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Family-friendly vacation rentals in Baileys Harbor

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Quick stats about vacation rentals that are family-friendly in Baileys Harbor

  • Total vacation rentals

    Explore 30 vacation rentals in Baileys Harbor

  • Nightly prices starting at

    Baileys Harbor vacation rentals start at G$43,850 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 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!

Top-rated family-friendly rentals in Baileys Harbor

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
The open-concept kitchen and dining area features green cabinetry and stainless steel appliances. A round braided rug is placed under the dining table, surrounded by modern chairs. Natural light fills the space, highlighting the adjacent living area with comfortable seating and decorative accents.
Home in Baileys Harbor

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.

4.91 out of 5 average rating, 156 reviews
Top guest favorite
A spacious wooden deck overlooks the tranquil waters of Lake Michigan, featuring a round table surrounded by black metal chairs. Long benches line the edges, offering additional seating. Lush greenery can be seen along the shoreline, enhancing the serene atmosphere.
Home in Baileys Harbor

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

4.92 out of 5 average rating, 392 reviews
Top guest favorite
A wide view of the farm landscape features golden grasses swaying in the breeze, with two large silos visible in the distance. Various farm buildings are spread out under a clear blue sky, framed by trees displaying autumn colors.
Farm stay in Baileys Harbor

A True Farmhouse Experience

How would you like to get away from it all? How would you like to just kick back, relax, and take things in like the good ‘ol days? The Farmhouse might just be the place for you. Located just outside the town of Baileys Harbor, the Farmhouse is located on Gray-Aire Farms, a working farm since 1960. Nestled in the gorgeous surroundings of Northern Door County, you’ll be able to kick your feet up and take in the fresh country air, while watching the cows graze in the pasture.

4.96 out of 5 average rating, 280 reviews
Top guest favorite
A spacious living area is highlighted by a variety of seating options, including a beige sofa, a red armchair, and a classic wooden accent table. Natural light filters through windows, illuminating the colorful area rug and wooden floor, while decorative wall elements add charm to the space.
Home in Baileys Harbor

♦♦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!

4.99 out of 5 average rating, 137 reviews
Top guest favorite
A charming log cabin is set amidst a wooded landscape, featuring a spacious screened-in porch with inviting seating options. A grill is positioned nearby, and vibrant red chairs are situated on the gravel path, surrounded by lush greenery.
Home in Baileys Harbor

Door County Cabin in the Woods, Baileys Harbor

This lovely Door County log cabin is a beautiful home located in the town of Baileys Harbor, Wisconsin. It sits on 3-1/2 wooded acres in a secluded, but not remote location. It is a perfect spot to relax, rewind and still be within minutes of all Door County has to offer. Pet friendly, open year round. Because we are pet and people friendly, we use Mosquito Squad to keep mosquitoes and ticks down to a bare minimum. Always pet & people friendly natural chemicals used.

4.92 out of 5 average rating, 106 reviews
Top guest favorite
A cozy living area is presented with a striped loveseat, complemented by a bright yellow pillow. A wooden coffee table sits centrally with a small decorative item. Large windows adorned with light blue curtains offer views of the surroundings and allow natural light to fill the space.
Guesthouse in Baileys Harbor

Lighthouse Lookout

Welcome to our spacious 1 bedroom guesthouse in the heart of downtown Baileys Harbor. With stunning views overlooking the sparkling waters of Lake Michigan, you'll be immersed in the charm of this vibrant community. Inside, you'll find a full kitchen, king size organic mattress, washer dryer, and pull-out loveseat, making it the perfect retreat for couples or small families. Come stay with us and experience the ultimate in comfort, convenience, and beautiful scenery!

4.97 out of 5 average rating, 100 reviews
Superhost
Home in Baileys Harbor

Moonlight Cabin located in Baileys Harbor

Moonlight Cabin, Just bring your suitcase and enjoy all the comforts of home. This home is 4 bedrooms, 2 baths, open concept kitchen/ dining/ living room and 4 season sunroom is the perfect spot for a getaway! You can also relax in the private backyard sitting around the campfire or grilling out on the front deck. Located walking or biking distance to downtown you can enjoy everything Baileys Harbor has to offer from restaurants, brewery, waterfront, and much more.

