Best Holiday rentals and Airbnb offers in Sister Bay, WI
9.9 57 reviews
Sister Bay, WI
18/10 – 21/10
SG$1717/nighttotal: SG$5151 (3 )
Luxury Remodeled 4br | Downtown Sister Bay
4 2
apartment , Sister Bay
This apartment is situated less than 800 metres from the centre of Sister Bay, offering easy access to shops, restaurants and attractions, while still maintaining a peaceful and quiet atmosphere. It has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers. This four-bedroom, two-bathroom property spans 170 square metres and can comfortably accommodate up to eight guests. The apartment features a well-equipped kitchen, a cosy fireplace, a partially covered deck, a private backyard, and a bar, providing everything you need for a relaxing and enjoyable stay.
Sister Bay, WI
30/07 – 02/08
SG$2291/nighttotal: SG$6873 (3 )
Cottage On The Hill
1 2
house , Ephraim
This Ephraim cottage is located 16 kilometres from Cana Island Lighthouse and 30 kilometres from Cave Point County Park, offering a peaceful retreat. This 230 square metre dwelling accommodates up to seven guests across three bedrooms and three bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, a garden, and private parking.
Sister Bay, WI
11/07 – 13/07
SG$1091/nighttotal: SG$2182 (2 )
The Lookout Near Sister Bay
1 2
apartment , Ellison Bay
This modern four-bedroom, five-bathroom detached house offers a secluded escape near Ellison Bay, positioned adjacent to a public park and beach, with 8000 acres of nature conservancy and accessible trails directly from the backyard, placing it just 5 kilometres from Ellison Bay village and 8 kilometres from Sister Bay. This spacious residence accommodates up to eight guests and features abundant extra-large windows and patio doors for spectacular views, with proximity to Lake Michigan, a public boat launch 1.6 kilometres away, and the New Port State Dark Sky Park 12.8 kilometres distant, ideal for stargazing.
Sister Bay, WI
11/07 – 13/07
SG$1086/nighttotal: SG$2172 (2 )
The Lookout Near Sister Bay
1 2
apartment , Ellison Bay
This new four-bedroom, five-bathroom apartment is located in Ellison Bay, offering immediate access to nature trails from the backyard and a convenient 3-kilometre proximity to Sister Bay's shops and restaurants. This spacious apartment accommodates up to eight guests, featuring a modern, open-concept living area, air conditioning, and is ideal for those seeking a tranquil escape with easy access to public beaches for water activities.
9.8 115 reviews
Sister Bay, WI
15/10 – 18/10
SG$390/nighttotal: SG$1170 (3 )
Cottage Hideaway
1 2
cabin , Ellison Bay
This Ellison Bay woodland lodge offers a secluded yet convenient location, close to the village's shops, restaurants, parks, and beaches, the precise distance unspecified. Sleeping four guests, this two-bedroom, one-bathroom self-catering retreat boasts a fully equipped kitchen (excluding a stove), air conditioning, a garden, parking, and a range of cooking appliances including a hot plate, slow cooker, electric frying pan, George Foreman grill, pizza baker, and outdoor propane grill.
9.6 252 reviews
Sister Bay, WI
15/10 – 18/10
SG$718/nighttotal: SG$2154 (3 )
'Pine Cottage' Duplex W/ Deck: Walk To State Park!
1 2
house , Ephraim
Pine Cottage Duplex with Deck Walk to State Park! is located in Ephraim, just a 20-kilometre drive from Cana Island Lighthouse and a 26-kilometre drive from Cave Point County Park, offering easy access to these popular tourist destinations. The property has received excellent ratings for its location, cleanliness, and overall user experience. The 40 square metre property has one bedroom and one bathroom, comfortably accommodating up to two guests. This holiday home features a fully equipped kitchen with a fridge and microwave, a private balcony, a garden, a spa, and parking, as well as air conditioning, Wi-Fi, and a flat-screen TV.
