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Holiday Rentals in Sister Bay

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Holiday Rentals in Sister Bay

Scandinavian Lodge

3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1554)
"Very clean, spacious room, friendly staff."
United States
David
Scandinavian Lodge

Sister Bay Log Cabin - Recent Remodel!

Sister Bay
10.0 out of 10, Exceptional, (188)
"Perfect location for Sister Bay! Comfortable, cozy, and walking distance into town. "
United States
Steven S.
The price is €515
includes taxes & fees
29 Nov - 30 Nov
Sister Bay Log Cabin - Recent Remodel!

Water View and Perfect Location at Shore View! Walk to Town!

Sister Bay
9.8 out of 10, Exceptional, (61)
"Would absolutely stay here again with our family. Clean and lovely property in a great location with a beautiful view."
United States
Kelly S.
Water View and Perfect Location at Shore View! Walk to Town!

Beechwood Cottage -Sleeps 4! A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!

Sister Bay
10.0 out of 10, Exceptional, (42)
"Peaceful, quiet setting which is a quick drive to sister Bay and Ellison Bay."
United States
carrey c.
Beechwood Cottage -Sleeps 4! A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!

101 | Luxury | Downtown Sister Bay

Sister Bay
10.0 out of 10, Exceptional, (63)
"Beautiful condo and the location just couldn’t be better, we had a great time!"
United States
Marty L.
101 | Luxury | Downtown Sister Bay

Beautiful Modern Condo with Incredible View!

Sister Bay
9.6 out of 10, Exceptional, (45)
"This is a beautiful condo with incredible views! It was perfect for our family of 4. The location is amazing right above town, we were able to walk everywhere. "
United States
Elizabeth M.
Beautiful Modern Condo with Incredible View!

302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay

Sister Bay
10.0 out of 10, Exceptional, (81)
"Amazing stay in an amazing condominium! Perfect location (great walkability) and wonderful hosts!"
United States
K B.
302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay

Newly updated Lake Michigan Waterfront with pier for boats! Room for trailer!

Sister Bay
9.2 out of 10, Wonderful, (23)
"Clean place in a quiet part of Door County"
United States
Pauli N.
Newly updated Lake Michigan Waterfront with pier for boats! Room for trailer!

Modern Retreat Downtown Sister Bay ☀️

Sister Bay
10.0 out of 10, Exceptional, (80)
"Great location and well-furnished, comfortable home away from home. "
United States
Jon H.
Modern Retreat Downtown Sister Bay ☀️

Beautiful Log Home on 5 acres private beach-steps down the road!

Sister Bay
10.0 out of 10, Exceptional, (166)
"Beautiful place!! "
United States
Kristin H.
Beautiful Log Home on 5 acres private beach-steps down the road!

Sister Bay Lake Front Dog Friendly Bikes Grill Fire Pit New Piers & Boat Slips

Sister Bay
10.0 out of 10, Exceptional, (75)
"Our large group very much enjoyed our time here. Great accomdations and friendly hosts. Looking forward to coming back "
United States
Mark N.
Sister Bay Lake Front Dog Friendly Bikes Grill Fire Pit New Piers & Boat Slips

Welcome to your home away from home in the heart of Sister Bay!

Sister Bay
10.0 out of 10, Exceptional, (92)
"We loved our stay at this property! It is beautiful, has well-stocked kitchen, beds are very comfortable and is a fantastic location - just a short walk to beach, marina, shops, activities and wonderful restaurants in Sister Bay!We highly recommend this property and plan to stay here again! "
United States
Diane B.
Welcome to your home away from home in the heart of Sister Bay!

Downtown, Luxury Unit! Water View, Walking Distance to all of Sister Bay!

Sister Bay
9.2 out of 10, Wonderful, (71)
"Beautiful unit in the heart of sister bay. Walkable to all dining and shops!"
United States
cynthia F.
Downtown, Luxury Unit! Water View, Walking Distance to all of Sister Bay!

Newly furnished for 2025! Short walk to downtown Sister Bay.

Sister Bay
9.6 out of 10, Exceptional, (5)
"This property had everything our family needed and was very clean. Thank you!"
United States
Erin L.
Newly furnished for 2025! Short walk to downtown Sister Bay.

Landmark Resort

3.5 star property
Egg Harbor
9.0 out of 10, Wonderful, (606)
"Good place for a vacation"
United States
Lin
The price is €147
includes taxes & fees
30 Nov - 1 Dec
Landmark Resort

Evergreen Hill Condominiums

3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (69)
"I would love to stay here again. Decor was great, spacious, great kitchen. Wonderful property."
United States
Nergiz
The price is €129
includes taxes & fees
1 Dec - 2 Dec
Evergreen Hill Condominiums

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Baileys Harbor
8.6 out of 10, Excellent, (126)
"Beautiful home. Thank you for a great family trip. "
United States
Ian T.
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

Ellison Bay
10.0 out of 10, Exceptional, (136)
"A beautiful property, we would love to come back again to stay!"
United States
Brittany B.
Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

Loma Cottages

3.0 star property
Fish Creek
Loma Cottages

Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit

Ellison Bay
10.0 out of 10, Exceptional, (174)
"This place was outstanding! The private rock beach, the view, the amenities (game room, laundry, kayaks, water access, etc.), and the house were absolutely wonderful. "
United States
Nicole
Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit
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 €129 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?

Sister Bay Log Cabin - Recent Remodel!: This highly rated holiday home rental in Sister Bay offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. 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 81 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.