House holiday rentals in Sister Bay

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Top-rated house rentals in Sister Bay

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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!

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, 362 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
4.91 out of 5 average rating, 107 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
The entrance features a bright red door set against a gray wooden wall. A small window with white trim is visible nearby. A snow shovel, a bucket, and two wooden sleds are arranged neatly next to the door, along with a cozy blanket and a pair of boots.
Home in Sister Bay
4.89 out of 5 average rating, 285 reviews

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

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, 108 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
Home in Sturgeon Bay
4.93 out of 5 average rating, 235 reviews

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.

Top guest favourite
The modern lake house is framed by tall trees and features expansive floor-to-ceiling windows, providing views of the interior. Soft outdoor lighting subtly highlights the sleek architecture, while the lush green lawn invites a serene evening atmosphere.
Home in Clay Banks
4.97 out of 5 average rating, 100 reviews

Door County Lake House 50 min from Lambeau Field

We are excited to introduce our Architect-designed modern lake house in the town of Clay Banks! Enjoy serenity, sweeping views of Lake Michigan from a secluded back deck & expansive windows from every room in the house. Embrace slower living, waterfront amenities, neighborhood park with trails and the magic of lake life. You’ll enjoy water fun for the whole family, huge back deck with dining for 8, an outdoor lounge area, and fire pit near the water.

Guest favourite
The exterior of a freshly remodeled home is displayed, featuring a dark blue facade with white trim. A large screened-in porch wraps around the front, complemented by plentiful windows. The surrounding area is wooded, offering a natural, serene environment.
Home in Fish Creek
4.96 out of 5 average rating, 158 reviews

Maple Grove Landing (Brand New Rental)

Beautiful Home freshly remodeled in the heart of northern Door County with roughly 2600 sqf. Outstanding location!!! Located within walking distance to Peninsula State Park and Golf Course (between Ephraim and Fish Creek). The home features three full bedrooms and a bunk room. There are two full baths and one-half bath, washer and dryer, beautiful full kitchen, high speed wireless internet, cable television, and a large wrap-around screened-in porch.

Top guest favourite
Home in Sister Bay
5 out of 5 average rating, 101 reviews

Unwind In Peace With a Sauna and Bar

Northwoods Farmstead captures the feeling of the best kind of getaway, where mornings are quiet, conversations last longer, and nights end around a glowing fire. Thoughtfully curated amenities invite you to slow down and unwind, from the Entertainment Barn and sauna to the fire pit and coffee bar. Set on a private 1.5 acre property just outside downtown Sister Bay, this single level retreat is made for meaningful time together.

Top guest favourite
The exterior of the two-story home features a wraparound porch, framed by lush greenery and a manicured lawn. A large deck is visible, providing ample outdoor seating for relaxation. The inviting light-colored siding and gabled roof create a classic and welcoming appearance.
Home in Sister Bay
4.88 out of 5 average rating, 108 reviews

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.

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, 179 reviews

Winding Down - A Retreat on the "Quiet Side"

Let it snow, let it snow, let it snow! Bring your snowshoes and cross country skies! 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.

Popular amenities for house rentals in Sister Bay

When is the best time to visit Sister Bay?

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Avg. price£184£177£195£224£228£313£435£407£286£340£225£224
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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 £118 per night before taxes and fees

  • Verified guest reviews

    Over 2,000 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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