Holiday rentals in Oakfield

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Top-rated holiday rentals in Oakfield

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Guest favourite
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, 45 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

Top guest favourite
A cozy outdoor space features a circular seating arrangement of four wooden Adirondack chairs surrounding a fire pit. The log cabin, with green trim and large windows, appears in the background, framed by trees and a grassy area.
Cabin in Fond du Lac
5 out of 5 average rating, 19 reviews

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.

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, 113 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, 116 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, 265 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!

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, 205 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
4.95 out of 5 average rating, 198 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 Beaver Dam
5 out of 5 average rating, 5 reviews

Updated 2BR • Work or Fun Ready • North Hwy 33

Two bed one bath on the north side of Beaver Dam. Well stock and all updated, it’s the rustic vibe without the roughing-it! One bedroom with a queen size bed, the other has a king. Both room have TVs. Wifi throughout. Washer and dryer in unit. The kitchen and bathroom are well stocked with most everything you need for a comfortable stay. On site parking is available in the driveway, Beautiful lake view. Beaver Point Lodge is rustic without roughing it!!

Top guest favourite
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
4.97 out of 5 average rating, 327 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.

Top guest favourite
A private dock extends into the calm waters of Lake Sinissippi, surrounded by lush greenery and tall grasses. A cozy cottage is visible in the background, nestled among trees, with a well-maintained yard that enhances the serene lakeside setting.
Bungalow in Juneau
4.99 out of 5 average rating, 77 reviews

Dogs Stay Free! Waterfront Bungalow with Dock

Corsa's Pillowfort, a delightful cottage located on the beautiful 2800 acre Lake Sinissippi. Great location in Dodge County, less than an hour from Madison or Milwaukee. Private dock and 2 kayaks(during summer season). The bedroom/living room has a king size bed with a sitting area with a sofa bed. Plus, eat-in kitchen and one full bath. 600 sq.ft. bungalow is the perfect get-away for singles or couples! Pet Friendly with no pet fees!

Top guest favourite
Townhouse in Fond du Lac
4.99 out of 5 average rating, 77 reviews

Beautiful 2-Bedroom Duplex

Enjoy a home away from home in this stylish and centrally-located duplex. Family and small pet friendly, this newly renovated home has a backyard porch and one acre yard. Inside, you will find a stocked kitchen, one king-size bedroom and one queen-size bedroom, complete with two air mattresses and electric pump to accommodate additional guests. The living room is comfortably furnished, including a desk, sofa sleeper and WIFI.

Popular amenities for Oakfield holiday rentals

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