Holiday rentals in Lake Winnebago

4.99 out of 5 average rating, 274 reviews

Cabin in Elkhart Lake

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

4.88 out of 5 average rating, 121 reviews

Home in Hilbert

Coffee on the Lake, Firepit, 35 min to Green Bay

Large 3-story home directly on northeastern Lake Winnebago, 1.5 hours N of Milwaukee and Madison airports, 3 miles N of Chicago. Stunning views of the lake. Open main area with natural light throughout. Large driveway. Games/books/cards/color/ping-pong. Two steps into house. Main floor bedroom includes walk-in shower. Flat yard with fire pit facing lake. Sunflowers provided for bird feeders. No pier available but boat launch < 1 mile at Calumet County Park. Seven miles to High Cliff State Park.

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.

4.98 out of 5 average rating, 103 reviews

Home in Fond du Lac

Lake Winnebago Cape Cod beautifully remodeled home

Large completely renovated 1500 sf. cape cod with hardwood floors, spacious bedrooms, a den/office with work area. New 16 x 16 deck this year. Completely remodeled kitchen, stainless and quartz counters. Open floor plan makes cooking and dining a pleasure. 3 seasons room with comfy wicker. Living room with 58" smart TV and bookcase full of games and books. Enjoy the lake with the available Kayaks and Canoe. Laugh the night away with a lakeside fire. Some of the best walleye fishing.

4.88 out of 5 average rating, 188 reviews

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

5 out of 5 average rating, 146 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!

4.98 out of 5 average rating, 282 reviews

Cottage in Fond du Lac

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

4.94 out of 5 average rating, 177 reviews

Home in Hilbert

State Park Getaway with Hot Tub & Arcade

This fully remodeled A-Frame is walking distance to hiking trails and has views of Lake Winnebago. The outdoor enthusiast will find endless opportunities for adventure (canoeing, hiking, fishing, snowshoeing, biking) at High Cliff State Park. Take in the forest views from your private backyard with a fire pit, or relax on the private deck with stunning views of Lake Winnebago. Create memories with the private hot tub, giant chess board, arcade, and huge selection of games.

4.93 out of 5 average rating, 210 reviews

Home in Menasha

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.

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.

4.86 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.

4.93 out of 5 average rating, 134 reviews

Cottage in Fond du Lac

The Beach House

Cute year round home with fantastic evening sunsets on the East shore of Lake Winnebago. Enjoy the lake life with this 3 bedroom, 1.5 bath, private beach and pier, located on a private beach road and a close drive to restaurants in the surrounding area. Ideal for Walleye Weekend, EAA Convention, Road America, Green Bay Packer games, Wisconsin Badger games, Milwaukee Brewer games, Ryder Cup and more

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Houses

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

Popular amenities for Lake Winnebago holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Lake Winnebago

4.94 out of 5 average rating, 480 reviews

Cottage in Neenah

Lake Life, year round hot tub!

ChelseaRating, 5 stars1 day ago

We had a great time staying at Max’s lake house! The lake was beautiful, and we were able to do a lot of swimming and kayaking. We were really impressed how nice the home was and easily found everything we needed. We stayed on the property almost the entire time but it’s also close to plenty of food options and activities. Highly recommend!

5 out of 5 average rating, 6 reviews

The Lakehouse at Winnebago

DaxRating, 5 stars4 weeks ago

We had a dad and kids memorial day weekend fishing trip at Lake Winnebago. This was the perfect base camp. Our boys ages 6-16 enjoyed fishing in the back dock every day and hanging out in the very cozy living room. The beds were very comfortable and the kitchen had everything you needed!

4.98 out of 5 average rating, 65 reviews

Cabin in Ripon

Log Cabin at Cliff Lake: Family Friendly Getaway

CourtneyRating, 5 stars1 week ago

Beautiful cabin - peaceful and private. Our dog lived his best life running around the yard and my 7 year old loved the swing set and our kayak rides. The cabin was spotless when we arrived and everything was comfortable and well-stocked.

5 out of 5 average rating, 5 reviews

Cabin in Menasha

Lake Winnebago Getaway!

LucasRating, 5 stars6 months ago

An amazing view and peaceful surroundings! The house was clean and worked well for our family of five plus two dogs. Our kiddos enjoyed the foosball table. Noah was very responsive and communicated proactively. We hope to stay again when we visit family.

4.92 out of 5 average rating, 52 reviews

Home in Winneconne

Reel in the Fun: @ Lakeside Getaways Lake Poygan

NicholeRating, 5 stars2 weeks ago

This peaceful property right on the water was exactly what we were looking for! We spent the weekend kayaking, reading on the patio, and watching wildlife from the dock. The house was a very clean and comfortable place to sleep and relax during a rainstorm. The kitchen was very well stocked for cooking. Great coffee shop, brewery, and restaurants within 20 minute drive.

5 out of 5 average rating, 38 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

LisaRating, 5 stars2 weeks ago

Very cute and clean house on the creek! We stayed for a short weekend and the house was perfect. It was clean and comfortable for four. We had our dogs along and the fenced yard was great. Jenna and Greg were very responsive and had the house set up with everything you will need. We spent one of the days fishing on the creek and caught almost 50 fish!

4.83 out of 5 average rating, 58 reviews

Shorelane Sunrise Waterfront Lake House

SovanoraRating, 5 stars4 weeks ago

Our first time there at the lake house and We really like the location. The bedrooms, beds were great condition. Very comfy. Kitchen, dining room and living room were huge and nice wood floors. Backyard room, garage, fire pit and dock were nice. Huge basement with washer machines there. We didn’t have a chance to enjoy the fire pit at all because it was kind of windy, chilly at the evening. One power outlet that runs the kitchen sink light was not working correctly. We didn’t use that all Over all, we really enjoyed the place 👍😊 Sovanora & Somaly