
Family-friendly holiday 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.

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.

Private 3BR Gem on 2.5 Wooded Acres- Close to All
Hinter Haven Cottage A place of solitude, beauty, and peacefulness—Hinter Haven Cottage is your perfect Door County getaway. This charming 3-bedroom, 2-bathroom retreat is tucked at the end of a private drive, surrounded by a quiet woods. You’ll feel worlds away, yet be just minutes from Door County’s most beloved villages and attractions. Thoughtfully maintained and protected with Mosquito Squad services for your comfort. Relax, recharge, and make lasting memories. Book your stay today!

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.

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

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%).

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

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.

The Key to Happiness
Sleeping 4-6 between 4 beds, Plum Retreat provides a one-of-a-kind Door County experience. With 2 large bedrooms (plus giant living room with queen sofa bed, dining area and full kitchen), the 1700 sq-feet have a charming cottage-like feel. Conveniently located with gorgeous perennial gardens, it makes a romantic, peaceful or fun space. Private lawn & patio/grill. Pretty much everything has been thought of. Last summer, all 37 groups of people gave it a 5-star rating!

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"

Sister Bay A-Frame Cabin, Coffee Bar, Fireplace
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.

Cozy Retreat | HotTub, FirePit, Arcade Fun & Dogs!
The Goat and Cherry by Getaway and Stay Make family memories at this 4BR, 2.5BA Sister Bay winter retreat! Vaulted ceilings and natural light create a cozy space for snow-filled days. Kids and adults will love the hot tub, fire pit, and covered porch for cocoa and stargazing. Just minutes from Door County winter trails and attractions, this home is perfect for family fun, relaxation, and a magical snowy getaway.
Popular amenities for Sister Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Northern Lights Farmhouse with Hot Tub

Sister Bay Retreat • Hot Tub • Games • Best Spot

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

Indoor pool and hottub Egg Harbor condo #51

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

Modern Door County Waterfront House + Hot Tub

DoorCo Happy Place @Landmark Resort

Magical Countryside Home | Hot Tub near Fish Creek
Family- and pet-friendly home rentals

The Hein Cottage-Beautiful hideaway in the ❤️of DC

Winding Down - A Retreat on the "Quiet Side"

The Loft – Pet-Friendly Egg Harbor Rental

Family Friendly Retreat in the Heart of Sister Bay

Countryside Cottage/Duplex Unit 7

1900s renovated Farmhouse with spacious yard

Historic Log Cabin by the Bay (Lake View)

Eagle Harbor Cottage Loft
Family-friendly home rentals with a pool

Pinewood Springs Lodge, 240 acres with 1 acre pond

Spacious Private Condo + Indoor Pool!

*Indoor Pool * Egg Harbor Townhouse Condo Unit 50.

Updated Townhouse Condo with Indoor Pool & Hot Tub

The Cottage Condo in Charming Egg Harbor

Waterfront/Pool/Hot Tub/Firepit/Game Room

Birch Cottage at Cliff Dwellers Resort

Fish Creek Condo - Walk to Shopping, Dining & Park
When is the best time to visit Sister Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £187 | £179 | £197 | £189 | £229 | £318 | £437 | £388 | £288 | £323 | £226 | £230 |
| Avg. temp | -8°C | -6°C | 0°C | 7°C | 14°C | 19°C | 21°C | 20°C | 16°C | 9°C | 2°C | -4°C |
Quick stats about holiday rentals that are family-friendly in Sister Bay

Total holiday rentals
Explore 70 holiday rentals in Sister Bay

Nightly prices starting at
Sister Bay holiday rentals start at £90 per night before taxes and fees

Verified guest reviews
Over 3,240 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Sister Bay holiday 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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- Family-friendly rentals Door County
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