Sister Bay vacation rentals

We found 752 vacation rentals — enter your dates for availability

Select from 81 houses, 29 condos, and other vacation rentals to find the perfect place for your stay in Sister Bay. Vacation homes offer the amenities you expect for you and your friends, family, or even pets, such as WiFi and a hot tub. At the end of the day, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Sister Bay

Showing deals for:Mar 13 - Mar 20

Image gallery for The Lookout, near Sister Bay with Starlink internet

Welcome to the lookout!
10 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)

The Lookout, near Sister Bay with Starlink internet

Ellison Bay, WI

8% off
Price is $733
$5,134 for 7 nights
All fees included
The Lookout, near Sister Bay with Starlink internet

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Find out more about Sister Bay

Why visit Sister Bay

  • Stunning Beaches: Sister Bay features beautiful beaches perfect for relaxation and water activities.
  • Outdoor Adventures: Explore nearby state parks for hiking, biking, and nature walks amidst breathtaking scenery.
  • Charming Downtown: Discover local shops and dining options that capture the essence of the community.
  • Romantic Getaways: The picturesque atmosphere makes Sister Bay ideal for couples seeking a romantic escape.
  • Diverse Accommodations: Choose from cozy cottages, private homes, or unique inns for a memorable stay.

Popular types of accommodation in Sister Bay

If you're wondering about the best accommodations in Sister Bay, look no further. Our most popular vacation rentals include houses, cozy cottages, and modern condos, ensuring a perfect stay for every traveler. For those seeking hotel options, Sister Bay boasts charming inns and the Scandinavian Lodge, providing unique experiences. With a variety of choices, you’re sure to find the ideal spot to relax and enjoy your getaway.

  • Houses: The top choice for travelers in Sister Bay, offering spacious accommodations perfect for families or groups looking for a home-like experience.
  • Condos: A popular option for those seeking modern amenities and easy access to local attractions while enjoying a community atmosphere.
  • Cottages: Charming and cozy, these rentals provide a quaint retreat with a rustic feel, ideal for romantic getaways or peaceful escapes.
  • Cabins: A favored selection for nature lovers, these secluded spots offer a perfect blend of comfort and outdoor adventure.
  • Apartments: A convenient choice for solo travelers or couples, featuring compact living spaces with essential amenities close to the heart of Sister Bay.**

Top attractions in and around Sister Bay

Sister Bay, Wisconsin, is perfect for outdoor and romantic getaways, offering stunning scenery and a charming atmosphere. Visitors can explore beautiful beaches, the nearby state park, and the marina, making it an ideal destination for those seeking a cultural and beach experience. Whether traveling solo, with family, or as a couple, Sister Bay promises a delightful vacation filled with activities and natural beauty.

  • Sister Bay Beach: Enjoy the beautiful sandy shores and relaxing beach vibes at Sister Bay Beach, perfect for sunbathing and swimming in the refreshing waters.
  • Peninsula State Park: Just 6 miles away, this national park offers stunning scenery, outdoor adventures, and numerous hiking trails, making it a haven for nature lovers.
  • Sister Bay Marina: Situated in Sister Bay, this marina provides outdoor activities, boat rentals, and a vibrant atmosphere, ideal for exploring the water and enjoying beach vibes.

Things to do recommended for couples

For a romantic getaway in Sister Bay, enjoy a fun round at Pirate's Cove Adventure Golf, then savor delightful wines at Stone's Throw Winery, just 10 miles away. Don't miss Harbor Ridge Winery, located 13 miles away, for more enchanting moments together. Cheers to love.

Things to do recommended for families

Your family will have a blast at Egg Harbor Fun Park, just 14 miles from Sister Bay, where you can experience thrilling go-karting and other exciting adventures. It's the perfect spot for creating unforgettable memories together.

Things to do recommended for groups

Groups visiting Sister Bay can enjoy a round of golf at the Peninsula State Park Golf Course, explore the romantic ambiance of Door County Brewing Company, and experience a captivating show at the Door Community Auditorium, all while soaking in the local culture and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Sister Bay

No matter if you're traveling with friends, family, pets, or planning an extended getaway, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Sister Bay with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Sister Bay with young kids: Traveling with little ones can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, thinking about how close you are to family-friendly attractions can greatly enhance your experience.
  • Taking your pets with you to Sister Bay: For many families, a trip isn’t truly complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sister Bay: If you're seeking vacation rentals with discounts for extended stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Sister Bay

Discover the charm of Sister Bay, Wisconsin, where outdoor adventures and breathtaking scenery await. This delightful destination offers a perfect blend of friendly vibes and romantic escapes. Explore downtown Sister Bay for local shops and dining, or venture into the stunning landscapes of Door County. With beautiful beaches and family-friendly activities, Sister Bay is an ideal getaway for relaxation and memorable excursions. Experience the warmth and beauty of this picturesque region on your vacation.

