Four red Adirondack chairs facing a beach with clear blue water and a grassy foreground.

Holiday Homes in Sister Bay

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Sister Bay holiday homes

A two-story house with a wrap-around porch, a turret, and a front door with an American flag.

1. Private 3BR Gem on 2.5 Wooded Acres- Close to All

Private 3BR Gem on 2.5 Wooded Acres- Close to All
Sister Bay
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
The price is NZ$936
includes taxes & fees
4 Nov - 5 Nov
Private 3BR Gem on 2.5 Wooded Acres- Close to All
A backyard with two blue Adirondack chairs, a fire pit, and a house in the background.

2. Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.6 out of 10, Exceptional, (30 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is NZ$941
includes taxes & fees
4 Nov - 5 Nov
Walk to Downtown! Wooded 4BR Sister Bay Home
A white arched entrance with a dark green door, surrounded by greenery and a pathway leading to a porch.

3. THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
Ephraim
9.8 out of 10, Exceptional, (94 reviews)
"Super cozy cottage just a short drive from town. Adorable courtyard with great landscaping. A perfect getaway for my mom and I to visit Door County!"
United States
Kayla V.
The price is NZ$724
includes taxes & fees
1 Nov - 2 Nov
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
A modern living room with a fireplace, sofas, a coffee table, and large windows offering a view of the outdoors.

4. Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay

Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay
Ellison Bay
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely beautiful property! We have nothing but great things to say about it. Stylish and comfortable with everything you could want in a door county getaway. Close to a lot of our favorite DC place’s & restaurants. Host is wonderful to work with, really goes the extra mile. We hope to stay again!"
United States
Rebecca U.
The price is NZ$1,116
includes taxes & fees
6 Nov - 7 Nov
Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay
Terrace/patio

5. Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay

Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
Ellison Bay
10.0 out of 10, Exceptional, (32 reviews)
"The house was clean and very comfortable! Everything we could have wanted was there- we discovered the drawer in the coffee table with games on night three:)Loved walking into Ellison Bay for dinner, sunsets and morning coffee.Will definitely stay here again!!"
United States
Molly C.
The price is NZ$1,281
includes taxes & fees
1 Nov - 2 Nov
Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
A porch with a wicker swing chair, a white table, and a potted plant.

6. Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach

Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
Ellison Bay
10.0 out of 10, Exceptional, (32 reviews)
"Amazing place to stay! Has everything you need for a nice family/friends vacation getaway! We loved it!"
United States
Deanna W.
The price is NZ$1,377
includes taxes & fees
9 Nov - 10 Nov
Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
A modern cabin with a wooden exterior, surrounded by a forest and snow-covered ground.

7. Cedar & Glass | Modern Architectural Retreat

Cedar & Glass | Modern Architectural Retreat
Fish Creek
9.6 out of 10, Exceptional, (5 reviews)
"A thoughtfully designed and curated home with top end amenities. We stayed for 3 nights and loved the serenity of the setting and space. The house has gorgeous showers, a gas fireplace and fun games to play. Loved being able to make all kinds of coffee drinks on the espresso machine. Perfect place to stay and enjoy nature and decompress. Highly recommended!!!"
United States
katherine k.
The price is NZ$1,536
includes taxes & fees
21 Oct - 22 Oct
Cedar & Glass | Modern Architectural Retreat
A snow-covered outdoor seating area with Adirondack chairs arranged around a stone fire pit.

8. Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!

Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
Ephraim
9.8 out of 10, Exceptional, (53 reviews)
"Very nice set up for a multi age group."
United States
Alice B.
The price is NZ$5,161
includes taxes & fees
15 Nov - 16 Nov
Groups! HotTub! Huge Yard! Bikes/Kayaks/Games!
A two-story house with a front porch, a garage, and a landscaped garden with various plants and flowers.

9. A Truly Luxurious Door County Retreat

A Truly Luxurious Door County Retreat
Fish Creek
9.6 out of 10, Exceptional, (23 reviews)
"Very clean and pet friendly. The host was great and great at communicating. And Yes the house is family friendly and the setting is lovely. The one drawback is all of the fees. A fee for cleaning and a fee for the cleaning of linens...taxes from both the state and door county were quite high. And then when a credit card is used, there is a fee for that. I realize this is not related to the owner or property. And that some people do not take care of the property when they rent so it's always a...
United States
Mona W.
The price is NZ$2,540
includes taxes & fees
20 Oct - 21 Oct
A Truly Luxurious Door County Retreat
A deck with a glass table and striped chairs, overlooking a beach with trees and a clear sky.

10. Sandy Toes Retreat,stunning view & just 25 steps to a sandy beach Lake Michigan.

Sandy Toes Retreat,stunning view & just 25 steps to a sandy beach Lake Michigan.
Cedar River
10.0 out of 10, Exceptional, (1 review)
"This was my first rental. we were amazed with the property. Cant wait to book again next year!"
United States
sally s.
The price is NZ$773
includes taxes & fees
20 Oct - 21 Oct
Sandy Toes Retreat,stunning view & just 25 steps to a sandy beach Lake Michigan.
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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Top Sister Bay Hotel Reviews

Sister Bay Inn

Sister Bay Inn

10/10 Excellent
"We were happy to be able to stay here"
Mary 2-night trip
Posted less than an hour ago
Sister Bay Inn

Find out more about Sister Bay

Sister Bay Holiday Homes information

Number of reviews
218
Accommodation
392 Holiday Homes
Lowest Price
NZ$724
Highest Price
NZ$5,161