Vacation rentals in Waupun

A spacious living area is presented with a large sectional sofa, a coffee table, and a patterned area rug. Light streams through a window, illuminating the room. A decorative plant adds a natural touch, while recessed lighting enhances the ambiance.

4.91 out of 5 average rating, 69 reviews

Cute two bedroom ranch style home!

Just a 5minute walk from Beaver Dam Lake, you find a peaceful town centrally located between the Madison and the Fox Valley Areas. I’ve been remodeling my home for 2years. Neighbors surrounding me are friendly but quiet, and have pets! There are 5 parks within a 20minute walk that offer; water sport rentals on the lake, fishing, golf, basketball, baseball, and a Walmart, Piggly Wiggly, Menards, and LOTS of food within driving distance in town. I enjoy it here, hope to share it with you!

4.97 out of 5 average rating, 33 reviews

A covered pavilion with a wooden framework is set in an open grassy area. Beneath the structure, picnic tables are arranged on a concrete slab. A tranquil waterway reflects the surrounding greenery, creating a peaceful outdoor space.

Apartment in Mayville

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.

4.95 out of 5 average rating, 58 reviews

Apartment in Ripon

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.

4.85 out of 5 average rating, 191 reviews

The screened-in porch features comfortable seating arrangements, including a sofa adorned with an orange and white patterned pillow. A green area rug lies underneath, while natural light filters through surrounding screens, creating a relaxing outdoor space with views of the backyard.

Bungalow in Green Lake

Peaceful Bungalow in Green Lake

Bright and airy bungalow located within short walking distance to downtown Green Lake, restaurants, boutiques, and boat rentals when in season. Located on beautiful Lake St, one block off the lake and with a partial lake view. The bungalow comes with 3 bedrooms, 1 bath, fully equipped galley kitchen, cable tv, and wifi. The huge screened-in porch is perfect for morning coffee and evening cocktails spring, summer and fall. Large sunny backyard. Come relax in beautiful Green Lake!

4.99 out of 5 average rating, 178 reviews

A historic stone church converted to a residence is shown, featuring arched windows and a well-maintained exterior. The entrance is accessible via a set of steps leading to a patio area adorned with landscaping, including grass, flowers, and decorative elements.

Home in Campbellsport

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!

4.96 out of 5 average rating, 191 reviews

A cozy outdoor fire pit area is illuminated by soft twinkling string lights. An Adirondack chair is positioned nearby, facing the glowing fire, surrounded by landscaped stones and plants, creating an inviting atmosphere for evening gatherings.

Cabin in Fox Lake

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.

Three decorative lanterns are arranged on a wooden table, featuring intricate rope designs. A blue runner adds contrast to the table's natural wood. In the background, modern seating is visible, framed by large windows that bring in natural light and showcase views of the lake.

4.91 out of 5 average rating, 116 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.

4.97 out of 5 average rating, 239 reviews

A cozy kitchen area is presented with a wooden table at its center, featuring a vase of flowers. Surrounding the table are several stools in varying colors. The kitchen showcases stainless steel appliances and shelves filled with dishware, while photos and notes are displayed on clipboards along the wall.

Apartment in Ripon

The Hideaway Ripon WI -just 12 min to Green Lake

APARTMENT: This welcoming walk up flat is located on historic downtown Watson Street where you will find boutique shopping, and your choice of restaurants steps away! It’s walking distance to Knuth Brewery. a short 10 minute drive to Vines and Rushes winery. 12 minute drive to Green Lake. 30 minute drive to Oshkosh and Fond Du Lac. 50 minute drive to Lambeau Field in Green Bay. This renovated space will have you wanting to stay again and again.

4.99 out of 5 average rating, 287 reviews

A view of a fire pit featuring a gentle flame against a serene lake backdrop at dusk. The horizon displays soft gradients of orange and blue. Silhouettes of adirondack chairs and a boat dock can be seen in the distance, enhancing the tranquil atmosphere.

Cottage in Fond du Lac

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.

4.95 out of 5 average rating, 22 reviews

A historic two-story brick house features a large wrap-around porch with dark wood railings. Snow blankets the ground, contrasting with the warm tones of the building. A central fountain is visible in front, surrounded by a serene winter landscape.

Guest suite in Mayville

Romantic getaway- Horicon Marsh adventure- King bd

Discover the allure of our Scottish-inspired retreat, ideally situated near the enchanting Horicon Marsh. Immerse yourself in the cozy ambiance of tartan patterns, rich earthy tones, and traditional Scottish decor. This one-bedroom haven is brimming with romantic charm. Enjoy the comfort of a private sitting room and experience the perfect blend of modern comfort and Scottish charm with a private guest entrance.

Superhost

A wooden observation deck is accessible by a set of stairs. The structure is raised off the ground and features weathered wooden planks. Surrounding the deck, tall trees provide shade and a natural setting, while a green grassy area extends in the foreground.

Cabin in Brownsville

4.8 out of 5 average rating, 30 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.

Guest suite in Helenville

A warm fire burns brightly in a stone firepit, with flames dancing and casting light against the surrounding evening darkness. The full moon is visible in the night sky above, providing a serene contrast to the flickering flames. A stone bench can be seen nearby.

