House holiday rentals in Sister Bay

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.

Private 3BR Gem on 2.5 Wooded Acres- Close to All

Hinter Haven Cottage A place of solitude, beauty, and peacefulness—Hinter Haven Cottage is your perfect Door County getaway. This charming 3-bedroom, 2-bathroom retreat is tucked at the end of a private drive, surrounded by a quiet woods. You’ll feel worlds away, yet be just minutes from Door County’s most beloved villages and attractions. Thoughtfully maintained and protected with Mosquito Squad services for your comfort. Relax, recharge, and make lasting memories. Book your stay today!

1900s renovated Farmhouse with spacious yard

Welcome to The Little White Farmhouse! This newly renovated 1900s farmhouse is conveniently nestled between the hustle and bustle of downtown Sister Bay and Ephraim’s picturesque sunsets. Many updates throughout, all while maintaining the character and history of the home. Take advantage of our one acre yard, deck with gas grill, and fire pit area for all of your outdoor entertaining and relaxing. We are centrally located - just minutes from anything that Door County has to offer!

Maple Cottage, Cute & Cozy, steps to downtown.

Very cute and cozy home to enjoy Door County from. Large, private back yard with pergola and plenty of patio seating including a fire pit area. Charcoal grill on site. Home is centrally located between Washington Island and Egg Harbor. It's within .4 mile walking distance to downtown Sister Bay. Great place to get away and relax and still have the fun of the restaurants and shops nearby. This is our home away from home and we hope it will be yours too. (Maple Cottage RT-364)

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Quiet Country Shed Surrounded by Nature’s Beauty

Enjoy The Shed. It has 1600 sq ft of living space with 3 bedrooms, 1 bathroom, a modern kitchen and a large family room. The Shed boasts a quiet setting with a pond, fire pit, a walking trail and lots of natural beauty. It is located just 2 miles from downtown Sturgeon Bay and Potawatomi State Park. It is the perfect place to relax after enjoying the sights and adventures that Door County has to offer. The Shed is a home in a shed, cozy, comfortable, casual and convenient.

Cozy Cottage in the woods

New Renovations Jan 25: Windows, New Wall Unit AC, Updated Bathroom. Welcome to Hydrangea Haven. A cozy (1200 square ft) cottage tucked away on a quiet peaceful road, but close to all the fun. Nestled 3 miles north of sister bay, between Sister Bay and Ellison Bay. Bike down the low traffic beach road to all that downtown Sister Bay has to offer. Cozy up with the indoor fireplace, Adirondack chairs around the outdoor fire pit. NOTE: we are a 10 min DRIVE to beach not walk.

♦♦Relaxing, Historic and Hip Havngård House♦♦

Havngård House is a charming and historic home located in downtown Baileys Harbor, which has fast become the center of all the action in Door County! Walk to the marina, beaches, shops & restaurants. Hike & explore the unique ecology of the beautiful Ridges Sanctuary across the street. Catch live music & great beer at the Door County Brewing Company! The ultimate base for festivals like the Door County Beer Festival, Peninsula Century Ride, Fourth of July and Autumn Fest!

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

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.

The Blue Cottage Cozy city cottage near downtown.

This vintage cottage style home is located next to a busy and popular coffee shop. Located 2 blocks from downtown where you will find shopping, restaurants and pubs. The waterfront is 4 blocks away where you can sit and watch incredible sunsets. The home offers plenty of room to relax in. WiFi is available. There’s a large stone patio in the backyard with grilling area and fire pit. Off street parking available. Boat launch and beaches are just a mile away.

Cozy Retreat | HotTub, FirePit, Arcade Fun & Dogs!

The Goat and Cherry by Getaway and Stay Make family memories at this 4BR, 2.5BA Sister Bay winter retreat! Vaulted ceilings and natural light create a cozy space for snow-filled days. Kids and adults will love the hot tub, fire pit, and covered porch for cocoa and stargazing. Just minutes from Door County winter trails and attractions, this home is perfect for family fun, relaxation, and a magical snowy getaway.