TOP 30 Best Families on vacation in Wisconsin

Apple Orchard House - Vacation Rental is a stunning 2020 new construction home in the modern farmhouse style, nestled on a 15-acre old growth apple orchard in the heart of Door County, Wisconsin. Located just 2 miles south of Fish Creek and 3.5 miles north of Egg Harbor, this vacation rental offers privacy and tranquility while still being close to town. With 4 bedrooms and sleeping accommodations for up to 10 guests, this house is perfect for families or groups. Enjoy the sunrise and sunset covered porches, smart TVs, WiFi, and a fire pit outside. Explore the property's mowed trails, old growth apple and cherry trees, and backroads for walks and bike rides. Close to golf courses, shops, restaurants, beaches, and parks, this rental is the ideal home base for your Door County adventure. Book directly through the manager's website for the best rates and a seamless reservation process. Experience the beauty and charm of Door County at Apple Orchard House - Vacation Rental.

Baileys on the Rocks Cottages is a family-owned real estate and travel agency located at 7962 Ward Street in Baileys Harbor, Wisconsin, United States. Nestled on a secluded, wooded lot just across the street from Lake Michigan, these cozy cottages offer a peaceful retreat in the heart of Baileys Harbor. With easy access to the village's beaches, harbor, restaurants, and shops, guests can enjoy all that this charming area has to offer. The cottages, Arbor and Rockledge, are situated on a small rock bluff surrounded by cedar trees, providing a tranquil setting for relaxation. Baileys Harbor is known for its natural beauty, historic lighthouses, water activities, golf courses, biking trails, and hiking opportunities. Whether you're looking for adventure or simply want to unwind, these cottages offer the perfect home base for your Door County getaway.

Musky Lodge on High Lake is a charming lodging institution located at 6300 Muskie Lodge Ln in the picturesque town of Boulder Junction, Wisconsin, United States. Situated on the tranquil High Lake, this lodge offers guests a serene and peaceful retreat surrounded by nature. The lodge provides comfortable accommodations, breathtaking views of the lake, and a range of outdoor activities such as fishing, hiking, and boating. Whether you are looking for a romantic getaway or a family vacation, Musky Lodge on High Lake is the perfect destination to relax and unwind in the beauty of the Northwoods.

Waldens on Lost Lake is a premier real estate and travel agency located at 8076 Lost Lake Drive in Saint Germain, Wisconsin. Nestled in the heart of the beautiful Northwoods, our agency specializes in helping clients find their dream vacation homes or investment properties in this picturesque area. Our experienced team of agents is dedicated to providing personalized service and expert guidance to ensure a smooth and successful real estate transaction. Whether you're looking to buy, sell, or rent a property, Waldens on Lost Lake is here to help you every step of the way. Contact us today to start your journey towards owning a piece of paradise in Wisconsin's stunning countryside.

Welcome to Pickerel Point Executive Home, a luxurious vacation rental located at 7003 Pickerel Lake Road in Saint Germain, Wisconsin, United States. This stunning home offers 3700 square feet of NorthWoods style living space, situated on 470 feet of frontage on beautiful Pickerel Lake. The open concept living, kitchen, and dining area features a "wall of windows" with breathtaking views of the private surroundings. Guests can enjoy easy access to the lakefront area with a dock, perfect for swimming, fishing, or simply relaxing by the water. The lower level of the home boasts a game and entertainment area with a bar, pub-style seating, pool table, and darts, as well as multiple windows facing the lake. Outside, guests can unwind on two decks and a beautiful patio area with unlimited views of the lake. Pickerel Lake is a 581-acre lake known for its Musky, Panfish, Largemouth Bass, Northern Pike, and Walleye fishing.

B Family at the Lake is a charming lodging institution located on East Wakefield Lake Road in the picturesque town of Saint Germain, Wisconsin, United States. Situated by the tranquil waters of the lake, this family-friendly accommodation offers a cozy and comfortable retreat for guests looking to unwind and reconnect with nature. With a range of amenities and activities available, including swimming, fishing, and hiking, B Family at the Lake is the perfect destination for a relaxing getaway in the heart of the Midwest.

Rogers' Retreat Eagle River Vacation Home is a stunning lodging option located at 1434 Watersmeet Lake Road in Eagle River, Wisconsin, United States. Situated along a tranquil lake, this retreat offers breathtaking panoramic views and seamlessly combines modern comfort with the peace of nature. Built in 2023, this Lake Home is perfect for families looking to enjoy the Eagle River Chain of Lakes in a quiet, peaceful setting close to downtown Eagle River. Rogers' Retreat exudes modern charm in an area filled with adventure and serenity. Guests can enjoy amenities such as a 20' Starcraft Deck Boat and a 3-person Yamaha Deluxe for weekend adventures. Explore the nearby lakes and local trails for a truly immersive experience.

