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Sister Bay vacation rentals

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Top-rated vacation rentals in Sister Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Condo in Fish Creek

4.86 out of 5 average rating, 189 reviews

Evergreen Hill B Condo by Peninsula State Park

It’s all about location and this is the perfect central location for your Door County adventure! All 7 B rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

Mar 6 – 13

R2,898 ZAR per night

Barn in Sister Bay

4.85 out of 5 average rating, 128 reviews

Three Sister's Cottage Barn Retreat

Enjoy a carefree stay in our private, one of a kind reconditioned barn with stone patio. The original 4x4's structure and push out casement windows ground the renewal of this sweet dwelling. A travertine stone floor, cherry live edge and soap stone countertops make the custom built kitchen w/ island seating easy to sink into. The glass shower with view of the meadow and an entire 2nd floor master bedroom with tub for two support you to settle and relax into the northern door peninsula's bliss.

Jan 18 – 25

R6,274 ZAR per night

Apartment in Fish Creek

4.98 out of 5 average rating, 198 reviews

Night Cap Studio Loft in Downtown Fish Creek

In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

Apr 21 – 28

R1,974 ZAR per night

Home in Baileys Harbor

5.0 out of 5 average rating, 140 reviews

Winding Down - A Retreat on the "Quiet Side"

From quirky games and parades to chocolates, chili and icy sculptures, the Peninsula plays host to festivals and special events throughout the winter. Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the Nature Preserve & the shores of North Bay. Located in a beautiful cedar forest that provides a needed respite. Enjoy cross country skiing OR snowshoeing in the trails nearby. Come in from the cold to build a cozy fire & enjoy a glass of wine.

Nov 20 – 27

R6,483 ZAR per night

Guesthouse in Fish Creek

4.97 out of 5 average rating, 156 reviews

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

Mar 15 – 22

R4,570 ZAR per night

Condo in Ephraim

4.93 out of 5 average rating, 202 reviews

Bright • Cozy • Clean • Condo Near Water • Ephraim

Our bright, clean, cozy, ground-floor condo is just a block from the water in Ephraim. There is 1 bedroom (queen) and a sleeper sofa in the living space (queen). There is a spacious bathroom with shower/tub and large vanity. Shower and toilet area are separate from sink/vanity area. Walk right out onto your own private patio which connects to our spacious yard. Full kitchen w/ stove (small oven/stove), fridge, microwave, toaster, Keurig, cookware, dishes, glassware & dishwasher.

Dec 19 – 26

R2,896 ZAR per night

Home in Baileys Harbor

4.91 out of 5 average rating, 270 reviews

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Apr 21 – 26

R3,910 ZAR per night

Home in Sister Bay

4.9 out of 5 average rating, 244 reviews

Sister Bay Eclectic Cottage

Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay Downtown + just minutes from the Beach! 3 Bedrooms: 1 king w/ on-suite bath, 1 queen w/ on-suite bath, twin trundle bed 3 full bathrooms: 1 on the main floor, 2 on-suite on 2nd floor Great cooks kitchen, fully stocked w/ open concept living space, w/ Sonos in kitchen! BBQ gas grille + awesome fire pit, expansive deck w/ dining space & lounge chairs

May 5 – 12

R7,540 ZAR per night

Home in Sturgeon Bay

4.98 out of 5 average rating, 209 reviews

Lily Pad Cottage, Door County: Waterfront Cottage

Lily Pad is perched, on the waters of Sturgeon Bay, with a historic shipbuilding waterfront and artistic culture. A perfect romantic getaway for a couple seeking quality time in one of the last cottages on the waterfront of Sturgeon Bay. Fantastic location, close to everything on the west side of the city. Lily Pad has a deck and a fire pit in the yard! Need more space?, Eagle View Suite is a two bedroom, next door to Lily Pad Cottage.

Nov 23 – 30

R2,457 ZAR per night

Cottage in Sister Bay

4.92 out of 5 average rating, 160 reviews

The Sister Bay Getaway: Water View & Downtown!

Updated 2 bedroom home - smoke & pet free. WiFi, Smart TV and A/C. Walking distance to downtown Sister Bay shops, restaurants, beach and more! This has been a favorite Door County location for many! We sincerely hope you enjoy our vacation home, Sister Bay, and everything Door County has to offer! Accept rental agreement (House Rules) prior to your stay. Airbnb bills State/County Taxes (5.5%); Lodging (8%) & Resort (0.5%) taxes

Dec 5 – 12

R3,668 ZAR per night

Cabin in Sister Bay

4.95 out of 5 average rating, 153 reviews

Door County Waterfront Cabin with private beach

2023 Reservations. Please go to the Northern Door Vacations for information. Relax and unwind at our cozy lakefront cabin that sleeps six. Enjoy a private, soft sandy beach on Sand Bay in beautiful Door County, where Lake Michigan is your back yard. We, your hosts, are both retired Firefighter/Paramedics wanting to share our piece of paradise with you. Feel free to ask us any questions. Thank you for considering our cozy cabin.