9.7 40 reviews
Sister Bay, WI
15/10 – 18/10
SG$441/nighttotal: SG$1323 (3 )
Great Location! New 1 Bed/1 Bath In Fish Creek, Wi
1 2
apartment , Ephraim
This Ephraim holiday cottage is situated 4.8km from both Fish Creek and Ephraim, Wisconsin, on a 20-acre wooded site offering privacy and easy access to local attractions. The self-catering property boasts a one-bedroom, one-bathroom layout sleeping two guests, complete with a fully equipped kitchen, private porch, and access to a one-car garage; nearby activities include exploring Door County's state parks, beaches, wineries, and golf courses.
Sister Bay, WI
15/07 – 18/07
SG$2097/nighttotal: SG$6291 (3 )
Maevebrook
2 2
house , Sister Bay
Maevebrook is a detached house in Sister Bay, a 6-minute walk from Sister Bay Beach and 16 kilometres from Cana Island Lighthouse. This property offers 93 square meters of living space with 2 bedrooms, 1 bathroom, and accommodation for up to 5 guests, including a fully equipped kitchenette, air conditioning, a garden, and free private parking.
9.9 8 reviews
Sister Bay, WI
18/10 – 21/10
SG$1107/nighttotal: SG$3321 (3 )
Cozy Cabin In Sister Bay Hottub Firepit Dogs
3 2
cabin , Sister Bay
Sleepy Moose cabin, situated in Sister Bay, Wisconsin, is 19 kilometres from Cana Island Lighthouse and 34 kilometres from Cave Point County Park. This pet-friendly lodge sleeps 17 guests, boasting three bathrooms, a fully equipped kitchen, Wi-Fi, parking, a garden, and a whirlpool tub.
Sister Bay, WI
03/07 – 05/07
SG$3036/nighttotal: SG$6072 (2 )
New! Walk To Water, Shops | Hot Tub, Sauna & Games
4 2
apartment , Ellison Bay
This luxury holiday home in Ellison Bay offers a prime village location, just 500 meters from shops and dining, and 1 kilometre from the beach and marina, with quick access to Mink River Estuary Preserve (3 km), Door Bluff Headlands County Park (7 km), and Newport State Park (8 km). This spacious 282 square meter property accommodates up to 8 guests with 4 bedrooms and 4 bathrooms, featuring a well-equipped kitchen with smart appliances, a media and games room, a hot tub, barrel sauna, and a 3-car garage, making it ideal for families and pet owners seeking a comfortable stay.
9.4 17 reviews
Sister Bay, WI
11/07 – 13/07
SG$2436/nighttotal: SG$4872 (2 )
Waterfront Lake Michigan Tranquility Bay Getaway
3 2
apartment , Sister Bay
This waterfront property is situated in Sister Bay, a charming town on the Door County peninsula, just a short drive from Baileys Harbor and Fish Creek. The area is known for its scenic beauty and peaceful atmosphere, perfect for a relaxing getaway. This three-bedroom holiday home comfortably accommodates up to six guests. The property features a fully equipped kitchen, two bathrooms, a spacious living area with a fireplace, and a large deck with stunning lake views. Guests can enjoy outdoor activities like swimming, fishing, and relaxing in the hammock, while also having access to a fire pit, propane grill, and a cornhole game.
9.1 1147 reviews
Sister Bay, WI
30/07 – 02/08
SG$422/nighttotal: SG$1266 (3 )
The Landing Resort
1 2
resort , Egg Harbor
The Landing Resort is situated in Egg Harbor, a short walk from Egg Harbor Beach and within easy driving distance of Cave Point County Park, Cana Island Lighthouse, and the Door County Maritime Museum. The resort receives excellent ratings for its location, cleanliness, and overall user experience. The resort offers a variety of amenities and activities for guests to enjoy, including a swimming pool, hot tub, and a shared lounge for relaxation. Guests can also make use of the barbecue facilities for outdoor dining, the fitness centre, and the spa.
