TOP 30 Upscale vacation in Wisconsin

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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.

Holiday Inn Club Vacations at Lake Geneva Resort offers a luxurious and relaxing getaway in the heart of Wisconsin. Situated at 7036 Grand Geneva Way, Lake Geneva, this resort provides top-notch lodging accommodations for guests looking to escape the hustle and bustle of city life. With stunning views of Lake Geneva, guests can enjoy a peaceful retreat surrounded by nature. The resort features spacious rooms, upscale amenities, and a variety of recreational activities for all ages. Whether you're looking to unwind by the pool, explore the local attractions, or simply relax in the comfort of your room, Holiday Inn Club Vacations at Lake Geneva Resort is the perfect destination for your next vacation.

Elite Lake Vacation Rentals is a family-owned and locally operated real estate and travel agency located at 672 West Main Street in Lake Geneva, Wisconsin. We specialize in providing newly renovated and modern vacation rentals in Southeast Wisconsin, offering a variety of choices from lakefront houses to secluded wooded homes. Our goal is to help our guests create lifelong vacation memories in beautiful surroundings. Whether you are looking for a downtown city retreat or a peaceful retreat in nature, we have the perfect vacation rental for you. Our friendly and knowledgeable reservation agents are available to assist you in finding the ideal home that fits your needs. With our No Worry guest experience, we strive to make your stay as stress-free and enjoyable as possible.

The Loft is a luxurious lodging institution located at 109 South Main Street in Viroqua, Wisconsin, United States. This modern apartment features a king size bedroom with a covered balcony, a full kitchen and bathroom, dining area, and spacious living area with a queen sofa sleeper. The living area is filled with natural light and showcases a 16-foot custom planked ceiling revealing original beams, brick, and a round window overlooking Main Street in the historic downtown area. Guests have praised The Loft for its cleanliness, well-stocked amenities, and convenient location for events in Viroqua. The owners, Nichol and Shaynn, are responsive, friendly, and accommodating, ensuring a relaxed and enjoyable stay. The Loft is within walking distance to shops, restaurants, and trails, making it a perfect choice for those looking to explore the area.

The Suites is a luxurious accommodation located at 1717 Holiday Drive in Janesville, Wisconsin, United States. Our institution offers spacious and elegantly designed suites that provide a comfortable and relaxing stay for our guests. With top-notch amenities and exceptional service, The Suites is the perfect choice for travelers looking for a premium lodging experience. Whether you are visiting for business or pleasure, our convenient location and upscale facilities make us the ideal choice for your stay in Janesville. Book your stay at The Suites and experience the ultimate in comfort and hospitality.

The Mark is a charming store located in the heart of Janesville, Wisconsin, on West Milwaukee Street. This unique institution offers a wide variety of products, from home decor and gifts to clothing and accessories. The Mark prides itself on providing customers with a curated selection of high-quality items that are both stylish and affordable. Whether you're looking for a special gift or just want to treat yourself to something new, The Mark is the perfect place to shop. Visit us at 27 West Milwaukee Street and discover why we're a favorite destination for shoppers in Janesville.

Prima Apartments is a luxurious residential complex located at 5121 East Cheryl Parkway in Fitchburg, Wisconsin, United States. With a prime location in a vibrant community, Prima Apartments offers modern and spacious living spaces designed with comfort and style in mind. Residents can enjoy a range of amenities, including a fitness center, swimming pool, and outdoor grilling area. The complex is conveniently located near shopping, dining, and entertainment options, making it the perfect place to call home. Experience upscale living at Prima Apartments.

Lake Placid Inn is a charming restaurant located at 1520 County Road F in the picturesque town of Minocqua, Wisconsin. Offering a cozy and inviting atmosphere, this institution serves up delicious food in a relaxed setting. Whether you're looking for a hearty breakfast to start your day, a satisfying lunch, or a tasty dinner, Lake Placid Inn has something for everyone. With friendly staff and a menu full of tasty options, this restaurant is a must-visit for locals and visitors alike.