  • Ephraim: Ephraim is a charming village located 3 miles from Sister Bay, offering a serene escape into nature. Known for its stunning outdoor scenery, Ephraim is perfect for couples seeking a romantic getaway. Visitors can explore the nearby recreational areas and enjoy activities like golfing while surrounded by breathtaking views. A highlight is the picturesque beach along the lake, where you can relax or take part in water activities. The nearby national state park adds to the allure, providing ample opportunities for hiking and wildlife watching, making Ephraim a delightful destination for outdoor enthusiasts.
  • Fish Creek: Situated 7 miles from Sister Bay, Fish Creek is a lively community known for its scenic beauty and cultural attractions. This charming town offers a mix of outdoor adventures and artistic experiences, making it a great spot for a romantic outing. Visitors can enjoy the local theater, explore the scenic recreational areas, and indulge in various outdoor activities. The proximity to a stunning lake and the national state park provides ample opportunities for hiking, picnicking, and enjoying the natural surroundings. Fish Creek’s vibrant atmosphere is perfect for those looking to balance relaxation with cultural exploration.
  • Ellison Bay: Just 5 miles away from Sister Bay, Ellison Bay is a quaint community that emphasizes outdoor activities and natural beauty. It's a great destination for travelers looking for both adventure and education, with various recreational areas inviting exploration. Visitors can enjoy the scenic lake views and the nearby national state park, which is ideal for hiking and wildlife observation. The beach area provides a lovely spot for relaxation and enjoying the sunsets. Ellison Bay offers a peaceful retreat, making it an ideal choice for anyone wanting to connect with nature and unwind.

Best time to go to Sister Bay

If you're planning a trip to Sister Bay, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.5°F (-5.3°C)No Rain (Dry)Mostly CloudyModerately LowSlightly Low
February21.4°F (-5.9°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March30.0°F (-1.1°C)Light RainMostly CloudyAverageSlightly Low
April38.1°F (3.4°C)Light RainMostly CloudyAverageAverage
May47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
June57.6°F (14.2°C)Light RainMostly SunnyModerately HighSlightly High
July66.7°F (19.3°C)Light RainMostly SunnyModerately HighSlightly High
August67.6°F (19.8°C)Light RainMostly SunnyModerately HighSlightly High
September61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
October50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
November39.0°F (3.9°C)Light RainMostly CloudyModerately LowAverage
December29.7°F (-1.3°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that suits your budget, take advantage of our filters to refine your search by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. It's definitely rewarding to be the one in charge. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly area to plan new trips, resume your previous work, or manage your travel arrangements. Here, you can easily find the properties you’ve saved or booked, organized into three categories: Potential, Upcoming, and Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Sister Bay's teeming waters

The lakeside village of Sister Bay may only cover 3 square miles, but it is packed with stunning natural beauty and a dizzying array of outdoor activities to delight adventure enthusiasts and nature-lovers alike. Sister Bay vacation rentals are within walking distance of the bustling marina, where sleek vessels bob on the dancing waves, as well as excellent boutique shopping and fine dining opportunities. With the glistening waters of Green Bay on the doorstep of the village, fishing, swimming and boating are only a few of the activities available to fill vacation days with fun, exciting adventure and inspiration.

Shipwrecks and ziplines in Sister Bay

Outdoor adventures abound in Sister Bay. Thrill-seekers will find plenty to get the adrenalin pumping when they hook onto a zipline to fly through the treetops, or hop on a Segway to explore the backcountry trails and roads. Sister Bay vacation rentals are close to the Old Anderson House Museum and the Corner of the Past, which beautifully preserve life as it was lived by early settlers. Green Bay boasts many a shipwreck, and you can explore by kayak. In winter you can sled on area hills, or keep warm indoors and enjoy a round of darts at the pub.

