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.

Top guest favourite
A modern cottage exterior is shown, featuring dark blue siding and white trim. A welcoming entrance is highlighted by a wooden awning supported by brackets. Two flower pots hang from the awning, and a small garden borders the stone path leading to the front door.
Home in Sturgeon Bay
4.96 out of 5 average rating, 110 reviews

Cave Point Retreat

Kick back and relax in this calm, stylish space. Located 1.5 miles from the famous Cave Point attraction in White Fish Dunes State Park, our cottage has everything you need for a fun, relaxing, and peaceful stay. Located 15-20 minutes from every major town in the County: Baileys Harbor, Egg Harbor, Sturgeon Bay, Fish Creek, and Sister Bay. Our space is brand new construction in 2024 finished with stained concrete floors, electric fireplace, upscale finishes, large back patio, & shared sauna.

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, 105 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!

Guest favourite
A modern kitchen is presented with green cabinets juxtaposed against warm wood countertops. An island with three wooden stools provides a casual dining option. Natural light fills the space, highlighting a farmhouse sink and stainless steel appliances, while a clock adorns the wall in the background.
Home in Marinette
4.99 out of 5 average rating, 146 reviews

We Call It "The Farmhouse"

Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

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

Winter Wonderland • Hot Tub, Games, Near Marina

Scandia by Getaway and Stay Fall in love with Sister Bay this winter at a peaceful retreat just 5 minutes from the marina. The spacious backyard is perfect for families and dogs, featuring a brand-new 5-seater hot tub, cozy firepit, and grill for chilly starry nights. Inside, two warm and sunlit living rooms offer plenty of space to unwind after a day of exploring. Whether you’re chasing snowy adventures or relaxing indoors, this home is your perfect Door County winter getaway.

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
The exterior of the Shed is presented, featuring a two-story structure with large windows. A stone foundation complements the grey siding. Outdoor seating and a table are positioned on a patio area, surrounded by green grass and landscaping with blooming yellow flowers and trees.
Home in Sturgeon Bay
5 out of 5 average rating, 326 reviews

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.

Top guest favourite
The entrance is framed with natural wood siding and features a double glass door adorned with a festive wreath. Two wooden benches are placed on either side of a gravel pathway, complemented by greenery and decorative lighting fixtures.
Home in Baileys Harbor
4.99 out of 5 average rating, 174 reviews

Winding Down - A Retreat on the "Quiet Side"

Enjoy the fall & winter season! We still have availability for the up coming Christkindlmarket in Sister Bay & Fish Creek Winterfest in January. Get ready to relax and recharge with family & friends. Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the Nature Preserve & the shores of North Bay. Located in a beautiful cedar forest that provides a needed respite. Plenty of privacy but also a short drive to Ephraim & Sister Bay.

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.

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
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, 262 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.

Guest favourite
An open-concept living space is highlighted by a high ceiling with wooden beams. Large windows frame views of the outdoors, and a spacious sectional sofa is arranged around a coffee table atop a patterned rug. Light wood flooring complements the overall design.
Home in Baileys Harbor
4.93 out of 5 average rating, 277 reviews

Waterfront on Peaceful Moonlight Bay

Located on the shore of Moonlight Bay Lake Michigan overlooking Toft and Bues Points. Private waterfront access with beach and dock. Kayaking, canoeing, SUPs, biking, swimming, and fishing (all included). Located on a bike route near Bues Point public boat ramp, Cana Island Light House, The Ridges Sanctuary, and Baileys Harbor. Conveniently located yet private a short trip to Fish Creek/Egg Harbor (15 min), Ephraim/Sister Bay (10 min).

Popular amenities for house rentals in Sister Bay

When is the best time to visit Sister Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$327 SGD$314 SGD$345 SGD$397 SGD$404 SGD$555 SGD$772 SGD$721 SGD$507 SGD$555 SGD$320 SGD$395 SGD
Avg. temp-8°C-6°C0°C7°C14°C19°C21°C20°C16°C9°C2°C-4°C

Quick stats about house rentals in Sister Bay

  • Total holiday rentals

    Explore 50 holiday rentals in Sister Bay

  • Nightly prices starting at

    Sister Bay holiday rentals start at $327 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,800 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

    50 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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