Manor on Main is a charming restaurant located at 722 Main Street in Wausaukee, Wisconsin. This cozy establishment offers a warm and inviting atmosphere, perfect for enjoying a delicious meal with friends and family. With a menu featuring a variety of mouth-watering dishes made with fresh, locally sourced ingredients, Manor on Main is sure to satisfy even the most discerning palate. Whether you're in the mood for a hearty burger, a refreshing salad, or a decadent dessert, this restaurant has something for everyone. Come visit Manor on Main and experience the perfect blend of comfort, quality, and flavor in every bite.

Heritage Lake Condominiums is a charming lodging option located at 4286 Harbor School Road in Egg Harbor, Wisconsin, United States. This cozy retreat offers a unique blend of comfort and convenience for guests looking to unwind and relax. The condominiums are situated in a picturesque setting, surrounded by the beauty of nature and the tranquility of Heritage Lake. Whether you're looking for a weekend getaway or an extended stay, Heritage Lake Condominiums provides a peaceful and inviting atmosphere for all guests. With its close proximity to various attractions and activities in Egg Harbor, this RV park is the perfect choice for those seeking a memorable and enjoyable vacation experience.

The Inn at Cedar Crossing, located at 112 North 3rd Avenue in Sturgeon Bay, Wisconsin, is a charming boutique hotel with a stylish restaurant and bar. Housed in a historic building dating back to 1884, the inn offers a contemporary yet classic atmosphere for guests to enjoy. Whether you're a local looking for a cozy spot to unwind or a traveler seeking a comfortable place to stay, the Inn at Cedar Crossing is the perfect choice. Relax in the intimate restaurant and bar, where you can savor delicious meals and refreshing drinks. Experience the charm and hospitality of downtown Sturgeon Bay at the Inn at Cedar Crossing.

Red Crown Lodge, located at 3852 U.S. 51 in Woodruff, Wisconsin, offers exclusive, tailored experiences for corporations looking for a unique retreat. Situated on the shores of Trout Lake in the heart of Wisconsin’s Northwoods, the lodge prides itself on providing personalized hospitality for one group at a time. With a focus on individualized group retreats, Red Crown Lodge ensures a highly-customized experience for each guest. The staff of hospitality professionals, with over 100 years of combined experience, is dedicated to maximizing the group’s time on the property. From meals and meeting setups to activities, every detail is carefully planned to create a unique and memorable retreat.

Gateway Lodge and Resort is a premier lodging destination located at 4695 N Popko Circle W in Mercer, Wisconsin, United States. Our institution offers some of the best dining in the northwoods, with a menu featuring delicious fish frys, burgers, juicy steaks, lobster, and more. The full bar and restaurant are open year-round for your dining pleasure. In addition to our dining options, Gateway Lodge also offers cabins and private home rentals that are sure to make your stay in the Northwoods memorable any time of year. We have brand new units available that provide comfortable accommodations and amenities for our guests. For those seeking a more secluded retreat, we offer private home rentals located right on the flowage for easy water access. Boat, Canoe, and Kayak rentals are available, and we are conveniently located right on the snowmobile trail for winter fun.

Located at 10040 North Water Street in Ephraim, Wisconsin, the Edgewater Resort is the perfect destination for both exploration and relaxation. Nestled in the heart of Door County, overlooking scenic Eagle Harbor, our resort offers charming and spacious accommodations with plenty of perks to keep you comfortable all year-round. Whether you're looking to escape your everyday routine or embark on a Door County adventure, our resort has something for everyone. Just a short walk or drive away from historic buildings, art galleries, restaurants, coffee shops, craft beer and wine bars, tasting rooms, orchards, marinas, and parks, you'll never run out of things to do.

The Coachlite Inn is a charming lodging establishment located at 2544 South Bay Shore Drive in Sister Bay, Wisconsin. This cozy inn offers a comfortable and inviting atmosphere for guests to relax and unwind during their stay in the beautiful Door County region. With a convenient location near the bay and a variety of amenities, including spacious rooms, complimentary breakfast, and friendly staff, The Coachlite Inn is the perfect choice for a peaceful retreat in the heart of Wisconsin. Whether you are visiting for a romantic getaway or a family vacation, you are sure to enjoy your stay at this lovely inn.

