Sister Bay vacation rentals

We found 751 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

10% off
Price is CA $807
CA $7,670 total
includes taxes & fees
The Lookout, near Sister Bay with Starlink internet

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Find out more about Sister Bay

Why people love visiting friendly Sister Bay

The area's wineries and festivals are just a few of the reasons to vacation in Sister Bay. This city's shopping, restaurants and hiking attract many visitors, and its welcoming and walkable location add to the charm. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Sister Bay

Do you want to discover attractions to see while you're in the area? Venture out of your vacation home and check out everything that makes Sister Bay a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cave Point County Park (17.9 mi / 28.8 km)
  • Whitefish Dunes State Park (18.7 mi / 30.1 km)
  • Peninsula State Park Golf Course (4.3 mi / 6.9 km)
  • Stone's Throw Winery (9.8 mi / 15.8 km)
  • Alpine Resort Golf Course (13.2 mi / 21.2 km)
  • Egg Harbor Fun Park (13.8 mi / 22.2 km)

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:

  • Waterfront Park (0.2 mi / 0.3 km)
  • Sister Bay Beach (0.2 mi / 0.3 km)
  • Eagle Harbor (3.5 mi / 5.6 km)
  • Ephraim Public Beach (3.7 mi / 6 km)
  • Nicolet Bay Beach (5.2 mi / 8.4 km)
  • Fish Creek Public Beach (7.3 mi / 11.7 km)

Frequently asked questions

What is the best area to stay in Sister Bay when booking a vacation rental?
When considering a vacation rental in Sister Bay, Wisconsin, the area around the waterfront is particularly appealing. This charming neighbourhood offers stunning views of the bay and provides easy access to the water, making it superb for those looking to enjoy activities such as kayaking or simply relaxing by the shoreline. The scenic Sister Bay Marina is a highlight, where visitors can watch boats come and go while taking in the picturesque surroundings.

Another excellent option is the area near the Sister Bay Park, which features beautiful green spaces and walking trails. This location is ideal for families and those who enjoy outdoor activities. Proximity to the park means you'll have easy access to various events and festivals that often take place here, adding to the vibrant community atmosphere.
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 travelling 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.
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 area along the shoreline of Sister Bay itself offers some delightful options. The waterfront properties near the Sister Bay Marina provide easy access to sandy beaches and picturesque views of the bay, making them ideal for families and groups looking to relax by the water. Many of these rentals come equipped with amenities such as outdoor decks, barbecue grills, and fully equipped kitchens, allowing for enjoyable gatherings and meals with a view.

The nearby Waterfront Park is a popular spot, where visitors can enjoy leisurely strolls or picnics while taking in the scenic beauty of the bay. This proximity to the park enhances the appeal of local rentals, as guests can easily partake in outdoor activities.

Further along the shoreline, the areas around the historic Sister Bay village centre offer charming vacation homes and cottages that often feature amenities like fire pits, spacious living areas, and sometimes even private access to the beach. This area is also close to local shops and restaurants, providing convenience for travellers looking to explore the vibrant local culture.
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 about 78 available throughout the area. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many of these houses also come with private outdoor spaces, such as decks or gardens, where guests can relax and enjoy the natural beauty of the surroundings.
Are there any family house rentals in Sister Bay?
In Sister Bay, Wisconsin, there is a wealth of family-friendly house rentals available—about 104 in total. This charming community is located along the picturesque Door County coastline, making it an ideal spot for families seeking a memorable vacation experience. Properties often feature spacious living areas, fully equipped kitchens for preparing family meals, and comfortable outdoor spaces where children can play and enjoy the fresh air. Many homes also come with amenities such as Wi-Fi and laundry facilities, ensuring convenience during your stay.
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. This charming village, located along the picturesque Door County coastline, offers a delightful atmosphere for relaxation and recreation. Many of the rentals come with amenities such as private pools, hot tubs, and spacious outdoor areas, superb for families or groups looking to enjoy the natural beauty surrounding them.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Sister Bay?
In Sister Bay, there are numerous pet-friendly house rentals available, with around 49 options to choose from. Many of these properties come equipped with amenities that cater to both humans and their furry companions. Travellers can expect features such as fully equipped kitchens, spacious living areas, and private outdoor spaces, often including patios or gardens where pets can roam.
Are there any remote work vacation rentals in Sister Bay?
In Sister Bay, Wisconsin, there are numerous options for remote work vacation rentals, with around 132 properties available to choose from. This charming village, located along the scenic Door County coastline, provides an ideal backdrop for a working getaway. Many of these rentals come equipped with amenities tailored for remote work, such as reliable Wi-Fi, dedicated desk spaces, ergonomic chairs, and even laptop workstations, ensuring that you can maintain productivity during your stay. 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 travellers 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 rental amenities often include kitchens, which allow guests to prepare their own meals, as well as patios for enjoying the outdoors. Most rentals come equipped with essential cookware, dishware, and utensils, alongside conveniences like microwaves and refrigerators.
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 charming blend of natural beauty and local attractions. The waterfront area offers stunning views of the bay and is superb for leisurely strolls along the beach. Vacation rentals near the marina provide easy access to boating and water sports, making it a great spot for those looking to enjoy the outdoors.

For those interested in local culture, the nearby Sister Bay Historical Society Museum showcases the area's rich history and heritage. The village is also known for its vibrant dining scene, with several restaurants offering local cuisine and fresh seafood.
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 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 travellers 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 cosy cabin or a beach house, 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.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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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