Holiday Rentals in Sister Bay, WI

181 available vacation rental offers

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

Retro Home In Downtown Sister Bay-sleeps 6! - Sister Bay, WI
No reviews

Retro Home In Downtown Sister Bay-sleeps 6!

house, Sister Bay
This completely renovated one-storey dwelling in downtown Sister Bay is located just a short walk from local amenities, offering convenient access to the village's attractions. This dog-friendly property accommodates up to six guests with three bedrooms and two bathrooms, featuring a modern kitchen, a comfortable living area with a 50-inch LED HD TV, and an outdoor deck with seating and a fire pit.
Cozy Cabin In Sister Bay • Hottub • Firepit • Dogs - Sister Bay, WI
No reviews

Cozy Cabin In Sister Bay • Hottub • Firepit • Dogs

house, Sister Bay
This Sister Bay log cabin is located within 500 meters of Pebble Beach, shops, and cafes, and is a short drive from Peninsula State Park and the Door County Winery.
This dog-friendly property accommodates up to eight guests with three bedrooms and three bathrooms, offering a hot tub, firepit, and complimentary use of canoes.
Secluded Home | Walk To Marina + Gameroom & Hottub - Sister Bay, WI
No reviews

Secluded Home | Walk To Marina + Gameroom & Hottub

house, Sister Bay
This family-friendly dwelling in Sister Bay is situated a 5-minute walk from Sister Bay Marina and a short drive from Al Johnson's Swedish Restaurant, Sister Bay Beach, and Seaquist Orchards.
This property accommodates up to nine guests in three bedrooms, featuring a family and pet-friendly garden with a five-seat hot tub, firepit, and grill, alongside an entertainment room with foosball and an arcade machine, plus an EV charger in the garage.
Hot Tub | Sauna | Bar | Arcade | Fire Pit - Sister Bay, WI
10 32 reviews

Hot Tub | Sauna | Bar | Arcade | Fire Pit

apartment, Sister Bay
This family-friendly holiday home is situated in Sister Bay, just 3.2 kilometres from Lake Michigan and Waterfront Park. The property enjoys an excellent user rating, making it a popular choice for travellers.
This three-bedroom house offers 149 square metres of space, comfortably accommodating up to nine guests. The property features a fully equipped kitchen, a fireplace, a terrace, a garden, and a tennis court, as well as free Wi-Fi and air conditioning.

Best Sister Bay, WI holiday rentals with parking

#1downtown Spot | Walk To Beach, Hot Tub & Pets Ok - Sister Bay, WI
9.8 9 reviews

#1downtown Spot | Walk To Beach, Hot Tub & Pets Ok

apartment, Sister Bay
This Sister Bay apartment, located on North Bay Shore Drive, offers prime downtown accommodation, steps from the beach and adjacent to Al Johnson's Swedish Restaurant, a five-minute walk from the marina and a four-minute drive (approximately 3.2km) from Seaquist Orchards.
The 116 square metre dwelling boasts four bedrooms sleeping ten guests, two bathrooms, a fully equipped kitchen, a private deck with a hot tub, free high-speed internet, and a streaming bundle including Hulu + Live TV, Disney+, and ESPN+, alongside spa and parking facilities.
Wampa Caves - Sister Bay, WI
9.3 19 reviews

Wampa Caves

apartment, Sister Bay
This repurposed boat service centre, situated in Sister Bay, Wisconsin, is less than 1 kilometre from the town centre, the marina, and Al Johnson's restaurant, offering easy access to other Door County attractions.
Sleeping up to seven guests, the vessel boasts three bedrooms (king, queen, and three single beds), two bathrooms, a fully equipped kitchen with dishwasher, and outdoor amenities including a fire pit and gas grill; free Wi-Fi and a smart TV are also provided.
High Garden By Simple Life Rentals - Sister Bay, WI
9.0 1 review

High Garden By Simple Life Rentals

house, Sister Bay
High Garden, a three-bedroom house in Sister Bay, Wisconsin, is a 19-minute walk from Sister Bay Beach, 19 kilometres from Cana Island Lighthouse, and 34 kilometres from Cave Point County Park.
This 142-square-metre property sleeps up to 11 guests, offering two bathrooms, a fully equipped kitchen, Wi-Fi, private parking, and air conditioning.
Sleepy Moose- Cozy Cabin In Sister Bay, Hot Tub, Fire Pit, Dogs! - Sister Bay, WI
9.8 10 reviews

Sleepy Moose- Cozy Cabin In Sister Bay, Hot Tub, Fire Pit, Dogs!

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.