The Liberty Lodge at Sister Bay is a charming lodging establishment located at 11034 Wisconsin 42, in the picturesque town of Sister Bay, Wisconsin. This cozy retreat offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to unwind and relax in the heart of Door County. With its convenient location near local attractions, shops, and restaurants, The Liberty Lodge is the perfect home base for exploring all that this beautiful area has to offer. Whether you're seeking a romantic getaway, a family vacation, or a weekend escape with friends, The Liberty Lodge at Sister Bay is the ideal destination for your next trip.

Located at W770 Wind Song Lane in Park Falls, Wisconsin, the Moose Jaw Lodge & Resort offers a serene escape into the beauty of the Chequamegon National Forest. With one to four bedroom cabins and a campground for RV and tent campers, guests can enjoy the rustic charm of the Northwoods. The main lodge, built in 1887, houses the Woods Edge restaurant and bar, where guests can indulge in delicious meals and drinks. The resort offers a variety of cabin options, each with unique amenities and close proximity to the beach, playground, docks, and other attractions. With affordable rates and a welcoming atmosphere, Moose Jaw Lodge & Resort is the perfect destination for a peaceful getaway in Wisconsin.

The Inn at Lindwood is a welcoming lodging located at 8377 Schroeder Road in Minocqua, Wisconsin, United States. With a cancellation rate of 0%, you can rest assured that your reservation will be secure. Situated on the beautiful Lindwood Estate, the inn offers spacious and modern accommodations set on 16 acres of tranquil timberland in Oneida County. Whether you enjoy fishing, boating, biking, snowmobiling, cross country skiing, or exploring art and history, the Minocqua area has something special for everyone to create lasting memories. The inn features 1 large master bedroom with a living area and 1 master suite, with one room offering a kitchen for added convenience.

Pap-Qua Estates is a charming lodging institution located in Boulder Junction, Wisconsin, United States. Nestled in the heart of nature, this peaceful retreat offers cozy accommodations and a serene atmosphere for guests looking to relax and unwind. With comfortable rooms, beautiful surroundings, and friendly staff, Pap-Qua Estates is the perfect destination for a tranquil getaway in the Northwoods. Whether you're seeking a romantic escape or a family vacation, this hidden gem is sure to provide a memorable experience for all who visit.

The Trade, Autograph Collection is a luxurious lodging institution located at 420 West Juneau Avenue in Milwaukee, Wisconsin, United States. This upscale hotel offers a unique and stylish experience for guests looking for a blend of modern amenities and historic charm. With beautifully designed rooms, top-notch dining options, and exceptional service, The Trade is the perfect destination for travelers seeking a memorable stay in the heart of Milwaukee. Whether visiting for business or pleasure, guests can expect a truly unforgettable experience at this one-of-a-kind Autograph Collection hotel.

Hilltop Resort Supper Club is a charming lodging establishment located at 10120 Parkway Road in Crivitz, Wisconsin, United States. Situated atop a hill, guests can enjoy breathtaking views of the surrounding area while indulging in delicious meals at the on-site supper club. The resort offers comfortable accommodations, friendly service, and a relaxing atmosphere, making it the perfect destination for a weekend getaway or a longer vacation. Whether you're looking to unwind in nature or explore the nearby attractions, Hilltop Resort Supper Club is the ideal choice for your next stay in Wisconsin.

The Ashbrooke Hotel is a charming lodging establishment located at 7942 Egg Harbor Road in Egg Harbor, Wisconsin, United States. This boutique hotel offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The Ashbrooke Hotel features comfortable rooms, a cozy fireplace lounge, and a beautiful outdoor patio for guests to enjoy. Whether you're visiting for a romantic getaway or a weekend retreat, the Ashbrooke Hotel is the perfect destination for a memorable stay in Door County.

Island Estates Apartments is a luxurious residential complex located at 9748 Island Estates Place in the picturesque town of Minocqua, Wisconsin. Surrounded by the natural beauty of the area, these apartments offer residents a tranquil and serene living environment. The modern design and upscale amenities make Island Estates Apartments a sought-after place to call home. With easy access to outdoor recreational activities, shopping, dining, and entertainment options, residents can enjoy a convenient and comfortable lifestyle. Experience the best of Northwoods living at Island Estates Apartments.

