Holiday rentals in Winneconne

5 out of 5 average rating, 110 reviews

Home in Appleton

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.

4.93 out of 5 average rating, 44 reviews

Home in Winneconne

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

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.

4.92 out of 5 average rating, 52 reviews

Home in Winneconne

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.

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!

5 out of 5 average rating, 145 reviews

Cabin in Cascade

hot tub and sauna on 5 private acres

Need 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 inspired getaway awaits!

5 out of 5 average rating, 19 reviews

Cottage in Winneconne

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.

4.95 out of 5 average rating, 189 reviews

Guest house in Oshkosh

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.

4.98 out of 5 average rating, 51 reviews

Flat in Winneconne

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!

4.99 out of 5 average rating, 82 reviews

Farm stay in Omro

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.

4.86 out of 5 average rating, 214 reviews

Flat in Oshkosh

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

4.98 out of 5 average rating, 261 reviews

Cabin in Winneconne

Barndominium with Goats, Hot Tub, Forest & River

The Cloverland Barndominium is a thoughtfully renovated 100-year-old barn sitting on 5+ private acres of forest to explore next to a river. You'll share the land with friendly goats and chickens that you can watch from right outside your window! Outside you'll enjoy walking the trails, feeding the animals, taking the canoe down the river, making a fire in the fire pit, and exploring the forest. Escape the busy world and reset!

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Other great holiday rentals in Winneconne

4.96 out of 5 average rating, 83 reviews

Newly remodeled centrally located 2 bedroom home

ThurstonRating, 5 stars1 week ago

Loved this newly renovated house. It was very conveniently located and felt like home. A great place to relax.

4.95 out of 5 average rating, 84 reviews

Cabin in Fremont

Wisconsin Waterfront Getaway

TrinaRating, 5 stars2 months ago

This is our 4th time visiting this cabin and it never disappoints! The last time my now husband and I were here was a few years ago when we got engaged at the park down the road. We love sitting by the fire, fishing by the pier and cooking yummy meals. We always leave feeling relaxed and rejuvenated.

Cottage in Winneconne

4.84 out of 5 average rating, 55 reviews

Cozy Year Round Lake Poygan Cottage

ElenaRating, 5 stars3 weeks ago

Thank you very much for the rest in your house. We liked everything very much. We were satisfied with our rest in your house. Thank you.

Superhost

Cabin in Larsen

4.77 out of 5 average rating, 13 reviews

Cabin on Lake Poygan

PaRating, 5 stars9 months ago

We enjoyed our stay at this cabin! We got to the cabin at midnight but the instructions on how to get in is very clear and we didn’t struggle finding the keys at all. The kids loved our stay here. Everything was great and cleaned! Kids were a little disappointed for not getting any fish from the water, but they love and enjoy every piece of it!

4.83 out of 5 average rating, 6 reviews

Cabin in Winneconne

The Big Blue Jay

JoselineRating, 5 stars2 weeks ago

We stayed for one night cause we had a long drive the next day, but overall this was a really nice, clean and comfortable place to stay.

4.86 out of 5 average rating, 58 reviews

Cozy fully furnished home

RachelRating, 5 stars2 weeks ago

The house was so nice and the area was so peaceful! I’d definitely would stay again. It was nice to know that they had a waffle maker and plastic ziplock bags and other items. I really cannot think of anything negative. It was really cozy and I looooved that big window in the living room. I felt right at home. :)

4.92 out of 5 average rating, 119 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

AngeliaRating, 5 stars1 month ago

Great, charming home for our stay in OshKosh. Love the old pictures and great response from Shawn!