Best family friendly Sister Bay, WI holiday rentals
Among the 118 accommodations in Sister Bay, WI, here are the 4 best family friendly rentals
10 39 reviews
Sister Bay, WI
03/07 – 05/07
SG$716/nighttotal: SG$1432 (2 )
Charming Cottage
1 2
cottage , Baileys Harbor
This Baileys Harbor cottage is situated near Moonlight Bay, a short walk from the bay and directly opposite Mud Lake Wildlife Area, offering easy access to Baileys Harbor's restaurants and shops. The self-catering property sleeps four, comprising one bedroom, one bathroom with a walk-in shower, a pull-out sofa bed, a full kitchen, and laundry facilities; kayaking, canoeing, and fishing are readily available at Moonlight Bay, whilst The Ridges Sanctuary and Cana Island Lighthouse are nearby.
Sister Bay, WI
30/07 – 02/08
SG$1601/nighttotal: SG$4803 (3 )
Newly Updated Ephraim Home- Near Downtown
1 2
apartment , Ephraim
This three-bedroom flat is located on a private wooded plot in Ephraim, less than 1 kilometre from the town's shops, restaurants, galleries, and waterfront. This family-friendly apartment accommodates up to six guests, offering a fully equipped kitchen, air conditioning, two Smart TVs, a gas fireplace, and a garden with outdoor games and a patio seating six.
10 29 reviews
Sister Bay, WI
11/07 – 13/07
SG$1773/nighttotal: SG$3546 (2 )
Lost Lane | Luxury Retreat W/ Hot Tub & Trails
3 2
apartment , Ellison Bay
Lost Lane, a three-bedroom house in Ellison Bay, Wisconsin, is conveniently located near restaurants, shops, and the Washington Island ferry. This family-friendly property sleeps six, boasts three bathrooms, a fully equipped kitchen including a dishwasher, a hot tub, and a finished basement play area; guests can also enjoy the garden and on-site walking trails.
10 6 reviews
Sister Bay, WI
15/10 – 18/10
SG$916/nighttotal: SG$2748 (3 )
Humbug Abode - Located On Beautiful 5 Acres, Minutes Drive To Sister Bay
2 2
apartment , Ellison Bay
This Ellison Bay apartment is situated near the village centre, offering easy access to local amenities and a short drive to attractions such as the Skyway Drive-In and Newport State Park. This two-bedroom, 103 square metre self-catering flat boasts a fully equipped kitchen, private patio, free Wi-Fi, smart TVs, on-site laundry, and access to a shared garden and barbecue area; perfect for families or small groups.
Best Sister Bay, WI holiday rentals with parking
9.7 179 reviews
Sister Bay, WI
18/10 – 21/10
SG$656/nighttotal: SG$1968 (3 )
Updated Home W/ Deck: 2 Mi To Sister Bay Beach!
4 2
house , Sister Bay
This charming house is situated in Sister Bay, just 3.2 kilometres from the beach and 21 kilometres from the Cana Island Lighthouse. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The property is a spacious four-bedroom home with a floor area of 153 square metres, comfortably accommodating up to eight guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a private deck, and a spa, making it ideal for a relaxing and enjoyable stay.
10 13 reviews
Sister Bay, WI
15/10 – 18/10
SG$3222/nighttotal: SG$9666 (3 )
New Construction W/ Hot Tub - Luxury Home In Sister Bay- Great For Groups!
4 2
apartment , Sister Bay
This spacious apartment is located in the charming village of Sister Bay, just a short distance from the shores of Lake Michigan and close to the popular attractions of Door County. It has received excellent user ratings, making it a popular choice for travellers. This four-bedroom home has five bathrooms and can accommodate up to eight guests, making it ideal for families or groups of friends. The apartment offers a range of amenities, including a fully equipped kitchen, a hot tub, a fire pit, a heated garage, and a Peloton bike, ensuring a comfortable and enjoyable stay.
Sister Bay, WI
15/10 – 18/10
SG$3750/nighttotal: SG$11250 (3 )
Flint Ridge
3 2
house , Sister Bay
This holiday home in Sister Bay is located approximately 2.6 kilometres from Sister Bay Beach, offering convenient access to local attractions such as Cana Island Lighthouse (16 kilometres) and Cave Point County Park (30.5 kilometres). This 3-bedroom property spans 204 square metres, accommodates up to 11 guests, and features a fully equipped kitchen with a microwave oven and dishwasher, complimentary WiFi, air conditioning, and a private outdoor fireplace.
