Family-friendly holiday rentals in Green Bay

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Serene, cozy cottage in the woods

Welcome to your safe Haven in the woods! Located conveniently in Sturgeon Bay one block from the lake, this cozy cottage will not disappoint! Sipping coffee on the inviting front porch, getting comfy around the grand fireplace or creating a delicious dinner in the modern kitchen will have you feeling right at home! Haven offers plenty of space for families to get together and create lasting memories. Even a bunk room above the garage gives the kids their own hang out space. Close to all the fun!

Wood Haven's Lakefront cabin with stunning views

Enjoy this cabin overlooking Lake MI's shoreline. Connect with nature surrounded by Hiawatha Forest & amazing wildlife. The open floor plan & artistic design creates a cozy atmosphere. Sleeps 4 on loft bedroom & 1 on couch downstairs. Fully equipped kitchen & in-floor heat. Includes washer & dryer. The welcoming home-away-from-home atmosphere of this peaceful place will inspire you to return year after year. This cabin is part of Wood Haven Estate. ***Limited lake access due to low water levels.

Cave Point Retreat

Kick back and relax in this calm, stylish space. Located 1.5 miles from the famous Cave Point attraction in White Fish Dunes State Park, our cottage has everything you need for a fun, relaxing, and peaceful stay. Located 15-20 minutes from every major town in the County: Baileys Harbor, Egg Harbor, Sturgeon Bay, Fish Creek, and Sister Bay. Our space is brand new construction in 2024 finished with stained concrete floors, electric fireplace, upscale finishes, large back patio, & shared sauna.

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

sauna and hot tub on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

We Call It "The Farmhouse"

Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Golden Elvis Apt., short stroll from Schoolhouse ☀️

Unwind and enjoy your time on Washington Island while staying at our lovely apartment, just a stones throw away from Schoolhouse Beach and only two miles from town. Our newly built apartment has two bedrooms, a living area, a dining area, and a kitchenette. Walk out to a balcony that overlooks a private yard surrounded by woods, grill a steak on the Weber grill, walk to the beach for an evening swim, and come back and cook marshmallows around a cozy campfire.

Stay in a piece of History! 1941 WWII Douglas DC-3

1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!

Walden too

Forest Sanctuary with access to Lake Michigan. This beautiful & cozy A-frame on Glidden Drive is a perfect retreat/vacation spot in Door County. A five minute walk to Donny's Glidden supper club and sandy beach access. Large indoor fireplace. Three bedrooms and a loft for dedicated work space. The property backs onto 1000 acre nature preserve with miles of trails to explore. We designed the space with all natural materials, and high-end amenities.

Natureside A-Frame Cabin: Cozy.Sauna.Hot Tub

HOT TUB & SAUNA! Get away from it all when you stay under the stars at Natureside! This A-Frame cabin is nestled on 40 acres of wooded terrain. The area will give you seclusion and the A-Frame will give you luxury. Completely renovated to suite your needs and then some! Enjoy a hot tub and sauna view of nature or a warm fireplace! You will love this luxury getaway!