Holiday houses in Sister Bay

Walk to Downtown! Wooded 4BR Sister Bay Home

You will love Hinter Haven Cottage-North. This home is a short walk from DT and is located on a wooded lot in a desired area of Sister Bay. The home has a king bed and 4 bedrooms, full kitchen with all the amenities. Private deck off the back of the house. 4 bedrooms and full laundry. Games, puzzles, warm family times around the hearth. Easy walk for sunsets and boating fun. You will love the "close to everything" location. Reserve your vacation now. Mosquito Squad services used here.

Kinsey Bay Getaway

Kinsey Bay Getaway — a charming 1970s cottage perched on a stone peninsula along the shores of Lake Michigan in Sister Bay, WI. This 3-bed, 4-bath rustic retreat features warm Scandinavian-inspired décor that feels right at home among Door County’s rich Nordic heritage. Bring your own kayak to launch from the private shoreline, bike scenic trails, or unwind beneath some of the Midwest’s most spectacular night skies. Perfect for families or friends looking to recharge and reconnect.

2 Bedroom 2 Bath- The Walkabout

New listing, same 5⭐️ experience! This conveniently located condo gives you a comfortable space to enjoy while you explore Sister Bay on foot or by car. Only a short walk from Restaurants and Shopping, The Walkabout offers an easy tour of Door County with little effort. The patio is great for semi-private outdoor enjoyment, and the full kitchen allows guests the option of cooking instead of dining out. Lots of art and comfortable bedding add to the unique charm and homey feel.

The Sister Bay Getaway: Water View & Downtown!

Updated 2 bedroom home - smoke & pet free. WiFi, Smart TV and A/C. Walking distance to downtown Sister Bay shops, restaurants, beach and more! This has been a favorite Door County location for many! We sincerely hope you enjoy our vacation home, Sister Bay, and everything Door County has to offer! Accept rental agreement (House Rules) prior to your stay. Airbnb bills and remits the WI State/County Taxes (5.5%); Door County Lodging tax (8%) & Sister Bay Resort tax (0.5%).

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 Eclectic Cottage

Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay Downtown + just minutes from the Beach! 3 Bedrooms: 1 king w/ on-suite bath, 1 queen w/ on-suite bath, twin trundle bed 3 full bathrooms: 1 on the main floor, 2 on-suite on 2nd floor Great cooks kitchen, fully stocked w/ open concept living space, w/ Sonos in kitchen! BBQ gas grille + awesome fire pit, expansive deck w/ dining space & lounge chairs

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

2 Bed A-Frame in Sister Bay, Fire Pit, Coffee Bar

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.

Lofted Pines Cottage

Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

3 Bed, 2 bath log cabin in Sister Bay w/ fire pit

Door County at its finest! Located minutes away from Sister Bay's main attractions. You can enjoy the privacy of the cabin a wooded lot with quick access to many activities in the surrounding area. 1 mile away from Northern Haus wedding venue 10 minutes drive from Peninsula State Park 20 minutes drive from Newport State Park 25 min from Whitefish Dunes State Park 20 min from ferry to Washington Island

Designer Retreat · Screened Porch · Sister Bay

The Porch House in Sister Bay, WI, is a luxurious 3-bedroom, 2.5-bath retreat on 2.5 secluded wooded acres, just 2 miles from downtown. With a screened-in porch, gourmet kitchen, spa-like bathrooms, and high-speed internet, it’s perfect for relaxing or entertaining. Walking distance to local favorites like the Ice Cream Factory, this design-forward home offers the ideal blend of nature and convenience.

Marina Views & Walkable Sister Bay Retreat

Stunning Marina Views & Walkable Sister Bay Retreat Discover one of the most sought-after Door County vacation rentals — a modern, 2nd-floor condo with sweeping marina and sunset views, elegant finishes, and an unbeatable downtown Sister Bay location just steps from restaurants, shops, and waterfront fun. This is the place to experience the best of a Door County vacation in style and comfort..