9.8 65 reviews
Sister Bay, WI
26/08 – 29/08
SG$987/nighttotal: SG$2961 (3 )
Wooded Sister Bay Retreat, Walk To Town, Firepit
3 2
apartment , Sister Bay
This three-bedroom property is located in a wooded setting just a short walk from the centre of Sister Bay, making it easy to explore all the town's attractions. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The spacious home has two bathrooms and comfortably sleeps six guests. Amenities include a fully equipped kitchen, air conditioning, a private patio with a fire pit, and a secure keypad entrance.
Frequently asked questions about holiday rentals in Sister Bay, WI
Which walking or cycling routes are the best in Sister Bay, WI?
The most popular walking and cycling route is the scenic Door County Coastal Bike Trail. It runs for 48 km along the coast, offering stunning views of the water and the countryside. For a shorter walk, try the Sister Bay Village Loop, which takes you through the heart of town and past some lovely shops and restaurants.
What are the best Airbnb and vacation rentals in Sister Bay, WI?
What other towns or cities can be easily accessed from Sister Bay, WI?
Sister Bay is conveniently located near other charming towns in Door County. You can easily drive to Fish Creek, Ephraim, and Baileys Harbor, all within a short distance. Each town has its own unique character and attractions, so you'll have plenty to explore.
What are the most popular Airbnbs in Sister Bay, WI?
What amenities are commonly available in vacation rentals in Sister Bay, WI?
Most vacation rentals in Sister Bay offer comfortable amenities like fully equipped kitchens, laundry facilities, and high-speed internet. Many also have private decks or patios with stunning views of the bay or the surrounding woods. Some rentals even have hot tubs or saunas for ultimate relaxation.
What are the best vacation rentals with a pool in Sister Bay, WI?
What time of year is best to rent a vacation rental Sister Bay, WI?
The best time to visit Sister Bay depends on your preferences. Summer is the most popular time, with warm weather and plenty of outdoor activities. If you prefer a quieter experience, spring and autumn are lovely times to visit, with beautiful foliage and fewer crowds. Winter can be a magical time too, with snow-covered landscapes and opportunities for cross-country skiing and ice skating.
What are the best rentals for families and kids in Sister Bay, WI?
What are the local dishes in Sister Bay, WI region?
Door County is famous for its fresh seafood, so you'll find plenty of restaurants serving up delicious fish and chips, whitefish, and perch. You should also try the local cherry pie, made with cherries from the region's many orchards. And don't forget to sample the local craft beers and wines.
What are the best rentals or Airbnbs with a jacuzzi in Sister Bay, WI?
Best Sister Bay, WI holiday rentals with a balcony
9.0 1 review
Sister Bay, WI
30/07 – 02/08
SG$1656/nighttotal: SG$4968 (3 )
Hilltop Hideaway Unit B-5 By Simple Life Rentals
2 2
house , Ephraim
Hilltop Hideaway Unit B-5, situated in Fish Creek, offers convenient access to Fish Creek Beach (a 14-minute walk) and lies within 23-26km of Cana Island Lighthouse and Cave Point County Park. This two-bedroom, two-bathroom property, boasting 84 square metres of floor space, sleeps up to 11 guests and includes a swimming pool, tennis court, parking, and air conditioning, plus free Wi-Fi.
10 5 reviews
Sister Bay, WI
15/07 – 18/07
SG$2030/nighttotal: SG$6090 (3 )
Barrel Sauna Luxury Walk To Northern Haus
4 2
house , Sister Bay
The Sister Bay Haus, a spacious property in Sister Bay, Wisconsin, is a short 1.5km walk from Sister Bay Beach and 16km from Cana Island Lighthouse. This 293 square metre holiday home boasts four bedrooms, four living rooms, three bathrooms, and can comfortably accommodate up to sixteen guests, offering free Wi-Fi, private parking, and free bikes for exploring the local area.
