
Family-friendly vacation rentals in Sister Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sister Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

DoorCo Happy Place @Landmark Resort
Welcome to this wonderful, full of positive energy and relaxing resort! The condo is a great place to relax, explore and rejuvenate! 1 bedroom with a queen size bed and queen sleeper sofa in the living room and fully equipped kitchen make enough room for 4 guests. The resort is a great place to enjoy- 1 indoor pool, exercise room and a game room located in the main building, hot tub, sauna in each building, 3 HEATED outdoor pools open seasonally (May- August), tennis court, playground, a trail.

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.

Take Me Back Log Cabin
Are you ready to spend quality time in nature in an eclectic cabin? Our gorgeous 2 bedroom (+ loft) log cabin sleeps 6! Relax by a wood burning fireplace, while our loft library of books/games & a nostalgic DVD collection are all waiting for you. Nestled in the woods, where the sky is pitch dark and all of the stars appear, come relax and unwind at our true majestic beauty. Our newly renovated log cabin offers all the modern luxuries you desire while maintaining the vintage charm we all love.

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%).

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"

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.

The Heart of Town
Located literally in the heart of Egg Harbor, steps away from numerous restaurants, shops, parks and the harbor. This is the ideal spot to stay if you'd like to park your car and have everything you need within walking distance. Small but sunny deck for sipping wine outside. Two bedroom place with a comfortable living room, quaint space for drinking tea, and full kitchen. Basics provided such as coffee & tea, cooking oil, shampoo, soaps, and towels.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Northern Lights Farmhouse with Hot Tub

Natureside A-Frame Cabin: Cozy.Sauna.Hot Tub

Sister Bay Eclectic Cottage

Modern Door County Waterfront House + Hot Tub

Green Bay/Door County Waterfront 3BR Hot Tub

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

Group Stay • Hot Tub, Arcades, Family/Dog Friendly

Gorgeous home close to Fish Creek & Hot Tub!
Family- and pet-friendly home rentals

The Hein Cottage-Beautiful hideaway in the ❤️of DC

The Cabin on the Glen Innish Farm

Cozy Loft | Dog Friendly + Off-Street Boat Parking

Door County Cottage, near Haines Beach!

small cabin in a quiet country setting

Gull Cottage Waterfront Home on Washington Island

Winding River Cottages-Evergreen Cottage

Downtown Sunset View Apartment
Family-friendly home rentals with a pool

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

Indoor pool and hottub Egg Harbor condo #51

Townhouse 107 at Cliff Dwellers Resort

Waterfront/Pool/Hot Tub/Firepit/Game Room

Beautifully Updated Egg Harbor Townhouse in town!

Fish Creek Condo - Walk to Shopping, Dining & Park

Entire Townhouse -Escape to Door County

Harbor Cottage | Downtown Fish Creek-Dog Friendly
Quick stats about vacation rentals that are family-friendly in Sister Bay
Total vacation rentals
Explore 70 vacation rentals in Sister Bay
Nightly prices starting at
Sister Bay vacation rentals start at $224 CAD per night before taxes and fees
Verified guest reviews
Over 3,040 verified reviews to help you choose
Pet-friendly vacation rentals
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
70 of Sister Bay vacation rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sister Bay rentals
4.9 Average rating
Sister Bay stays are highly rated by guests—averaging 4.9 out of 5!
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