
Vacation rentals in Sister Bay
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Top-rated vacation rentals in Sister Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Evergreen Hill B Whirlpool Condo by Pen State Park
It’s all about location and this is the perfect central location for your Door County adventure! All 4 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.

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.

Pet-Friendly, Cozy Cottage in Northern Door County
- Pet-friendly, 2 bedroom home in Northern Door County - Indoor fireplace and outdoor bonfire pit (wood provided) - Beautiful screened porch to enjoy nature - 5 minutes from famous Curvy Road, Washington Island Ferry, Newport State Park & Europe Bay Beach - Short drive to neighboring villages - Sister Bay, Ellison Bay, Baileys Harbor, etc - Walk or bike (provided) to Hedgehog Harbor - Perfect for a family getaway or a trip with friends - Includes all amenities to make you feel at home

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 and remits the WI State/County Taxes (5.5%); Door County Lodging tax (8%) & Sister Bay Resort tax (0.5%).

Mid Century Lake House with private beach
Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Historic Log Cabin by the Bay (Lake View)
"Doc's Hideaway" sits at the tip of the Door County peninsula in beautiful Gills Rock, surrounded by lush woods on one side and the picturesque Bay and bluffs on the other. This historic mid-1800’s cabin has been lovingly renovated (admire the character of the original hand scraped wood walls and ceiling beams) with all the amenities and comforts of home. New in 2022: extra fast Wifi via Starlink (up to 105 mbps) and a high efficiency ductless AC and heating system.

101 | Luxury | Downtown Sister Bay | Door County
Owner operated + private entrance + no shared spaces Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

Lily Pad Cottage, Door County: Waterfront Cottage
LILY PAD COTTAGE, DOOR COUNTY 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.

A-Frame - Coffee Bar, Gas Fireplace - Sleeps 4!
Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

Lofted Pines Cottage
Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

Cottage in Sister Bay
Beautiful + modern cottage ready for your visit! Cozy up in this private cottage during your Door County stay! Just three miles from downtown Sister Bay, Pineview Cottage is located on a serene lot nestled in the woods. A perfect place for you to unwind after your Door County adventures. If you would rather stay back, relax on our beautiful covered front and back porch or gather around the campfire with friends and family!

3 Bed, 2 bath log cabin in Sister Bay w/ fire pit
Door County at its finest! Located minutes away from Sister Bay's main attractions. You can enjoy the privacy of the cabin a wooded lot with quick access to many activities in the surrounding area. 1 mile away from Northern Haus wedding venue 10 minutes drive from Peninsula State Park 20 minutes drive from Newport State Park 25 min from Whitefish Dunes State Park 20 min from ferry to Washington Island
Popular amenities for Sister Bay vacation rentals
Sister Bay cabin rentals

Wismar Cabin Waterfront- Private Sand Beach

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

Door County Dreaming Cabin, Pet Friendly

Sunset Cabin on Cedarbirch Island, Door County

small cabin in a quiet country setting

Take Me Back Log Cabin

Tranquility Cabin

The Lodge Door Co. Sleeps 12!
Sister Bay cottage rentals

Sea Glass Cottage

Dogs Stay Free! Waterfront Door County Cottage

The Bungalow at Potawatomi State Park

Sturgeon Bay Waterfront Cottage, Private beach.

Cottage in the Creek- Centrally Located DoCo Oasis

South Lane Cottage #2

Gull Cottage Waterfront Home on Washington Island

Baileys Harbor - 4BR • Fire Pit • Coffee Bar
Sister Bay house rentals

Door County Honeymoon Barn Suite at Birmingham’s

The Hein Cottage-Beautiful hideaway in the ❤️of DC

Modern Door County Waterfront House + Hot Tub

Purple Door Cottage (Fish Creek)

Leafy Bayside Bliss: Fall in Door County

Blushing Chateau | Door County Downtown Beach Home

Swedish Orchard Farm

Walden too
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Sister Bay?
Yes! Work meets play with ease at over 60 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 30 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 $270 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 10 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 hotel rentals in Sister Bay have wifi?
Absolutely! We offer over 10 hotel 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 10 homes with self check-in, over 40 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Sister Bay

Total vacation rentals
Explore 100 vacation rentals in Sister Bay

Nightly prices starting at
Sister Bay vacation rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 3,990 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Sister Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Sister Bay rentals

4.8 Average rating
Sister Bay stays are highly rated by guests—averaging 4.8 out of 5!
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