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

Another Thyme

Welcome to Another Thyme…. Enjoy this restored, old log home with recently completed renovations.  This special cabin invites you back to Another Thyme to relax and enjoy all its historic charm and modern amenities. This…

Bedrooms
4
Bathrooms
3
Occupancy
10

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

Copper Moon Cottage

Copper Moon Cottage is a cozy vacation getaway just off the beaten path in a quiet neighborhood, yet convenient to everything. Featuring an up-to-date kitchen and hand laid stone patio in the private back yard,…

Bedrooms
2
Bathrooms
2
Occupancy
7

Country Lane Home

Relax and enjoy the luxuries of a countryside home without the hassle of being too far away from town. With plenty of natural light and a custom kitchen perfect for socializing, this space has everything…

Bedrooms
4
Bathrooms
2.5
Occupancy
8

Door in the Woods

Door in the Woods is located in the woods of a residential Sister Bay neighborhood.  The house is within walking distance of the beach, the dock, downtown shops, restaurants and entertainment.  The town reflects the…

Bedrooms
3
Bathrooms
2
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 by the current owners, it features many original works of art and Door County antiques.…

Bedrooms
3
Bathrooms
2
Occupancy
7

Hidden Gem

Hidden Gem on Trillium Snuggled among the birch and cedar trees, a vacation at this “gem” is truly a vacation.  A brick circular drive brings you onto the property on highly desirable Trillium Lane. Recently…

Bedrooms
4
Bathrooms
3
Occupancy
8

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

Highland Escape

An in ground pool or a 5 minute walk to the beach makes for the best of both worlds at our Highland Escape Condo. We recently refurnished and freshly painted the condo. Fun activities for…

Bedrooms
2
Bathrooms
2
Occupancy
8

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
4
Bathrooms
3.5
Occupancy
10

Lakeview Lodge

Lakeview Lodge rests on 5 acres of wooded land with 419 ft. of shoreline on Lake Michigan in Door County’s quaint Sister Bay community. The property features an 1800 square ft. fully remodeled three-bedroom and…

Bedrooms
3
Bathrooms
2
Occupancy
8

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

Mill Road Place #4

Built in 2019, Unit #4 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 Road from Bayshore…

Bedrooms
2
Bathrooms
3
Occupancy
6

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 Sister Bay. Fully equipped kitchen and laundry room. A great wildlife viewing…

Bedrooms
3
Bathrooms
2
Occupancy
8

Port New

Enjoy all that Sister Bay has to offer at Port New with a convenient, heart of the village location while benefiting from a large wooded home site. This well maintained, year-around rental accommodates up to…

Bedrooms
3
Bathrooms
2
Occupancy
8

Salinsky’s Domicile Cottage

Adorably cute and homey, this former farm building has been completely remodeled with a large loft bedroom, kitchenette, living area with sleeper sofa and one full bath. The perfect getaway for 2-4 people. Located steps…

Bedrooms
1
Bathrooms
1
Occupancy
4

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

Accommodations Water views of Sister Bay Located in the heart of the village, steps away from the beach and waterfront Cable TV/High Speed Internet Washer/Dryer Location: Sister Bay  Bedrooms: 2, Queen, Full + Twin Bunk Bathroom:…

Bedrooms
2
Bathrooms
1
Occupancy
3

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
8

Trillium Lane

Trillium Retreat is conveniently located in the Village of Sister Bay yet enjoys the solitude of a quiet wooded setting.  This is a very nice and spacious home that sleeps six people very comfortably.  A…

Bedrooms
3
Bathrooms
2.5
Occupancy
6

W2W Cottage

Nestled in the heart of Sister Bay, right next door to Wall to Wall Retreat, is Wall to Wall Cottage.  This cottage has been redone from the studs out, with new windows, doors, insulations, drywall,…

Bedrooms
2
Bathrooms
2
Occupancy
4

Wall to Wall Retreat

Nestled in the heart of Sister Bay, Wall to Wall retreat is the perfect home for your family’s escape to Door County. Our wooded location is private while still in walking distance to the amenities…

Bedrooms
5
Bathrooms
3
Occupancy
14