Kayaking and ice fishing in Sister Bay

Set on the shores of Green Bay, Sister Bay is a beautiful place to take in an outdoor concert, while watching the sunset fade and stars come out. Sister Bay vacation rentals are close to the waterfront, so you can rent paddleboards and kayaks in summer, or join diehard fishermen in winter for a frosty afternoon of ice fishing. While some may head indoors when snow starts to fly, outdoor adventurers will have a marvelous time in Sister Bay, with snowy expanses for cross-country skiing, snowmobiling and snowshoeing and an outdoor ice rink for rousing games of broomball or hockey.

Snowy winters and balmy summers in Sister Bay

With cold, snowy winters and balmy summers, Sister Bay is a lovely place to visit year-round. Winter is ideal for lovers of outdoor sports, and aficionados of skiing and snowshoeing will find heavy snowfall, approximately 48 inches of the white stuff through winter, with temperatures hovering around 10-15 degrees. Hikers and swimmers will love Sister Bay's beautiful summers, which boast a comfortable mid-70-degree temperature through the day, with cooler evenings perfect for gathering around the campfire. While balmy, summers can also be quite humid, so Sister Bay's gorgeous waterside location is ideal for cooling off on piping-hot summer afternoons.

Exploring the natural landscape of Sister Bay

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Sister Bay is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Sister Bay Beach (0.2 mi / 0.3 km)
  • Eagle Harbor (3.5 mi / 5.6 km)
  • Peninsula State Park (5.4 mi / 8.7 km)
  • Newport State Park (6.9 mi / 11.2 km)
  • Fish Creek Public Beach (7.3 mi / 11.7 km)
  • Kangaroo Lake (10.8 mi / 17.5 km)

Frequently asked questions

What is the best area to stay in Sister Bay when booking a vacation rental?
When planning a vacation rental in Sister Bay, Wisconsin, one of the best areas to consider is along the waterfront. This charming area not only allows you to enjoy stunning views of the bay but also provides easy access to local attractions. You'll find a variety of vacation rentals here, ranging from cozy cottages to spacious homes, giving you plenty of options to suit your needs.

Staying near the waterfront puts you just a short stroll away from the picturesque Sister Bay Marina, where you can indulge in water activities like kayaking or paddleboarding. The nearby Sister Bay Beach is superb for relaxing on warm summer days, making it a favorite spot for families. Additionally, the scenic Waterfront Park is an ideal place for picnicking or enjoying the beautiful sunsets that define this area.

Another appealing neighborhood is the downtown section of Sister Bay, which is vibrant and full of life. Here, you can easily explore numerous shops, restaurants, and galleries, immersing yourself in the local culture. Not far from this area is the renowned Sister Bay Pumpkin Patch, a delightful attraction that offers seasonal fun and a taste of the region's agricultural charm.

Overall, Sister Bay presents a range of vacation rental options, with many properties available in these prime locations, making it a fantastic choice for your getaway.
How much does it cost to rent a vacation home in Sister Bay?
Prices for vacation rentals in Sister Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sister Bay to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sister Bay vacation house rentals?
You can find great discounts on house rentals in Sister Bay on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Sister Bay?
For renting a beach house in Sister Bay, Wisconsin, the waterfront areas along the shores of Green Bay provide excellent options. Consider looking near the Sister Bay Marina, where you'll find charming vacation rentals with easy access to sandy beaches and picturesque views of the bay. Many of these properties come equipped with amenities such as private decks, outdoor grills, and spacious living areas, superb for families or groups looking to enjoy a lakeside retreat.

Additionally, the area around Sister Bay's waterfront park offers beautiful rental homes that often feature fire pits, picnic areas, and direct access to walking trails along the shoreline. This location is ideal for those who want to enjoy outdoor activities like swimming, kayaking, and fishing, as well as explore local shops and restaurants within walking distance.

Travelers may also want to consider properties located in the nearby wooded areas, which can provide a more secluded experience while still being close to the beach. These rentals often include amenities such as hot tubs, cozy fireplaces, and full kitchens, making them superb for relaxing after a day of exploring the scenic Door County landscape. Find your rental near the beach in Sister Bay.
What is the most popular type of vacation rental accomodation in Sister Bay?
In Sister Bay, vacation houses are the most popular rental option, with around 74 available throughout the area. These homes provide spacious rooms, often featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios for enjoying the scenic views of Lake Michigan. Many are located near local attractions like Sister Bay Marina and the picturesque waterfront, allowing easy access to the charming town's shops and restaurants.

