chevron design anchors the space. A wall clock and artwork complement the decor, with a glimpse of the kitchen area visible in the background.
Flat in Winneconne
4.99 out of 5 average rating, 69 reviews

Boathouse Bungalow

Enjoy a unique getaway in our historic “Boathouse Bungalow” on the Wolf River. The location could not be more perfect when visiting the scenic Fox River Valley; close to walking paths, snowmobile trails and within walking distance to downtown Winneconne. The permanent dock is in a no-wake zone, great for fishing, tying up boats or just relaxing. Located 12 miles to Oshkosh, 23 to Appleton and 48 to Lambeau. A wonderful retreat for making lasting memories.

Guest favourite
A spacious yard is presented, featuring a smooth gravel area surrounded by a winding stone pathway. A fire pit sits at the center, offering a focal point for gatherings. Lush greenery and various trees provide a natural backdrop, enhancing the outdoor experience.
Cabin in Winneconne
4.92 out of 5 average rating, 25 reviews

The Big Blue Jay

Nestled in a semi-secluded setting, this charming blue cabin offers two cozy bedrooms and an open living room and kitchen with vaulted ceilings. Large windows bring in natural light and stunning lake views. A spacious bathroom adds comfort, while the generous yard is perfect for playing, relaxing, or bonfires under the stars. Offering both privacy and convenience, this cozy retreat is ideal for peaceful getaways or adventure-filled weekends by the water.

Popular amenities for Winneconne holiday rentals

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  2. United States
  3. Wisconsin
  4. Winnebago County
  5. Winneconne