Chairs by the Lake Shore, Door County

Sister Bay Vacation Rentals

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Our top choices for Sister Bay vacation rentals

Updated Home w/ Deck: 2 Mi to Sister Bay Beach!

Updated Home w/ Deck: 2 Mi to Sister Bay Beach!
3.0 star property
Sister Bay
The price is CA $273
CA $605 total
includes taxes & fees
Jul 5 - Jul 6
Updated Home w/ Deck: 2 Mi to Sister Bay Beach!

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 CA $784
CA $1,341 total
includes taxes & fees
Jul 22 - Jul 23
Private 3BR Gem on 2.5 Wooded Acres- Close to All

CONDO 5-Sister Bay Gem-Steps to the Beach

CONDO 5-Sister Bay Gem-Steps to the Beach
Sister Bay
9.8 out of 10, Exceptional, (16 reviews)
"Great place and location! "
United States
Kim B.
The price is CA $465
CA $887 total
includes taxes & fees
Jul 1 - Jul 2
CONDO 5-Sister Bay Gem-Steps to the Beach

Wooded Sister Bay Retreat, Walk to town, Firepit

Wooded Sister Bay Retreat, Walk to town, Firepit
Sister Bay
9.8 out of 10, Exceptional, (29 reviews)
"Perfect for our holiday stay"
United States
Brad V.
The price is CA $625
CA $1,353 total
includes taxes & fees
Jul 1 - Jul 2
Wooded Sister Bay Retreat, Walk to town, Firepit

Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.8 out of 10, Exceptional, (28 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is CA $1,093
CA $1,727 total
includes taxes & fees
Jul 17 - Jul 18
Walk to Downtown! Wooded 4BR Sister Bay Home

Alpaca Grand Vacation Rental

Alpaca Grand Vacation Rental
Sister Bay
10.0 out of 10, Exceptional, (8 reviews)
"Had a great stay, "
United States
VIGNESH G.
The price is CA $907
CA $1,552 total
includes taxes & fees
Jul 9 - Jul 10
Alpaca Grand Vacation Rental

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

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, (12 reviews)
"Excellent location! Condo was awesome with wonderful finishes. Very cozy and inviting. "
United States
Jason L.
The price is CA $530
CA $972 total
includes taxes & fees
Jun 29 - Jun 30
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

Updated Home w/ Deck: 2 Mi to Sister Bay Beach!

Updated Home w/ Deck: 2 Mi to Sister Bay Beach!
Sister Bay
9.8 out of 10, Exceptional, (52 reviews)
"We stayed here with four adults and three kids under the age of 4 and there was plenty of room for everyone. The kids really enjoyed the large deck in the back. The half bath was located in a bedroom but we made it work. The property is beautiful and very close to Sister Bay. We would definitely stay here again."
United States
Jesse S.
The price is CA $209
CA $616 total
includes taxes & fees
Jul 5 - Jul 6
Updated Home w/ Deck: 2 Mi to Sister Bay Beach!

Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (74 reviews)
"Good location, good hotel. "
United States
shane
The price is CA $434
CA $493 total
includes taxes & fees
Jul 5 - Jul 6
Evergreen Hill Condominiums

Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (500 reviews)
"Lovely stay."
United States
Susan
The price is CA $415
CA $499 total
includes taxes & fees
Jul 1 - Jul 2
Waterbury Inn

Juniper at Loma Cottages

Juniper at Loma Cottages
Egg Harbor
Juniper at Loma Cottages

Amazing House, Amazing Garden, Downtown

Amazing House, Amazing Garden, Downtown
Baileys Harbor
9.8 out of 10, Exceptional, (88 reviews)
"Very nice place, owner was great to work with."
United States
kevin W.
Amazing House, Amazing Garden, Downtown

Stunning Waterfront Cottage | Private Dock + Hot Tub

Stunning Waterfront Cottage | Private Dock + Hot Tub
Ellison Bay
10.0 out of 10, Exceptional, (34 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 CA $1,316
CA $2,433 total
includes taxes & fees
Jul 13 - Jul 14
Stunning Waterfront Cottage | Private Dock + Hot Tub

Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake

Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake
Baileys Harbor
9.6 out of 10, Exceptional, (47 reviews)
"So relaxing … the perfect peaceful getaway. "
United States
Victoria N J.
The price is CA $723
CA $2,210 total
includes taxes & fees
Jul 2 - Jul 3
Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake

Cozy Cabin! Amazing Location in Fish Creek! Pool!

Cozy Cabin! Amazing Location in Fish Creek! Pool!
Fish Creek
9.4 out of 10, Exceptional, (109 reviews)
"Absolutely loved the cute little cottage and the location is perfect! "
United States
Renee J.
The price is CA $656
CA $1,081 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Cabin! Amazing Location in Fish Creek! Pool!

GREAT location across from YMCA. Can accommodate LARGE groups

GREAT location across from YMCA. Can accommodate LARGE groups
Fish Creek
9.4 out of 10, Exceptional, (136 reviews)
"Great capacity for larger groups. Excellent location. "
United States
Stan B.
The price is CA $1,554
CA $2,973 total
includes taxes & fees
Jul 13 - Jul 14
GREAT location across from YMCA. Can accommodate LARGE groups

Serene Egg Harbor Retreat w/ Fire Pit! Wineries & Trails Just Minutes Away

Serene Egg Harbor Retreat w/ Fire Pit! Wineries & Trails Just Minutes Away
Egg Harbor
The price is CA $1,022
CA $1,740 total
includes taxes & fees
Jul 22 - Jul 23
Serene Egg Harbor Retreat w/ Fire Pit! Wineries & Trails Just Minutes Away

Modern 1BD Retreat · Patio & Firepit · Egg Harbor

Modern 1BD Retreat · Patio & Firepit · Egg Harbor
Egg Harbor
10.0 out of 10, Exceptional, (91 reviews)
"Location was convenient for Egg Harbor shops and restaurants. Enjoyed the stay"
United States
James G.
The price is CA $458
CA $734 total
includes taxes & fees
Jul 9 - Jul 10
Modern 1BD Retreat · Patio & Firepit · Egg Harbor

Shade Tree at Loma Cottages

Shade Tree at Loma Cottages
Egg Harbor
Shade Tree at Loma Cottages
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

Find out more about Sister Bay

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sister Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Sister Bay?

Yes, we give you a choice of vacation rentals in Sister Bay close to Pirate's Cove Adventure Golf, or you can go with a more remote option if you're looking for extra privacy while you relax. 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 vacation home rentals that Sister Bay has to offer?

Silo Guest House Peninsula Parkside Retreat: You might want to consider this vacation rental near Sister Bay, which is located in the city center and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Sister Bay?

With 86 Expedia vacation rentals, you're sure 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 vacation rentals like in Sister Bay?

Vacation rentals are private properties you can book for several days or more in Sister Bay. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.