Vacation rentals in Stockbridge

Coffee on the Lake

Large 3-story home directly on northeastern Lake Winnebago, 1.5 hours N of Milwaukee and Madison airports, 3 hours N of Chicago. Stunning views. Just steps to lake. Open main area. Large driveway. Games/books/cards/coloring/ping-pong. Two steps into house. Main floor bedroom includes walk-in shower. Flat yard with fire pit facing lake. We encourage filling bird feeders with provided bird seed. No pier available but boat launch 1 mile at Calumet County Park. Seven miles to High Cliff State Park.

Farmhouse | Historic • 4BR • Sleep 8 • Near Hwy 41

Welcome to Jackson Farmhouse, a beautifully restored 100+ year-old farmhouse with 4 bedrooms, 2 bathrooms, and room for up to 8 guests! Enjoy a large yard, fire pit, and plenty of parking, all surrounded by open fields while still being only about 10 minutes from downtown Oshkosh. With easy Highway 41 access, it’s an easy base for families, groups, events and everything Oshkosh has to offer. This is a historic farmhouse, so some floors have the natural slope you would expect from an older home.

Family lake retreat w/ hot tub! Amazing sunsets!

Lakeland Retreat has 4 bedrooms, den and plenty of entertaining space! Directly on Lake Winnebago with private pier and AMAZING sunsets! Bring your boat and launch nearby, launch is 5 min away. Our spacious outdoor area with double swing for relaxing by the lake, dining table, firepit and hot tub. Great entertainment space indoors with a living room right off the kitchen with lake views. Cozy up by the fireplace indoors too! Full bar area and pool table in the basement! Great family fun!

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality

Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, wood fireplace, vaulted ceilings, spacious sunroom, large deck and therapeutic hot tub. Enjoy the scenic backyard with a large deck, 7 person hot tub and fire pit. Five minutes from airport, vibrant downtown, 25 min. to Lambeau. Includes breakfast.

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

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.

State Park A-Frame: Hot Tub, Arcade & Hiking

This fully remodeled A-Frame is walking distance to hiking trails and has views of Lake Winnebago. The outdoor enthusiast will find endless opportunities for adventure (canoeing, hiking, fishing, snowshoeing, biking) at High Cliff State Park. Take in the forest views from your private backyard with a large hot tub, fire pit, or relax on the private deck with stunning views of Lake Winnebago. Create memories with the private hot tub, giant chess board, arcade, and huge selection of games.

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.

Designer Lakefront Home with Views, Firepit, Dock

Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

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

Harsch's Beach Escape | Lake · Hot Tub · Theater

Welcome to Harsch’s Beach Escape Luxury lakefront living on Lake Winnebago! • 175' private shoreline + boat dock • Rooftop deck with sunset views 🌅 • Hot tub overlooking the lake • Private movie theater + PS5 🎮 • Rock wall & Ninja ropes course • Kayaks & paddleboards included • Sleeps 12 MAX · 4BR · Family-friendly Book your unforgettable stay with Wisconsin Getaways!

The Yellow House

Older character home, with a pellet stove fireplace insert and very large common spaces for sharing with family and friends. There's a full kitchen and laundry area available for your convenience. Off street parking, possibly even a garage stall to use for rain emergencies.