9.6 40 reviews
Sister Bay, WI
03/07 – 05/07
SG$2080/nighttotal: SG$4160 (2 )
Newly Updated Log Home On 5 Acres - Gorgeous Decor And Family Friendly
2 2
cabin , Sister Bay
This charming countryside retreat is located just three miles from the shores of Lake Michigan, Sister Bay Marina, and Waterfront Park, offering a peaceful escape while remaining close to the area's attractions. The cabin consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay. The two-bedroom cottage spans 120 square metres and comfortably accommodates up to seven guests. Enjoy a fully equipped kitchen, free Wi-Fi, a DVD player, a washing machine, and two bathrooms, alongside entertainment options like foosball, a video library, games, and books, making it a perfect choice for families and groups.
9.0 1 review
Sister Bay, WI
18/10 – 21/10
SG$714/nighttotal: SG$2142 (3 )
3 Mi To Sister Bay Beach: Family Home W/ Yard
3 2
house , Ellison Bay
This family home is located in Sister Bay, 4.8 kilometres from Sister Bay Beach, 22.5 kilometres from Cana Island Lighthouse, and 37 kilometres from Cave Point County Park. This 163 square metre, 3-bedroom holiday let accommodates up to 15 guests and features a fully equipped kitchen, air conditioning, a garden with an outdoor dining area, and private on-site parking with complimentary Wi-Fi.
Best pet friendly Sister Bay, WI holiday rentals
Among the 118 accommodations in Sister Bay, WI, here are the 4 best pet friendly rentals
9.7 74 reviews
Sister Bay, WI
30/07 – 02/08
SG$1053/nighttotal: SG$3159 (3 )
** New Home W/ Wood Fireplace, Tucked In Peaceful Woods Centrally Located !!
3 2
apartment , Ephraim
This charming cabin is situated just outside Ephraim, a short 8km drive from Sister Bay and 16km from Baileys Harbor/Fish Creek, offering a tranquil escape in a peaceful wooded setting. It consistently receives excellent guest ratings for location, cleanliness, and overall experience. The cabin provides comfortable accommodation for up to six guests across two bedrooms and one bathroom, spanning 149 square metres. Guests can enjoy a fully equipped kitchen, high-speed internet, a dedicated workspace with woodland views, a fire pit, and ample parking, making it ideal for families and pet owners seeking a relaxing getaway.
9.6 5 reviews
Sister Bay, WI
18/10 – 21/10
SG$1034/nighttotal: SG$3102 (3 )
Sisterbayhus - A Scandi Inspired Family Getaway
3 2
apartment , Sister Bay
This three-bedroom, two-bathroom holiday apartment at Bay Haven Lodge in Sister Bay is a short walk from the town centre and the beach. The self-catering property, newly furnished in 2025, offers a sunroom, terrace, garden, Weber griddle, and is close to Peninsula State Park and Lake Michigan, sleeping up to six guests comfortably.
9.8 23 reviews
Sister Bay, WI
18/10 – 21/10
SG$1231/nighttotal: SG$3693 (3 )
Modern Home | Walk To Downtown, Hot Tub & Gameroom
4 2
apartment , Sister Bay
This Sister Bay holiday home is situated a short 1.6km walk from Sister Bay Marina and Lake Michigan, with Waterfront Park and Sister Bay Beach within a 2.4km radius. This 208 square metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a swimming pool, jacuzzi, terrace, garden, free Wi-Fi, and a fully equipped kitchen.
9.3 16 reviews
Sister Bay, WI
11/07 – 13/07
SG$1495/nighttotal: SG$2990 (2 )
#1downtown Spot | Walk To Beach, Hot Tub & Pets Ok
4 2
apartment , Sister Bay
This Sister Bay apartment, situated on North Bay Shore Drive, is steps from Sister Bay Beach and adjacent to Al Johnson's Swedish Restaurant, a short walk from the marina and a 3.2km drive from Seaquist Orchards. This spacious 325 sqm property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, hot tub, and access to Hulu + Live TV, Disney+, and ESPN+.