House holiday rentals in Sister Bay

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Top-rated house rentals in Sister Bay

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Top guest favourite
An upper-level bedroom is shown with large windows allowing natural light to fill the space. French doors open to a view of the water and outdoor area, with a wooden floor contributing to the room's inviting feel. A spacious bed and dresser are visible.
Home in Sturgeon Bay
4.99 out of 5 average rating, 208 reviews

Door County Honeymoon Barn Suite at Birmingham’s

Best sunsets in the county right out your bedroom! Built in 1976, recently renovated to our future retirement home. Facing Potawatomi State Park, 3 miles north of Sturgeon Bay. Sunsets facing Sherwood Point Light House from the beach, outside the front patio or from the European balcony master suite. For 2 adults. Antique pieces, original art work by local artist mixed with the latest in architecture & decor makes this an adult only rental. We kindly request no guests under the age of 18.

Guest favourite
The exterior of the cottage exhibits a modern architectural design with wooden siding and large windows. Stylish overhangs provide shelter at entrances, and a gravel pathway leads to the yard, which features landscaped areas and natural greenery in the background.
Home in Ellison Bay
4.85 out of 5 average rating, 376 reviews

Ellison Bay Eclectic Style Cottage

Located just minutes from downtown Ellison Bay, this eclectic cottage offers convenience to attractions and dining, while providing a private sanctuary-like experience! The home boasts two (2) master suites- each with private bath, as well as studio above garage (3 bedrooms total). The entire home is furnished with all of the items needed for a true Door County vacation: Firepit/place, bbq, outdoor shower, bocce court, bicycles, and stand up paddle boards! New hot tub! March 11th! 2022!!!!!

Top guest favourite
A charming cottage features a distinctive turret, with a textured gray exterior and decorative trim. Soft lighting from the porch illuminates the entrance, creating a welcoming appearance. Lush greenery surrounds the home, highlighting a manicured lawn and pathways leading to the entry.
Home in Sister Bay
4.98 out of 5 average rating, 107 reviews

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!

Superhost
A bright living area features wooden beams and a cozy seating arrangement. A plush sectional and two upholstered chairs are centered around a coffee table, while a large artwork and a wall clock add character to the space. Natural light fills the room through two windows.
Home in Baileys Harbor
4.85 out of 5 average rating, 128 reviews

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!

Guest favourite
A private outdoor space is depicted featuring a pergola over a circular stone fire pit area. Surrounding greenery provides a natural backdrop, while patio seating is arranged nearby, inviting relaxation in a serene environment.
Home in Sister Bay
4.9 out of 5 average rating, 115 reviews

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)

Top guest favourite
A spacious wooden deck overlooks the tranquil waters of Lake Michigan, featuring a round table surrounded by black metal chairs. Long benches line the edges, offering additional seating. Lush greenery can be seen along the shoreline, enhancing the serene atmosphere.
Home in Baileys Harbor
4.92 out of 5 average rating, 358 reviews

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

Guest favourite
A charming cottage features a two-story design with a covered porch. Lush green landscaping, including hydrangea bushes, surrounds the entrance. The exterior showcases a mix of light-colored siding and a dark shingled roof, set against a backdrop of trees.
Home in Sister Bay
4.9 out of 5 average rating, 102 reviews

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.

Guest favourite
A bright living space features modern furnishings arranged for comfort. Large glass doors provide a view of the lake and outdoor deck. Natural light fills the room, highlighting the soft area rug and contemporary chairs.
Home in Ellison Bay
4.99 out of 5 average rating, 107 reviews

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.

Superhost
The charming home, surrounded by lush greenery, features a wide front porch and well-maintained landscaping. A serene backyard with outdoor seating invites relaxation, complemented by the peaceful natural setting that enhances the sense of seclusion.
Home in Sister Bay
4.86 out of 5 average rating, 147 reviews

Secluded Home | Walk to Marina + GameRoom & HotTub

Scandia by Getaway and Stay Enjoy a family-friendly winter getaway in Sister Bay, just 5 minutes from the marina. The spacious backyard welcomes kids and dogs with a 5-seat hot tub, firepit, and grill for cozy evenings under the stars. Inside, two sunlit living rooms and open spaces make it easy to play, relax, and connect. Whether exploring Door County’s winter adventures or staying in, this retreat is perfect for creating lasting family memories.

Guest favourite
A cozy living area features a comfortable blue sofa with decorative pillows and a light-colored accent chair. A wooden coffee table sits in the center, while large windows offer views of the outdoors. A television is positioned on a console table, enhancing the inviting space.
Home in Sister Bay
4.9 out of 5 average rating, 115 reviews

Family Friendly Retreat in the Heart of Sister Bay

Our charming, Swedish-style chalet is located on the main drag, on the north side of Sister Bay. You and your group will love walking into town for a trip to the beach and park or a meal at any of Sister Bay's fine restaurants and coffee shops. Or just relax on our front deck and read a book, enjoy a beverage and watch the busy hustle and bustle of Door County. Our cottage is perfect for couples, families (with kids) and people traveling with pets.

Guest favourite
The inviting living area features a rustic stone fireplace and comfortable leather seating. A wooden staircase leads to the loft, while large windows allow natural light to fill the space, creating a cozy ambiance. Decorative plants and accents add a touch of nature.
Home in Sturgeon Bay
4.9 out of 5 average rating, 125 reviews

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.

Top guest favourite
A bright kitchen features a central island with a wood countertop and a gas stove. Shelves hold dishware, and modern appliances are visible. Natural light enters through the sliding door, which opens to a view of the yard, complemented by wood accents in the cabinetry.
Home in Baileys Harbor
4.97 out of 5 average rating, 264 reviews

Baileys Harbor Yellow Home with a View

Situated in the heart of down town Baileys Harbor, Wisconsin. You can sit in the kitchen and see Lake Michigan as you drink your morning coffee. No need to drive if you do not want to, you have restaurants, bars and shops all within walking distance. You have the whole house to yourself, but we own a coffee shop one building over, in case you need anything. The house is a late 1920's house, but newly upgraded, with a new kitchen and bathroom.

Popular amenities for house rentals in Sister Bay

When is the best time to visit Sister Bay?

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Avg. price£183£176£193£223£226£311£433£404£284£338£224£223
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Quick stats about house rentals in Sister Bay

  • Total holiday rentals

    Explore 40 holiday rentals in Sister Bay

  • Nightly prices starting at

    Sister Bay holiday rentals start at £117 per night before taxes and fees

  • Verified guest reviews

    Over 1,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Sister Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sister Bay rentals

  • 4.8 Average rating

    Sister Bay stays are highly rated by guests – averaging 4.8 out of 5!

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