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10 Beautiful Sister Bay Cabin Rentals

A guide that gathered some of the best Sister Bay Cabin Rentals for a perfect getaway

Sister Bay, is a charming and picturesque village in Door County, Wisconsin. This hidden gem is the perfect destination for travelers seeking a peaceful escape.

This charming village has something to offer everyone, from mouthwatering local cuisine to gorgeous sunsets over Lake Michigan to outdoor pursuits. 

Whether you’re planning a romantic getaway with your significant other or looking for family-friendly cabins in Wisconsin, Sister Bay has it all. 

And what better way to experience the beauty of this place than by staying at one of these cozy Sister Bay cabin rentals

In this post, I’ll share these Sister Bay cabin rentals that will make your stay unforgettable. Get ready to pack your bags and immerse yourself in the natural wonders of Sister Bay!

a pin with the front porch of a log cabin, one of the best Sister Bay Cabin Rentals

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Best Sister Bay Cabin Rentals – My top picks

Sister Bay Cabin Rentals

1. Log cabin with firepit in Sister Bay

cozy wooden living room with sofa, dining area and fire place at Log cabin with firepit in Sister Bay
Courtesy of VRBO
  • Sleeps: 6
  • Highlight: Hot tub

As someone who loves the beauty of nature, I recently had the opportunity to rent a log cabin in Wisconsin. 

The log cabin with fire pit exceeded my expectations with its breathtakingly beautiful rustic charm and serene setting. 

With three bedrooms, two bathrooms, and sleeping accommodations for six guests, it was the perfect escape for my family. 

The full kitchen, washer, and dryer provided the comfort we needed for our stay. 

I was happy that even my furry friend was welcome to join us, as the cabin was pet-friendly. 

Not to mention, the free WiFi and air conditioning were bonuses that made our stay even more enjoyable.

We also loved spending evenings in the outdoor fire pit, roasting marshmallows and enjoying the cabin’s gardens. 

I recommend log cabin rentals in Wisconsin for anyone looking for a short, down-to-the-point escape to nature.

2. Downtown Sister Bay Cabin

living room area with sofas, fire place at the downtown sister bay cabin, wisconsin
Courtesy of VRBO
  • Sleeps: 8
  • Highlight: Modern Scandinavian decor

I’m so excited to tell you about this incredible cabin I stayed at in Downtown Sister Bay Cabin. 

It’s located in a peaceful wooded lot, just a stone’s throw from the waterfront and all the fantastic shops and restaurants. 

The cabin is beautifully decorated with modern Scandinavian décor, making for the perfect entertaining space.

I loved spending time on the spacious backyard patio, enjoying the natural beauty, and sitting around the campfire with my friends. 

But if you’re looking for some adventure, the cabin also comes with cruiser bikes, a paddle board, and a kayak for your use.

Trust me, you won’t be disappointed with a stay at Modern Dörr, one of the best lake cabins in Wisconsin. 

3. The Getaway with Beach Views 

blue house seen from the garden at the The Getaway with Beach Views in Sister Bay, Wisconsin
Courtesy of VRBO
  • Sleeps: 6
  • Highlight: Beach views

I love the cottage in Sister Bay! This 2 bedroom home is perfect for families or a small group of friends looking for a great getaway with beach views. 

The living room is spacious and modern, and the bedrooms are generous in size, featuring queen beds. 

And if you have kids, you’ll love the twin bunk beds in one of the bedrooms. 

The kitchen has everything you need to prepare meals, a private deck, and a backyard where you can grill out and enjoy the beautiful weather. 

You’ll have plenty of entertainment options with board games, foosball, and mini ping pong. 

And don’t even get me started on the location – you’re just a short walk away from downtown restaurants, live music, and the beach. 

Whether you’re visiting in Summer, Fall, Winter, or Spring, there are always plenty of things to to do in Door County. 

4. Sister Bay Beachside Hideaway

living room area with and bedroom at Sister Bay Beachside Hideaway, Wisconsin
Courtesy of VRBO
  • Sleeps: 10
  • Highlight: Located on the beach

I just had to share my recent stay at the Sister Bay Beachside Hideaway with you. This place is one of the best Door County cabins on Lake Michigan. 

The cottage has been completely remodeled and is located on the beach, just a stone’s throw away from Sister Bay’s downtown shops and restaurants.

With four spacious bedrooms, two king-size and three queen-size beds, and a sofa sleeper, this place is perfect for families or friends.

I loved how cozy yet spacious the cottage’s layout was, not to mention the large sectional sofa perfect for snuggling up during movie nights. 

A makeup mirror desk is also perfect for getting ready for a night out. 

But my favorite part had to be the outdoor dining area on the deck with a fire table and gas grill – the perfect place for spending time with loved ones while taking in the beautiful scenery.

5. Sister Bay Cozy Cottage

garden and exterior of the Sister Bay Cozy Cottage, Wisconsin
Courtesy of VRBO
  • Sleeps: 4
  • Highlight: Dog-friendly

If you’re planning a trip to Sister Bay, Wisconsin, and want a cozy place to stay, this charming cottage is what you need. 

Located just under 2 miles from downtown, this rental offers privacy and tranquility on 1.5 acres surrounded by trees, being, for a good reason, one of the best secluded cabins in Wisconsin. 

The cabin features two bedrooms, each with its bathroom, a modern kitchen, and a cozy living room with a propane stove. You can enjoy the great outdoors on the wrap-around deck or by the fire pit. 

Plus, it’s just a short drive to neighboring towns for even more exploring fun. It’s dog-friendly with advance agreement and treated for mosquitoes and ticks on the property. 

