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Vacation rentals in Sister Bay

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Top-rated vacation rentals in Sister Bay

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Top guest favorite
A cozy studio bedroom features a spacious bed with stylish bedding and decorative pillows. Light streams through a window covered with plantation blinds. Two lamps illuminate the space beside the bed, while a gray upholstered bench sits at the foot, complementing the wood-look flooring.
Apartment in Fish Creek
4.98 out of 5 average rating, 287 reviews

Night Cap Studio Loft in Downtown Fish Creek

In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

Top guest favorite
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!

Top guest favorite
A quaint cottage stands surrounded by snow-covered trees, with a light grey door and window accents visible. The structure features a simple white exterior, complemented by a winter landscape of freshly fallen snow, creating a serene and peaceful atmosphere.
Guesthouse in Fish Creek
4.97 out of 5 average rating, 266 reviews

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

Top guest favorite
The living area features warm wooden beams and a stone fireplace, creating a cozy atmosphere. Large windows provide natural light and a view of the outdoors. Comfortable seating is arranged with a sectional couch, two chairs, and a coffee table, inviting relaxation.
Cottage in Ellison Bay
4.93 out of 5 average rating, 108 reviews

Pet-Friendly, Cozy Cottage in Northern Door County

- Pet-friendly, 2 bedroom home in Northern Door County - Indoor fireplace and outdoor bonfire pit (wood provided) - Beautiful screened porch to enjoy nature - 5 minutes from famous Curvy Road, Washington Island Ferry, Newport State Park & Europe Bay Beach - Short drive to neighboring villages - Sister Bay, Ellison Bay, Baileys Harbor, etc - Walk or bike (provided) to Hedgehog Harbor - Perfect for a family getaway or a trip with friends - Includes all amenities to make you feel at home

Top guest favorite
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, 175 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 favorite
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, 284 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 favorite
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 favorite
A spacious living area features a dining table with six upholstered chairs surrounded by warm, red walls. A cozy seating arrangement includes a pink armchair and a black rocking chair near a fireplace, with large windows allowing natural light to fill the space.
Cottage in Sister Bay
4.96 out of 5 average rating, 125 reviews

The Key to Happiness

Sleeping 4-6 between 4 beds, Plum Retreat provides a one-of-a-kind Door County experience. With 2 large bedrooms (plus giant living room with queen sofa bed, dining area and full kitchen), the 1700 sq-feet have a charming cottage-like feel. Conveniently located with gorgeous perennial gardens, it makes a romantic, peaceful or fun space. Private lawn & patio/grill. Pretty much everything has been thought of. Last summer, all 37 groups of people gave it a 5-star rating!

Guest favorite
Condo in Sister Bay
5 out of 5 average rating, 106 reviews

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"

Top guest favorite
The cottage showcases a distinctive A-frame design surrounded by lush greenery. A spacious wooden deck with yellow Adirondack chairs invites relaxation, while large front-facing windows allow for natural light and views of the serene wooded lot.
Cottage in Sister Bay
5 out of 5 average rating, 213 reviews

Sister Bay A-Frame | Cozy Fireplace + 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.

Top guest favorite
A cozy cottage is nestled among tall trees, showcasing a white exterior with a stone chimney. The spacious porch features blue chairs, inviting relaxation. Lush green grass surrounds the home, complementing the peaceful rural setting.
Cottage in Sister Bay
4.99 out of 5 average rating, 154 reviews

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.

Top guest favorite
A log cabin exterior is showcased, featuring a steeply pitched roof and a large porch area. Two seating chairs are positioned near the entrance, with seasonal pumpkins placed along the front. The surrounding trees display autumn foliage against a clear blue sky.
Cabin in Sister Bay
4.95 out of 5 average rating, 125 reviews

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

Popular amenities for Sister Bay vacation rentals

Self check-inGymBBQ grillLaptop-friendly workspaceWifi

Sister Bay oceanfront vacation rentals

Guest favorite
A serene lakeshore scene displays calm waters reflecting a clear blue sky. Gentle ripples move across the surface, while lush greenery frames the shoreline. A small boat is anchored nearby, offering a glimpse of leisure amidst the natural beauty. Rocky edges and smooth stones are present along the water's edge.
Cottage in Sister Bay
4.92 out of 5 average rating, 144 reviews

Sea Glass Cottage

Guest favorite
A spacious deck extends towards the water, offering views of the calm lake. Lush green grass borders the shore, where rocky outcroppings meet the water. Surrounding trees provide a natural backdrop, creating a serene environment for relaxation.
Cottage in Brussels
4.93 out of 5 average rating, 122 reviews

Dogs Stay Free! Waterfront Door County Cottage

Top guest favorite
Cottage in Sturgeon Bay
4.96 out of 5 average rating, 381 reviews

Sturgeon Bay Waterfront Cottage, Private beach.

