Family-friendly vacation rentals in Calumet County

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!

The Farm Unique Rural Lodging

Your accommodations are the entire second floor, with a private entrance and deck to enjoy the sunrise or just relax. The Farm is peaceful offering access to our 100 acres. Our suite has three separate bedrooms, a common area, a micro kitchen and private bathroom. We have a 6 guest limit with a 4 adult max. Published pricing reflects the cost for two guest, each guest after two has a $20 nightly fee. We have a no pets, no smoking or vaping policy. Booking guest must be present during stay.

The Chouse - Entire church home!

Enjoy your stay in a uniquely converted, well-loved 123 year old church home, a.k.a. “The Chouse.” Enjoy nearly 7,000 sq feet! Multiple staircases throughout the building (especially to restrooms). Not handicap friendly. Enjoy the spacious gathering and seating areas. Huge commercial kitchen in the Lower Level. The Chouse is complete with 5 currently available bedrooms, two full bathrooms & two half baths. Continued updates happening to this special place! Message me for questions!

Cozy Home w/ Large Yard Near Appleton & Neenah

Welcome to your cozy home away from home! This charming 2-bed, 1-bath rental is the perfect spot to kick back, explore, or take a well-deserved break. With comfy furnishings, a fully equipped kitchen, and a cozy living space, it’s perfect for unwinding after a day of adventures. Whether it's a weekend getaway, business trip, or family visit, you’ll love being near restaurants, shops, and more! Flexible leases, hassle-free booking—just sign, submit ID, and a $500 deposit. Book now! 🎉

Newly Built Brillion Townhouse

Come & enjoy a newly built townhouse that is fully furnished for an easy stay! Located in Brillion, it is central to Manitowoc, Green Bay, and Appleton (about 25 min to each & 40 min to Lambeau Field!). Enjoy many amenities like zoned in-floor heat, wall air, Zero entry (no steps), attached 2 car garage, patio, park views, open concept w/full & large kitchen, dining & living room. Dual entry full bath, in-unit washer & dryer. Minutes to Ariens Nordic Center. 40 min to Lambeau Field!

New! Lake Front|PrivateDock|Kayaks&Paddleboards!

Enjoy Lake Winnebago at this cozy newly furnished lakefront home. It sleeps 7, and includes a fully stocked kitchen. Enjoy the deck facing the lake with chairs and a propane grill—perfect for outdoor meals or a cup of morning coffee from the coffee bar! Spend your days kayaking, paddleboarding, swimming, or fishing from the private dock. Just 15 minutes from Chilton and under an hour from Green Bay, it’s a perfect spot for families or friends to relax and enjoy the lake!

Fox Valley State Park

This is a ranch style home with a no step entry in a very quit neighborhood in Sherwood Wisconsin. You will have three bedrooms along with the entire house. There will also be an air mattress option in the entertainment room in the basement. There is a nice patio out back where you can enjoy the outdoors along with a sun room for those cooler days. If you are coming for the NFL draft, we could discuss transportation options to get you to and from Lambeau Field.

High Cliff Hideaway

Feel at home in this quiet and safe neighborhood. Only 20 minutes from the city, making it a convenient place to rest your head outside of the craziness of the city lights. 15 miles to Appleton/Fox Cities Performing Arts Center/Airport 30 miles to Green Bay/Lambeau field 33 miles to Oshkosh/EAA Air Venture Less than 2 miles from High Cliff State Park/ High Cliff Golf Course/ Lake Winnebago

Cozy with Thoughtful Design

Welcome to your cozy two-bedroom, one-bathroom apartment nestled in a convenient, centrally located neighborhood. As you step inside, you're greeted by a spacious living area adorned with modern furnishings, designed to provide both style and comfort. Sink into the plush sofas and unwind after a long day, or gather around the sleek smart TV for a movie night with friends and family. .