Sister Bay holiday rentals

We found 820 holiday rentals — enter your dates for availability
Select from 90 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:4 Dec - 11 Dec

Indulge yourself with Italian marble and Egyptian cotton
From the deck outside the master bedroom
Delicious meals start here!
Enjoy a cozy evening by the fire
Exceptional
(128 reviews)

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

Fish Creek

11% off
S$4,409
for 7 nights, 1 chalet
S$630 per night
includes taxes & fees
As seen in Door County Magazine! Private, Family Friendly, Sat TV, WiFi
Living area
Outdoor dining
Owner built log cabin
Interior
Exceptional
(78 reviews)

Home Owner Custom Built Log Cabin

Washington Island

8% off
S$2,708
for 7 nights, 1 cabin
S$387 per night
includes taxes & fees
Home Owner Custom Built Log Cabin
Thanks for looking.  Please contact us with any questions.
Soaring Vaulted Beamed Ceiling
Open Concept Floor Plan, 
New Construction 2024!
Staircase to the 2nd Floor
Exceptional
(108 reviews)

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Baileys Harbor

6% off
S$2,912
for 7 nights, 1 cottage
S$416 per night
includes taxes & fees
Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Exterior
You will love it here!
Living area
Room
Exceptional
(367 reviews)

Gingerbread Cottage - Forest Setting - Available Winter Too!

Fish Creek

9% off
S$2,510
for 7 nights, 1 cottage
S$359 per night
includes taxes & fees
Gingerbread Cottage - Forest Setting - Available Winter Too!
Living area
 Deck is accessible off the hallway and bedroom
Beautiful single slab table seats 12+
plenty of seating
Exceptional
(34 reviews)

The Lookout, minutes to Sister Bay with Starlink internet

Ellison Bay

7% off
S$6,605
for 7 nights, 1 home
S$944 per night
includes taxes & fees
The Lookout, minutes to Sister Bay with Starlink internet
Backyard
Dining Room/Kitchen/Living Room
Kitchen
Dining Room
Exceptional
(31 reviews)

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

Egg Harbor

7% off
S$6,857
for 7 nights, 1 home
S$980 per night
includes taxes & fees
4 Master Suite Home Sleeps 12 w/Hot Tub in Door Co
Front door entrance with stairs to upstairs bedrooms
Kitchen island includes seating for 4
Master bedroom with king bed & full bath - access to back porch
Back patio with grill, patio chairs, and table overlooking woods & creek
Exceptional
(22 reviews)

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

Egg Harbor

7% off
S$5,523
for 7 nights, 1 home
S$789 per night
includes taxes & fees
New 4BR Egg Harbor Home: Walk to Downtown + 2 Min Drive to Egg Harbor Beach
House #1 - Dining area
House #1 - Dining area, kitchen and living room
House #2 - Patio
House #2 - Entry
Exceptional
(8 reviews)

2 Neighboring Homes Sleep 24 - 8 Bedrooms/10 Baths

Egg Harbor

7% off
S$13,418
for 7 nights, 1 home
S$1,917 per night
includes taxes & fees
2 Neighboring Homes Sleep 24 - 8 Bedrooms/10 Baths
Dining Area
Dining Area/Kitchen/Living Room
Kitchen
Exterior
Exceptional
(24 reviews)

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

Egg Harbor

7% off
S$6,982
for 7 nights, 1 home
S$997 per night
includes taxes & fees
5 Bed, 6 Bath Home Sleeps 24 w/Hot Tub in Door Co.
Kitchen
Property grounds
Living room
Exterior
Exceptional
(77 reviews)

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

Sturgeon Bay

7% off
S$6,207
for 7 nights, 1 home
S$887 per night
includes taxes & fees
NEW Private 3 acre waterfront property directly on the Bay! WEEKLY DISCOUNT 10%
walk to our beach and view the marina
park and marina picture as we walked into the village for dinner.
Interior
Larsen House Exterior Remodeled 6/2015
Excellent
(97 reviews)

2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!

Egg Harbor

7% off
S$3,880
for 7 nights, 1 home
S$554 per night
includes taxes & fees
2025 Beautiful Remodel-Outstanding Location Near Excellent Attractions!
Club Cottage #3 boasts one king bedroom, queen/twin bedroom and 2 en suite bathrooms, with queen-sized pull out couch for additional guests. Enjoy amenities such as indoor fireplace, jacuzzi tub, in-unit washer and dryer and a well-stocked kitchen fo
During your stay, you'll have privileged access to a range of amenities. Start your day with sumptuous dining at the club's exquisite restaurants, where every meal becomes a memorable experience. Overlooking the 18th green and the waters of Green Bay
Bedroom #1 boasts a comfortable king sized and large whirlpool tub with en suite bathroom.
Enjoy an eat-in kitchen, perfectly situated to prepare all of your basic meals and snacks.
Very good
(5 reviews)

Horseshoe Bay #3- Private Golf Club Access!

