Holiday rentals with outdoor seating in Washington Island

Frontier Hideaway- Huge Game Room, Private 5 Acres

Come relax at our peaceful home nestled on 5 acres with no neighbors in sight. Space is clean and cozy, and offers guests' 4 bedrooms, 2 full bathrooms, and boasts an amazing 3 car detached garage converted into a Bar/Rec Room/Game Room with arcade games, ping pong, and activities for the whole family to enjoy. We are smoke free, with Wi-Fi, TVs, Firepit, Heat, A/C provided. Children of all ages welcome! Pets welcome for an additional fee. 9 min to Sister Bay, 15 min to Washington Island Ferry.

Pet-Friendly, Cozy Cottage in Northern Door County

- Pet-friendly, 2 bedroom home with A/C in Northern Door County - Indoor fireplace & outdoor bonfire pit (wood provided) - Screened porch to enjoy nature - 5 minutes from famous Curvy Road, Washington Island Ferry, Newport State Park & Europe Bay Beach - Short drive to neighboring villages - Sister Bay, Ellison Bay, Baileys Harbor, etc - Walk or bike (provided) to Hedgehog Harbor - Includes all amenities to make you feel at home - Need more space? Check out our neighboring cottages next door.

Gull Cottage Waterfront Home on Washington Island

Find a little piece of heaven at Gull Cottage on Washington Island! Our charming cottage has been passed down through generations and is the perfect island get-away! Centered on Figenschau Bay, we are just minutes from restaurants, island landmarks and boat launches. This property has the comforts of home and the amenities of a boutique hotel! Newly renovated/interior painting/remodeled bath/new mattresses/bed linens/draperies. Fully equipped kitchen. Outdoor seating area w/deck and fire pit.

Take Me Back Log Cabin

Are you ready to spend quality time in nature in an eclectic cabin? Our gorgeous 2 bedroom (+ loft) log cabin sleeps 6! Relax by a wood burning fireplace, while our loft library of books/games & a nostalgic DVD collection are all waiting for you. Nestled in the woods, where the sky is pitch dark and all of the stars appear, come relax and unwind at our true majestic beauty. Our newly renovated log cabin offers all the modern luxuries you desire while maintaining the vintage charm we all love.

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.

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.

Sister Bay A-Frame, Fire Pit, Coffee Bar, Sleeps 4

Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

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!

Lake Michigan Cabin · Sauna · Sturgeon Bay

Welcome to Snug Life, a cozy 3 bedroom, 1.5 bathroom cabin on the peaceful shores of Lake Michigan in Sturgeon Bay. Recently renovated, this cabin offers a unique and comfortable interior design perfect for a serene and restful getaway. Wake up to the sound of the waves and spend your days exploring the lake, hiking, and taking in the natural beauty of the area.

Waterfront Cottage · Fireplace · Kayaks + Dock

Welcome to Sawyer Harbor Retreat — a peaceful waterfront cottage on Sawyer Harbor. Enjoy kayaking, sunsets, and quiet lake mornings just minutes from Sturgeon Bay, Idlewild Golf Course, and Potawatomi State Park. With 3 bedrooms, 2 baths, and room for up to 10 guests, it’s ideal for families, couples, and friend groups seeking a relaxed Door County escape.