Sister Bay holiday rentals

We found 817 holiday rentals — enter your dates for availability
Select from 89 houses, 37 flats and other holiday rentals to find the perfect place for your stay in Sister Bay. Holiday homes offer the best amenities for you and your friends, family or even pets, such as parking and air conditioning. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Sister Bay

Showing deals for:18 Dec - 25 Dec

Delicious meals start here!
From the deck outside the master bedroom
Enjoy a cozy evening by the fire
Plenty of space and light
Exceptional
(129 reviews)

As seen in Door County Magazine! Private, Family Friendly, Sat TV, WiFi

Fish Creek

11% off
S$4,348
for 7 nights, 1 chalet
S$621 per night
includes taxes & fees
As seen in Door County Magazine! Private, Family Friendly, Sat TV, WiFi
Interior
Outdoor dining
Owner built log cabin
Living area
Exceptional
(80 reviews)

Home Owner Custom Built Log Cabin

Washington Island

8% off
S$2,673
for 7 nights, 1 cabin
S$382 per night
includes taxes & fees
Home Owner Custom Built Log Cabin
plenty of seating
 Deck is accessible off the hallway and bedroom
Living area
Beautiful single slab table seats 12+
Exceptional
(35 reviews)

The Lookout, minutes to Sister Bay with Starlink internet

Ellison Bay

7% off
S$6,515
for 7 nights, 1 home
S$931 per night
includes taxes & fees
The Lookout, minutes to Sister Bay with Starlink internet
Room
You will love it here!
Dining
Living area
Exceptional
(371 reviews)

Gingerbread Cottage - Forest Setting - Available Winter Too!

Fish Creek

9% off
S$2,470
for 7 nights, 1 cottage
S$353 per night
includes taxes & fees
Gingerbread Cottage - Forest Setting - Available Winter Too!
Dining Room
Dining Room/Kitchen/Living Room
Bedroom #1
Backyard
Exceptional
(31 reviews)

4 Master Suite Home Sleeps 12 w/Hot Tub in Door Co

Egg Harbor

7% off
S$6,776
for 7 nights, 1 home
S$968 per night
includes taxes & fees
4 Master Suite Home Sleeps 12 w/Hot Tub in Door Co
Living area
The oversized windows floods the space with natural light!
Gills Rock Boat Launch Ramp - Less than 1 mile.
Fall at the cottage.
Exceptional
(55 reviews)

Cozy Cottage in the woods of Northern Door County

Ellison Bay

7% off
S$2,514
for 7 nights, 1 cottage
S$359 per night
includes taxes & fees
Cozy Cottage in the woods of Northern Door County
House #2 exterior
House #1 - Dining area, kitchen and living room
House #1 - Dining area
House #2 - Entry
Exceptional
(8 reviews)

2 Neighboring Homes Sleep 24 - 8 Bedrooms/10 Baths

Egg Harbor

7% off
S$13,394
for 7 nights, 1 home
S$1,913 per night
includes taxes & fees
2 Neighboring Homes Sleep 24 - 8 Bedrooms/10 Baths
Front door entrance with stairs to upstairs bedrooms
Kitchen island includes seating for 4
Welcome to Nest By The Bay in beautiful Egg Harbor, WI - right off Hwy 42!
Back patio with grill, patio chairs, and table overlooking woods & creek
Exceptional
(23 reviews)

New 4BR Egg Harbor Home: Walk to Downtown + 2 Min Drive to Egg Harbor Beach

Egg Harbor

8% off
S$5,371
for 7 nights, 1 home
S$767 per night
includes taxes & fees
New 4BR Egg Harbor Home: Walk to Downtown + 2 Min Drive to Egg Harbor Beach
Kitchen
Dining Area/Kitchen/Living Room
Dining Area
Living Room
Exceptional
(24 reviews)

5 Bed, 6 Bath Home Sleeps 24 w/Hot Tub in Door Co.

Egg Harbor

7% off
S$6,934
for 7 nights, 1 home
S$991 per night
includes taxes & fees
5 Bed, 6 Bath Home Sleeps 24 w/Hot Tub in Door Co.
Exterior
Property grounds
Bathroom
Room
Exceptional
(202 reviews)

Guest bedroom in Quarry House

Fish Creek

8% off
S$1,579
for 7 nights, 1 home
S$226 per night
includes taxes & fees
Guest bedroom in Quarry House
Living room
Property grounds
Exterior
Kitchen
Exceptional
(78 reviews)

NEW Private 3 acre waterfront property directly on the Bay! WEEKLY DISCOUNT 10%

Sturgeon Bay

7% off
S$6,146
for 7 nights, 1 home
S$878 per night
includes taxes & fees
NEW Private 3 acre waterfront property directly on the Bay! WEEKLY DISCOUNT 10%
Interior
park and marina picture as we walked into the village for dinner.
Dining
Larsen House Exterior Remodeled 6/2015
Excellent
(98 reviews)

2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!

