Holiday Rentals in Sister Bay, WI

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Sister Bay, WI holiday rentals
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Best Holiday rentals and Airbnb offers in Sister Bay, WI

Best family friendly Sister Bay, WI holiday rentals

Among the 118 accommodations in Sister Bay, WI, here are the 4 best family friendly rentals

Charming Cottage - Sister Bay, WI
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.
Newly Updated Ephraim Home- Near Downtown - Sister Bay, WI
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.
Lost Lane | Luxury Retreat W/ Hot Tub & Trails - Sister Bay, WI
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.
Humbug Abode - Located On Beautiful 5 Acres, Minutes Drive To Sister Bay - Sister Bay, WI
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

Updated Home W/ Deck: 2 Mi To Sister Bay Beach! - Sister Bay, WI
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.
New Construction W/ Hot Tub - Luxury Home In Sister Bay- Great For Groups! - Sister Bay, WI
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.
Flint Ridge - Sister Bay, WI
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.
Wooded Sister Bay Retreat, Walk To Town, Firepit - Sister Bay, WI
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.

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Best Sister Bay, WI holiday rentals with a balcony

Hilltop Hideaway Unit B-5 By Simple Life Rentals - Sister Bay, WI
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.
Barrel Sauna Luxury Walk To Northern Haus - Sister Bay, WI
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.
Newly Updated Log Home On 5 Acres - Gorgeous Decor And Family Friendly - Sister Bay, WI
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.
3 Mi To Sister Bay Beach: Family Home W/ Yard - Sister Bay, WI
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

** New Home W/  Wood Fireplace, Tucked In Peaceful Woods Centrally Located !! - Sister Bay, WI
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.
Sisterbayhus - A Scandi Inspired Family Getaway - Sister Bay, WI
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.
Modern Home | Walk To Downtown, Hot Tub & Gameroom - Sister Bay, WI
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.
#1downtown Spot | Walk To Beach, Hot Tub & Pets Ok - Sister Bay, WI
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+.
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