Book Holiday Homes in Sister Bay

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Featured Holiday Homes in Sister Bay

Catch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor

Catch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor

Baileys Harbor WI
With a stay at this vacation home in Baileys Harbor, you'll be within a 15-minute walk of Lake Michigan and Door County Brewing Company.
Opens in a new windowCatch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

Ephraim WI
The price is AU$533 per night from 19 May to 20 May
AU$533
19 May - 20 May
includes taxes & fees
Located in Ephraim, this vacation home is in a rural location, within a 5-minute drive of Eagle Harbor and Lake Michigan.
Opens in a new windowTHE CHARM of DOOR COUNTY - Cuteness and elegance combined!
Hillside Lodging

Hillside Lodging

Egg Harbor WI
With a stay at this vacation home in Egg Harbor, you'll be within a 5-minute drive of Lake Michigan and Alpine Resort Golf Course.
Opens in a new windowHillside Lodging
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Charming guesthouse within minutes of downtown Fish Creek!

Charming guesthouse within minutes of downtown Fish Creek!

Fish Creek WI
With a stay at this vacation home in Fish Creek, you'll be within a 5-minute drive of Lake Michigan and Historic Noble House.
Opens in a new windowCharming guesthouse within minutes of downtown Fish Creek!
Updated Vintage 1938 Log Cabin – Walk to Sister Bay

Updated Vintage 1938 Log Cabin – Walk to Sister Bay

Sister Bay WI
With a stay at this cabin in Sister Bay, you'll be a 1-minute walk from Lake Michigan and 6 minutes by foot from Sister Bay Marina.
Opens in a new windowUpdated Vintage 1938 Log Cabin – Walk to Sister Bay
250'  RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

Baileys Harbor WI
With a stay at this vacation home in Baileys Harbor, you'll be on the waterfront, steps from Lake Michigan and a 3-minute drive from Cana Island Lighthouse.
Opens in a new window250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE
Guest bedroom in Quarry House

Guest bedroom in Quarry House

Fish Creek WI
With a stay at this vacation home in Fish Creek, you'll be within a 10-minute drive of Lake Michigan and Peninsula School of Art.
Opens in a new windowGuest bedroom in Quarry House
Wild Cedars - Cana Island - Lake Michigan - Amazing new home

Wild Cedars - Cana Island - Lake Michigan - Amazing new home

Baileys Harbor WI
When you stay at this vacation home in Baileys Harbor, you'll be on the beach, just steps from Lake Michigan and a 4-minute drive from Cana Island ...
Opens in a new windowWild Cedars - Cana Island - Lake Michigan - Amazing new home
Pet friendly home near Baileys Harbor, Door County- private wooded lot!

Pet friendly home near Baileys Harbor, Door County- private wooded lot!

Baileys Harbor WI
Located in Baileys Harbor, this vacation home is in a rural location, within a 5-minute drive of Baileys Harbor Ridges Park and Ridges Sanctuary.
Opens in a new windowPet friendly home near Baileys Harbor, Door County- private wooded lot!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sister Bay Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sister Bay vacation homes are the perfect way for you to wing it.

Holiday houses in Sister Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sister Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sister Bay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sister Bay with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sister Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sister Bay Holiday Homes essential information

Accommodation
338 Holiday Homes
Lowest Price
AU$198
Highest Price
AU$533
Popular accommodation
Catch an Early Spring Get Away in a Brand New 2-bedroom home in Baileys Harbor, THE CHARM of DOOR COUNTY - Cuteness and elegance combined!, Hillside Lodging , Charming guesthouse within minutes of downtown Fish Creek!, Updated Vintage 1938 Log Cabin – Walk to Sister Bay, 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE, Guest bedroom in Quarry House, Wild Cedars - Cana Island - Lake Michigan - Amazing new home, Pet friendly home near Baileys Harbor, Door County- private wooded lot!

Top trending hotels in Sister Bay

Scandinavian Lodge

Scandinavian Lodge

3.5 out of 5
10506 State HWY 57 Sister Bay WI
The price is AU$218 per night from 18 May to 19 May
AU$218
18 May - 19 May
includes taxes & fees
When you stay at Scandinavian Lodge in Sister Bay, you'll be near the beach, within a 15-minute walk of Lake Michigan and Waterfront Park.
Opens in a new windowScandinavian Lodge
Open Hearth Lodge

Open Hearth Lodge

2 out of 5
2669 S Bay Shore Drive Sister Bay WI
The price is AU$198 per night from 14 May to 15 May
AU$198
14 May - 15 May
includes taxes & fees
When you stay at Open Hearth Lodge in Sister Bay, you'll be near the beach, within a 15-minute walk of Lake Michigan and Frykman Studio Gallery.
Opens in a new windowOpen Hearth Lodge
Coachlite Inn

Coachlite Inn

2.5 out of 5
2544 S Bay Shore Dr Sister Bay WI
When you stay at Coachlite Inn in Sister Bay, you'll be in a shopping district, within a 15-minute walk of Lake Michigan and Frykman Studio Gallery.
Opens in a new windowCoachlite Inn
Save an average of 15% on thousands of hotels when you're signed in
Birchwood Lodge

Birchwood Lodge

2.5 out of 5
10571 ST Hwy 57 Sister Bay WI
With a stay at Birchwood Lodge in Sister Bay, you'll be within a 15-minute walk of Lake Michigan and Pirate's Cove Adventure Golf.
Opens in a new windowBirchwood Lodge
Don't see what you're looking for?
See all available properties in Sister Bay
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.