Vacation rentals in Waupun

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Waupun

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

0 of 0 items showing

1 of 3 pages

Superhost

A wooden bar area is showcased, featuring three sturdy stools with log-style design. The bar’s paneling is made from matching wood, boasting an inviting rustic feel. The walls are adorned with various historical items and maps, adding character to the surrounding space.

Cabin in Brownsville

4.76 out of 5 average rating, 38 reviews

Rustic Lodge Countryside Getaway

Relax in our remote country cozy lodge complete with creaky floors and old hunting cabin feel with acres of outdoors to stroll past the ponds, trees and farm fields with wildlife galore. NO WIFI. If you are looking for luxury this is not for you. Close to the Horicon Marsh for birding and sight-seeing, Horicon ledge for hiking, Lake Winnebago for boating and fishing and a short drive to AirVenture in Oshkosh. Smart TV requires your own device to stream. Antenna only offers a handful of channel

Guest favorite

A tranquil lake scene is captured at sunset, with vibrant colors reflected on the water's surface. Docked boats with covers are visible near a wooden pier, and the lush green grass in the foreground leads to the water's edge.

Home in Markesan

4.97 out of 5 average rating, 151 reviews

The Bluegill on Little Green Lake

This charming 3 BR house on Little Green Lake is perfect for relaxing, or as a great home base for recreational activities all year round -fishing, golf, and water sports in the summer, snowmobiling, x-country skiing and ice fishing in the winter. Little Green is located in Green Lake County, WI. This lake is 462 acres in size and is 28 feet deep at its deepest point. It is a Class A Muskie lake and anglers can expect to catch a variety of fish including Bluegill, Bass, Northern and Walleye.

Superhost

A cozy outdoor space features colorful pink chairs arranged around a fire pit, with a well-maintained lawn in front of a charming cabin. The cabin's large windows provide a view of the surrounding area, inviting relaxation under the open sky.

Cabin in Markesan

4.94 out of 5 average rating, 95 reviews

Lakefront 5 bed private pier, full rec lake w/air

Family-Friendly Lakefront Retreat on Little Green Lake - Your Perfect Getaway for Fishing, Kayaking, Boating, and Swimming! Full Rec Lake Life with Your Own Private Pier. Convenient Boat Launch less than a mile away. Short Drive by boat or car to Beach Access, Bar and Restaurant. Spa, and Golfing under 15-Minute Drive Away for Ultimate Relaxation and Fun! Boat rental available from Sunny Day boat rental. Rental not related to our cabin but they will bring a boat to the rental house dock.

Top guest favorite

A historic stone building with arched windows is surrounded by well-maintained lawns and mature trees. A small shed is visible near the garden area, adding to the outdoor space's charm. Bright green grass and seasonal foliage contribute to the serene setting.

Home in Campbellsport

4.99 out of 5 average rating, 189 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Top guest favorite

A red door with a decorative wreath opens to a outdoor patio area, featuring a comfortable seating arrangement and potted flowers. Lush greenery surrounds the space, enhancing the connection to nature, with a glimpse of the lake in the background.

Cabin in Fox Lake

4.96 out of 5 average rating, 205 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing on beautiful Fox Lake! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 pet fee/stay.

Top guest favorite

A two-story cottage with light-colored siding features a bright red door. A small deck with chairs is accessible by an exterior staircase. Large windows allow for views of the well-maintained yard, surrounded by trees for privacy.

Cabin in Fox Lake

5 out of 5 average rating, 37 reviews

The Shack

Enjoy 73’ of Beaver Dam Lake Shore. This 3 bedroom cottage is located right on the water front. The Shack can accommodate 6 people comfortably. With a comfortable and quiet interment, this is the perfect spot to fish, enjoy the lake and wildlife, socialize around a campfire, finally read that book by the lake while the sun is setting, creating lifetime of memories. This is what The Shack Cottage can provide for you. Not suitable for parties or loud gatherings.

Top guest favorite

A serene bedroom features a spacious bed dressed in soft linens. Natural light filters through the window shades, illuminating the wooden floors and area rug. A wooden dresser and a chair are positioned nearby, contributing to the inviting atmosphere.

Farm stay in Burnett

4.95 out of 5 average rating, 58 reviews

Marsh Haven by Fieldview Estates

One of the few remaining private properties left on the edge of the Horicon Marsh, Marsh Haven provides a stunning view, great bird watching, and easy access to public hunting land, bike and hiking trails, and more. Stay in a spacious farmhouse for fun and relaxation. *Please be aware this home has hard surfaces and steep stairs that may not be suitable for children under 4 years of age* Private land is not available for hunting, please use public land nearby.

Guest favorite

The exterior of a two-story blue lakeside home is displayed, featuring large windows that allow for ample natural light. Adjoining the home, a well-maintained lawn is complemented by a fire pit area with light green Adirondack chairs, creating an inviting outdoor space.

Home in Beaver Dam

4.91 out of 5 average rating, 127 reviews

LakeLife is Dam Good! 4 Bedroom Waterfront Home

Fun for the whole family at this stylish lakeside home in the heart of Beaver Dam. The house as everything a group needs and wants for the perfect weekend, week, or overnight adventure. From the open floor plan living room to the exposed game room basement that leads right out to the lakeside yard. We've filled this home with all the touches needed to guarantee lake life living. The backyard overlooks thousands of acres of lake with endless lake views.

Top guest favorite

A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.

Cottage in Fond du Lac

4.99 out of 5 average rating, 287 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . 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 beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Guest favorite

The exterior of a two-story house is shown, featuring a porch and a well-maintained lawn. Large windows are visible, offering natural light to the interior. Surrounding trees provide shade, and a pathway leads to the entrance, enhancing accessibility.

Apartment in Oshkosh

4.85 out of 5 average rating, 226 reviews

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.

Guest favorite

A serene lakeside view showcases a grassy area leading to Fox Lake. A wooden pier extends into the water, with a covered boat lift visible nearby. Shadows from surrounding trees add contrast to the vibrant green lawn.

Home in Fox Lake

4.92 out of 5 average rating, 24 reviews

Charming House on Fox Lake !

Get ready to relax in this enchanting 2-bedroom house ON Fox Lake. Brand New Complete Remodel . This cozy retreat features 1 queen bed, 1 sofa bed, and 1 full bed, perfect for many guests. Enjoy the tranquil surroundings and unwind in the living room while looking out at the lake. Property has a pier so bring your boat or fishing pole. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

Superhost

A charming exterior view of the guest house features a red-tiled roof and wooden siding, surrounded by lush greenery. Two red chairs sit in the front yard, complemented by a stone pathway leading to the entrance, inviting guests to experience the natural setting.

Cottage in Fond du Lac

4.88 out of 5 average rating, 115 reviews

Milk House Cottage

Once a small barn, now a unique guest house surrounded by trees and nature. A secluded setting, yet right on the edge of the city and in close proximity to three colleges. Not far to Fond du Lac Loop bike and walking trail. Also close to grocery stores and great restaurants. Explore the nature area on the property! Out of consideration of all guests NO pets are allowed.