Frequently asked questions about holiday rentals in Sister Bay, WI

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Best Sister Bay, WI holiday rentals with a balcony

Peaceful,nature Retreat! Country Stroll To Pebble Beach! Close To Town. Charming - Sister Bay, WI
10 28 reviews

Peaceful,nature Retreat! Country Stroll To Pebble Beach! Close To Town. Charming

apartment, Sister Bay
This two-bedroom condominium is situated in a private wooded setting in Sister Bay, just 3.2 kilometres from the town centre and a short 700-metre walk to Pebble Beach.
This family-friendly accommodation, offering space for four guests, boasts a second-floor end unit with woodland views, air conditioning, a swimming pool, a terrace, and is conveniently located near attractions such as Cana Island Lighthouse and The Skyway Drive-In Theatre.
Scandia- Secluded Home, Walk To Marina, Game Room & Hot Tub - Sister Bay, WI
10 2 reviews

Scandia- Secluded Home, Walk To Marina, Game Room & Hot Tub

house, Sister Bay
This spacious house is located in Sister Bay, just a 2.6km walk from Sister Bay Beach and 18km from Cana Island Lighthouse. The surrounding area offers a peaceful and secluded setting, perfect for a relaxing getaway.
The property features three bedrooms, two bathrooms, and a floor area of 175 square metres, accommodating up to 19 guests. The house comes with a range of amenities including a private hot tub, a fire pit, a fully equipped kitchen, a balcony, and a garden, ensuring a comfortable and enjoyable stay.
Cherry Hill- Charming Sister Bay Home, Backyard Oasis, Hottub - Sister Bay, WI
9.3 3 reviews

Cherry Hill- Charming Sister Bay Home, Backyard Oasis, Hottub

house, Sister Bay
This Sister Bay holiday home, located in Cherry Hill, is 2.6 km from Sister Bay Beach and 19 km from Cana Island Lighthouse.
The 245 square metre property boasts four bedrooms, three bathrooms, sleeps 23 guests, and features a hot tub, terrace, garden, and fully equipped kitchen; free private parking is also available.
Sister Sunset- #1downtown Spot, Walk To Beach, Hot Tub & Pets Ok - Sister Bay, WI
9.0 1 review

Sister Sunset- #1downtown Spot, Walk To Beach, Hot Tub & Pets Ok

house, Sister Bay
This property offers a prime downtown Sister Bay location, just a 3-minute walk from Sister Bay Beach, 17.7 kilometres from Cana Island Lighthouse, and 32.2 kilometres from Cave Point County Park.
This dog-friendly cottage boasts 116 square metres of space, accommodating up to 19 guests with a fully equipped kitchen, air conditioning, a private hot tub, garden, and on-site parking, with complimentary WiFi provided.

Best pet friendly Sister Bay, WI holiday rentals

Among the 181 accommodations in Sister Bay, WI, here are the 4 best pet friendly rentals

Cozy Cabin In Sister Bay  Hottub  Firepit  Dogs - Sister Bay, WI
10 12 reviews

Cozy Cabin In Sister Bay Hottub Firepit Dogs

apartment, Sister Bay
This Sister Bay lodge is situated in the uptown area, a short walk from Pebble Beach and within 3km of Peninsula State Park, Ephraim Historical Foundation, and 19km from Door County Winery.
The 232 square metre property boasts three bedrooms sleeping up to nine guests, offering a fully equipped kitchen, three bathrooms, a whirlpool tub, outdoor patio with fire pit, canoe use, and high-speed internet access.
Cozy Log Cabin With Hot Tub & Firepit Near Pebble Beach, Sister Bay, Wisconsin - Sister Bay, WI
No reviews

Cozy Log Cabin With Hot Tub & Firepit Near Pebble Beach, Sister Bay, Wisconsin

cabin, Sister Bay
This log lodge is in Sister Bay, Wisconsin, 2.4 kilometres from Sister Bay Beach and near Pebble Beach.
This lodge accommodates 17 guests across 3 bedrooms and 3 bathrooms, featuring a private hot tub, firepit, fireplace, and a fully equipped kitchen with a dishwasher and microwave, all within a short distance of the beach.
Cozy Retreat | Hottub, Firepit, Arcade Fun & Dogs! - Sister Bay, WI
9.8 115 reviews

Cozy Retreat | Hottub, Firepit, Arcade Fun & Dogs!

apartment, Sister Bay
This four-bedroom apartment is situated in a quiet residential area of Sister Bay, just a short drive from the bustling N Bay Shore Drive, the picturesque Sister Bay Marina, and the beautiful Sister Bay Beach. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment can comfortably accommodate up to 11 guests and features a unique octagonal design with vaulted ceilings and plenty of natural light. Enjoy modern amenities, a private hot tub, a fire pit, a charcoal grill, and a large deck with breathtaking views, perfect for relaxing and enjoying the beautiful surroundings.
Wooded Retreat With Space For Everyone - Sister Bay, WI
9.8 15 reviews

Wooded Retreat With Space For Everyone

cabin, Sister Bay
This 353 square metre cottage is situated in downtown Sister Bay, a 11-minute walk from Lake Michigan and a 12-minute walk from Sister Bay Marina.
This pet-friendly property offers accommodation for up to 12 guests, featuring four bedrooms, three bathrooms, a fully equipped kitchen, air conditioning, Wi-Fi, a fireplace, and a private garden with a fire pit and barbecue, ideal for exploring nearby Peninsula State Park.
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