Vacation rentals in Oakfield

Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar

Slow down at Fraser Fir log cabin, built in 1958 on Kettle Moraine Lake. In the summer, enjoy quiet moments watching the sun set from the front porch, then relax by the fire pit under a sky full of stars. Fish from the dock, kayak around the lake, or bring your boat to soak up the sun. In the winter, grab your ice-skates or ice-fishing gear and head out on the lake. With countless trails nearby, the hiking options are limitless and beautiful in every season. Your next adventure awaits.

Woodside Cottage Guest House-Close to Road America

Woodside Cottage in the Kettle Moraine forest of East Central Wisconsin offers a quiet private getaway for Road American race fans, golfers or those wanting just to have a break from the city and explore the area. This 2 bedroom guesthouse can host 8, with laundry, full kitchen, living room and outdoor fire pit. Due to family guest allergies, we are pet free. Located 4 miles from gate 4 at Road America and 20 miles from Whistling Straits golf course. WIFI available, but unreliable. 3 cars MAX

Charming Cabin on a private lake

Charming Log Cabin on a private spring fed lake. Living room with gas fireplace and flat screen tv. Dining area: table, fully stocked kitchen with breakfast bar, gas stove/oven, refrigerator, microwave and dishwasher. Two bedrooms-master with queen bed facing the lake, 2nd bedroom two twin beds/king bed conversion. 4-season sunroom includes full size futon. Bathroom includes overhead rainfall and wall shower. Washer & dryer. Outdoor-patio/firepit, gas grill. Ice fishing, snow shoes, peaceful.

Local Landmark CF / Artisan Coffeehouse

Wake up to the aroma of fresh coffee, stroll downstairs for breakfast, then spend the afternoon hiking the Kettle Moraine before returning to a luxurious bed. The iconic Coffee Corner Bistro (Est 1999) is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is the "Gateway to the Kettle Moraine" Proudly recognized by the Fond du Lac Reporter Travel Section in its June 13, 2026 feature: "Top Airbnb Stays Near Fond du Lac" Google CBS 58 story on our historical Coffeehouse.

Woltring Waters Waterfront Home + Hot Tub

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!

Spacious Lakefront 3Br 3Ba Home

Located directly on beautiful Lake Winnebago. Less than 15 minutes to Fond du Lac shops, bars, and restaurants. Conveniently only one hour from Milwaukee and Green Bay. Only 50 minutes to Whistling Straits, Kohler, and 30 minutes to Erin Hills! You'll enjoy a cozy three season room, a spacious patio with lots of seating, and large backyard with plenty of space for you and your family to enjoy! Nearby public golf courses include Whispering Springs, Rolling Meadows, and Far Vu Golf Course.

hot tub and sauna on 5 private acres

Looking for 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 getaway awaits!

Cozy 1 bedroom | plus pull out sofa sleeper

Relax in this comfortable and newly refreshed 1-bedroom getaway featuring a queen bed plus a pull-out sofa, perfect for couples, small families, or friends traveling together. Enjoy a Smart TV with Netflix included, fast access to local attractions, restaurants, shopping, and the lake — all just minutes away. The home also features: • Spacious backyard perfect for relaxing outdoors • On-site laundry for added convenience • Comfortable living area with plenty of space to unwind

Historic Home | Spacious Comfort

This spacious and beautifully renovated character home is only a 30 min drive to Oshkosh & Road America! Upon entry you are welcomed by arched doorways and restored original hardwood floors. Original glass knobs, built-ins and French doors! New memory foam mattresses and 43” Roku TVs in all bedrooms. 65" Roku TV in living area. Kitchen is fully stocked to prepare meals. Enjoy your morning beverage from the coffee and tea bar while relaxing in the sunroom. We are pet friendly!

Countryside Ranch Home

Quiet Country Life. NO WIFI. Take a stroll down the lane, hike through the woods watch the wildlife on the ponds. 30 minute drive to AirVenture in Oshkosh. Just a short drive to Horicon Marsh, Hoffs Meat Market, Wild Wings Bird Hunts, Horicon Ledge Hiking and so much more all with the small town feel. 1890’s stone “house” on property with the original farm barn and grainery. In addition to this home there is a Hunting lodge also located on property separate AirBNB

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.

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