Book Holiday Homes in Sister Bay

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Featured Holiday Homes in Sister Bay

The Cherry Cabana- Walk to Downtown Sister Bay

The Cherry Cabana- Walk to Downtown Sister Bay

Sister Bay
With a stay at this vacation home in Sister Bay, you'll be within a 15-minute walk of Lake Michigan and Pirate's Cove Adventure Golf.
The Cherry Cabana- Walk to Downtown Sister Bay
Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.

Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.

Egg Harbor
When you stay at this vacation home in Egg Harbor, you'll be on the beach, just steps from Lake Michigan and a 4-minute drive from Frank E. Murphy Park.
Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline.
Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek

Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek

Fish Creek
With a stay at this vacation home in Fish Creek, you'll be within a 5-minute drive of Lake Michigan and Edgewood Orchard Galleries.
Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek
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Beautiful Door County Waterfront Property

Beautiful Door County Waterfront Property

Sturgeon Bay
When you stay at this vacation home in Sturgeon Bay, you'll be on the waterfront, just steps from Lake Michigan and a 5-minute drive from Bay Shore Blufflands ...
Beautiful Door County Waterfront Property
New build! Premier Waterfront 5-Bedroom along Sturgeon Bay-Egg Harbor Border.

New build! Premier Waterfront 5-Bedroom along Sturgeon Bay-Egg Harbor Border.

Sturgeon Bay
With a stay at this vacation home in Sturgeon Bay, you'll be on the waterfront, within a 10-minute drive of Lake Michigan and Frank E. Murphy Park.
New build! Premier Waterfront 5-Bedroom along Sturgeon Bay-Egg Harbor Border.
 Private Retreat in the Woods

Private Retreat in the Woods

Ellison Bay
With a stay at this vacation home in Ellison Bay, you'll be on a river, within a 10-minute drive of Lake Michigan and Linden Gallery.
Private Retreat in the Woods
Cute Cottage - Center of the Door Peninsula - Pet Friendly!
On Snowmobile Trail!

Cute Cottage - Center of the Door Peninsula - Pet Friendly! On Snowmobile Trail!

Baileys Harbor
With a stay at this vacation home in Baileys Harbor, you'll be within a 15-minute drive of Lake Michigan and Stone's Throw Winery.
Cute Cottage - Center of the Door Peninsula - Pet Friendly! On Snowmobile Trail!
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Baileys Harbor
When you stay at this vacation home in Baileys Harbor, you'll be on the beach, just steps from Lake Michigan and Anclam Beach Park.
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
4 bedroom - 3 bath on quiet street but close to Sister Bay, Door County.

4 bedroom - 3 bath on quiet street but close to Sister Bay, Door County.

Sister Bay
With a stay at this vacation home in Sister Bay, you'll be within a 5-minute drive of Lake Michigan and Sister Bay Marina.
4 bedroom - 3 bath on quiet street but close to Sister Bay, Door County.
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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
242 Holiday Homes
Lowest Price
AU$165
Highest Price
AU$234
Popular accommodation
The Cherry Cabana- Walk to Downtown Sister Bay, Lakefront!! 5 Star Home on the Bay! Waterfront Property with 200ft of Shoreline., Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek, Beautiful Door County Waterfront Property , New build! Premier Waterfront 5-Bedroom along Sturgeon Bay-Egg Harbor Border., Private Retreat in the Woods, Cute Cottage - Center of the Door Peninsula - Pet Friendly! On Snowmobile Trail!, Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!, 4 bedroom - 3 bath on quiet street but close to Sister Bay, Door County.

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$234 per night from 30 Jan to 31 Jan
AU$234
includes taxes & fees
30 Jan - 31 Jan
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.
Scandinavian Lodge
Open Hearth Lodge

Open Hearth Lodge

2 out of 5
2669 S Bay Shore Drive, Sister Bay, WI
The price is AU$205 per night from 27 Jan to 28 Jan
AU$205
includes taxes & fees
27 Jan - 28 Jan
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 Bay Ridge Golf Course.
Open Hearth Lodge
Coachlite Inn

Coachlite Inn

2.5 out of 5
2544 S Bay Shore Dr, Sister Bay, WI
The price is AU$165 per night from 27 Jan to 28 Jan
AU$165
includes taxes & fees
27 Jan - 28 Jan
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.
Coachlite Inn
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Country House Resort

Country House Resort

2 out of 5
2468 Sunnyside Rd, Sister Bay, WI
The price is AU$209 per night from 23 Jan to 24 Jan
AU$209
includes taxes & fees
23 Jan - 24 Jan
When you stay at Country House Resort in Sister Bay, you'll be on the waterfront, and a 3-minute walk from Lake Michigan and 7 minutes by foot from Pirate's ...
Country House Resort
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.

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^Subject to availability and chosen travel dates.