Guest favorite
Cabin in Sister Bay
4.95 out of 5 average rating, 174 reviews

Wismar Cabin Waterfront- Private Sand Beach

Guest favorite
The exterior of the Sunset Cabin showcases a stone facade and wooden accents, highlighted by a rooftop deck. A patio area is furnished with a table and chairs, surrounded by lush greenery, with the tranquil waters of the harbor visible in the background under a colorful sunset sky.
Cabin in Sturgeon Bay
4.95 out of 5 average rating, 129 reviews

Sunset Cabin on Cedarbirch Island, Door County

Guest favorite
A lakeside view is captured, featuring a wooden swing under a shaded structure. Tall trees frame the scene on either side, with the water reflecting a clear blue sky. A gentle breeze seems to rustle the leaves, enhancing the peaceful ambiance.
Cottage in Washington
4.91 out of 5 average rating, 296 reviews

Gull Cottage Waterfront Home on Washington Island

Top guest favorite
A charming lake house is seen from the water, surrounded by lush greenery. Two large trees frame the entrance, and the building features a pleasing mix of colors. A pebbled shoreline gives way to calm waters, reflecting the structure and the natural scenery.
Cabin in Egg Harbor
4.98 out of 5 average rating, 177 reviews

Relaxing Waterfront Door County Lake House

Guest favorite
Two Adirondack chairs are placed facing a calm lake, with soft grass and sand underfoot. A fire pit sits between the chairs, surrounded by patches of wildflowers. An island is visible in the distance, enhancing the serene waterfront view.
Cottage in Washington
4.85 out of 5 average rating, 100 reviews

Hummingbird Cottage on Washington Island

Sister Bay cabin rentals

Top guest favorite
The living room features a large stone fireplace as its focal point, surrounded by rustic log walls. A spacious sectional couch is arranged for comfort, accompanied by a decorative coffee table with assorted items. Natural light enters through the windows, highlighting the cozy atmosphere.
Cabin in Egg Harbor
4.98 out of 5 average rating, 166 reviews

The Cabin at Shady Grove

Guest favorite
The lodge's exterior is characterized by a classic log cabin style, featuring large windows that allow ample natural light. Surrounding greenery includes well-kept shrubs and trees, with a vibrant red maple adding a burst of color against the serene backdrop.
Cabin in Egg Harbor
4.92 out of 5 average rating, 161 reviews

Green Apple Lodge (w/hot tub & hi-speed wifi!)

Guest favorite
Cabin in Baileys Harbor
4.77 out of 5 average rating, 311 reviews

Door County Dreaming Cabin, Pet Friendly

Top guest favorite
The log cabin farmhouse features a blue metal roof and wooden façade, framed by lush greenery. A pathway leads to the entrance, enhanced by a small seating area and surrounding garden beds. The sky is clear, contributing to the serene atmosphere.
Cabin in Menominee
4.91 out of 5 average rating, 189 reviews

The Lundgren Tree Farm

Guest favorite
A cozy living area is showcased, featuring a large sectional sofa with decorative pillows and a rustic wooden coffee table. A stone fireplace stands as a focal point, while warm lighting highlights the natural wood accents and a patterned area rug on the hardwood floor.
Cabin in Sturgeon Bay
4.97 out of 5 average rating, 159 reviews

Serene, cozy cottage in the woods

Top guest favorite
A cozy bedroom is framed by rustic log walls, featuring a spacious bed with a white comforter and a plaid throw. Two wooden bedside lamps provide soft lighting beside the bed, which is complemented by colorful pillows. Window treatments in plaid add a warm touch.
Cabin in Ellison Bay
4.99 out of 5 average rating, 138 reviews

