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Compare 304 Vacation Homes in Sister Bay with updated reviews, rates, and availability.

Home w/ Fireplace < 1 Mi to Peninsula State Park!

9.6 out of 10, Exceptional, (7)
"Just beautiful! So much room for everyone and was very clean. Great location. "
Home w/ Fireplace < 1 Mi to Peninsula State Park!

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

10.0 out of 10, Exceptional, (232)
"The house is lovely, with all the amenities you need for a quiet time away. Being right on the lake was really nice "
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Sister Bay Vintage Log Cabin

10.0 out of 10, Exceptional, (167)
"Had a great few days in Sister Bay with my wife and our two dogs. Great time!!"
The price is SAR 750
SAR 1,941 total
includes taxes & fees
5 Apr - 6 Apr
Sister Bay Vintage Log Cabin

The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6

10.0 out of 10, Exceptional, (144)
"Awesome log cabin in the middle of the peninsula. Quick access to everything in Door County."
The Quilted Log, a cozy, compact cabin In the woods, very clean, perfect for 4-6

Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor

10.0 out of 10, Exceptional, (54)
"We stayed at the house for a long weekend with our adult children, their spouses, and our grandsons. The house was perfect for the 10 of us. Plenty of space and fully equipped with everything we needed. Very clean and comfortable. The owners were great to work with. We hope to stay there again in the future! "
Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor

Peaceful cul-de-sac and Walking Distance to Sister Bay

9.6 out of 10, Exceptional, (49)
"Nice"
Peaceful cul-de-sac and Walking Distance to Sister Bay

Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!

7.2 out of 10, Good, (51)
"My friends and I really enjoyed our quick stay here. It was well priced for a big group of friends. Cozy and had everything we needed"
Roomy House on 2 Acres - 2 Mi to Egg Harbor Beach!

Premier Vacation Rental, Pet Friendly, Walk to Water, Restaurant, Shopping, WiFi

9.6 out of 10, Exceptional, (132)
"Very large home and spacious bedrooms. Lovely furniture and huge kitchen. Great wooded lot and quiet neighborhood. I'd highly recommend this home. We all enjoyed staying there."
Premier Vacation Rental, Pet Friendly, Walk to Water, Restaurant, Shopping, WiFi

Door County Townhome: Pool Access, 1 Mi to Beach!

9.8 out of 10, Exceptional, (10)
"We had a great stay in Door County. Condo was spacious for our family of 6."
Door County Townhome: Pool Access, 1 Mi to Beach!

Private Retreat in the Woods

9.8 out of 10, Exceptional, (102)
"Cozy home surrounded by beatiful conifers. Quiet, safe neighborhood. "
Private Retreat in the Woods

Grand Egg Harbor Home w/ Stunning Lake Views!

9.0 out of 10, Wonderful, (16)
"This place is great! Gorgeous house, location was ideal for us, the view was spectacular. Plenty of room for multiple couples. Was a very lovely stay in Egg Harbor."
Grand Egg Harbor Home w/ Stunning Lake Views!

Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

9.6 out of 10, Exceptional, (11)
"Beautiful home, great location for anywhere in Door County. "
Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

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

10.0 out of 10, Exceptional, (45)
"Cute place and nice convenient location "
Remodeled country bungalow--conveniently located between Egg Harbor & Fish Creek

NEW! A truly pretty, spacious home - for 1 or 2 couples, or a small family.

10.0 out of 10, Exceptional, (58)
"The property is amazing and the host, Colin is great. Can’t wait to return in spring when all the flora is in full bloom. "
The price is SAR 521
SAR 1,138 total
includes taxes & fees
4 Apr - 5 Apr
NEW! A truly pretty, spacious home - for 1 or 2 couples, or a small family.

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

8.6 out of 10, Excellent, (111)
"Great property within walking distance of anything you would want in Bailey’s Harbor"
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Newly Remodeled, Beautifully Furnished, Sleeps 10-14

10.0 out of 10, Exceptional, (90)
"Fantastic experience. It seems the house has been recently upgraded with all new appliances and enough space for 4 families including kids. The music system was a pleasant surprise. The deck on the outside was a perfect place for morning breakfast in the fall colors. Lane was hospitable and also allowed us to share some of the grocery items, not to mention a bottle of wine as well for his guests. I would love to visit this place again. "
Newly Remodeled, Beautifully Furnished, Sleeps 10-14

NEW! "Spruce Retreat" is a beautiful and romantic hideway.

10.0 out of 10, Exceptional, (43)
"Our second stay at Spruce. Wonderful amenities, very comfortable, our favorite Door County winter Retreat."
NEW! "Spruce Retreat" is a beautiful and romantic hideway.

Ellison Bay tranquility close to Europe Lake, Newport State Park and Beach!

10.0 out of 10, Exceptional, (153)
"We were five college friends from four states getting together for a weekend to catch up and make new memories. The location was great where we were close to towns but had plenty of privacy. A bummer we couldn't use the outside fire pit because of a burn ban but the owners appropriately let us know ahead of time. Great space for everyone with clear directions on cleaning/labels placed around the house. Our only feedback was they requested towels be washed/dried before we left and because we were...
Ellison Bay tranquility close to Europe Lake, Newport State Park and Beach!

Summer and Fall Vacation 2025 Ready To Book ✅✅✅

10.0 out of 10, Exceptional, (36)
"The house is in a very quiet location. It had everything we needed. The tv had many options which was nice to wind down after running around all day. Very clean and beautiful. "
Summer and Fall Vacation 2025 Ready To Book ✅✅✅

Rustic Log Home located near Baileys Harbor

10.0 out of 10, Exceptional, (115)
"This home was a perfect fit for our family of 7, along with Grandma, to spend the Thanksgiving holiday. The description online was very accurate.The home was clean and welcoming. The kitchen was fully stocked. Lisa, the host, lives nearby and is very responsive to any questions or issues. Beds were comfortable and plenty of towels. Fireplace was so nice. Great stay."
Rustic Log Home located near Baileys Harbor
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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Other property types in Sister Bay

Scandinavian Lodge

3.5 star property
9.4 out of 10, Exceptional, (1375)
"We have stayed here now three times and each time it was 5 out of 5 stars. It is perfect for the family, good space and enough pool accommodations to make any kid happy. The location to fun in door county is perfect as well. Highly recommend. "
The price is SAR 484
SAR 552 total
includes taxes & fees
9 Apr - 10 Apr
Scandinavian Lodge

Sister Bay Vintage Log Cabin

10.0 out of 10, Exceptional, (167)
"Had a great few days in Sister Bay with my wife and our two dogs. Great time!!"
The price is SAR 750
SAR 1,941 total
includes taxes & fees
5 Apr - 6 Apr
Sister Bay Vintage Log Cabin

Beechwood Cottage -Sleeps 4! A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!

10.0 out of 10, Exceptional, (39)
"My wife and I loved the cottage. It had everything we needed. It is close to Sister Bay but secluded also. We would definately recommend for a couple or small group."
Beechwood Cottage -Sleeps 4! A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!
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.