
Family-friendly vacation rentals in Baileys Harbor
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Top-rated family-friendly rentals in Baileys Harbor
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Fin de la Terre - magical cabin steps to the lake
Fin de la Terre is a charming cabin at the northernmost portion of the Door Peninsula. Inhale the scents of the surrounding forest, and exhale with the waves of Lake Michigan. The cabin has deeded access to the lake, and there are trails out the back door to hike in the forest. High quality linens are provided to add comfort for your stay, and the wood burning fireplace keeps you cozy. The kitchen is well stocked, there is a smart tv, board games, books, fire pit and grill.It is time to relax

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).

Cozy & Relaxing Wooded Home; Close to Everything!
Relax with the family at this quiet, spacious, and secluded 3 bedroom, 1.5 bath home. Just up the road from Lake Michigan and charming downtown Bailey's Harbor, our central location makes it a breeze to visit all of Door County - Sister Bay, Fish Creek, and Ephraim are all just minutes away. Hikers will enjoy the nearby Ridges Sanctuary, Toft Point, and more. This property allows for proximity to all of the fun, while allowing a tranquil and quiet place to stay and relax while on vacation.

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.

Cozy Farmhouse Studio
The 16 X 19 foot private studio, is located on the second story of our 120 year old farmhouse and has a private entrance and drive. It is equipped with its own kitchen, bathroom, balcony, queen bed, couch and closet. Our farmhouse is located on five scenic acres adjacent to our pottery studio and gallery. Please be aware that we have no air conditioning. It usually cools off at night, so it’s not typically necessary. We have a ceiling and cooling fan for the hot days.

♦♦Relaxing, Historic and Hip Havngård House♦♦
Havngård House is a charming and historic home located in downtown Baileys Harbor, which has fast become the center of all the action in Door County! Walk to the marina, beaches, shops & restaurants. Hike & explore the unique ecology of the beautiful Ridges Sanctuary across the street. Catch live music & great beer at the Door County Brewing Company! The ultimate base for festivals like the Door County Beer Festival, Peninsula Century Ride, Fourth of July and Autumn Fest!

Winding Down - A Retreat on the "Quiet Side"
Enjoy the fall & winter season! We still have availability for the up coming Christkindlmarket in Sister Bay & Fish Creek Winterfest in January. Get ready to relax and recharge with family & friends. 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. Plenty of privacy but also a short drive to Ephraim & Sister Bay.

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.

Baileys Harbor Yellow Home with a View
Situated in the heart of down town Baileys Harbor, Wisconsin. You can sit in the kitchen and see Lake Michigan as you drink your morning coffee. No need to drive if you do not want to, you have restaurants, bars and shops all within walking distance. You have the whole house to yourself, but we own a coffee shop one building over, in case you need anything. The house is a late 1920's house, but newly upgraded, with a new kitchen and bathroom.

Howard House - Downtown Baileys Harbor
The Howard House is a freshly renovated vacation rental located in the heart of downtown Baileys Harbor, Door County, Wisconsin. Clean, modern, comfortable. This 2-bedroom, 2-bathroom house includes a fully outfitted kitchen, comfortable living space, private backyard and is located within walking distance of Door County Brewing, Chives Restaurant and the rest of Downtown Baileys Harbor.

Downtown Sunset View Apartment
This sunny apartment is located in downtown Egg Harbor-walk to anywhere in town. The sunset view of the Bay of Green Bay is spectacular. Hardwood floors, skylights, w&d, soaking tub. Located above the local natural food store/cafe. This is one of 2 listings in the building- also check out my Treehouse apt. No small children pls. Dog friendly only with permission $5/night fee for dogs
Popular amenities for Baileys Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

1 Bedroom Suite in a World-Class Swedish Resort

Wooded Fall Getaway • Hot Tub • Games • Best Spot

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

Modern Door County Waterfront House + Hot Tub

Green Bay/Door County Waterfront 3BR Hot Tub

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

Waterfront Cottage with Tower and Hot Tub!

RetreatAzure-Outdoor Wood Burning HotTub-EggHarbor
Family- and pet-friendly home rentals

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

The Hein Cottage-Beautiful hideaway in the ❤️of DC

The Cabin on the Glen Innish Farm

Fenced-In Yard | Dog Friendly | Quiet Neighborhood

Egg Harbor Log Cabin in the Woods, Door County

Cozy Loft | Dog Friendly + Off-Street Boat Parking

The Loft | Walkable Egg Harbor Retreat w/ Style

Gull Cottage Waterfront Home on Washington Island
Family-friendly home rentals with a pool

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

Indoor pool and hottub Egg Harbor condo #51

D’ Cabin 3

DoorCo Happy Place @Landmark Resort

Entire Townhouse -Escape to Door County

Evergreen Hill A Whirlpool Condo by Pen State Park

Harbor Cottage | Downtown Fish Creek-Dog Friendly

Cozy Cabin! Amazing Location in Fish Creek! Pool!
Quick stats about vacation rentals that are family-friendly in Baileys Harbor

Total vacation rentals
Explore 20 vacation rentals in Baileys Harbor

Nightly prices starting at
Baileys Harbor vacation rentals start at ﺩ.ﺇ698 per night before taxes and fees

Verified guest reviews
Over 2,180 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Baileys Harbor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Baileys Harbor rentals

4.9 Average rating
Baileys Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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