Cabins on Trout Lake is a premier vacation rental institution located on the beautiful Trout Lake in the heart of Wisconsin's Northwoods. Situated at 4787 Ryans Road, Boulder Junction, Wisconsin, United States, this lodging, real estate, and travel agency offers the perfect getaway for those looking to relax and enjoy the great outdoors. Guests can enjoy the convenience of being near charming Boulder Junction, with easy access to a sand beach, campfire pits for s'mores, swimming, kayaking, and fishing in the crystal-clear waters of Trout Lake. The institution is also close to extensive paved and mountain biking trails, as well as popular Northwoods vacation communities such as Minocqua, Woodruff, Arbor Vitae, Eagle River, St. Germain, Sayner, Mercer, and Manitowish Waters.

Geneva Lakes Vacations is a real estate and travel agency located at 326 Center Street in Lake Geneva, Wisconsin, United States. Our properties are fully stocked with essential supplies to make your stay comfortable and convenient. There are no keys to return or desks to visit - simply lock the door behind you at the end of your stay. Join our program to learn how owning a vacation home can be both easy and profitable. Receive information on vacation rentals in Southeastern Wisconsin, as well as new property alerts, special offers, and amazing properties. Experience the beauty of Lake Geneva with Geneva Lakes Vacations.

Welcome to Guesthouse on Clover, a charming lodging establishment located at 5724 Clover Lane in Greendale, Wisconsin, United States. Our guesthouse offers a cozy and comfortable retreat for travelers seeking a peaceful and relaxing stay. With tastefully decorated rooms, modern amenities, and friendly staff, we strive to provide a home away from home for our guests. Whether you are visiting for business or pleasure, Guesthouse on Clover is the perfect choice for your accommodation needs. Book your stay with us today and experience the warmth and hospitality that sets us apart.

The Cottage On Lake Nebagamon is a charming lakeside retreat located at 11646 Dairy Queen Road in Lake Nebagamon, Wisconsin. This institution offers cozy and comfortable lodging options for travelers looking to escape the hustle and bustle of city life. Whether you're looking for a peaceful weekend getaway or a longer stay to explore the beautiful surroundings, The Cottage On Lake Nebagamon is the perfect choice. In addition to providing lodging services, The Cottage On Lake Nebagamon also operates as a real estate agency, helping visitors find their dream lakefront property in the area. With a team of experienced agents who are knowledgeable about the local real estate market, you can trust that you'll find the perfect home or vacation rental to suit your needs.

Lemens Lodge on Long Lake is a charming lakeside retreat located at W3055 Morningside Road in Sarona, Wisconsin, United States. This institution offers a unique blend of lodging, real estate, and travel services, making it the perfect destination for those looking to experience the beauty and tranquility of Long Lake. Whether you are seeking a relaxing getaway, looking to purchase a vacation home, or planning your next adventure, Lemens Lodge on Long Lake has everything you need to make your stay unforgettable. With its stunning views, comfortable accommodations, and personalized service, this institution is sure to exceed your expectations and provide you with a truly memorable experience.

KM Properties: Vacation & Pontoon Rentals is a unique institution located at 130 Lakeview Drive in Chetek, Wisconsin, United States. This establishment offers a variety of services including lodging, real estate agency, and travel agency. Guests can experience the one-of-a-kind Lakeview Lookout on the Chetek Chain of Lakes, explore the beautiful lakes with 2021 Bennington Pontoons, and enjoy the Lakeview Smokehouse. Follow KM Properties for updates on vacation and pontoon rentals, as well as promotions that may be available from time to time. Experience a memorable stay at KM Properties: Vacation & Pontoon Rentals.

Winneshiek View Vacation Rentals is a real estate and travel agency located on Wisconsin 35 in Ferryville, Wisconsin, United States. Just a 30-minute drive from both LaCrosse and Prairie du Chien, our fully furnished rental properties are the perfect choice for hunting, fishing, bird watching, vacationing, family reunions, and holiday gatherings. Whether you are looking for lodging near Prairie du Chien, WI or Lansing, IA, we are conveniently located within 10-20 minutes from both. With several boat ramps within 5-10 minutes away, our location is ideal for those looking to explore the Mississippi River. We can accommodate large groups with 4 units on the same 5-acre parcel and plenty of parking for boats and trailers. Bass Clubs and Walleye Clubs are welcome, and our area is known for hosting some of the largest tournaments in Iowa and Wisconsin.