The Conger Collection - Copperwood Condominiums, located at 4518 Copperwood Circle in Eagle River, Wisconsin, is a real estate agency specializing in vacation rentals. Whether you're a first-time visitor or a regular to Eagle River, they have accommodations to suit every guest. With 57 pet-friendly homes and 147 rentals with internet access, they offer convenience and comfort for all visitors. Eagle River is known for its quintessential Northwoods experience, with cool summers and frosty winters making it a year-round destination. The town sits on a chain of 28 lakes, offering plenty of outdoor activities such as snowmobiling, skiing, ice fishing, and hiking. The area is also famous for its fall foliage and local cranberries.

The Conger Collection - Whispering Pines Lodge is a luxurious retreat located at 3680 Hemlock Lane in Eagle River, Wisconsin. This 9,400-square-foot property offers a perfect combination of luxury, privacy, and convenience. The lodge is situated on the world's largest chain of lakes and provides a peaceful escape surrounded by birch, spruce, and other trees. Upon arrival, guests will be greeted by the scent of pine as they enter through a private drive-through portico. The property offers stunning views of Voyageur Lake, creating a Northwoods experience that is truly enchanting. The lodge is ideally located for outdoor activities such as ATV and snowmobiling, as well as leisurely strolls through the National Forest and downtown Eagle River.

Wolf's Den is a premier real estate and travel agency located at 1418 Halberstadt Road in the picturesque town of Saint Germain, Wisconsin. Our team of experienced professionals is dedicated to helping clients find their dream home or plan the perfect getaway. Whether you're looking to buy or sell property in the area or seeking expert travel advice, Wolf's Den is here to assist you every step of the way. Visit us today and let us help you make your real estate and travel dreams a reality.

The Conger Collection - Cranberry Lake Chalet is a real estate and travel agency located at 1405 East Cranberry Lake Road in Eagle River, Wisconsin, United States. Offering vacation rentals for guests looking to experience the quintessential Northwoods experience, this institution has a variety of homes to choose from. With 57 pet-friendly options and 147 rentals with internet access, guests can stay connected and bring their furry friends along for the adventure. The professional housekeeping team ensures that each home is thoroughly cleaned and stocked with amenities for a comfortable stay. Eagle River, known as the Snowmobiling Capital of the World, offers a range of winter sports activities for visitors to enjoy. In the summer, guests can explore hiking trails and in the fall, witness the brilliant foliage of the area. With its location on a chain of 28 lakes, Eagle River is a paradise for outdoor enthusiasts. Book a cabin rental with The Conger Collection and experience the magic of this charming town in the Northwoods.

The Doris Kohler Villa is a charming senior living community located at 300 Fairway Drive in Phillips, Wisconsin, United States. Our facility offers a warm and inviting atmosphere for seniors looking for a comfortable and supportive place to call home. With a range of amenities and services, including personalized care plans, delicious meals, and engaging activities, residents can enjoy a fulfilling and enriching lifestyle. Our dedicated staff is committed to providing top-notch care and support to ensure the well-being and happiness of all our residents. Come visit the Doris Kohler Villa and see why we are a trusted choice for senior living in Phillips.

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.

The Conger Collection - Otter Cove is a real estate and travel agency located at 8219 Highway X in Three Lakes, Wisconsin, United States. Whether you're a first-time visitor or a regular to Eagle River, they offer vacation rentals to suit every guest. With 57 pet-friendly homes and 147 rentals with internet access, they strive to make your stay comfortable and convenient. The professional housekeeping team ensures each home is clean and well-stocked for your arrival. Eagle River is known for its beautiful lakes, making it a popular destination for all seasons. From snowmobiling in the winter to hiking in the summer, there's no shortage of outdoor activities to enjoy. Book a cabin with The Conger Collection - Otter Cove and experience the small-town charm and natural beauty of the Northwoods. Whether you're a fishing enthusiast or simply looking to relax in nature, Eagle River has something magical to offer.