Vacation rentals in Waupun

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Top-rated vacation rentals in Waupun

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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

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

4.96 out of 5 average rating, 92 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.

Guest favorite

The historic home, designed in a Queen Anne Victorian style, features a white exterior with intricate woodwork. Large windows reflect soft evening light, while a spacious porch offers a welcoming entry. The surrounding yard is open, with mature trees that provide shade and a natural ambiance.

Home in Wales

4.95 out of 5 average rating, 129 reviews

Charming, Updated and Historic

This is truly a memorable, charming, and welcoming place to stay. You will have the home to yourself. You will love the warm feel, woodwork, and historical prominence of this home. It is very charming throughout and is on a large 1.5-acre estate size lot. The price quoted here is for 1-2 people and a 1 Bedroom suite with 1.5 Baths. Under this listing we can open up to three suites and accept six guests. If need more there than 2 guests and 1 suite we are happy to make you a custom offer.

Top guest favorite

Cabin in Cascade

5 out of 5 average rating, 165 reviews

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!

Guest favorite

The open living area features a dining table with six chairs and a breakfast bar with three stools. A large ceiling fan is visible above, alongside a brick accent wall and modern kitchen equipped with stainless steel appliances.

Apartment in Mayville

4.97 out of 5 average rating, 38 reviews

Spacious 2 bedroom Apartment on river

Home away from home. This spacious apartment will make your travels a breeze with a full kitchen, laundry facilities and two bedrooms. Walk to the pavilion where the city has complimentary kayaks for use in the adjacent waterway. Easy check in and responsive hosts who have even included a gift voucher to their New China restaurant. Mayville is about an hour away from Milwaukee to the south, Madison to the southwest and Appleton to the north. It is situated next to the Horicon Marsh.

Guest favorite

A spacious bed with a white quilt and decorative throw is positioned against a deep green wall. Light is provided by side lamps atop nightstands. Three framed botanical prints enhance the ambiance, while large windows allow natural light to fill the room.

Apartment in Ripon

4.93 out of 5 average rating, 70 reviews

Downtown Loft with historic charm

Stay in historic downtown Ripon, less than a block away from it all! It has large beautiful windows to watch the downtown bustle, as well as see the magical night-time lights. The moment your leave the front door you'll have famous shops, on point drinks, amazing food, Wisconsin ice cream, retro candy, coffee shop, and much more! 10 minutes from Green Lake! 30 minutes from Oshkosh and Fond du Lac. Less than 90 minutes away from Appleton, Green Bay, Madison, Milwaukee, etc.

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, 188 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, 203 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 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

4.86 out of 5 average rating, 223 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.