6. Retreat on a wooded lot

exterior of the Retreat on a wooded lot in Sister Bay, Wisconsin
Courtesy of VRBO
  • Sleeps: 5
  • Highlight: Great location

I found another perfect retreat in considered by many one of the best Sister Bay cabin rentals!

Tucked away on a wooded lot, it’s the ideal getaway for those seeking privacy while still being within walking distance to downtown. 

The property boasts all the amenities you could want – granite counters, slate appliances, air conditioning – and the furniture is beautifully updated. 

With a private fire pit out back, I love spending my evenings soaking up the serene atmosphere, and that’s why I consider it one of the best romantic cabins in Wisconsin.  

But if I want to explore, the marina, parks, and public beach are all just a short walk away from this retreat in Sister Bay.

Sister Bay has an incredible selection of restaurants, beer gardens, and nightlife – indeed, something for everyone!

7. Sister Bay Vintage Cabin

snow-covered Vintage Log Cabin in Sister Bay, Wisconsin
Courtesy of VRBO
  • Sleeps: 5
  • Highlight: Lake view

I recently stayed at the charming Sister Bay Vintage Log Cabin, and it was an unforgettable experience.

This pet-friendly home located along Bay Shore Drive boasts an incredible lake view, air conditioning, and free WiFi. 

The two bedrooms were cozy and perfect for accommodating up to five people. 

The cabin’s location is perfect. It allows easy access to nearby villages and is just a quick 5-minute walk from the town of Sister Bay. 

For me, the star of the show was the spacious wrap-around deck. It was the perfect morning spot for coffee and the ideal evening destination for cocktails and bonfires. 

This cabin had everything needed for a relaxing and comfortable stay. If you’re looking for pet-friendly cabins in Door County, this Sister Bay cabin is a great choice.

8. Family Friendly Retreat in the Heart of Sister Bay

cozy living room with blue sofas at the Family Friendly Retreat in the Heart of Sister Bay, Wisconsin
Courtesy of VRBO
  • Sleeps: 6
  • Highlight: Pet-friendly

There’s nothing quite like spending a few days in the heart of Sister Bay with your loved ones. My family and I recently stayed at this Family-Friendly Retreat and had an incredible time. 

With three bedrooms and two bathrooms, there was plenty of space for all six of us. The kitchen was fully equipped, which made cooking breakfast and dinner a breeze. 

We appreciated the convenience of having a washer and dryer in the unit and the free WiFi and air conditioning. 

And since we brought our furry friend along, we were delighted that this cozy cottage was pet-friendly. In the mornings, we enjoyed coffee on the deck and took in the picturesque view of the garden. 

When it was time for dinner, we gathered around the dining area for a delicious meal. 

9. Cabin with hot tub 

Cabin with hot tub in Sister Bay, Wisconsin overlooking the lake in winter
Courtesy of VRBO
  • Sleeps: 8
  • Highlight: Stunning lake view

Who says a cabin in the woods doesn’t have all the amenities you need for a relaxing retreat? 

This is one of the best Door County cabins with a hot tubs that is the answer to all your vacation dreams. 

With four bedrooms, two bathrooms, and enough space to sleep eight, you’ll have plenty of room to spread out and unwind. 

The hot tub is the icing on the cake – imagine soaking in its warm waters while surrounded by nature’s beauty. 

The cabin with hot tub also features a kitchen, three levels of indoor living, and an expansive outdoor deck to take in the lake views. 

Whether gathering for meals or enjoying peaceful alone time, this cabin has everything you need for a memorable getaway.

10. Cozy Birch Cabin Retreat

sofa and arm chairs in front of a fire place at Cozy Birch Cabin Retreat in Sister Bay, Wisconsin
Courtesy of VRBO
  • Sleeps: 4
  • Highlight: Pet-friendly

Something about the Sister Bay cabin rentals makes you want to book a getaway right now, and this last cabin does not fall short. 

This charming cabin has everything you need for a peaceful getaway amid nature.

It has two cozy bedrooms, two well-equipped bathrooms, a fully furnished kitchen, a washer and dryer, and free WiFi, and it’s perfect for up to four guests.

I loved the nostalgic North Woods aesthetic, which transported me to a simpler time. The deck, porch, garden, and outdoor play area were great spots to enjoy coffee or soak up the sun. 

It’s also pet-friendly, so my furry friend could enjoy the cozy birch cabin with me! I’d highly recommend this cabin to anyone looking for a remote getaway that’s still easily accessible. 

When it comes to cozy cabins in Wisconsin for escaping the busy city, this one impresses me.

My final thoughts on the best Sister Bay cabin rentals

wooden living room with sofa and balcony at one of the best Sister Bay Cabin Rentals

As I wrap up my thoughts on the charming and tranquil Sister Bay, I can’t help but feel a sense of longing to return to this hidden gem.

Its quaint streets, picturesque beaches, and cozy Sister Bay cabin rentals have captured my heart and soul. 

Book one of the enchanting Sister Bay cabin rentals today to create unforgettable memories. 

Trust me; you won’t regret it. Escape from reality and step into a world where time seems to slow down and worries disappear.

Now it’s your turn to pack your bags, hit the road, and embark on an adventure that will leave you feeling refreshed, renewed, and inspired. 

FAQ about Sister Bay cabin rentals

What are the best Sister Bay waterfront rentals?

Some of the Sister Bay waterfront rentals are the Sister Bay Vintage Cabin, the Cabin with hot tub, or the Downtown Sister Bay Cabin.

What are the best Sister Bay Hotels?

Some of the best Sister Bay Hotels are the Country House Resort, Pheasant Park, or the Open Hearth Lodge.

What are the best Sister Bay Resorts?

Some of the best Sister Bay Resorts are the Scandinavian Lodge, Country House Resort, or the Little Sister Resort.