Sister Bay Vacation Rentals

Cottage, Cabin and Vacation Resorts in Sister Bay

Located on the NorthWest portion of the Door Peninsula in Door County, Sister Bay is a small village with a population of less than 1,000 people. Sister Bay is a picturesque Wisconsin village and is also home to Al Johnson’s Swedish Restaurant, a must stop for those visiting Door County. Browse our Sister Bay cottages, cabins and rental homes below and book your vacation today!

Abode on Spring Road

Remodeled kitchen, new flooring throughout, and updated bathrooms!! The Abode on Spring Road is located in Sister Bay one block east of the Sister Bay Marina (HWY 42) on quiet Spring Road. This comfortable 4…

Bedrooms
4
Bathrooms
2
Occupancy
9

Appleport Sunrise

Appleport Sunrise is a charming, cozy, and comfortably furnished two-bedroom, one-bath seasonal cottage on the rocky shore (bring your beach shoes) of Lake Michigan that affords spectacular views and a quiet retreat. Located on South…

Bedrooms
2
Bathrooms
1
Occupancy
6

CampOmaccio

Beautiful brand new home just steps away from downtown Sister Bay. Right on the water with gorgeous views of the bay and our stunning local sunsets, complete with fire pit to cozy up to on…

Bedrooms
6
Bathrooms
5
Occupancy
12

Eagle Sands Beach Lodge

Your own sandy shore on the most pleasant bay in Door County!  This gorgeous two-story 2,800 square-foot reclaimed log cabin home on Sand Bay features 165 feet of waterfront tucked between the trees.  A footbridge…

Bedrooms
3
Bathrooms
2.5
Occupancy
12

East Haven

East Haven is a lovely log home on the shore of Lake Michigan, in northern Door County. Built in 1992, it features many original works of art and Door County antiques. It has 3 bedrooms…

Bedrooms
3
Bathrooms
2
Occupancy
10

Engel Nook

Take a look at the Nook! Relax and enjoy this cozy cottage on Bay Shore Drive, only minutes away from the charming and thriving Village of Sister Bay. Enjoy creating a meal using our well-appointed…

Bedrooms
3
Bathrooms
2
Occupancy
6

Forest Escape

Welcome to our Forest Escape in Sister Bay! Wake up daily to calming wooded views and families of deer while you relax on the enclosed porch and large deck, or cozy up with a plush…

Bedrooms
4
Bathrooms
4
Occupancy
10

Kinsey Bay Lakeshore Home

Wake up to an amazing sunrise at this gorgeous very well maintained beach house.  160′ of rocky Lake Michigan shoreline awaits you.  This home has 6 bedrooms and 3 1/2 baths with a spiral staircase…

Bedrooms
6
Bathrooms
3.5
Occupancy
12

Marina View 104

Brand new spacious luxury condo in the heart of Sister Bay now renting for summer of 2019.  Incredible water views & location, location, location are the hallmarks of Marina View Condominiums.  Walk to everything, directly…

Bedrooms
3
Bathrooms
2
Occupancy
8

Mill Road Place #1

Unit #1 is located on the first floor of the newly constructed Mill Road Place is in heart of downtown Sister Bay located a half a block up Mill from Bayshore Drive.  The unit has…

Bedrooms
2
Bathrooms
3
Occupancy
6

Mill Road Place #2

Unit # 2 is a second floor condo at the newly constructed Mill Road Place is in heart of downtown Sister Bay located a half a block up mill from Bayshore Drive.  The units have…

Bedrooms
2
Bathrooms
2
Occupancy
5

Mill Road Place #3

Unit #3 is located on the second floor of the newly constructed Mill Road Place is in heart of downtown Sister Bay located a half a block up mill from Bayshore Drive.  The units have…

Bedrooms
2
Bathrooms
2
Occupancy
4

Pheasant Court Place

Cozy 2 story Door County Cottage nestled in a peaceful wooded setting available year round. A relaxing getaway just a 10minute walk from Downtown Sister Bay. Fully equipped kitchen and laundry room. A great wildlife…

Bedrooms
3
Bathrooms
2
Occupancy
8

Shadow Lawn

This spectacular estate known as Shadow Lawn is now available as a seasonal summer vacation rental. It is located on Beach Road, just north of Sister Bay, WI on 165 feet of gently sloping shore…

Bedrooms
6
Bathrooms
5.5
Occupancy
20

Sister Bay Sanctuary

Welcome to Your Peaceful Door County Haven at Sister Bay Sanctuary! Book Now for a Tranquil Escape. Nestled amidst the tranquil beauty of Sister Bay’s lush landscapes, our charming 2-bedroom hideaway at Sister Bay Sanctuary…

Bedrooms
2
Bathrooms
1.5
Occupancy
4

Sister Bay View

Just steps away from dining and shopping, the beach, marina and band shell for live music. Come enjoy our home in picturesque Sister Bay. ** No Camper or Boat parking at any time. Contact the…

Bedrooms
2
Bathrooms
1
Occupancy
5

The Nest

Enjoy your own private view of Sister Bay sunsets from a second floor master bedroom deck or waterfront boathouse patio! “The Nest” is an updated 1930s summer cottage with a large open main floor, expansive…

Bedrooms
2
Bathrooms
1.5
Occupancy
7