Holiday rentals in Oakfield

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Top-rated holiday rentals in Oakfield

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

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Guest favourite
Cottage in Princeton
4.95 out of 5 average rating, 243 reviews

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?

Top guest favourite
A two-story brick building houses a coffee shop on the ground floor, featuring large windows flanked by a striped awning. The entrance is highlighted by a sign that announces it as Kettle Moraine's Favorite Espresso Bar. A welcoming atmosphere is created by its corner placement and outdoor seating area.
Flat in Kewaskum
4.98 out of 5 average rating, 118 reviews

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.

Guest favourite
A historic lighthouse stands at the water's edge, illuminated by the vibrant colors of sunset. Smooth stones line the shoreline, reflecting the serene lake. Lush greenery is visible in the background, creating a peaceful coastal setting.
Home in Fond du Lac
4.92 out of 5 average rating, 119 reviews

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!

Top guest favourite
A serene lakeside view features a setting sun casting warm hues over the water. A grassy area with neatly arranged seating faces the lake, while two trees provide a natural frame. Smooth stones and a pathway lead towards the water's edge.
Home in Fond du Lac
5 out of 5 average rating, 63 reviews

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.

Top guest favourite
Cabin in Cascade
5 out of 5 average rating, 267 reviews

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!

Superhost
Home in Fond du Lac
5 out of 5 average rating, 3 reviews

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

Top guest favourite
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, 208 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 favourite
Guest house in Oshkosh
4.96 out of 5 average rating, 200 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Guest favourite
Home in Brownsville
4.85 out of 5 average rating, 20 reviews

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

Top guest favourite
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
4.95 out of 5 average rating, 43 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.

Top guest favourite
A serene lakeside view showcases the vibrant hues of a sunset over Lake Winnebago. Silhouetted trees line the shore, with the water reflecting the warm colors of the evening sky. The grassy foreground adds a natural element to the picturesque scene.
Cottage in Fond du Lac
4.93 out of 5 average rating, 149 reviews

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

Guest favourite
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, 127 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.

Popular amenities for Oakfield holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Fond du Lac County
  5. Oakfield