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Sister Bay vacation rentals

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Top-rated vacation rentals in Sister Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Cottage in Fish Creek

4.94 out of 5 average rating, 157 reviews

Cole's Country Cottage •In The Heart of Fish Creek

Come relax at our very comfortable, homey, quiet space located in the heart of Fish Creek, just minutes from downtown, the beach, Peninsula State Park + popular restaurants and shops. We prioritize the cleanliness of our space + the comfort of our guests. Two bedrooms, a living room, kitchen + bathroom make it perfect for families - you get plenty of backyard space too! We provide coffee + a fully equipped kitchen and bathroom. Stay with us for some relaxation + see all Door County has to offer!

Condo in Egg Harbor

4.93 out of 5 average rating, 171 reviews

DoorCo Happy Place @Landmark Resort

Welcome to this wonderful, full of positive energy and relaxing resort! The condo is a great place to relax, explore and rejuvenate! 1 bedroom with a queen size bed and queen sleeper sofa in the living room and fully equipped kitchen make enough room for 4 guests. The resort is a great place to enjoy- 1 indoor pool, exercise room and a game room located in the main building, hot tub, sauna in each building, 3 HEATED outdoor pools open seasonally (May- August), tennis court, playground, a trail.

Cottage in Washington

4.92 out of 5 average rating, 265 reviews

Gull Cottage Waterfront Home on Washington Island

Find a little piece of heaven at Gull Cottage on Washington Island! Our charming cottage has been passed down through generations and is the perfect island get-away! Centered on Figenschau Bay, we are just minutes from restaurants, island landmarks and boat launches. This property has the comforts of home and the amenities of a boutique hotel! Newly renovated/interior painting/remodeled bath/new mattresses/bed linens/draperies. Fully equipped kitchen. Outdoor seating area w/deck and fire pit.

Home in Ellison Bay

4.84 out of 5 average rating, 348 reviews

Ellison Bay Eclectic Style Cottage

Located just minutes from downtown Ellison Bay, this eclectic cottage offers convenience to attractions and dining, while providing a private sanctuary-like experience! The home boasts two (2) master suites- each with private bath, as well as studio above garage (3 bedrooms total). The entire home is furnished with all of the items needed for a true Door County vacation: Firepit/place, bbq, outdoor shower, bocce court, bicycles, and stand up paddle boards! New hot tub! March 11th! 2022!!!!!

Cabin in Sturgeon Bay

4.95 out of 5 average rating, 125 reviews

Sunset Cabin on Cedarbirch Island, Door County

Our island rests in Sawyer Harbor surrounded by Potawatomi State Park and Idlewild Peninsula. This is a nature lovers haven. It is the perfect place for those that are looking for a peaceful* getaway and up for a bit of adventure. The wooded island is seven acres and home to two cabins- Sunrise (facing Potawatomi State Park) and Sunset (overlooking the Idlewild Penninsula). The cottages are connected by a well traveled path and a short walk. *favorite spot for fishing, boats can be close

Home in Egg Harbor

4.96 out of 5 average rating, 265 reviews

Designer Home in Egg Harbor - Walk to Downtown!

Welcome to our Modern Craftsman Home, where the heart of Egg Harbor, Door County, Wisconsin, beats with warmth and modern elegance. This spacious abode offers three comfortable bedrooms and two and a half bathrooms, providing ample space for relaxation and privacy. The kitchen stands as a testament to culinary excellence, featuring top-of-the-line Jenn-Air appliances, ready for your gourmet adventures. The home is graced with high-end custom finishes that blend craftsmanship with comfort.

Cottage in Sturgeon Bay

4.91 out of 5 average rating, 171 reviews

Peace of Beach, 4 season waterfront cottage

Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

Home in Baileys Harbor

4.91 out of 5 average rating, 309 reviews

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Townhouse in Egg Harbor

4.93 out of 5 average rating, 139 reviews

Gorgeous Townhouse Condo-2 Pools

Location, location, location! Unit 21 Townhouse style condo at Meadow Ridge Resort in Egg Harbor that is newly remodeled! Right at the top of the hill at the start of Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Directly next door to Harbor Ridge Winery! This 4 bedroom end unit is one of the few at Meadow Ridge with no one above or below you and has direct access. Attached garage with gas grill. Large deck and backyard.

