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 at 10372…

Bedrooms
2
Bathrooms
1
Occupancy
6

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 extending from the spacious…

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

Highgarden

A Door County family home for generations, this house was completely renovated in 2015 with excellent upgrades. The spacious, stainless-steel appliance and stone countertop adorned kitchen is perfect for preparing meals and is a chef’s…

Bedrooms
3
Bathrooms
2
Occupancy
6

Kings Landing

Fully Renovated in 2016, Walk to the Beach & Downtown Sister Bay We invite you, your family, friends, and PETS to come stay at our newly renovated home. We fell in love with this property…

Bedrooms
5
Bathrooms
4.5
Occupancy
14

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 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.   Accommodations Water views of Sister Bay Located in the heart…

Bedrooms
2
Bathrooms
1
Occupancy
5

The Bird House

Quiet and yet accessible to many of Door County’s many fun activities and adventures, the Bird House is your oasis to relax, or work, or play. Welcome to the Bird House, a hop, skip and…

Bedrooms
4
Bathrooms
2.5
Occupancy
10

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