Egg Harbor

6% off
S$2,773
for 7 nights, 1 apartment
S$396 per night
includes taxes & fees
Horseshoe Bay #3- Private Golf Club Access!
Exterior
Private kitchen
Living area
Room
Exceptional
(68 reviews)

Egg Harbor White House - 4 bedroom

Egg Harbor

7% off
S$2,639
for 7 nights, 1 home
S$377 per night
includes taxes & fees
Egg Harbor White House - 4 bedroom
Living area
Terrace/patio
Living area
Interior
Exceptional
(31 reviews)

Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay

Ellison Bay

7% off
S$4,054
for 7 nights, 1 home
S$579 per night
includes taxes & fees
Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
Private kitchen
Living area
Terrace/patio
Exterior
Exceptional
(104 reviews)

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

Sister Bay

7% off
S$4,397
for 7 nights, 1 home
S$628 per night
includes taxes & fees
DOOR 42! Minutes away from the hustle and bustle of Sister Bay!
Large open loft living room
Living area
Exterior
Fully stocked kitchen
Exceptional
(46 reviews)

Door County Forest Chalet, Walk to Beach/Town

Egg Harbor

7% off
S$3,799
for 7 nights, 1 chalet
S$543 per night
includes taxes & fees
Door County Forest Chalet, Walk to Beach/Town
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$7,910
for 7 nights, 1 home
S$1,130 per night
includes taxes & fees
Enjoy nightly sunsets at this Beautiful Door County Waterfront Home
Exterior detail
Parking in front of the door! blue Horse Cafe in the background.
Open concept living room dining room and kitchen area
Open concept kitchen with bar seating
Exceptional
(138 reviews)

Prime Location & Highly Rated Dog Friendly Cottage with 'Perks'

Fish Creek

11% off
S$1,329
for 7 nights, 1 cottage
S$190 per night
includes taxes & fees
Prime Location & Highly Rated Dog Friendly Cottage with 'Perks'
Private kitchen
Outdoor dining
Living area
Living area
Exceptional
(15 reviews)

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

Egg Harbor

8% off
S$5,948
for 7 nights, 1 home
S$850 per night
includes taxes & fees
Luxury A-Frame w/ Lake Access, Great For Families
Kitchen table
Front of house views
Kitchen area
Front yard
Exceptional
(16 reviews)

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

Egg Harbor

8% off
S$5,444
for 7 nights, 1 home
S$778 per night
includes taxes & fees
Charming, Cozy Farmhouse! Newly renovated with plenty of sleeping space.
Interior
Interior
Dining
Private kitchen
Exceptional
(126 reviews)

Perfect for families!!, Baileys Harbor 3 Bedroom House! Sleeps 6 plus 2 under 12

Baileys Harbor

7% off
S$3,375
for 7 nights, 1 home
S$482 per night
includes taxes & fees
Perfect for families!!, Baileys Harbor 3 Bedroom House! Sleeps 6 plus 2 under 12
Living area
Rental area is above the garage, 1100 sq ft
Bathroom
Room
Exceptional
(158 reviews)

Unique Setting - Built on Quarry Bed

Fish Creek

8% off
S$2,620
for 7 nights, 1 home
S$374 per night
includes taxes & fees
Unique Setting - Built on Quarry Bed
Dining/Kitchen.  Table seats 6.  The island comfortably seats 3.
Living Room.
Living Room with Lake Michigan views.
Exterior
Exceptional
(57 reviews)

PRIME LOCATION! Professionally designed amenities boasting a picturesque view

Sister Bay

7% off
S$8,272
for 7 nights, 1 apartment
S$1,182 per night
includes taxes & fees
PRIME LOCATION! Professionally designed amenities boasting a picturesque view
Kitchen/living area
Entertainment room
Dining area in the porch room
Bedroom #1
Exceptional
(100 reviews)

Cozy 3 bedroom house - 2 min drive to downtown Fish Creek

Fish Creek

5% off
S$2,728
for 7 nights, 1 home
S$390 per night
includes taxes & fees
Cozy 3 bedroom house - 2 min drive to downtown Fish Creek
  • 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)
  • 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)
  • Pirate's Cove Adventure Golf (0.6 mi / 1 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:

  • Waterfront Park (0.2 mi / 0.3 km)
  • 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)

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.

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