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

Holiday Rentals in Sister Bay

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Our top choices for Sister Bay holiday rentals

1. 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, (34 reviews)
"All around a wonderful location."
United States
Kim K.
The price is €561
includes taxes & fees
20 Sept - 21 Sept
CONDO 7-Coastal Chic Condo in the Heart of Sister Bay!

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, (29 reviews)
"Nice clean property close to town."
United States
Nicole H.
The price is €581
includes taxes & fees
20 Sept - 21 Sept
Walk to Downtown! Wooded 4BR Sister Bay Home

3. 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, (60 reviews)
"Fantastic property - was perfect for our family of 5."
United States
Andrew L.
The price is €539
includes taxes & fees
23 Sept - 24 Sept
Private 3BR Gem on 2.5 Wooded Acres- Close to All

4. Cardinal Crest of Sister Bay

Cardinal Crest of Sister Bay
Sister Bay
10.0 out of 10, Exceptional, (48 reviews)
"Fully equipped kitchen and great, secluded location."
United States
Mary R.
Cardinal Crest of Sister Bay

5. CONDO 3-Sister Bay Serenity-Luxurious downtown condo!

CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
Sister Bay
10.0 out of 10, Exceptional, (21 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 €576
includes taxes & fees
7 Sept - 8 Sept
CONDO 3-Sister Bay Serenity-Luxurious downtown condo!

6. 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, (19 reviews)
"Great place and location! "
United States
Kim B.
The price is €704
includes taxes & fees
19 Sept - 20 Sept
CONDO 5-Sister Bay Gem-Steps to the Beach

7. 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.
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

8. Waterbury Inn

Waterbury Inn
2.5 star property
Ephraim
9.0 out of 10, Wonderful, (508 reviews)
"Perfect place!"
United States
Kay
The price is €229
includes taxes & fees
1 Sept - 2 Sept
Waterbury Inn

9. Evergreen Hill Condominiums

Evergreen Hill Condominiums
3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (76 reviews)
"Awesome Location! Great size for our family of 5. The pool was Nice too! "
United States
Elsy
The price is €241
includes taxes & fees
7 Sept - 8 Sept
Evergreen Hill Condominiums

10. 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, (132 reviews)
"Beautiful cottage within easy walking to Ellison Bay restaurants, coffee shop, stores and shoreline!"
United States
Anonymous traveller
The price is €336
includes taxes & fees
9 Sept - 10 Sept
Charming garden cottage downtown Ellison Bay walking distance to lake and shops

11. 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, (74 reviews)
"Wonderful location, amazing accomodations, everything you could possibly need that you might have forgotten."
United States
melinda o.
The price is €200
includes taxes & fees
20 Sept - 21 Sept
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

12. Waterfront Door County Escape | Hot Tub + Kayaks + Sunrise Views

Waterfront Door County Escape | Hot Tub + Kayaks + Sunrise Views
Ellison Bay
10.0 out of 10, Exceptional, (38 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 €673
includes taxes & fees
31 Aug - 1 Sept
Waterfront Door County Escape | Hot Tub + Kayaks + Sunrise Views

13. 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, (138 reviews)
"Beautiful cabin & in a perfect location. We absolutely loved our stay "
United States
Regina J.
The price is €329
includes taxes & fees
7 Sept - 8 Sept
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

14. Cozy Cabin! Amazing Location in Fish Creek! Pool!

Cozy Cabin! Amazing Location in Fish Creek! Pool!
Fish Creek
9.4 out of 10, Exceptional, (114 reviews)
"Nice place to stay in Door County. Very centralized and walkable to town."
United States
Paul E.
Cozy Cabin! Amazing Location in Fish Creek! Pool!

15. SEPTEMBER SPECIAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!

SEPTEMBER SPECIAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!
Egg Harbor
9.4 out of 10, Exceptional, (179 reviews)
"Our stay was very pleasant. Accommodations were perfect. Staff was very friendly and professional. The host was very accommodating. Will definitely stay there again."
United States
Joseph M.
The price is €258
includes taxes & fees
31 Aug - 1 Sept
SEPTEMBER SPECIAL! EGG HARBOR GETAWAY -LANDMARK RESORT Cozy 1 Bedroom Wood-view!

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

SEPTEMBER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW
Egg Harbor
9.2 out of 10, Wonderful, (151 reviews)
"We love The Landmark Resort. It’s our favorite place to stay when visiting Door County. The condo was clean and comfortable."
United States
Nicole D.
The price is €295
includes taxes & fees
2 Sept - 3 Sept
SEPTEMBER SPECIAL! DOOR COUNTY GETAWAY @ LANDMARK RESORT - Cozy 1 BR. WOODVIEW

17. Architect-Designed Flat · King · Egg Harbor

Architect-Designed Flat · King · Egg Harbor
Egg Harbor
10.0 out of 10, Exceptional, (65 reviews)
"Great location. Good communication with owners. Nice little touches (chocolate bar, beer coupon) well furnished for eating if you choose to."
United States
Shannon
The price is €393
includes taxes & fees
10 Sept - 11 Sept
Architect-Designed Flat · King · Egg Harbor

18. Sunset Sanctuary-Bay side Bluff with Hot Tub

Sunset Sanctuary-Bay side Bluff with Hot Tub
Egg Harbor
10.0 out of 10, Exceptional, (57 reviews)
"Amazing property and all the essentials!"
United States
Jordan N.
The price is €629
includes taxes & fees
2 Sept - 3 Sept
Sunset Sanctuary-Bay side Bluff with Hot Tub

19. Modern 1BD Retreat · Patio & Firepit · Egg Harbor

Modern 1BD Retreat · Patio & Firepit · Egg Harbor
Egg Harbor
10.0 out of 10, Exceptional, (94 reviews)
"Loved staying here! The Flats have such a nice layout for getaways! They had everything we needed plus a great location. Will be staying here again!"
United States
Heather M.
The price is €385
includes taxes & fees
23 Sept - 24 Sept
Modern 1BD Retreat · Patio & Firepit · Egg Harbor

20. Spectacular Sunsets at 3 BR Classic Farm House

Spectacular Sunsets at 3 BR Classic Farm House
Egg Harbor
9.8 out of 10, Exceptional, (7 reviews)
"Great place to stay"
United States
Nick S.
Spectacular Sunsets at 3 BR Classic Farm House
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

Everything you need to know about Sister Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sister Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sister Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sister Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sister Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sister Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sister Bay holiday rentals we have selected for you start as low as €229 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sister Bay rentals

At Expedia, we put the best Sister Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sister Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sister Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sister Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 90 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.