Sister Bay Vacation Rentals

Our Favorite Vacation Rentals in Sister Bay

  • Perfect for weekend getaways and family reunions
     Country House
    Booking.com
    From
    $535
  • Sister Bay Cottage
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $289
  • Cana Island Lighthouse Water Front Family Retreat
     Country House
    Booking.com
    From
    $525
  • NEW! Updated Home w/Deck, 2 Mi to Sister Bay Beach
     4br Cottage
    HolidayLettings
    From
    $340
  • Blue Harbor Lodge (DC2) Door County, WI.
    Good4br Home/Apartment
    HolidayLettings
    From
    $439
  • Fish Creek Condo/Town Home at Brook Point, Door County
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $288
  • Door County Cabin in the Woods, Baileys Harbor
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $288
  • Water Front Home in Baileys Harbor on the quiet side of beautiful Door County
    Okay6br Home/Apartment
    HolidayLettings
    From
    $537

Check prices for these upcoming dates

Sister Bay Vacation Rentals with a Pool

  • Garden House-Cozy Fireplace
    Excellent3br Home/Apartment
    Airbnb
    From
    $338
  • Homestead Park House
    Excellent5br Home/Apartment
    Airbnb
    From
    $561
  • Condo A6 at Evergreen Hill - Park Lover's location
    Good2br Home/Apartment
    Airbnb
    From
    $123
  • Peninsula Parkview Sunset Meadow Whirlpool Cottage
     Home/Apartment
    Airbnb
    From
    $208

Sister Bay Vacation Rentals with Wi-Fi

  • 101 | Luxury | Downtown Sister Bay | Door County
    Excellent3br Home/Apartment
    Airbnb
    From
    $593
  • Wall to Wall Retreat
    Excellent5br Home/Apartment
    Airbnb
    From
    $607
  • Mill Road Place #2
     2br Home/Apartment
    Airbnb
    From
    $308
  • Peaceful Studio Loft on Outskirts of Sister Bay
    ExcellentHome/Apartment
    Airbnb
    From
    $102

Sister Bay Pet-Friendly Vacation Rentals

  • Bailey's Harbor Cabin Near Kangaroo Lake
    NiceCottage
    HolidayLettings
    From
    $157
  • North unit Baileys Harbor Secluded Cozy Cabin
     Cottage
    HolidayLettings
    From
    $143
  • Secluded Waterfront on North Bay
    Good3br Home/Apartment
    Airbnb
    From
    $333
  • Kulma Cottage 1
     4br Home/Apartment
    Airbnb
    From
    $280

Sister Bay Travel Guide

Come and play in Sister Bay! This welcoming village in Wisconsin has everything you need to unwind and have fun, including a shoreline boasting a sandy beach and blue waters. While you can choose to relax in Sister Bay, it's also home to plenty of outdoor recreation. Enjoy a kayaking adventure on Lake Michigan or choose to go hiking along the shore. In the evenings soak up the atmosphere by dining al fresco, with restaurants on the waterfront. From pub fare to fine dining, there is something for everyone in Sister Bay. Plus, this village is a shopper’s paradise, with unique stores and boutiques, as well as farmers markets.

Things to Do in Sister Bay

Top things to do include spending the day at Sister Bay Beach where you can laze around and have fun with family and friends. There are also restaurants and shops along the shoreline. At Sister Bay Marina, watch the boats go by across part of the largest waterfront park in Door County. This spot is perfect in the evening as there is nowhere better place to watch the sunset. To learn more about the history of Sister Bay, head to the Corner of the Past Museum. Here you can see restored buildings, artefacts and photos from the past, as well as learn butter-making and wood crafts.

Best Time to Visit Sister Bay

The best time to visit Sister Bay in Wisconsin is during the summer months, from May to September. This is when the warm weather is perfect for enjoying the outdoors.

Price and Availability in Sister Bay

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Sister Bay tends to be Monday, while the most expensive day tends to be Wednesday. Vacation homes in Sister Bay tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Sister Bay is in July, while the cheapest month is in January. The most popular time to book a vacation rental in Sister Bay is in the high season in July. Sister Bay has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Sister Bay

Rainy days
46° 15°
2
42° 14°
1
48° -7°
1
49° -6°
1
47° 10°
1
62° 12°
2
87° 33°
3
88° 42°
4
83° 51°
3
86° 47°
2
85° 38°
1
71° 28°
2
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Sister Bay. The warmest months in Sister Bay are July and August, when temperatures reach 88 ˚F. The coolest month is December, when temperatures drop to -7 ˚F. The wettest month in Sister Bay is July with 3.74 inches of rain, while the driest month is October with 0.74 inches of rain.

What Expert Travelers Think

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    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae

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