Guesthouse holiday rentals in Door County

Secluded Door County Getaway with a view

Fully finished, detached, living quarters located on the end of a secluded dead end road in Door County Wi. Perfect starting point for any Door county wi adventure or as a fisherman's base camp. Property within 2 miles of Lil Sturgeon Bay on Green bay. 5 beds. Kitchen includes Ninja air fryer, microwave , refrigerator, sink, coffee maker , pizza oven. WIFI, Youtube TV. Bathroom with shower. Fully Heated and air-conditioned. Room to turn and safely park your boat. Peak wildflower early aug

80-acre Rustic A-Frame

Escape to a fully renovated A-frame sanctuary on 80 private wooded acres with half a mile of Menominee River frontage. Rustic exposed beams, rich wood tones, and sleek updates. This guest house sits separately from the main home on the property, which will remain unoccupied if the A-frame is booked or the same party can book both properties—ensuring complete privacy and tranquility during your stay. Let the river’s gentle murmur and the forest’s quiet embrace lull you into peace—a hidden gem!

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.

Turtle Cottage on the Bay

Relax and enjoy this unique and tranquil getaway with gorgeous views of the Bay of Green Bay in Sturgeon Bay. Turtle Cottage is located 10 minutes away from downtown Sturgeon Bay with many options for events, dining, and shopping. Or, stay put to enjoy hiking, biking, kayaking, campfires, and the breathtaking water views and sunsets. Or, travel up further into Door County’s many popular towns. So much to experience…so little time…you will want to come back again and again!

Village Tree House, chill setting walkable to town

Brand new stylish upstairs studio apartment set among the trees with a beautiful wooded view yet centrally located. Enjoy the peaceful setting from the deck or hammock chairs. Walk into the waterfront village to coffee shops, beach, marina, restaurants, breweries, live music and more. Enjoy spinning some vinyl, pour over coffee, Turkish cotton towels and robes, puzzles, board games or anything else you dreamed of as a kid with the coolest treehouse hangout space around.

Lighthouse Lookout

Welcome to our spacious 1 bedroom guesthouse in the heart of downtown Baileys Harbor. With stunning views overlooking the sparkling waters of Lake Michigan, you'll be immersed in the charm of this vibrant community. Inside, you'll find a full kitchen, king size organic mattress, washer dryer, and pull-out loveseat, making it the perfect retreat for couples or small families. Come stay with us and experience the ultimate in comfort, convenience, and beautiful scenery!

Spacious 2BR guest house with full kitchen

This stylish place to stay is perfect for a small family or group. Features two bedrooms with king beds, full kitchen and is in walking distance to Otumba Beach and downtown Sturgeon Bay. Otumba Park has a sand beach, playground, tennis courts, and a covered pavillion. Potowatomi State Park is a short bike ride away and we are a block off the Ice Age National Scenic Trail as it travels through Sturgeon Bay to its terminus in Potowatomi State Park.

Bayfront Historic Cabin | Pool | Door County

Charming 1870s log cabin on the bay in Door County, located between Fish Creek and Egg Harbor. Grandfathered close to the water with sunset views, kayaks, paddleboards, and a trail to Peninsula Players Theatre. Shared access to pool and hot tub from 12–5:30 PM. Once home to Broadway stars and a film set for Green and Gold, it’s peaceful, private, and full of history. We live on-site and treat every guest like a friend.

Cozy 1 bedroom guesthouse with fireplace

Cozy one bedroom guest house within walking distance to downtown Sturgeon Bay and Otumba Park with sand beach, playground, tennis courts, and a covered pavillion. Potowatomi State Park is a short bike ride away and we are a block off the Ice Age National Scenic Trail as it travels through Sturgeon Bay to its terminus in Potowatomi State Park.