Vacation rentals in Waupun

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.

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.

RiverFront Cottage>Private Pier>Firepit & Wildlife

Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

5 bed lakefront with 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.

Private Riverfront, Converted Barn *EV Charger*

Fox River Barn is located in a picturesque setting with stunning views of the Fox River in Princeton, WI. This 1940s barn has been lovingly converted into a comfortable living space with modern features and amenities, making it the perfect retreat for a romantic getaway or a peaceful escape from the city. Inside, the bones of the barn are present. From beams and rafters on the main level to the tall, gable barn ceiling. Just imagine all the different ways the barn had been used over time.

A-frame in the Pines

"Up North" cabin decor with modern amenities. Cute A-frame cabin nestled amongst mature red & white pines. Outside space to run & play or relax by the campfire or fireplace inside. Chargrill available. Bring your own charcoal. Living room with TV, dining area, kitchen & pantry, bathroom, & bedroom with a queen size bed on main level. The "loft" upstairs has 2 bedrooms, 1 with 2 twin beds , & the other space with a queen size bed and a reading area that opens up to your own private balcony.

Woltring Waters Waterfront Home

Wake up to a beautiful view of Lake Winnebago, and enjoy you cup of coffee with the sound of crashing waves off the back porch. You will have breathtaking sunsets with the historical light house backdrop that is in viewing distance from the property. From dining to convenient stores everything you need is in walking distance. Take a peaceful stroll around the marina or take the kids to Lakeside Park, offering a petting zoo, carousel, train, jungle gym & splash pad. Everyone will enjoy!

Scott Street Bungalow Ripon - Green Lake

This home is set in one of Ripons Historic Districts three blocks from a vibrant downtown full of retail shops and great places to eat and relax. Across the street from us is the Gothic mill pond water fall dam with Horner park abutting the property. We are only 6 miles from Green Lake which offers plenty of boating and golfing. Off street driveway parking is a plus with this property for boats on trailers. Our home offers two bedrooms on the main floor with 2 double size beds upstairs.

Cottage on the Trail

Welcome to your relaxing retreat on the lake! In the summer months enjoy fishing, swimming and boating right out your back door and in the winter experience ice fishing on beautiful Fox Lake! *Please read the full description and look at all pictures of the property before booking *Not suitable for parties or gatherings. *Due to parking restrictions and the nature of the property, there is a 4 person maximum with room for 2 vehicles or 1 vehicle and 1 boat/trailer. *Sorry, no pets

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

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!

hot tub and sauna on 5 private acres

Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.