4.95 out of 5 average rating, 366 reviews

Chic Loft Surrounded by Nature

This charming shabby chic loft sits in the heart of the country between Madison and Milwaukee. The Lighthouse Farm is also a wedding/event venue (please inquire for more details) . A quiet relaxing environment, with lots of open space, natural sunlight and lush green landscape. Great for those looking to get away with easy access to metropolitan areas, lakes, rivers and hiking/biking trails.

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Popular amenities for Waupun vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Waupun

4.99 out of 5 average rating, 99 reviews

A compact half bath features a modern sink and a wooden shelf holding neatly rolled towels. The walls are painted dark green, contrasted by light wood paneling. The black and white checkered floor adds visual interest, while framed artwork decorates the sloped wall.

Cabin in Princeton

Private Riverfront, Converted Barn *EV Charger*

RyanRating, 5 stars2 days ago

Had a great stay! The place was as described, the pictures are accurate, it's clean... what else do you want? The host provided clear instructions and was very responsive. Would absolutely stay here again.

5 out of 5 average rating, 14 reviews

The Gatsby Getaway- a Charming Lakeside Retreat

JamieRating, 5 stars1 week ago

Beautiful property with a lot of activities to keep the family busy. The sunsets over the lake were priceless. Doug purchased marshmallows roasters for us to use over the fire pit. Plenty of outdoor seating on the huge patio. The beds were amazing to sleep on. There was plenty of wild life to see and even had a groundhog that made appearances almost every day. Great place to relax and looking forward to staying there again.

A well-equipped kitchen features stainless steel appliances, including a large refrigerator, a gas range, and a modern hood. Wooden cabinetry adds a warm touch, while a set of cooking utensils hangs conveniently on the wall. The kitchen is designed for comfort and functionality.

Home in Fox Lake

4.67 out of 5 average rating, 9 reviews

Quiet & Cozy Cabin Across from Fox Lake

ColleenRating, 5 stars2 weeks ago

Everything about our stay was wonderful! Jacob was very responsive, friendly, and even allowed for an early check-in based upon our travel plans/schedule. The rooms were clean, bedding was comfortable. The space was very clean and free of clutter. We actually noticed some of the decor as something we would like to find for our own use. It was a five star stay and so much better than staying in a hotel. Thank you for everything!!

4.85 out of 5 average rating, 131 reviews

Two chickens are seen foraging on a grassy area scattered with fallen leaves. The white chicken is in the foreground, while a brown chicken is located further back. A propane tank and a small structure are visible in the background among trees.

Cottage in Princeton

Charming Country Cottage

BeverlyRating, 5 stars1 week ago

We enjoy attending shows at the Thrasher in Green Lake, and this is a perfect overnight spot. The cabin is located on a beautiful property, and we felt right at home. Joseph was a perfect host, both gracious and welcoming. The cabin is cozy and very comfortable with many thoughtful touches throughout. We enjoyed sitting on the porch with chickens and cats that peacefully roam the property, and being an early riser, I delighted in the roosters :)

5 out of 5 average rating, 26 reviews

Two Adirondack chairs are positioned on a grassy area by the water's edge, facing a vibrant sunset reflecting on the calm surface of the lake. The scene showcases lush greenery and a serene atmosphere, inviting guests to relax and enjoy the natural beauty.

Cabin in Fox Lake

The Shack

KrystaRating, 5 stars1 day ago

Very peaceful stay with every amenity you need for a short or long stay. Comfortable bed!! Joline is very helpful and responds immediately to any questions about the area. I reached out to her for recommendations multiple times and she was always very helpful!

4.9 out of 5 average rating, 40 reviews

A campfire pit is positioned on a stone patio near the shore, with flames flickering over charred logs. In the background, a pier extends into the water, featuring a covered area for boats and colorful equipment on the dock.

Home in Hartford

The Pike Lake Cottage House

LisaRating, 5 stars1 week ago

We had a family reunion and had family from Texas and Florida coming in. We rented the AirBB for 3 nights for overflow. The AirBB was convenient, extremely clean and the view of the lake was breathtaking. Our Family enjoyed their stay.

An open-concept dining area features a large wooden table surrounded by dark chairs. A unique chandelier hangs above, providing warm illumination. In the background, a living area is visible, showcasing a stone fireplace and a large television, complemented by natural light from the window.

5 out of 5 average rating, 4 reviews

Beautifully Updated Lake House

MichaelRating, 5 stars2 weeks ago

For hosting a 50th birthday get together with family, this place hit the spot. Very well stocked kitchen for anyone who loves to cook. Open concept with bedrooms partitioned in front and away from the ones who want to stay up late was perfect! Fireplace in the back seemed far but, totally purposeful due to the amazing breeze off the lake. The smoke from the fire dissipated perfectly before it got to the house. Great seating by throughout. I had 12 people and 2 dogs and we didn’t feel like we were climbing over each other. Very soft water and on demand heating was perfect for morning showers. Super nice neighbor who allowed us to use their pontoon. Wi-Fi was strong as I needed to work a bit and had no issues. Would consider returning in the future.