Sister Bay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Sister Bay holiday rentals

Exterior

Scandinavian Lodge

Scandinavian Lodge
3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1,573 reviews)
"Stayed many times-love the location "
United States
Dirk
The price is HK$1,579
HK$1,800 total
includes taxes & fees
1 Jun - 2 Jun
Scandinavian Lodge
Desk, iron/ironing board, travel cot, WiFi

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$2,783
HK$5,478 total
includes taxes & fees
7 Jun - 8 Jun
Walk to Downtown! Wooded 4BR Sister Bay Home
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$3,126
HK$6,109 total
includes taxes & fees
25 Jun - 26 Jun
Alpaca Grand Vacation Rental
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, (29 reviews)
"All around a wonderful location."
United States
Kim K.
The price is HK$3,219
HK$5,742 total
includes taxes & fees
30 May - 31 May
CONDO 7-Coastal Chic Condo in the Heart of Sister Bay!
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.
Pool

Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay
Ellison Bay
9.6 out of 10, Exceptional, (127 reviews)
"Fantastic location and super cute house. Perfect place to relax on the water - away from all the bustle of typical DC. "
United States
Lisa B.
The price is HK$1,481
HK$2,685 total
includes taxes & fees
1 Jun - 2 Jun
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay
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, (56 reviews)
"Charming and plenty of space. Quiet. Perfect location. Very clean, and comfortable"
United States
Karen
The price is HK$1,629
HK$1,849 total
includes taxes & fees
16 Jun - 17 Jun
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
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$1,206
HK$1,515 total
includes taxes & fees
30 May - 31 May
Waterbury Inn
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.
The price is HK$1,469
HK$2,716 total
includes taxes & fees
3 Jun - 4 Jun
Architect-Designed Flat · King · Egg Harbor
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$2,217
HK$4,641 total
includes taxes & fees
14 Jun - 15 Jun
Red Cherry Woods Cottage 🍒 Stylish Baileys Harbor Escape
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$1,504
HK$1,707 total
includes taxes & fees
1 Jun - 2 Jun
Evergreen Hill Condominiums
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, (23 reviews)
"This home is beautiful, decorated adorable and so welcoming. I would recommend this home to anyone! "
United States
Michelle J.
Private Wooded Retreat w/ Hot Tub & Fireplace - Walk to Coffee, Near Sister Bay
Smart TV, fireplace, books

Door County Romantic Cabin in Ephraim Near Trails

Door County Romantic Cabin in Ephraim Near Trails
Ephraim
9.2 out of 10, Wonderful, (49 reviews)
"Very cozy and very cute. Easy to access and felt very safe"
United States
Kelly L.
The price is HK$2,103
HK$3,970 total
includes taxes & fees
30 May - 31 May
Door County Romantic Cabin in Ephraim Near Trails
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)
"Great location and clean and cozy place to stay!"
United States
Denise H.
Cozy Cabin! Amazing Location in Fish Creek! Pool!
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$2,107
HK$3,715 total
includes taxes & fees
17 Jun - 18 Jun
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
On the beach, sun-loungers, beach towels

Sandy Toes Retreat, pet friendly & just 25 steps to a sandy beach Lake Michigan.

Sandy Toes Retreat, pet friendly & just 25 steps to a sandy beach Lake Michigan.
Cedar River
The price is HK$1,586
HK$3,067 total
includes taxes & fees
31 May - 1 Jun
Sandy Toes Retreat, pet friendly & just 25 steps to a sandy beach Lake Michigan.
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.
The price is HK$3,126
HK$6,580 total
includes taxes & fees
29 Jun - 30 Jun
Door County Forest Chalet, Walk to Beach/Town
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, (65 reviews)
"Great little cabin for a long weekend!"
United States
Katie V.
Beachfront House w/ Wi-Fi on Amazing Lake Michigan Site! Close to Sturgeon Bay
Interior

Harbor Cottage | Downtown Fish Creek-Dog Friendly

Harbor Cottage | Downtown Fish Creek-Dog Friendly
Fish Creek
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,349
HK$4,827 total
includes taxes & fees
31 May - 1 Jun
Harbor Cottage | Downtown Fish Creek-Dog Friendly
Property grounds

Insta-worthy Waterfront Cottage with Hot Tub

Insta-worthy Waterfront Cottage with Hot Tub
Ellison Bay
10.0 out of 10, Exceptional, (33 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$3,752
HK$8,716 total
includes taxes & fees
7 Jun - 8 Jun
Insta-worthy Waterfront Cottage with Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sister Bay Hotel Reviews

Settlement Inn & Lavender Spa

Settlement Inn & Lavender Spa

10/10 Excellent
"The room was nice and very clean. The staff was very friendly. Excellent place to stay"
Jackeline 2-night trip
Posted 6 hours ago
Settlement Inn & Lavender Spa

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?

Guest bedroom in Quarry House: This holiday home rental outside of Sister Bay offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals are there in Sister Bay?

With 84 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.