Sister Bay Town harbour view in Door County of Wisconsin

Sister Bay Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Sister Bay holiday rentals

Property grounds

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$2,944
HK$5,677 total
includes taxes & fees
14 Jun - 15 Jun
Private 3BR Gem on 2.5 Wooded Acres- Close to All
Exterior

Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1,582 reviews)
"The staff is very friendly, the resort is clean and comfortable. We loved our stay."
United States
Kathleen
The price is HK$1,580
HK$1,801 total
includes taxes & fees
17 Jun - 18 Jun
Scandinavian Lodge
TV, fireplace

Walk to Downtown! Wooded 4BR Sister Bay Home

Walk to Downtown! Wooded 4BR Sister Bay Home
Sister Bay
9.8 out of 10, Exceptional, (27 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is HK$3,160
HK$5,951 total
includes taxes & fees
7 Jul - 8 Jul
Walk to Downtown! Wooded 4BR Sister Bay Home
TV, fireplace

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 HK$2,277
HK$4,517 total
includes taxes & fees
1 Jul - 2 Jul
CONDO 5-Sister Bay Gem-Steps to the Beach
Smart TV, fireplace

Alpaca Grand Vacation Rental

Alpaca Grand Vacation Rental
Sister Bay
10.0 out of 10, Exceptional, (5 reviews)
"Had a great stay, "
United States
VIGNESH G.
The price is HK$2,222
HK$4,936 total
includes taxes & fees
11 Jun - 12 Jun
Alpaca Grand Vacation Rental
TV, fireplace

CONDO 6-Chic Downtown Condo in Sister Bay.

CONDO 6-Chic Downtown Condo in Sister Bay.
Sister Bay
9.8 out of 10, Exceptional, (21 reviews)
"Clean, comfortable and well stocked condo close to everything in Sister Bay."
United States
Chenin M.
CONDO 6-Chic Downtown Condo in Sister Bay.
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, (12 reviews)
"Excellent location! Condo was awesome with wonderful finishes. Very cozy and inviting. "
United States
Jason L.
The price is HK$2,277
HK$4,517 total
includes taxes & fees
29 Jun - 30 Jun
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
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$4,228
HK$7,055 total
includes taxes & fees
21 Jun - 22 Jun
CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
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
9.8 out of 10, Exceptional, (30 reviews)
"All around a wonderful location."
United States
Kim K.
The price is HK$2,277
HK$4,481 total
includes taxes & fees
17 Jun - 18 Jun
CONDO 7-Coastal Chic Condo in the Heart of Sister Bay!
Fridge, microwave, oven, stovetop

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Baileys Harbor
10.0 out of 10, Exceptional, (99 reviews)
"Great stay with a good location"
United States
Michael S.
The price is HK$2,547
HK$5,079 total
includes taxes & fees
18 Jun - 19 Jun
Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
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, (59 reviews)
"Charming and plenty of space. Quiet. Perfect location. Very clean, and comfortable"
United States
Karen
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
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, (35 reviews)
"We really enjoyed out stay! The location was excellent and place was clean and provided everything we needed. "
United States
Lori D.
Door County Forest Chalet, Walk to Beach/Town
Terrace/patio

Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay

Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay
Ellison Bay
10.0 out of 10, Exceptional, (25 reviews)
"This home is beautiful, decorated adorable and so welcoming. I would recommend this home to anyone! "
United States
Michelle J.
The price is HK$2,222
HK$6,018 total
includes taxes & fees
10 Jun - 11 Jun
Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay
Terrace/patio

Beachfront House w/ Wi-Fi on Amazing Lake Michigan Site! Close to Sturgeon Bay

Beachfront House w/ Wi-Fi on Amazing Lake Michigan Site! Close to Sturgeon Bay
Jackson Port
9.8 out of 10, Exceptional, (66 reviews)
"Great little cabin for a long weekend!"
United States
Katie V.
The price is HK$2,671
HK$5,495 total
includes taxes & fees
15 Jun - 16 Jun
Beachfront House w/ Wi-Fi on Amazing Lake Michigan Site! Close to Sturgeon Bay
Exterior

Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (73 reviews)
"Good location, good hotel. "
United States
shane
The price is HK$2,508
HK$2,846 total
includes taxes & fees
11 Jun - 12 Jun
Evergreen Hill Condominiums
TV, offices

Architect-Designed Flat · King · Egg Harbor

Architect-Designed Flat · King · Egg Harbor
Egg Harbor
10.0 out of 10, Exceptional, (60 reviews)
"Perfect space and such a convenient location. "
United States
Lisa M.
Architect-Designed Flat · King · Egg Harbor
Exterior

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, (87 reviews)
"Very charming and quiet place to stay. Great location near town! "
United States
Tedra M.
The price is HK$2,108
HK$3,717 total
includes taxes & fees
15 Jun - 16 Jun
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
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, (107 reviews)
"Very cute and clean property. Had everything we needed for an enjoyable weekend stay. Perfect location for any activity in the area. Beautiful property."
United States
Jeff O.
The price is HK$4,685
HK$7,345 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Cabin! Amazing Location in Fish Creek! Pool!
Outdoor dining

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 HK$3,991
HK$12,201 total
includes taxes & fees
12 Jun - 13 Jun
Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake
Indoor pool, seasonal outdoor pool

Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (495 reviews)
"Lovely stay."
United States
Susan
The price is HK$1,693
HK$2,071 total
includes taxes & fees
10 Jun - 11 Jun
Waterbury Inn
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

Pine Grove Resort

Pine Grove Resort

10/10 Excellent
"We have no complaints except floor around the pool is very, very slippery! We still would stay there again."
Heather 2-night trip
Posted 1 hour ago
Pine Grove Resort

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?

SPECTACULAR WATER VIEWS on the bluff. Secluded. Quiet.: This holiday home rental outside of Sister Bay is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Sister Bay?

With 85 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.