Fox Cabin on the Lake is a charming and cozy retreat nestled on the shores of a picturesque lake in Oxford, Wisconsin. As a real estate agency and travel agency, we specialize in providing unique and unforgettable vacation experiences for our clients. Whether you are looking to rent a lakeside cabin for a peaceful getaway or purchase your own slice of paradise, we are here to help make your dreams a reality. With stunning views, modern amenities, and a tranquil atmosphere, Fox Cabin on the Lake is the perfect destination for those seeking a relaxing escape in nature. Contact us today to start planning your next adventure.

Eagle View Cottages on Shawano Lake is a charming travel agency located at W4640 River Park Road in Saukville, Wisconsin. Offering cozy accommodations with stunning views of Shawano Lake, this institution is the perfect destination for those looking to escape the hustle and bustle of city life. With a variety of cottages to choose from, guests can enjoy a peaceful and relaxing stay surrounded by nature. Whether you're looking for a romantic getaway or a family vacation, Eagle View Cottages is the ideal place to unwind and recharge.

Manor on the Mile, LLC is a charming lodging establishment located at 6011 3 Mile Road in Wisconsin, United States. Nestled in a picturesque setting, this institution offers a cozy and comfortable stay for guests looking to relax and unwind. With its welcoming atmosphere and top-notch amenities, Manor on the Mile, LLC is the perfect destination for travelers seeking a peaceful retreat. Whether you are visiting for business or pleasure, you are sure to enjoy a memorable stay at this lovely establishment.

The Conger Collection - Grand View On The Lake is a luxurious private residence located at 830 U.S. 45 in Eagle River, Wisconsin. This stunning property is managed by a professional real estate and travel agency, offering top-notch services to ensure a comfortable and memorable stay for guests. The Grand View property boasts 4,900 square feet of space, with seven bedrooms and five bathrooms, making it the perfect retreat for families and groups of up to 22 guests. Situated on the shores of Catfish Lake, part of the Eagle River Chain of Lakes, guests can enjoy breathtaking views of the sunrise each morning and a wide range of outdoor activities right at their doorstep.

Christmas Mountain Vacation is a cozy lodging institution nestled in the heart of Wisconsin Dells, Wisconsin. Located at S944 Christmas Mountain Road, this charming retreat offers guests a peaceful and serene escape from the hustle and bustle of daily life. Surrounded by the beauty of nature, guests can relax and unwind in comfortable accommodations while enjoying breathtaking views of the surrounding landscape. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Christmas Mountain Vacation is the perfect destination for your next holiday. With a range of amenities and activities available on-site, including swimming pools, golf courses, and hiking trails, guests can experience the ultimate relaxation and rejuvenation during their stay. Book your stay at Christmas Mountain Vacation today and create memories that will last a lifetime.

The Landing on Lake Nebagamon - Brooks' Landing is a premier real estate and travel agency located at 7316 South Maranatha Road in the picturesque town of Lake Nebagamon, Wisconsin, United States. Specializing in lakefront properties and vacation rentals, our dedicated team of professionals is committed to helping clients find their dream home or perfect getaway destination. With a focus on personalized service and attention to detail, The Landing on Lake Nebagamon - Brooks' Landing is your go-to destination for all your real estate and travel needs.

Farmhouse Cottages on Lake Minocqua is a charming real estate and travel agency located at 514 East Chicago Avenue in Minocqua, Wisconsin. Nestled on the picturesque shores of Lake Minocqua, this institution offers a selection of cozy cottages that are perfect for a relaxing getaway. Each cottage is beautifully decorated in a farmhouse style, providing a warm and inviting atmosphere for guests to enjoy. Whether you're looking for a romantic retreat or a fun family vacation, Farmhouse Cottages on Lake Minocqua has something for everyone. With stunning views of the lake and convenient access to outdoor activities, this institution is the ideal destination for those seeking a peaceful and rejuvenating escape.

Lakeview Cabin on Plum Lake is a charming lodging option located on Poolside Lane in Sayner, Wisconsin. This cozy cabin offers stunning views of Plum Lake and provides a peaceful retreat for guests looking to escape the hustle and bustle of city life. Whether you're looking for a weekend getaway or a longer vacation, this cabin is the perfect spot to relax and unwind. As a real estate agency, we also offer the opportunity for guests to explore the possibility of owning their own piece of paradise on Plum Lake. Our experienced agents can help you find the perfect property to suit your needs, whether you're looking for a vacation home or a permanent residence.