Take Me Back Log Cabin

Guest favorite
A serene landscape features a tranquil inlet surrounded by lush greenery. A wooden dock extends over the clear water, and a large tree provides shade. Wildflowers bloom in the foreground, adding a natural charm to the peaceful setting.
Cabin in Sturgeon Bay
4.92 out of 5 average rating, 145 reviews

Tranquility Cabin

Top guest favorite
A renovated log home with wooden shingle siding is set against a green landscape. The entrance features a ramp leading to a front porch with a railing. Sunlight illuminates the structure, highlighting its spacious design and nearby trees.
Cabin in Sturgeon Bay
4.97 out of 5 average rating, 170 reviews

Log Home with walking trails

Sister Bay cottage rentals

Top guest favorite
A spacious outdoor area features a circular seating arrangement of black Adirondack chairs surrounding a stone fire pit. The yard is lush and green, leading to views of the water and distant trees under a partly cloudy sky.
Cottage in Sturgeon Bay
4.98 out of 5 average rating, 121 reviews

Waterfront Door County Retreat

Superhost
The exterior of the cottage showcases a spacious wrap-around porch, elevated on a stone foundation. The home is surrounded by a grassy area, with trees providing a natural backdrop. Large windows invite plenty of natural light into the interior spaces.
Cottage in Sturgeon Bay
4.77 out of 5 average rating, 120 reviews

The Bungalow at Potawatomi State Park

Top guest favorite
The exterior of a charming two-story cottage features a light-colored stone façade and a steeply pitched roof. Large front windows allow for natural light, while a welcoming front door is framed by two lanterns. Neatly landscaped shrubs line the walkway leading up to the entrance.
Cottage in Fish Creek
4.98 out of 5 average rating, 126 reviews

Cottage in the Creek- Centrally Located DoCo Oasis

Superhost
A spacious home is framed by trees, with light gray siding and a contrasting roof. Large windows invite natural light, and a well-maintained lawn stretches in front. The driveway is visible, leading towards the entrance of the house, enhancing the welcoming feel of the property.
Cottage in Sturgeon Bay
4.86 out of 5 average rating, 219 reviews

Jacksonport Lake Park Cottage

Top guest favorite
Two comfortable checkered armchairs are positioned around a small round table in front of a white-brick fireplace. Warm wood paneling covers the walls, complemented by light from windows on either side. A rustic mirror is mounted above the fireplace, enhancing the cozy ambiance.
Cottage in Sturgeon Bay
4.96 out of 5 average rating, 323 reviews

Logan Creek Cottage

Guest favorite
An open living space features a large sectional sofa complemented by decorative pillows. A flat-screen television is mounted on the wall opposite, while a sleek coffee table occupies the center. The room is brightened by natural light from windows, revealing a modern kitchen in the background.
Cottage in Sturgeon Bay
4.9 out of 5 average rating, 126 reviews

Door County Cottage, near Haines Beach!

Top guest favorite
A spacious private deck features a table with four chairs, complemented by an umbrella for shade. Nearby, two lounge chairs are positioned on a well-maintained lawn, surrounded by greenery. The cottage's exterior presents a clean look with large windows allowing natural light in.
Cottage in Baileys Harbor
4.94 out of 5 average rating, 150 reviews

South Lane Cottage #2

Superhost
The exterior of the cottage features a white facade with a brown roof. Two green chairs are positioned on the patio, surrounded by landscaped garden areas. Sunlight filters through the surrounding trees, creating a bright and inviting atmosphere.
Cottage in Fish Creek
4.76 out of 5 average rating, 199 reviews

Countryside Cottage/Duplex Unit 7

When is the best time to visit Sister Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ845ﺩ.ﺇ786ﺩ.ﺇ918ﺩ.ﺇ870ﺩ.ﺇ1,061ﺩ.ﺇ1,326ﺩ.ﺇ1,836ﺩ.ﺇ1,755ﺩ.ﺇ1,307ﺩ.ﺇ1,212ﺩ.ﺇ900ﺩ.ﺇ940
Avg. temp-8°C-6°C0°C7°C14°C19°C21°C20°C16°C9°C2°C-4°C

Frequently Asked Questions

  • What are the best places to stay in Sister Bay?

