Compare Vacation Rentals & Airbnb in Sister Bay, WI

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Sister Bay, WI vacation rentals
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181 Rentals and Airbnb in Sister Bay, WI

Best family friendly Sister Bay, WI vacation rentals

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

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.
Luxury Remodeled 4br | Downtown Sister Bay - Sister Bay, WI
9.9 60 reviews

Luxury Remodeled 4br | Downtown Sister Bay

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.
Luna's Retreat: Downtown Sister Bay - Sister Bay, WI
10 106 reviews

Luna's Retreat: Downtown Sister Bay

apartment, Sister Bay
This apartment is situated in a peaceful wooded neighbourhood just 0.8 kilometres from the centre of Sister Bay, offering easy access to shops, restaurants, and the waterfront. It has received excellent ratings for location, cleanliness, and overall user experience.
The property spans 209 square metres and comfortably accommodates up to 12 guests. It features a well-equipped kitchen, a cosy fireplace, a screened porch, a private garden with outdoor games, a fire pit area, and a tennis court.
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.

Best Sister Bay, WI vacation rentals with parking

Home Near Northern Haus-new Build: Private Lot - Sister Bay, WI
9.2 10 reviews

Home Near Northern Haus-new Build: Private Lot

apartment, Sister Bay
This three-bedroom, two-bathroom apartment is situated near Sister Bay, Wisconsin, a short 3.2 km drive from the town centre.
Sleeping six guests, the property boasts a fully equipped kitchen including a dishwasher and extra fridge/freezer, Smart TVs with Roku and Firestick, a vintage Nintendo console, a private lot with fire pit and charcoal grill, and excellent Starlink Wi-Fi.
Goose & Twigs Sister Bay Chalet - Sister Bay, WI
9.2 10 reviews

Goose & Twigs Sister Bay Chalet

cabin, Sister Bay
The Goose & Twigs Chalet offers a three-bedroom, two-bathroom holiday home in Sister Bay's town centre, providing easy access to local shops and restaurants.
This dog-friendly chalet sleeps six, features a full kitchen, jacuzzi, high-speed internet, electric car charging, and a wrap-around balcony; ample parking is available.
Bay Views, Covered Patio & Walkable Downtown Sister Bay - Sister Bay, WI
9.4 3 reviews

Bay Views, Covered Patio & Walkable Downtown Sister Bay

apartment, Sister Bay
This one-bedroom apartment offers an unbeatable walkable location directly in downtown Sister Bay, mere steps from Sister Bay Beach, dining, and shopping, with stunning water views from its spacious covered patio.
This 70 square meter flat comfortably sleeps up to 4 guests and features a fully equipped kitchen, in-unit washer and dryer, and access to shared building amenities, with Peninsula State Park and Pirate's Cove Adventure Golf nearby.
#1downtown Spot | Walk To Beach, Hot Tub & Pets Ok - Sister Bay, WI
9.6 13 reviews

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

house, Sister Bay
This family-friendly holiday home in Sister Bay's downtown district is located mere steps from the beach and Al Johnson's restaurant, with the marina a 500-metre walk away.
This property accommodates up to 10 guests with 4 bedrooms and 2 bathrooms, featuring a hot tub, a spacious deck, a fully equipped kitchen, and free high-speed internet, with up to two dogs permitted for a fee.

Frequently Asked Questions about vacation rentals in Sister Bay, WI

  • What are some interesting places to visit in or near Sister Bay, WI?

    Sister Bay is a charming town with lots to see and do. The Peninsula State Park is a must-visit, with its stunning scenery and hiking trails. You can also check out the historic Al Johnson's Swedish Restaurant, famous for the goats that graze on the roof. For a bit of history, visit the Sister Bay Historical Society Museum.
  • What are the best Airbnb and vacation rentals in Sister Bay, WI?

    Harbor House - July Dates Just Became Available, Sister Bay Vintage Log Cabin and The Nordic Lodge are the most popular Airbnb and vacation rentals in Sister Bay, WI among travelers.

  • 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, which runs along the shore. For a shorter walk, try the Sister Bay Village Loop, which takes you past shops and restaurants. If you're feeling adventurous, you can hike the Eagle Trail in Peninsula State Park for some stunning views.
  • What are the most popular Airbnbs in Sister Bay, WI?

  • What sports or outdoor activites can visitors enjoy in and around Sister Bay, WI?

    Sister Bay is a great place for outdoor activities. You can go kayaking or paddleboarding on the bay, rent a boat for fishing, or play a round of golf at the Peninsula State Park Golf Course. In the winter, you can go cross-country skiing or snowshoeing on the trails.
  • What are the best vacation rentals with a pool 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 of which offer unique attractions and dining options. If you're looking for a bigger city, Green Bay is about a 1-hour drive away.
  • What are the best rentals for families and kids in Sister Bay, WI?

  • What amenities are commonly available in vacation rentals in Sister Bay, WI?

