Photo by Wendy Stokes

Sister Bay Holiday Rentals

Start date: Check-in selected.
To Date
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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Holiday Rentals in Sister Bay

Scandinavian Lodge
Exterior

Scandinavian Lodge

3.5 star property
9.4 out of 10, Exceptional, (1515)
"Our room was beautiful and super clean. Great location near downtown sister bay. Would stay again next year."
Scandinavian Lodge
Sister Bay Log Cabin - Recent Remodel!
Terrace/patio

Sister Bay Log Cabin - Recent Remodel!

10.0 out of 10, Exceptional, (183)
"What a great stay for my husband and I and our pups. This cabin was stocked with everything we needed. The location was perfect for exploring around Door County and a short walk to see the sunset. "
Sister Bay Log Cabin - Recent Remodel!
Newly updated Lake Michigan Waterfront with pier for boats! Room for trailer!
Microwave, oven, stovetop, dishwasher

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

9.6 out of 10, Exceptional, (21)
"Very clean and cute house! In a nice quiet area but a short drive from all of the cute towns in door county!"
Newly updated Lake Michigan Waterfront with pier for boats! Room for trailer!
Downtown, Luxury Unit! Water View, Walking Distance to all of Sister Bay!
Interior

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

9.2 out of 10, Wonderful, (66)
"Perfect location, right on the water/main drag. Everything was perfect."
Downtown, Luxury Unit! Water View, Walking Distance to all of Sister Bay!
302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay
Smart TV, fireplace, books

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

10.0 out of 10, Exceptional, (79)
"Stay was great, view was amazing, and host came through with great communication! Thank you!"
302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay
Classic Door County Cottage on Lake Michigan + Great for Families
Beach

Classic Door County Cottage on Lake Michigan + Great for Families

8.4 out of 10, Very good, (11)
"Very nice"
Classic Door County Cottage on Lake Michigan + Great for Families
Fall Into Fun• Hot Tub, Games,Dogs & Marina Stroll
Beach nearby

Fall Into Fun• Hot Tub, Games,Dogs & Marina Stroll

10.0 out of 10, Exceptional, (60)
"We enjoyed staying at this property. Very clean and spacious. Great location near downtown. "
The price is HK$2,280
HK$6,089 total
includes taxes & fees
28 Oct - 29 Oct
Fall Into Fun• Hot Tub, Games,Dogs & Marina Stroll
Sister Bay Door County Private Vacation Paradise
Exterior

Sister Bay Door County Private Vacation Paradise

9.8 out of 10, Exceptional, (72)
"Wonderful setting, clean, quaint and quiet! We really enjoyed our stay!"
Sister Bay Door County Private Vacation Paradise
Beechwood Cottage -Sleeps 4! A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!
Exterior

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!
Landmark Resort
Restaurant

Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (565)
"The major aspect we love is the location and the indoor pool for the kids and family. "
The price is HK$1,170
HK$1,327 total
includes taxes & fees
2 Nov - 3 Nov
Landmark Resort
Waterbury Inn
Front of property

Waterbury Inn

2.5 star property
9.0 out of 10, Wonderful, (483)
"Friendly staff! "
The price is HK$1,082
HK$1,373 total
includes taxes & fees
27 Oct - 28 Oct
Waterbury Inn
Evergreen Hill Condominiums
Exterior

Evergreen Hill Condominiums

3.5 star property
9.4 out of 10, Exceptional, (69)
"I would love to stay here again. Decor was great, spacious, great kitchen. Wonderful property."
The price is HK$1,027
HK$1,166 total
includes taxes & fees
2 Nov - 3 Nov
Evergreen Hill Condominiums
Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit
Sun-loungers

Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

10.0 out of 10, Exceptional, (132)
"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
Loma Cottages
Property amenity

Loma Cottages

3.0 star property
Loma Cottages
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Outdoor dining

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

8.6 out of 10, Excellent, (122)
"The location is great. Can walk all over. Views are stunning. The biggest issue was the cleanliness of the home. It really needs a deep clean and some updating. "
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Scandi-inspired Loft - Historic - Waterfront - Pet Friendly - Open year around
Property grounds

Scandi-inspired Loft - Historic - Waterfront - Pet Friendly - Open year around

10.0 out of 10, Exceptional, (151)
"Loft was amazing! Super cute and comfy. Location is perfect to enjoy the water, restaurants, town, and parks. Hosts were so welcoming and really thought of everything! 5 stars across the board! "
Scandi-inspired Loft - Historic - Waterfront - Pet Friendly - Open year around
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay
Pool

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

9.6 out of 10, Exceptional, (121)
"Private, cute & quaint- just what we needed for the 3 of us."
Waterfront 1 bedroom and loft cottage with small private pier on Garrett Bay
Harbor House located in the heart of Ephraim!
Exterior

Harbor House located in the heart of Ephraim!

10.0 out of 10, Exceptional, (196)
"Harbor House is a warm, inviting home nestled just off the main road, making the location perfect for access to Peninsula Park, downtown Ephraim and Northern Door County. Large screened in porch, clean, spacious, and well stocked, this home is a great choice for your time away from home."
Harbor House located in the heart of Ephraim!
Charming honeymooners cottage in Ephraim- Charming Deck and privacy!
1 bedroom, free WiFi, bed sheets

Charming honeymooners cottage in Ephraim- Charming Deck and privacy!

8.4 out of 10, Very good, (22)
"Cute little hideaway"
Charming honeymooners cottage in Ephraim- Charming Deck and privacy!
EGG HARBOR GETAWAY - LANDMARK RESORT - Cozy 1 Bedroom Wood-view!
Indoor pool

EGG HARBOR GETAWAY - LANDMARK RESORT - Cozy 1 Bedroom Wood-view!

9.4 out of 10, Exceptional, (166)
"Had a great stay"
EGG HARBOR GETAWAY - LANDMARK RESORT - Cozy 1 Bedroom Wood-view!
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

Coachlite Inn

Coachlite Inn

10/10 Excellent
"Enjoyed our stay at the Coachlite Inn. The rooms were clean and the bathroom was newly remodeled. The room had a little too much furniture for its size, but all fit in a spot. The location was great for our needs - a little south of Sister Bay right on Highway 42. Even though we were close to the highway, it was quiet. While the room was very clean, it was a bit rough around the edges such as a fridge that needed to be defrosted and some chips in the walls - mostly due to busy use during the summer months - neither of which affected our stay. The staff at the front desk was great at both check in and check out and the breakfast spread was simple but nice. Overall we would stay here again. The price was reasonable, the locations was good, and we enjoyed our stay."
Blair 3-night trip
Posted 3 days ago
Coachlite Inn

Find out more about Sister Bay

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?

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 80 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.