    Sister Bay has vacation rentals, cozy cabins, and boutique inns, many situated near the waterfront or nestled in peaceful wooded areas. Staying close to the bay allows easy access to shops and local dining.

  • What are the best things to do in Sister Bay with kids?

    Explore waterfront parks, enjoy sandy beaches along the bay, and visit local ice cream shops for a sweet treat. Families can discover interactive museum exhibits or join sightseeing boat rides for lake views.

  • What are some of the best things to do in Sister Bay?

    Stroll waterfront boardwalks, taste locally made foods, and relax on sandy village beaches. Sister Bay has friendly shops, kayaking, and regular live music events along the marina.

  • How is the weather in Sister Bay?

    Sister Bay has cold winters around 11–26°F (-12 to -4°C) and warm summers with highs near 77–81°F (25–27°C). Spring and autumn bring brisk winds and changing temperatures, so pack layers.

  • When is the best time to visit Sister Bay?

    Late spring through early fall is often recommended for warmer temperatures and outdoor activities, with popular harvest and blossom events. Winter visits have quiet village charm with access to snowy nature.

  • What are the best places to visit in Sister Bay?

    Explore the waterfront marina, see locally owned galleries, and stroll boardwalks along the bay. Waterfront parks and traditional cherry orchards are often recommended for visitors.

  • What are some hiking trails in Sister Bay?

    Explore forested walking paths, coastal trails along the bay, and nature preserves near Sister Bay. Trails may feature lake views, wildflower meadows, and opportunities for birdwatching.

  • What are some family activities we can do in Sister Bay?

    Families can swim at sandy beaches, rent paddle boats, and explore interactive exhibits at local museums. Seasonal festivals and open-air concerts are often a highlight for all ages.

  • What are some of the best day trip ideas from Sister Bay?

    Venture to nearby nature preserves, visit historic lighthouse sites, or explore local art towns around Door County. Regional state parks are often recommended for hiking and picnicking.

  • Are there any pet friendly accommodations available in Sister Bay?

    Sister Bay has pet friendly vacation rentals and some inns, with easy access to outdoor trails and parks for walks. Always check individual property policies for details during booking.

  • What are some local tips for visiting Sister Bay?

    Locals recommend trying fresh cherry treats, arriving early to waterfront areas for peaceful views, and visiting farmers markets for regional products. Layer clothing in spring and fall for changing weather.

  • What is Sister Bay known for?

    Sister Bay is known for its scenic shoreline, waterfront dining, and friendly village atmosphere. The area has vibrant community events, cherry orchards, and access to Lake Michigan’s natural beauty.

  • What are the best hidden gems to explore in Sister Bay?

    Seek out tucked-away local art galleries and visit quieter nature preserves around Sister Bay. Small family-run eateries and roadside farm stands are frequently suggested for a taste of the local scene.

  • What are the best foods to try in Sister Bay?

    Try locally made cherry pies, fresh whitefish from Lake Michigan, and Wisconsin cheese dishes. Seasonal farmer’s markets and classic supper clubs feature regional specialties.

  • What should I bring for a trip to Sister Bay?

    Pack layers, as temperatures change between cool mornings and warmer afternoons throughout the year. Comfortable walking shoes, a swimsuit for summer visits, and a light jacket or raincoat are frequently suggested.

  • What is the nightlife in Sister Bay like?

    Sister Bay has a laid-back nightlife, with casual bars, local taverns, and live music venues near the waterfront. Evenings often feature local musicians and relaxed lakeside atmospheres.

  • What are the most popular events or festivals in Sister Bay?

    Sister Bay has a classic car show and community fireworks, especially around summer holidays. The fall harvest festival is frequently suggested for local traditions and seasonal food.

  • Are there family friendly vacation rentals in Sister Bay?

    Sister Bay has a range of family friendly vacation rentals, including spacious cabins, lakeside homes, and multi-bedroom apartments. Many are near local parks and village amenities.

Quick stats about vacation rentals in Sister Bay

  • Total vacation rentals

    Explore 100 vacation rentals in Sister Bay

  • Nightly prices starting at

    Sister Bay vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 3,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Sister Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Sister Bay rentals

  • 4.8 Average rating

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

Destinations to explore

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