May 10 – 17

R6,586 ZAR per night

Cottage in Sister Bay

5.0 out of 5 average rating, 137 reviews

Beechwood Cottage - Secluded A-Frame in Sister Bay

Completely escape from your every day life at the cottage with only a short 5-minute drive to everything Sister Bay has to offer. Our cottage is located on a 1.6 acre private wooded lot surrounded by beechwood trees. The cottage has a large open deck in the front and a spacious screened in porch in the back. The interior is decorated with a warm mid-century modern charm and is equipped with everything needed for a relaxing stay.

Jan 5 – 12

R4,503 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Sister Bay vacation rentals

Laptop-friendly workspace

Stay near Sister Bay's top sights

Sister Bay Beach14 locals recommend

Al Johnson’s52 locals recommend

Door County Creamery26 locals recommend

Wild Tomato Wood-Fired Pizza and Grille Sister Bay31 locals recommend

Husby's Food & Spirits28 locals recommend

Sister Bay Bowl21 locals recommend

Other great vacation rentals in Sister Bay

Cabin in Ellison Bay

4.87 out of 5 average rating, 134 reviews

Historic Log Cabin by the Bay (Lake View)

Feb 22 – Mar 1

R3,487 ZAR per night

Cabin in Ellison Bay

4.92 out of 5 average rating, 114 reviews

Fin de la Terre - magical cabin steps to the lake

Oct 7 – 14

R4,126 ZAR per night

Cabin in Egg Harbor

4.97 out of 5 average rating, 135 reviews

Relaxing Waterfront Door County Lake House

May 1 – 8

R5,953 ZAR per night

Cabin in Egg Harbor

4.98 out of 5 average rating, 128 reviews

The Cabin at Shady Grove

Mar 29 – Apr 5

R7,015 ZAR per night

Cabin in Ellison Bay

4.89 out of 5 average rating, 103 reviews

Unique architect-designed home on waterfront bluff

Jan 29 – Feb 5

R8,620 ZAR per night

Cabin in Sturgeon Bay

4.97 out of 5 average rating, 110 reviews

Serene, cozy cottage in the woods

Oct 31 – Nov 7

R6,148 ZAR per night

Cabin in Egg Harbor

4.92 out of 5 average rating, 132 reviews

Egg Harbor Log Cabin in the Woods, Door County

Nov 12 – 19

R4,552 ZAR per night

Cabin in Egg Harbor

4.92 out of 5 average rating, 124 reviews

Green Apple Lodge (w/hot tub & new hi-speed wifi!)

May 18 – 25

R9,893 ZAR per night

Other great vacation rentals in Sister Bay

Apartment in Egg Harbor

4.96 out of 5 average rating, 282 reviews

Flats on Church Street #101

Mar 6 – 13

R3,412 ZAR per night

Condo in Egg Harbor

4.93 out of 5 average rating, 150 reviews

DoorCo Happy Place @Landmark Resort

Dec 23 – 30

R3,149 ZAR per night

Condo in Sister Bay

5.0 out of 5 average rating, 12 reviews

Beach Across the Street! Condo #5

Nov 13 – 20

R3,646 ZAR per night

Home in Sister Bay

5.0 out of 5 average rating, 54 reviews

Cottage in Sister Bay

Feb 10 – 17

R5,725 ZAR per night

Guest suite in Sister Bay

5.0 out of 5 average rating, 43 reviews

Cozy Studio - Close to SB & Ephraim, Dogs Welcome!

Dec 16 – 23

R3,495 ZAR per night

Apartment in Sister Bay

4.95 out of 5 average rating, 82 reviews

Updated Studio Apartment in Downtown Sister Bay!

Aug 9 – 16

R4,165 ZAR per night

Cottage in Sister Bay

4.97 out of 5 average rating, 65 reviews

Lofted Pines Cottage

Feb 9 – 16

R6,043 ZAR per night

Cabin in Sister Bay

4.98 out of 5 average rating, 65 reviews

3 Bed, 2 bath log cabin in Sister Bay w/ fire pit

Feb 14 – 21

R5,407 ZAR per night

Quick stats about vacation rentals in Sister Bay

Total rentals
80 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
R1,722 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Sister Bay?
Yes! Work meets play with ease at over 50 vacation rentals in Sister Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Sister Bay?
Four-legged friends are welcome in Sister Bay. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Sister Bay?
Experience the best of Sister Bay with our house rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Sister Bay have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Sister Bay. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sister Bay have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Sister Bay. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Sister Bay have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Sister Bay. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Sister Bay?
Sister Bay has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Sister Bay?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 40 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore