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

Sister Bay Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Sister Bay holiday rentals

Exterior

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, (58 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
The price is HK$3,066
HK$5,775 total
includes taxes & fees
16 Jul - 17 Jul
Private 3BR Gem on 2.5 Wooded Acres- Close to All
Property grounds

Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.6 out of 10, Exceptional, (29 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is HK$4,358
HK$7,438 total
includes taxes & fees
17 Jul - 18 Jul
Walk to Downtown! Wooded 4BR Sister Bay Home
TV, fireplace

CONDO 7-Coastal Chic Condo in the Heart of Sister Bay!

CONDO 7-Coastal Chic Condo in the Heart of Sister Bay!
Sister Bay
10.0 out of 10, Exceptional, (31 reviews)
"All around a wonderful location."
United States
Kim K.
The price is HK$4,229
HK$7,056 total
includes taxes & fees
12 Aug - 13 Aug
CONDO 7-Coastal Chic Condo in the Heart of Sister Bay!
Smart TV, fireplace

Alpaca Grand Vacation Rental

Alpaca Grand Vacation Rental
Sister Bay
10.0 out of 10, Exceptional, (10 reviews)
"Had a great stay, "
United States
VIGNESH G.
The price is HK$5,008
HK$8,569 total
includes taxes & fees
4 Aug - 5 Aug
Alpaca Grand Vacation Rental
TV, fireplace, streaming services

CONDO 3-Sister Bay Serenity-Luxurious downtown condo!

CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
Sister Bay
10.0 out of 10, Exceptional, (18 reviews)
"This condo is awesome, brand new, beautiful and can’t beat the location! Our host was very communicative and helpful! Very well apportioned kitchen and bathrooms. Would highly recommend and plan to stay here again! "
United States
Sean O.
The price is HK$3,871
HK$6,594 total
includes taxes & fees
24 Jul - 25 Jul
CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
Dining

CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
Sister Bay
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location! Condo was awesome with wonderful finishes. Very cozy and inviting. "
United States
Jason L.
The price is HK$4,229
HK$7,056 total
includes taxes & fees
8 Aug - 9 Aug
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
Interior

Charming garden cottage downtown Ellison Bay walking distance to lake and shops

Charming garden cottage downtown Ellison Bay walking distance to lake and shops
Ellison Bay
9.8 out of 10, Exceptional, (129 reviews)
"Our stay at the cottage was wonderful. It's better than advertised. Very comfortable and within easy walking distance to coffee and restaurants. Communication was great and access was a breeze."
United States
Patrick C.
The price is HK$2,116
HK$3,496 total
includes taxes & fees
27 Jul - 28 Jul
Charming garden cottage downtown Ellison Bay walking distance to lake and shops
Fireplace

Snug Harbor Inn - Starboard Cottage

Snug Harbor Inn - Starboard Cottage
Sturgeon Bay
9.2 out of 10, Wonderful, (70 reviews)
"This is such a cute and cozy cabin! We loved our stay - it was perfect for our needs."
United States
Mary H.
The price is HK$1,952
HK$2,535 total
includes taxes & fees
19 Jul - 20 Jul
Snug Harbor Inn - Starboard Cottage
Exterior

Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Fish Creek
9.6 out of 10, Exceptional, (66 reviews)
"Charming and plenty of space. Quiet. Perfect location. Very clean, and comfortable"
United States
Karen
The price is HK$1,842
HK$2,091 total
includes taxes & fees
31 Jul - 1 Aug
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Interior

EGG HARBOR GETAWAY - LANDMARK RESORT - Cozy 1 Bedroom Wood-view!

EGG HARBOR GETAWAY - LANDMARK RESORT - Cozy 1 Bedroom Wood-view!
Egg Harbor
9.4 out of 10, Exceptional, (173 reviews)
"This is our second time here and we absolutely loved it. The room is always spotless, he host is easy to get a hold of and we love the location."
United States
Joan C.
The price is HK$1,176
HK$2,322 total
includes taxes & fees
29 Jul - 30 Jul
EGG HARBOR GETAWAY - LANDMARK RESORT - Cozy 1 Bedroom Wood-view!
Interior

SUMMER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW

SUMMER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW
Egg Harbor
9.2 out of 10, Wonderful, (146 reviews)
"Convenient location and beautiful area"
United States
Amy D.
The price is HK$1,764
HK$3,206 total
includes taxes & fees
27 Jul - 28 Jul
SUMMER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW
Terrace/patio

Serene Washington Island Getaway w/ Private Beach!

Serene Washington Island Getaway w/ Private Beach!
Washington
10.0 out of 10, Exceptional, (6 reviews)
"It was a gorgeous home with great beach access. "
United States
Katie G.
Serene Washington Island Getaway w/ Private Beach!
Terrace/patio

Door County - Ephraim Home- 3 Suites Nestled In Nature

Door County - Ephraim Home- 3 Suites Nestled In Nature
Ephraim
10.0 out of 10, Exceptional, (112 reviews)
"I would recommend staying here to anyone, I was very impressed! Good value since there was so much space, convenient to attractions "
United States
Justin E.
Door County - Ephraim Home- 3 Suites Nestled In Nature
Smart TV, fireplace

Door County Forest Chalet, Walk to Beach/Town

Door County Forest Chalet, Walk to Beach/Town
Egg Harbor
10.0 out of 10, Exceptional, (41 reviews)
"Loved the accommodations and so convenient to everything. Felt secluded and place was immaculate. 10/10 would recommend and would stay again."
United States
Kristin
The price is HK$4,225
HK$8,025 total
includes taxes & fees
22 Jul - 23 Jul
Door County Forest Chalet, Walk to Beach/Town
Smart TV, fireplace, books

Door County Romantic Cabin in Ephraim Near Trails

Door County Romantic Cabin in Ephraim Near Trails
Ephraim
9.0 out of 10, Wonderful, (50 reviews)
"Very cozy and very cute. Easy to access and felt very safe"
United States
Kelly L.
The price is HK$2,542
HK$4,542 total
includes taxes & fees
2 Aug - 3 Aug
Door County Romantic Cabin in Ephraim Near Trails
Beach

Rustic Log Home located near Baileys Harbor

Rustic Log Home located near Baileys Harbor
Baileys Harbor
10.0 out of 10, Exceptional, (143 reviews)
"Excellent property! Quiet and secluded. Loved the fireplace "
United States
Richard T.
Rustic Log Home located near Baileys Harbor
Property grounds

Cozy Cabin! Amazing Location in Fish Creek! Pool!

Cozy Cabin! Amazing Location in Fish Creek! Pool!
Fish Creek
9.4 out of 10, Exceptional, (111 reviews)
"Nice place to stay in Door County. Very centralized and walkable to town."
United States
Paul E.
The price is HK$3,260
HK$5,497 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Cabin! Amazing Location in Fish Creek! Pool!
Property grounds

Insta-worthy Waterfront Cottage with Hot Tub

Insta-worthy Waterfront Cottage with Hot Tub
Ellison Bay
10.0 out of 10, Exceptional, (35 reviews)
"The place was perfect for a little getaway, had everything we needed and was for beautiful and cozy "
United States
Anonymous traveller
The price is HK$4,776
HK$10,099 total
includes taxes & fees
16 Jul - 17 Jul
Insta-worthy Waterfront Cottage with Hot Tub
Outdoor dining

Beautiful Home in Baileys Harbor

Beautiful Home in Baileys Harbor
Baileys Harbor
10.0 out of 10, Exceptional, (46 reviews)
"We had a wonderful time and home was perfect! Owners were very friendly and nice."
United States
Denise Z.
The price is HK$4,411
HK$11,115 total
includes taxes & fees
24 Jul - 25 Jul
Beautiful Home in Baileys Harbor
Interior

Serene Washington Island Getaway w/ Private Beach!

Serene Washington Island Getaway w/ Private Beach!
3.0 star property
Washington Island
Serene Washington Island Getaway w/ Private Beach!
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

Goose & Twigs

Goose & Twigs

10/10 Excellent
"Business friendly"
Marat 2-night trip
Posted 3 hours ago
Goose & Twigs

Find out more about Sister Bay

Search for holiday rentals in Sister Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Sister Bay using one of the methods below:

  • View our selection of featured holiday rentals in Sister Bay
  • Use the map to find apartments and other holiday homes in the Sister Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sister Bay while they last

Look no further and take a look at our great range of rental properties in Sister Bay!

Frequently asked questions

Can I find a holiday rental in Sister Bay?

Yes, there are holiday rentals in Sister Bay close to Pirate's Cove Adventure Golf, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Sister Bay. Make sure you have time to check out the wineries and local tours during your trip.

What are some of the best holiday rentals that Sister Bay has to offer?

Unique Setting - Built on Quarry Bed: This holiday home rental outside of Sister Bay is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Sister Bay?

With 88 Expedia holiday rentals, you're guaranteed to find just the right place for your Sister Bay stay.

What can I see and do in Sister Bay?

Lake Michigan and Waterfront Park are a couple of scenic spots to enjoy the outdoors, whereas Frykman Studio Gallery is one of the cultural attractions. While here, Sister Bay Beach and Sister Bay Marina are other places worth a visit.

What are holiday rentals like in Sister Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sister Bay. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.