Holiday houses in Sister Bay
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Quick stats about holiday rentals in Sister Bay
Total holiday rentals
Explore 100 holiday rentals in Sister Bay
Nightly prices starting at
Sister Bay holiday rentals start at $187 NZD per night before taxes and fees
Verified guest reviews
Over 4,260 verified reviews to help you choose
Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
100 of Sister Bay holiday 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!
Top-rated holiday rentals in Sister Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
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.
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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.
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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
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Pearl Of Sister Bay Luxury Downtown Condo
Welcome to the Pearl of Sister Bay,a chic downtown condo ideal for a relaxing escape! This 1-bedroom, 1-bathroom condo offers modern comforts and design. Condo , has a fully equipped kitchen with a stove and refrigerator, fireplace, deck with a partial water and village view. Located in the heart of Sister Bay, you’ll be steps from the beach, local bars and restaurants, shopping and local attractions. Relax, recharge, and enjoy the charm of this vibrant destination!
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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"
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2 Bed A-Frame, Fire Pit, Coffee Bar - Sister Bay
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.
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Spacious getaway in peaceful Ephraim
Your Door County adventure begins at this tranquil apartment. Comfort is key here - we provide fully equipped kitchen, additional blankets, pillows, and linens to keep the atmosphere just right. Rainy weather? You can either enjoy the porch or living room by doing Door County puzzles, playing family games or watching your favorite movies on the 75in smart TV. Property is surrounded by beautiful gardens and is across from Smithsonian-listed gardens.
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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.
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Luxury Meets Location | Near Ephraim & Sister Bay
Brand New Modern Retreat w/ Game Room - Near Ephraim & Sister Bay Experience elevated Door County living at this brand-new modern retreat, perfectly positioned between Ephraim and Sister Bay for effortless access to the peninsula’s most sought-after experiences. Designed with clean architectural style, upscale finishes, and a private game room, this home offers the perfect balance of sophistication and relaxed comfort.
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*New listing-Sunset Escape- hot tub & bay views
*On the bluff overlooking the bay with expansive sunset view *Outdoor hot tub overlooking the bluff *2 Bedrooms (1 King, 1 Queen) *2 Bathrooms *5th Bed is a roll away cot *4 Season Porch *Wooded lot *Fully stocked kitchen *Electric fireplace *Soaking tub in primary bedroom *5 Minutes to Door County Coffee *10 Minutes to Village of Egg Harbor *15 Minutes to Cave Point *Quiet private road, nice for walking
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Designer Retreat · Screened Porch · Sister Bay
The Porch House in Sister Bay, WI, is a luxurious 3-bedroom, 2.5-bath retreat on 2.5 secluded wooded acres, just 2 miles from downtown. With a screened-in porch, gourmet kitchen, spa-like bathrooms, and high-speed internet, it’s perfect for relaxing or entertaining. Walking distance to local favorites like the Ice Cream Factory, this design-forward home offers the ideal blend of nature and convenience.
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Northern Key | House and Cottage in Sister Bay
Northern Key offers the perfect blend of comfort, privacy, and togetherness for your next getaway. The property features a beautifully appointed main home with 2 bedrooms and 2 bathrooms, plus a charming detached cottage just steps away with 1 bedroom and 1 bathroom—ideal for extended family, grandparents, couples traveling together, or guests seeking their own private retreat.
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Popular amenities for Sister Bay holiday rentals
Stay near Sister Bay's top sights
Other great holiday rentals in Sister Bay
Cedar & Glass | Luxury Forest Retreat | Fish Creek
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The Shore View Place
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Walk to Downtown! Wooded 4BR Sister Bay Home
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Luxury A-Frame w/Sauna & Lake Access
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SisterBayHus - a Scandi inspired family getaway
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Alpaca Grand Vacation Rental
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Walk to Shops & Dining – Renovated Gem
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“The Cove” cottage on the bay
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When is the best time to visit Sister Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $497 NZD | $458 NZD | $468 NZD | $438 NZD | $543 NZD | $734 NZD | $851 NZD | $814 NZD | $606 NZD | $635 NZD | $480 NZD | $497 NZD |
| Avg. temp | -8°C | -6°C | 0°C | 7°C | 14°C | 19°C | 21°C | 20°C | 16°C | 9°C | 2°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.
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