    Vacation rentals in Sister Bay typically offer a range of amenities, including fully equipped kitchens, laundry facilities, and Wi-Fi. Many also have outdoor spaces like decks or patios, and some even have access to private beaches or docks.
  • What are the best rentals or Airbnbs with a jacuzzi in Sister Bay, WI?

    The best vacation rentals or Airbnb with a jacuzzi in Sister Bay, WI are The Nordic Lodge, Walk To Marina Hot Tub - Arcade & Pet-friendly and Spacious Family-friendly Cottage In Peaceful Woods.

  • 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 busiest season, with warm weather and plenty of outdoor activities. Autumn is beautiful, with colourful foliage and a quieter atmosphere. Spring and fall are also great times to visit, with milder temperatures and fewer crowds.
  • What are the local dishes in Sister Bay, WI region?

    Door County is known for its fresh seafood, so you'll find plenty of fish and shellfish dishes on the menus. Try the whitefish, perch, or walleye, often served pan-fried or baked. You'll also find delicious cherry-themed desserts and pastries, as Door County is famous for its cherry orchards.

Popular destinations

Best Sister Bay, WI vacation rentals with a balcony

Walk To Shops & Dining  Renovated Gem - Sister Bay, WI
9.8 16 reviews

Walk To Shops & Dining Renovated Gem

apartment, Sister Bay
This 4-bedroom, 2-bathroom detached house is located 400 metres from Sister Bay Beach and Marina, within easy reach of local shops and restaurants.
This family-friendly property accommodates up to 12 guests, offering a renovated interior with two living areas, including one with an arcade machine, a well-equipped kitchen, a garden with a fire pit and outdoor dining, and provided beach gear.
Walk To Downtown! Wooded 4br Sister Bay Home - Sister Bay, WI
9.6 29 reviews

Walk To Downtown! Wooded 4br Sister Bay Home

apartment, Sister Bay
This Sister Bay cottage offers a secluded setting on a wooded lot, a mere 800 meters from the town centre and adjacent to the waterfront, providing easy access to sunset viewpoints and the Sister Bay Marina.
This four-bedroom dwelling accommodates up to eight guests, featuring a fully equipped kitchen, three bathrooms, air conditioning, a private deck, and is conveniently located within 5 kilometers of Lake Michigan and Peninsula State Park.
Retro Home In Downtown Sister Bay-sleeps 6! - Sister Bay, WI
9.0 21 reviews

Retro Home In Downtown Sister Bay-sleeps 6!

apartment, Sister Bay
This Sister Bay holiday home is situated less than 2 kilometres from Sister Bay Marina, Lake Michigan, Waterfront Park, and Sister Bay Beach.
The 142 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, free Wi-Fi, a patio with barbecue, and a fenced garden.
The Sister Bay Haus | 5br Luxury + Sauna | Walk To Downtown & Northern Haus - Sister Bay, WI
10 5 reviews

The Sister Bay Haus | 5br Luxury + Sauna | Walk To Downtown & Northern Haus

apartment, Sister Bay
The Sister Bay Haus is located on Fieldcrest Rd, just a short walk from the waterfront, shops, galleries, and restaurants of downtown Sister Bay. This property has received excellent user ratings and is ideal for families and groups.
The home has four bedrooms and four bathrooms, spanning 293 square metres, and can comfortably accommodate up to 12 guests. The Sister Bay Haus offers a range of amenities and activities, including a chef's kitchen, a fireplace, a raised deck, a fire pit, a lower level with a 75" TV, video games, and a vintage arcade system, as well as four adult bicycles and two kayaks for exploring the area.

Best pet friendly Sister Bay, WI vacation rentals

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

Wooded Wonder- Cozy Retreat, Hot Tub, Fire Pit, Game Room & Dogs! - Sister Bay, WI
10 1 review

Wooded Wonder- Cozy Retreat, Hot Tub, Fire Pit, Game Room & Dogs!

house, Sister Bay
This Sister Bay holiday home is situated two blocks from the town centre and a 1.9km stroll from Sister Bay Beach, with Cana Island Lighthouse 18km away.
This 208 square metre property sleeps up to 19 guests, boasting two bedrooms, two bathrooms, a fully equipped kitchen, jacuzzi, terrace, garden, free Wi-Fi, and private parking; enjoy the outdoor fire table and explore nearby shops and restaurants.
Walking Distance To Downtown Sister Bay - Sister Bay, WI
10 3 reviews

Walking Distance To Downtown Sister Bay

apartment, Sister Bay
This newly renovated holiday home in Sister Bay is situated a short distance from the town's popular restaurants and shops, and a brief drive to Lake Michigan and Peninsula State Park.
This 93 square metre holiday home accommodates up to four guests with two bedrooms, a fully equipped kitchen, Wi-Fi, air conditioning, and a Tesla charger, plus outdoor amenities including a patio, a porch with a swing, and a fire pit.
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.
#1downtown Spot | Walk To Beach, Hot Tub & Pets Ok - Sister Bay, WI
9.3 24 reviews

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

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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