Guesthouse vacation rentals in Door County

Three Sisters Meadow "Sweet" Retreat

Our two story guest dwelling is attached to the west end of the main house. We built it as a quaint guest haven to relax in*perfect for longer stays too* with an open floor plan room (21x21 ), fully equipped kitchen, dining area and living room. A southwest facing wrap around deck offers some shade and also a comfortable place to soak up the sun, watch a sunset. Adirondack chairs, picnic tables and a fire pit in the meadow. Hang your beach towels on the clothesline and make yourself at home .

Location · Family · TV

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

Family · Value · Air conditioning

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!

Location · Hospitality · Decor

Charming 2 bedroom home, great location!

Welcome to this charming and newly constructed 2-bedroom home, ideally situated just moments away from the heart of downtown Fish Creek. This modern upper residence has an open-concept living space that integrates the living room, dining area, and kitchen. Step outside on the balcony, a tranquil oasis. The perfect spot for morning coffee. With its prime location close to downtown, you'll have easy access to a plethora of dining, shopping, and entertainment options. *Garage not for renters.

Value · Family · Biking

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.

Location · Value · Outdoor spaces

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!

Family · Value · Getting 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!

Location · Family · Beach

Village Tree House, walk to town & waterfront

Stylish upstairs studio apartment tucked among the trees with peaceful wooded views—yet right in the heart of Egg Harbor. Relax on the deck or hammock chairs, then walk to the beach, marina, coffee shops, restaurants, breweries, and live music. Enjoy vinyl records, pour-over coffee, Turkish cotton towels and robes, puzzles, and board games in a cozy, nostalgic treehouse-style retreat designed for laid-back Door County stays.

Value · Family · Beach

Spacious 2BR guest house with full kitchen

Discover your perfect Sturgeon Bay getaway in this stylish and modern guest house, ideal for a small family or group seeking comfort and convenience. Step inside to a bright and welcoming space featuring contemporary fixtures and warm, wood-look flooring. The heart of the home is the updated, fully equipped kitchen, complete with stainless steel appliances and a unique skylight that fills the room with natural light.

Family · Value · Nearby

Spacious 3BR guesthouse w/ full kitchen, fireplace

Discover your perfect Sturgeon Bay getaway in this stylish and modern guest house, ideal for a small family or group seeking comfort and convenience. Step inside to a bright and welcoming space featuring contemporary fixtures and warm, wood-look flooring. The heart of the home is the updated, fully equipped kitchen, complete with stainless steel appliances and a unique skylight that fills the room with natural light.

Family · Amenities · Access

Cozy 1 bedroom guesthouse with fireplace

Welcome to this cozy one-bedroom guesthouse, the perfect home base for your Sturgeon Bay adventure! Unwind in the inviting living area next to the warmth of the large fireplace. The modern, fully-equipped kitchen features stainless steel appliances, ready for you to prepare anything from a quick breakfast to a full dinner.

Location · Family · Backyard

Jack's Little House

Keep it simple at this peaceful and centrally-located place. Located on a dead end road, short drive to Sister Bay, Ephraim and Bailey's Harbor. Free standing guest house on shared property with host and family. Please note this cottage is not a new build and is located in a country setting.

Location · Family · Indoor spaces