Cottage in Baileys Harbor

4.96 out of 5 average rating, 185 reviews

South Lane Cottage #1

This sweet 2 bedroom, 1 bath home, with a glimpse of Lake Michigan from the living room window. This location is in pristine condition, and has a newly remodeled kitchen. As well as a large Trex deck at the rear of the house. You can also take advantage of the short walk to Anclam park and waterfront fun, or the shops and restaurants in downtown Baileys Harbor. This is the second listing from the owners of Bearded Heart Coffee, which is located just down the road.

Home in Sister Bay

4.9 out of 5 average rating, 106 reviews

Family Friendly Retreat in the Heart of Sister Bay

Our charming, Swedish-style chalet is located on the main drag, on the north side of Sister Bay. You and your group will love walking into town for a trip to the beach and park or a meal at any of Sister Bay's fine restaurants and coffee shops. Or just relax on our front deck and read a book, enjoy a beverage and watch the busy hustle and bustle of Door County. Our cottage is perfect for couples, families (with kids) and people traveling with pets.

Rental unit in Egg Harbor

4.75 out of 5 average rating, 177 reviews

Beautiful Water view Condo.

My husband Greg, our two sons, and I have been coming to Door county for many years. We decided to buy our piece of the Door 8 years ago. Our condo is located on a bluff overlooking lake Michigan. It is part of the Landmark Resort which offers many amenities for guests. You’ll love our place because of the comfy bed, the coziness, the view. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Sister Bay vacation rentals

Laptop-friendly workspace

Stay near Sister Bay's top sights

Al Johnson’s52 locals recommend

Wild Tomato Wood-Fired Pizza and Grille Sister Bay31 locals recommend

Husby's Food & Spirits28 locals recommend

Door County Creamery26 locals recommend

Piggly Wiggly22 locals recommend

Sister Bay Bowl20 locals recommend

Sister Bay cabin rentals

Cabin in Egg Harbor

4.97 out of 5 average rating, 145 reviews

The Cabin at Shady Grove

Cabin in Egg Harbor

4.91 out of 5 average rating, 141 reviews

Egg Harbor Log Cabin in the Woods, Door County

Cabin in Sister Bay

4.95 out of 5 average rating, 166 reviews

Wismar Cabin- Private Beach

Cabin in Egg Harbor

4.92 out of 5 average rating, 135 reviews

Green Apple Lodge (w/hot tub & hi-speed wifi!)

Cabin in Menominee

4.91 out of 5 average rating, 180 reviews

The Lundgren Tree Farm

Cabin in Sturgeon Bay

4.98 out of 5 average rating, 133 reviews

Serene, cozy cottage in the woods

Cabin in Ellison Bay

4.91 out of 5 average rating, 136 reviews

Fin de la Terre - magical cabin steps to the lake

Cabin in Egg Harbor

4.97 out of 5 average rating, 155 reviews

Relaxing Waterfront Door County Lake House

Other great vacation rentals in Sister Bay

Home in Fish Creek

4.85 out of 5 average rating, 71 reviews

Julie’s Countryside Home

Home in Stephenson

5 out of 5 average rating, 43 reviews

Relax at the Lake House!

Home in Fish Creek

4.97 out of 5 average rating, 143 reviews

Maple Grove Landing (Brand New Rental)

Home in Sturgeon Bay

4.88 out of 5 average rating, 289 reviews

Myrtles Place

Farm stay in Baileys Harbor

4.84 out of 5 average rating, 166 reviews

Heart of the Door Homestead (Pet walking trails)

Home in Sturgeon Bay

4.98 out of 5 average rating, 52 reviews

Cozy Three Bedroom Home In Sturgeon Bay

Condo in Egg Harbor

4.91 out of 5 average rating, 97 reviews

Entire Townhouse -Escape to Door County

Home in Sturgeon Bay

4.89 out of 5 average rating, 61 reviews

3 Bedroom | Room to park boat! | Close to water

Quick stats about vacation rentals in Sister Bay

Total rentals
90 properties
Nightly prices starting at
$130 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Sister Bay?
Four-legged friends are welcome in Sister Bay. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Sister Bay?
Experience the best of Sister Bay with our house rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Sister Bay have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Sister Bay. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sister Bay have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Sister Bay. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Sister Bay have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Sister Bay. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Sister Bay?
Sister Bay has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Sister Bay?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 10 homes with self check-in, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Sister Bay?
Yes! Work meets play with ease at over 60 vacation rentals in Sister Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore