Photo by Wendy Stokes

Holiday Homes in Sister Bay

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Featured Holiday Homes in Sister Bay

Sister Bay Vintage Log Cabin - Recent Remodel

10.0 out of 10, Exceptional, (162)
"Perfect location, abt 1/2 mile from sister bay restaurants and shops. View of water. Clean, cozy and super cute!! "
Sister Bay Vintage Log Cabin - Recent Remodel

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

10.0 out of 10, Exceptional, (227)
"My husband and I have done a number of VRBO rentals over the years. This one ranks in the Top 5. It is a comfortable home and one of the better stocked homes. The view of Lake Michigan, even from inside the home, is gorgeous. Everything about our stay was easy. We highly recommend this home."
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

New! Hot Tub, 2 Blocks to SB, Fire Pit Patio, Dogs

2.0 star property
8.8 out of 10, Excellent, (5)
"Perfect stay from start to finish. Hands down one of the nicest rental homes we’ve ever stayed in, and truly a one of a kind in Door County. The location is unbeatable, to have a private home in the woods walking distance to downtown Sister Bay. Very thoughtful amenities in the home made for an effortless stay, like the Bluetooth speakers, chargers, games, and the pack n play and kids toys. We will definitely be back!"
New! Hot Tub, 2 Blocks to SB, Fire Pit Patio, Dogs

Perfect For Family Reunions/Weekend Getaways/Large Groups. A hidden oasis!

9.4 out of 10, Exceptional, (129)
"Our family stayed for family wedding. We were busy and sorry we couldn’t spend more time enjoying the beautiful setting."
Perfect For Family Reunions/Weekend Getaways/Large Groups. A hidden oasis!

Beautiful Door County Waterfront Property - Fall Dates Available

9.8 out of 10, Exceptional, (20)
"The house was clean and comforable. We enjoyed the lovely view of the lake and the open space for making meals and playing games. Will rent this house again for our next trip to Door County. "
Beautiful Door County Waterfront Property - Fall Dates Available

Enjoy fantastic sunsets at this beautiful Door County Waterfront home!

9.8 out of 10, Exceptional, (49)
"My husband, sister and brother-in-law thoroughly enjoyed our stay at the Villa. The view was spectacular because of all the windows and the living/kitchen area was perfectly designed, beautifully decorated and well equipped. The location was very private and quiet which made for an especially nice time. We look forward to another weekend at the Villa!"
Enjoy fantastic sunsets at this beautiful Door County Waterfront home!

Harbor House located in the heart of Ephraim

10.0 out of 10, Exceptional, (177)
"Love this house! Cozy, clean, and lots of Door County charm with the large, enclosed front porch. (The porch would be ideal for a family game night in the summer with its tables and porch swing.) We had a nice time at the fire pit surrounded by plenty of Adirondack chairs for our group. (Bring your own firewood.) Even saw beautiful northern lights from the beach a couple of blocks away, and heard coyotes yipping and howling in the wooded area to the west. Very responsive host. Highly recommend!"
Harbor House located in the heart of Ephraim

Cozy cottage tucked in the woods. 5 minutes from Cave Point and Whitefish Dunes.

9.6 out of 10, Exceptional, (15)
"The home is in a quiet neighborhood. It was clean and comfortable. Everything you need!"
Cozy cottage tucked in the woods. 5 minutes from Cave Point and Whitefish Dunes.

Large Home with Ideal Central Sister Bay Location!

9.8 out of 10, Exceptional, (27)
"The property was amazing and met all of our needs. The only thing that was wrong. Was the Keurig was not working. We would highly recommend this place and would love to stay there again."
Large Home with Ideal Central Sister Bay Location!

Private Estate - Romantic - Peaceful Escape

10.0 out of 10, Exceptional, (111)
"This property deserves 6 stars! The hosts could not have been more welcoming. The large studio was much more than expected. Everything you need for a couple or a family of 4. And then…. The animals…..it was wonderful! Thank you Tammy & Steve for hosting us and all your wonderful recommendations!"
Private Estate - Romantic - Peaceful Escape

Hot Tub! Firepit, 0.3 miles to DT SB, Pet-friendly

9.8 out of 10, Exceptional, (50)
"Beautiful time of the year to visit. Tom was incredibly responsive and gave us all the info needed to make things easy upon arrival and check out. House is well kept and very clean. Hot tub wasa perfect way to watch the northern lights."
The price is AU$862
includes taxes & fees
1 Dec - 2 Dec
Hot Tub! Firepit, 0.3 miles to DT SB, Pet-friendly

Spacious Family-Friendly Cottage in peaceful woods

10.0 out of 10, Exceptional, (56)
"Spacious property, enjoyed the fire pit in the back of the property."
Spacious Family-Friendly Cottage in peaceful woods

Boutique Home in Door County w/ Eagle Harbor Views

10.0 out of 10, Exceptional, (59)
"The home is clean, comfortable and has a beautiful view of the water. We enjoyed staying here and wouldn’t change a thing. "
Boutique Home in Door County w/ Eagle Harbor Views

Harbor School House - Private home, great outdoor space, 5 minute walk downtown

10.0 out of 10, Exceptional, (11)
"We were celebrating my daughter and my birthday. We love Door County during the fall! Had a great stay in your beautiful home! LOVED the fireplace. Will definitely return and hope to rent your home again❤️"
Harbor School House - Private home, great outdoor space, 5 minute walk downtown

Unique Setting - Built on Quarry Bed

10.0 out of 10, Exceptional, (125)
"The owners Mitch and Mary were great! The property was beautiful, and it was centrally located making it easy to get to egg harbor, fish creek, and Baileys harbor. We enjoyed the collection of VHS tapes, and even watched a movie one evening. Great property for a weekend away with your spouse!"
Unique Setting - Built on Quarry Bed

Guest bedroom in Quarry House

10.0 out of 10, Exceptional, (172)
"Great hosts. Beautiful property. Close to amenities, but secluded location. "
Guest bedroom in Quarry House

Cozy 3 bedroom house - 2 min drive to downtown Fish Creek

9.6 out of 10, Exceptional, (53)
"This property is a great location to central Door County. The house is very spacious with many amenities to make your stay enjoyable. "
Cozy 3 bedroom house - 2 min drive to downtown Fish Creek

Heart of Fish Creek!- Newer Construction - 4BR, 4.5BA Condo-Sleeps 8-10

9.6 out of 10, Exceptional, (190)
"We love staying at this property. This is our 3rd year. It is just as advertised. It is so clean. The rooms are very large. There is so much room to spread out yet areas to get together. The location right in Fish Creek allows you to walk righ downtown. I recommend this to any group looking to stay in Door County."
Heart of Fish Creek!- Newer Construction - 4BR, 4.5BA Condo-Sleeps 8-10

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

9.8 out of 10, Exceptional, (43)
"The location was perfect for everything nearby! We loved the roomy living room and kitchen common areas. The bedroom was the perfect size for us. Our pet was welcomed and the owners being next door, was a great bonus!! I recommend this place for your Door County visit! "
Cute Cottage - Center of the Door Peninsula - Pet Friendly! On Snowmobile Trail!

Cedarwood, Rent 3 Get one Free Nov. 1 - May 31st!

10.0 out of 10, Exceptional, (147)
"Beautiful fall colors. Great location. House was well maintained. We had a great time. "
Cedarwood, Rent 3 Get one Free Nov. 1 - May 31st!
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, (1356)
"We have stayed here a few times. Nice place. Great pool. "
The price is AU$226
includes taxes & fees
1 Dec - 2 Dec
Scandinavian Lodge

Sister Bay Vintage Log Cabin - Recent Remodel

10.0 out of 10, Exceptional, (162)
"Perfect location, abt 1/2 mile from sister bay restaurants and shops. View of water. Clean, cozy and super cute!! "
Sister Bay Vintage Log Cabin - Recent Remodel

Beachview Condo No 3

10.0 out of 10, Exceptional, (14)
"Perfect location! Gorgeous unit! Amazing!"
Beachview Condo No 3
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.