Photo by Wendy Stokes

Sister Bay Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Sister Bay

Scandinavian Lodge

3.5 star property
9.4 out of 10, Exceptional, (1463)
"Good stay Property needs a few repairs and some updating. Would stay again"
Scandinavian Lodge

Experience the perfect family getaway in Sister Bay.

Experience the perfect family getaway in Sister Bay.

Sister Bay Log Cabin - Recent Remodel!

10.0 out of 10, Exceptional, (180)
"Had a great few days in Sister Bay with my wife and our two dogs. Great time!!"
Sister Bay Log Cabin - Recent Remodel!

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

9.4 out of 10, Exceptional, (19)
"Lovely view! Quick communication. Would stay again. "
Newly updated Lake Michigan Waterfront with pier for boats! Room for trailer!

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

10.0 out of 10, Exceptional, (77)
"Excellent experience. The owner is very communicative and helpful. The condo is beautiful, comfortable, and immaculate. We had a wonderful stay and highly recommend it. "
302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay

Cozy Fall Log Cabin: Hot Tub, Fire Pit & Game Room

10.0 out of 10, Exceptional, (6)
Cozy Fall Log Cabin: Hot Tub, Fire Pit & Game Room

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

10.0 out of 10, Exceptional, (42)
"We had a wonderful stay at the Beachwood Cottage. It was so quiet and peaceful with almost no neighbors in sight. It truly felt like we were in a secluded hideaway. The owners had easy to follow instructions and have clearly spent a lot of time creating a very helpful guide to the home the surrounding area. We highly recommend the Beachwood Cottage for your next stay in Sister Bay. "
Beechwood Cottage -Sleeps 4! A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!

Sister Bay Door County Private Vacation Paradise

9.8 out of 10, Exceptional, (71)
"Perfect cabin for a girls weekend. Super cute, excellent location and has everything you could need. We’ll definitely stay here again!"
Sister Bay Door County Private Vacation Paradise

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

10.0 out of 10, Exceptional, (73)
"Our large group very much enjoyed our time here. Great accomdations and friendly hosts. Looking forward to coming back "
Sister Bay Lake Front Dog Friendly Bikes Grill Fire Pit New Piers & Boat Slips

Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (536)
"Great place to stay and we’ll be back again."
The price is AU$352
includes taxes & fees
3 Sept - 4 Sept
Landmark Resort

Waterbury Inn

2.5 star property
9.0 out of 10, Wonderful, (472)
"Great space for a family of 4. Lobby area is very cozy and the fire pit tables and grills outside were a nice amenity. The property was a little dated, but overall, very clean and nice staff. We especially loved the walkable access to the cafe across the street called Sip. We would stay here again."
The price is AU$367
includes taxes & fees
3 Sept - 4 Sept
Waterbury Inn

Waterfront Log Home, WiFi, 3 bedrooms, Direct TV, Fire Pit

9.8 out of 10, Exceptional, (84)
"We very much enjoyed our stay! Explored Door County, enjoyed sitting around the fire, fall colors. Perfect Halloween weekend!"
Waterfront Log Home, WiFi, 3 bedrooms, Direct TV, Fire Pit

Unique Setting - Built on Quarry Bed

9.8 out of 10, Exceptional, (135)
"Very comfortable stay!"
Unique Setting - Built on Quarry Bed

Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

10.0 out of 10, Exceptional, (128)
"Stay was wonderful, clean and comfortable. Would suggest fixing shower, flickering light, timer on fireplace, and curtains on the bay side. "
Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

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

9.8 out of 10, Exceptional, (118)
"great getaway!"
The price is AU$542
includes taxes & fees
29 Sept - 30 Sept
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay

Harbor House Cottage located in the heart of Ephraim!

10.0 out of 10, Exceptional, (158)
"Comfortable, quiet, and well stocked. Great hospitality. "
Harbor House Cottage located in the heart of Ephraim!

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

8.6 out of 10, Excellent, (117)
"We had a lovely stay. The sunroom overlooking the lake was our favorite room. We have a big family, so the many bedrooms and bathrooms was great!"
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Charming guesthouse within minutes of downtown Fish Creek!

9.8 out of 10, Exceptional, (12)
"Great VRBO for a weekend getaway with friends! Very nicely stocked, comfortable beds and well kept. Clean and inviting. Would definitely book again. "
Charming guesthouse within minutes of downtown Fish Creek!

Rustic Log Cabin! Romantic, Cozy, Quiet!

9.2 out of 10, Wonderful, (39)
"Cute cabin, quiet and clean, all with easy access to the water and restaurants!"
The price is AU$503
includes taxes & fees
24 Sept - 25 Sept
Rustic Log Cabin! Romantic, Cozy, Quiet!

Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit

10.0 out of 10, Exceptional, (166)
"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. "
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sister Bay Hotel Reviews

Find out more about Sister Bay

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, 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 favourite 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 depend 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 AU$352 per night. Entering your travel dates in the search wizard might find you 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. Some other top choices in Sister Bay are Experience the perfect family getaway in Sister Bay. and Sister Bay Lake Front Dog Friendly Bikes Grill Fire Pit New Piers & Boat Slips.

How many holiday rentals are there in Sister Bay?

With 82 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.