Victoria On Main Bed and Breakfast is a charming lodging establishment located at 622 West Main Street in the picturesque town of Whitewater, Wisconsin, United States. This cozy bed and breakfast offers a warm and inviting atmosphere for guests looking for a relaxing and comfortable stay. The beautifully appointed rooms are designed with a mix of modern amenities and classic decor, providing a perfect blend of comfort and style. Guests can enjoy a delicious homemade breakfast each morning, prepared with fresh and locally sourced ingredients. The convenient location allows easy access to nearby attractions, shops, and restaurants, making it an ideal choice for travelers exploring the area. Experience the hospitality and personalized service at Victoria On Main Bed and Breakfast for a memorable stay in Whitewater.

Vacation Designers is a boutique travel agency located at 300 West Main Street in Waunakee, Wisconsin. Our team of experienced travel advisors are passionate about exploring the world and sharing our expertise with our clients. Whether you're looking for the perfect resort, land-based itinerary, or cruise, we are here to listen to your needs and advocate for you every step of the way. Unlike the impersonal experience of booking online or through a call center, Vacation Designers offers a personalized touch to help you craft your dream trip. Our Midwest roots give us a unique perspective on travel, but our love for exploration has taken us to destinations all over the globe. Let us be your hands-on resource in planning your next adventure.

Froelich's Sayner Lodge on Plum Lake in Vilas County is a charming lodging establishment located at 3221 Plum Lake Drive in Sayner, Wisconsin. Nestled in the beautiful natural surroundings of Vilas County, this lodge offers a peaceful retreat for guests looking to relax and unwind. The cozy accommodations and picturesque views of Plum Lake make it the perfect destination for a weekend getaway or a longer vacation. Whether you're looking to explore the outdoors or simply enjoy a quiet escape, Froelich's Sayner Lodge provides a comfortable and welcoming atmosphere for all visitors.

Vacations by Jodi is a premier travel agency located in Allouez, Wisconsin. Our team of experienced travel experts is dedicated to creating unforgettable vacation experiences for our clients. From tropical getaways to European adventures, we specialize in crafting personalized itineraries that cater to each individual's unique preferences and interests. Whether you're looking for a relaxing beach vacation or a thrilling city escape, Vacations by Jodi has you covered. Visit us at 709 East Allouez Avenue and let us help you plan your dream vacation today!

Tall Pines Retreat, Vacation Rental, located at 1436 Halberstadt Road in Saint Germain, Wisconsin, offers a variety of vacation homes for rent through Hiller Vacation Homes. Whether you're looking for a cozy 2 bedroom cabin or a spacious 5 bedroom executive home on a beautiful lake, we have the perfect property for your Northwoods getaway. In addition to accommodations, we also provide rentals for bass boats, kayaks, paddle boards, and pontoon boats. Hiller Vacation Homes is your one-stop shop for all your vacation needs in the St. Germain area. Whether you're a homeowner looking for property management services or a traveler seeking the perfect rental, our team of local experts is here to assist you. Visit our website to explore our vacation rentals and start planning your next trip to the Northwoods.

The Village on Water offers a unique lodging experience in the heart of Marinette, Wisconsin. Nestled along the picturesque shores of the Menominee River, our townhomes and cottages provide a peaceful retreat for guests looking to relax and unwind. Each accommodation is beautifully appointed with modern amenities and stunning views of the water. Whether you're seeking a romantic getaway or a family vacation, The Village on Water has something for everyone. Come and experience the tranquility of waterfront living at our charming village.

Madeline Island Vacations is a real estate and travel agency located at 864 Fort Road in La Pointe, Wisconsin, United States. Our dedicated team is committed to finding the perfect vacation rental that meets all of your needs and exceeds your expectations. Whether you are looking for a cozy cabin or a luxurious beachfront property, we have a wide selection of vacation rentals to choose from. Madeline Island is a unique destination that offers a peaceful and relaxing environment. Once you board the ferry in Bayfield, you will enter a world where time slows down and nature takes center stage. With no stoplights and a laid-back atmosphere, Madeline Island is the perfect place to unwind and leave your worries behind.

Coda Vacation Rentals is a real estate and travel agency located at 1385 Wisconsin 155 in Saint Germain, Wisconsin, United States. We specialize in providing cottage rentals on three of the most beautiful lakes in the St. Germain and Sayner area of Northern Wisconsin. These lakes are perfect for fishing and skiing enthusiasts. In addition to water activities, our area also offers great hiking and cross-country biking trails, as well as horseback riding opportunities. In the winter, guests can enjoy ice fishing, snowmobiling, and cross-country skiing on our extensive trails. Downhill skiing is also available nearby. Come stay with us and experience the beauty and adventure of Northern Wisconsin!