Egg Harbor

8% off
S$3,733
for 7 nights, 1 home
S$533 per night
includes taxes & fees
2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!
Room
Private kitchen
Private kitchen
Living area
Exceptional
(70 reviews)

Egg Harbor White House - 4 bedroom

Egg Harbor

7% off
S$2,573
for 7 nights, 1 home
S$368 per night
includes taxes & fees
Egg Harbor White House - 4 bedroom
Private kitchen
Living area
Exterior
Terrace/patio
Exceptional
(105 reviews)

DOOR 42! Minutes away from the hustle and bustle of Sister Bay!

Sister Bay

7% off
S$4,356
for 7 nights, 1 home
S$622 per night
includes taxes & fees
DOOR 42! Minutes away from the hustle and bustle of Sister Bay!
Exterior
Watch the nightly sunset from our Andirondack chairs
New kitchen with quartz countertops and counter-seating
Interior
Exceptional
(24 reviews)

Enjoy nightly sunsets at this Beautiful Door County Waterfront Home

Sturgeon Bay

8% off
S$7,774
for 7 nights, 1 home
S$1,111 per night
includes taxes & fees
Enjoy nightly sunsets at this Beautiful Door County Waterfront Home
Living area
Outdoor dining
Living area
Living area
Exceptional
(16 reviews)

Luxury A-Frame w/ Lake Access, Great For Families

Egg Harbor

8% off
S$5,882
for 7 nights, 1 home
S$840 per night
includes taxes & fees
Luxury A-Frame w/ Lake Access, Great For Families
Front porch views
Front of house views
Kitchen table
Kitchen area
Exceptional
(16 reviews)

Charming, Cozy Farmhouse! Newly renovated with plenty of sleeping space.

Egg Harbor

8% off
S$5,291
for 7 nights, 1 home
S$756 per night
includes taxes & fees
Charming, Cozy Farmhouse! Newly renovated with plenty of sleeping space.
Fully stocked kitchen
Living area
Large open loft living room
Exterior
Exceptional
(47 reviews)

Door County Forest Chalet, Walk to Beach/Town

Egg Harbor

7% off
S$3,798
for 7 nights, 1 chalet
S$543 per night
includes taxes & fees
Door County Forest Chalet, Walk to Beach/Town
Kitchen.  Fully equipped.
Living Room.
Dining/Kitchen.  Table seats 6.  The island comfortably seats 3.
Living Room with Lake Michigan views.
Exceptional
(58 reviews)

PRIME LOCATION! Professionally designed amenities boasting a picturesque view

Sister Bay

8% off
S$8,014
for 7 nights, 1 apartment
S$1,145 per night
includes taxes & fees
PRIME LOCATION! Professionally designed amenities boasting a picturesque view
Room
Rental area is above the garage, 1100 sq ft
Living area
Bathroom
Exceptional
(161 reviews)

Unique Setting - Built on Quarry Bed

Fish Creek

8% off
S$2,654
for 7 nights, 1 home
S$379 per night
includes taxes & fees
Unique Setting - Built on Quarry Bed
Dining Area
Cool Nights and Cracking Fires 
with Family and Friends
Open Living / Dining Room Area
Cozy Family Room with Smart TV, Puzzles & Games
Exceptional
(218 reviews)

Updated Vintage 1938 Log Cabin – Walk to Sister Bay

Sister Bay

6% off
S$3,014
for 7 nights, 1 cabin
S$431 per night
includes taxes & fees
Updated Vintage 1938 Log Cabin – Walk to Sister Bay
Outdoor dining
Interior
Bathroom
Terrace/patio
Exceptional
(23 reviews)

Secluded Home in Central Door County

Egg Harbor

8% off
S$4,607
for 7 nights, 1 home
S$658 per night
includes taxes & fees
Secluded Home in Central Door County
Interior
Exterior detail
Interior
Private kitchen
Very good
(15 reviews)

Three Sister Meadow "Sweet" Retreat

Sister Bay

7% off
S$3,114
for 7 nights, 1 room
S$445 per night
includes taxes & fees
Three Sister Meadow "Sweet" Retreat
Patio 3:  Crow's Nest
Kitchen/Living room view
Hallway from front door
Secret Door-Bookshelf closed to 4th floor
Exceptional
(24 reviews)

Professionally designed penthouse with Lake Michigan as a backdrop.

