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Indigo Waters - Steps to the sand! 2BR | Sleeps 7!

Indigo Waters by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Step into this vibrant, updated condo where bold colors and unique touches make for an unforgettable stay. Featuring a custom mural of Sheboygan's South Pier, cozy luxury beds, a modern dining area, and a fully-equipped kitchen—ideal for cooking or hosting. Just steps from Lake Michigan’s beach, it’s the perfect place to relax, explore, and enjoy the best of the Midwest.

Country Estate Home with Stocked Pond

Forget your worries in this spacious and serene space. This beautiful home features two large master suites, a large upper deck overlooking a private pond with it's own bridge, and a flowing dining room/kitchen/living space that provides an excellent space for gathering. The fully finished walk-out basement features a third bedroom with 3 built in twin beds, living room, bathroom, and game room. This home is also located directly across from a quiet bar for easy evening enjoyment.

Spacious Family Villa w/ Decks in Chilton!

Pets Welcome w/ Fee | 3 Kitchens | 'Through The Woods Vacation Rental' | 1 Mi to Lake Winnebago Gather loved ones and experience an unforgettable retreat at this villa in Chilton, WI! Boasting 4 bedrooms, a sleeping nook, 4.5 bathrooms, and 5,328 square feet, this impressive property offers plenty of space for your entire crew! After taking the kids to the petting farm, exploring apple orchards, or dining at a supper club, top off the evening with stargazing around the fire pit.

Lovely Lake Lookout - Cozy Condo Steps from Lake

Lovely Lake Lookout by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Unwind at this cozy 2BR/2BA condo just moments from Lake Michigan. Enjoy evenings by the gas fireplace, dine al fresco on the private patio, and explore nearby shops and restaurants. Fully stocked kitchen, comfy spaces, and local tips for watersport adventures. Managed with care by a local team—no waterpark access, but so much more to love.

The Cottage - Beachfront Condo on Lake Michigan

The Cottage by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Escape to this newly renovated beachfront condo nestled along the serene shores of Lake Michigan. Indulge in modern comforts, soak in breathtaking views, and savor the ease of direct beach entry. Your lakeside sanctuary awaits. Experience the warmth and charm of Sheboygan's South Pier with unparalleled lake access—a premier destination!

Luxury two bedroom lower level private space

The professionally decorated two bedroom suite has everything you need, 2 queen beds, a private bathroom, a family room w dining table, microwave, mini fridge and coffee maker. Located 16 miles from EAA. Sleeps up to 4 people. Exclusive neighborhood with beautiful rustic backyard, private off street free parking. Close to Oshkosh, the Fox Cities and Green Bay. A beautiful view of the landscaped yard, the woods beyond and peacefulness awaits you!

Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi

Perfect Paradise by Great Lakes Getaways! Unwind in this spacious 4-bedroom, 3-bath beachfront condo—perfect for families or groups. Enjoy a luxurious master suite with a 2-person jacuzzi tub, cozy gas fireplace, and private balcony overlooking the courtyard and Lake Michigan. With 7 beds, a fully stocked kitchen, in-unit washer/dryer, and stylish living spaces, comfort and convenience come standard. Your relaxing lakeside getaway starts here.

Whistling Straights, EAA, NFL Draft, Road America

Incredible Lake Views from our wrap around deck and large lower patio! Private 1.5 acre Villa. 3 Fire Pits. 2 Indoor Fireplaces. Perfect location for Golf Weekends, Packer Games, NFL Draft, EAA, Racing Weekends and Friend Gatherings! Gourmet kitchen. Wood Fire Pizza oven. Just 5 Minutes off the Interstate! Witness incredible sun/moon rises over the lake, bird watching, wildlife, yard games and sea glass hunting at Hika Bay beach!

Breezy Beach | Villa 75 Steps from Lake Michigan

𝐁𝐫𝐞𝐞𝐳𝐲 𝐁𝐞𝐚𝐜𝐡 by 𝐆𝐫𝐞𝐚𝐭 𝐋𝐚𝐤𝐞𝐬 𝐆𝐞𝐭𝐚𝐰𝐚𝐲𝐬! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Just 75 steps from Lake Michigan, this charming villa is ideal for your next getaway. Enjoy fishing, boating, hiking, golf, and nearby restaurants, bars, and mini golf. Family fun awaits at the resort’s arcade, while Kohler Resort and Road America are only a short drive away.

Cardinal Room, luxury room in beautiful villa

A beautiful blend of antique and modern furnishings will find you sleeping comfortably in a queen size antique bed, with a beautiful view of the landscaped backyard and the woods beyond. Peacefulness awaits you!

Bluebird Room, luxury room in beautiful villa

This large and well appointed room with contemporary flair has a queen size bed and a beautiful view of the landscaped backyard and the woods beyond. Peacefulness awaits you!

Appleton - Fox Cities - 4 Bedroom Luxury Villa

Relax with the whole family at this peaceful 4 bedrooms, 4 beds... Such a beautiful place to stay. Sleep 8+2 up to 10. Appleton - Fox Cities.