Condos follow as the second most common choice, with about 29 options available. They typically offer modern amenities, including pools and fitness centers, and are often situated in convenient locations close to the beach. Additionally, there are around 17 cottages available, which provide a cozy, rustic ambiance great for those looking for a more intimate getaway.

While cabins and apartments are present in smaller numbers, they still contribute to the variety of choices in Sister Bay.
Are there any family house rentals in Sister Bay?
In Sister Bay, Wisconsin, there are numerous family-friendly vacation rentals available—around 101 in total. This charming town in Door County boasts a variety of homes that cater to families, particularly in neighborhoods close to the waterfront and local attractions. Many of these properties feature spacious living areas, full kitchens equipped for family meals, and outdoor decks or patios superb for enjoying the serene surroundings.

Visitors can easily access nearby points of interest, such as the picturesque Sister Bay Beach, where children can play in the sand and families can enjoy picnicking. Additionally, the area is known for its scenic parks, like Waterfront Park, which offers playgrounds and walking trails. See all family-friendly rentals in Sister Bay.
Can I rent a vacation home with a pool or hot tub in Sister Bay?
In Sister Bay, Wisconsin, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for those seeking relaxation and recreation. This charming village, located in Door County, offers beautiful waterfront views and access to nearby parks and beaches. Travelers can expect amenities such as private outdoor pools, hot tubs, spacious decks for lounging, and fully equipped kitchens great for family gatherings and entertaining.

Many rentals are situated close to the scenic shoreline of Sister Bay, allowing guests to enjoy the picturesque sunsets and local attractions like shops, restaurants, and outdoor activities, including kayaking and hiking. Find your rental in Sister Bay with a pool or a hot tub.
Can I find long-stay vacation rentals in Sister Bay?
A long-stay vacation rental in Sister Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Sister Bay?
In Sister Bay, travelers will find a variety of pet-friendly house rentals, with approximately 49 options available. Many of these rentals come equipped with desirable amenities, such as spacious living areas, fully equipped kitchens, and outdoor spaces like decks or patios, great for enjoying the scenic surroundings. The homes are often designed to accommodate families or groups, featuring multiple bedrooms and comfortable furnishings.

The Sister Bay area is known for its beautiful waterfront and parks, making it a great destination for pet owners. Nearby attractions include the scenic Sister Bay Beach, which provides opportunities for leisurely walks and enjoying the picturesque views of the bay. Additionally, there are pet-friendly trails and parks in the vicinity, allowing for outdoor adventures with your furry companions. See all pet-friendly rentals in Sister Bay.
Are there any remote work vacation rentals in Sister Bay?
In Sister Bay, Wisconsin, there are plenty of remote work vacation rentals available, with around 124 options to choose from. This charming village, located on the Door County peninsula, offers a picturesque setting for those looking to blend work and leisure. Many properties come equipped with dedicated workspaces, including desks and comfortable chairs, ensuring a productive environment. Additionally, travelers can expect amenities like Wi-Fi, laptop workspaces, and sometimes even computer monitors, making it easy to stay connected while enjoying the beautiful surroundings.

Sister Bay is known for its waterfront views and outdoor activities, with nearby attractions like the scenic Sister Bay Marina and the picturesque Shore Road Park. Many vacation rentals provide outdoor spaces where guests can unwind after a day of work, and some may even feature fire pits or access to nearby beaches. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sister Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Sister Bay with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Sister Bay?
In Sister Bay, popular vacation rental amenities include WiFi, kitchens, patios, coffee and tea makers, and outdoor decks or patios. Many rentals are designed to provide a comfortable home-like experience, allowing guests to prepare meals and enjoy the beautiful surroundings.
How early should I book a Sister Bay vacation rental?
Book your Sister Bay vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Sister Bay?
In Sister Bay, visitors can enjoy a variety of attractions that showcase the charm of Door County. The picturesque waterfront area is superb for leisurely strolls and offers access to beautiful beaches along the bay. Nearby, the iconic Sister Bay Marina provides opportunities for boating and fishing, while the surrounding parks, such as Sister Bay Park, feature picnic areas and scenic views of the water.

The village is also known for its vibrant local arts scene, with galleries and studios showcasing the work of regional artists. For those interested in local culture, the nearby Northern Sky Theater offers outdoor performances during the summer months, providing a unique entertainment experience.
Can I change or cancel my Sister Bay home rental booking on Vrbo?
To find Sister Bay vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sister Bay vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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