Sister Bay

7% off
S$8,542
for 7 nights, 1 apartment
S$1,220 per night
includes taxes & fees
Professionally designed penthouse with Lake Michigan as a backdrop.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting friendly Sister Bay

The area's wineries and festivals are just some of the reasons to come on holiday to Sister Bay. This city's shopping, restaurants and hiking attract many visitors, as does its welcoming and walkable location. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Sister Bay

Do you want to find things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Sister Bay a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cave Point County Park (17.9 mi / 28.8 km)
  • Pirate's Cove Adventure Golf (0.6 mi / 1 km)
  • Peninsula State Park Golf Course (4.3 mi / 6.9 km)
  • The Orchards at Egg Harbor (10.7 mi / 17.2 km)
  • Egg Harbor Fun Park (13.8 mi / 22.2 km)
  • Stone's Throw Winery (9.8 mi / 15.8 km)

Exploring the natural landscape of Sister Bay

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Sister Bay. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Sister Bay Beach (0.2 mi / 0.3 km)
  • Eagle Harbor (3.5 mi / 5.6 km)
  • Ephraim Public Beach (3.7 mi / 6 km)
  • Nicolet Bay Beach (5.2 mi / 8.4 km)
  • Fish Creek Public Beach (7.3 mi / 11.7 km)
  • Baileys Harbor Ridges Park (8 mi / 12.9 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Sister Bay?
According to our data, houses are the most in-demand holiday rental type in Sister Bay. But naturally, everyone's idea of the perfect stay differs. Vrbo has holiday rentals of all sizes, shapes and budgets, and we'll help you discover the perfect fit.
How much does it cost to rent a holiday rental in Sister Bay?
A number of things can determine how much you'll pay for a holiday rental in Sister Bay, such as the time of year, property type and length of stay. Still, all of our holiday homes have one thing in common — unbeatable value. Simply enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Sister Bay?
The average price for a holiday home close to the beach in Sister Bay will depend on when you're going and the size and style of property you want. You can find prices easily and quickly on Vrbo by entering the dates you'll be travelling. Then use our filter tool to pick the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a pool.
Are there pet-friendly holiday rentals in Sister Bay?
Pack a tug toy and treats for your puppy dog because Sister Bay has 60 holiday rentals that throw out the welcome mat to doggie guests. Let your furriest pal enjoy fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Sister Bay?
Add an extra element of fun to your trip by booking one of the five houses with a private pool in Sister Bay. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your downtime playing and splashing in a swimming pool that's all your own.
What are popular rental amenities in Sister Bay?
Some of the most popular rental amenities people prefer in Sister Bay are a swimming pool, a water view and a fireplace. Whether you're taking a trip with family, your besties or even pets, Vrbo holiday rentals have the best amenities for making epic memories with your loved ones.
Are there large group holiday rentals in Sister Bay?
With 13 holiday rentals that can sleep 10 or more people in Sister Bay, you don't have to keep your invite list short. From fun family holidays to special events like Thanksgiving or Christmas parties, Vrbo can help you find a large group rental that fits the occasion.
Are there holiday rentals in Sister Bay that welcome kids?
Bring the whole group together for the adventure of a lifetime in Sister Bay at one of our 60 family-friendly holiday rentals. These stays come with amenities that are ideal for getaways with the kids, like laundry facilities, multiple bedrooms and private pools. Just check the "Properties good for families" filter and decide on your favourite.
What are the top attractions for families in Sister Bay?
Keep the kids amused at these top family-friendly attractions in Sister Bay:
  • Sister Bay Beach
  • Fish Creek Public Beach
  • Ephraim Public Beach
Are there one-bedroom holiday rentals in Sister Bay?
Yes, Sister Bay has two one-bedroom rentals on offer. Typically located in popular spots because of their compact size, a one-bedroom holiday rental is great if you're getting away with a buddy or your partner. And with home comforts such as wireless internet and more privacy than a standard hotel, you'll be able to kick back while enjoying this exciting destination.
Can I find two-bedroom holiday rentals in Sister Bay?
Select from 17 two-bedroom rentals in Sister Bay. Give your little ones the second room or maybe fill it with a couple of your best buddies. There's space for whoever's fortunate enough to be coming along.
Are there holiday rentals with WiFi in Sister Bay?
Sister Bay has 29 holiday rentals with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to catching up on social media, these Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in Sister Bay?
Pick your travel dates and then make use of our filters to search for holiday rentals with air conditioning in Sister Bay on Vrbo. With 57 air-conditioned properties to choose from here, you can look forward to a cool and comfy break.
How old do you have to be to rent a holiday rental in Sister Bay?
The minimum age permitted can vary across properties on Vrbo, so be sure to check the rules of the holiday home in Sister Bay you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Sister Bay for?
It's down to the Sister Bay property. To see a list of options offering extended stays, just type your travel dates and number of people into Vrbo. You can look forward to having the whole place to yourself, along with home comforts like a fully-equipped kitchen and a yard where the kids can burn off energy. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.

More holiday ideas