4.78 out of 5 average rating, 162 reviews
Top guest favorite
Cottage in Sister Bay

A-Frame Cottage, Fire Pit, Coffee Bar, 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.

5.0 out of 5 average rating, 247 reviews
Top guest favorite
A cozy cottage is nestled among tall trees, showcasing a white exterior with a stone chimney. The spacious porch features blue chairs, inviting relaxation. Lush green grass surrounds the home, complementing the peaceful rural setting.
Cottage in Sister Bay

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.

4.98 out of 5 average rating, 189 reviews
Top guest favorite
Home in Baileys Harbor

Waterfront on Peaceful Moonlight Bay-NEW SAUNA

Located on the shore of Moonlight Bay Lake Michigan overlooking Toft and Bues Points. Private waterfront access with beach and dock. Kayaking, canoeing, SUPs, biking, swimming, and fishing (all included). Located on a bike route near Bues Point public boat ramp, Cana Island Light House, The Ridges Sanctuary, and Baileys Harbor. Conveniently located yet private a short trip to Fish Creek/Egg Harbor (15 min), Ephraim/Sister Bay (10 min).

4.94 out of 5 average rating, 301 reviews
Guest favorite
Home in Baileys Harbor

Downtown Baileys Harbor Retreat · Walk to Dining

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.

4.92 out of 5 average rating, 214 reviews
Guest favorite
A modern kitchen is equipped with stainless steel appliances and ample cabinet space. Natural light enhances the sleek countertops and warm wood flooring. Small decorative frames are positioned on the counter, adding a personal touch to the inviting space.
Cottage in Baileys Harbor

South Lane Cottage #1

This sweet 2 bedroom, 1 bath home, with a glimpse of Lake Michigan from the living room window. This location is in pristine condition, and has a newly remodeled kitchen. As well as a large Trex deck at the rear of the house. You can also take advantage of the short walk to Anclam park and waterfront fun, or the shops and restaurants in downtown Baileys Harbor.

4.96 out of 5 average rating, 206 reviews

Popular amenities for Baileys Harbor family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
The entrance features a bright red door set against a gray wooden wall. A small window with white trim is visible nearby. A snow shovel, a bucket, and two wooden sleds are arranged neatly next to the door, along with a cozy blanket and a pair of boots.
Home in Sister Bay

Sister Bay Eclectic Cottage

4.89 out of 5 average rating, 313 reviews
Superhost
The living area is adorned with a modern light fixture and features a sectional sofa accompanied by two leather armchairs. A round coffee table is centered on a decorative rug. Natural light filters through the windows, enhancing the inviting atmosphere.
Condo in Egg Harbor

DoorCo Getaway@Landmark Resort

4.88 out of 5 average rating, 175 reviews
Guest favorite
A spacious living room features a stone fireplace as a focal point, flanked by large windows allowing natural light. Two comfortable armchairs and a leather sofa are arranged for relaxation, with a coffee table in the center. A ceiling fan adds a touch of convenience.
Condo in Egg Harbor

Spacious Private Condo + Indoor Pool!

4.91 out of 5 average rating, 106 reviews
Top guest favorite
A cozy cottage is framed by surrounding trees, featuring a stone fire pit in front. Large glass doors illuminate the interior from within, while wooden siding adds a natural touch. Two outdoor chairs are positioned nearby, offering a serene view of the landscape.
Cottage in Sturgeon Bay

Peace of Beach, 4 season waterfront cottage

4.93 out of 5 average rating, 244 reviews
Guest favorite
The entrance to Meadow Ridge is marked by a stone facade featuring two blue signs. Surrounding greenery is complemented by pumpkins arranged on a stone outcrop, creating a seasonal display. Soft light illuminates the scene, highlighting the welcoming aspect of the property.
Condo in Egg Harbor

Entire Townhouse -Escape to Door County

4.91 out of 5 average rating, 128 reviews
Top guest favorite
Home in Egg Harbor

Egg Harbor Escape | Hot Tub | Cedar Sauna | Privac

4.96 out of 5 average rating, 130 reviews
Guest favorite
The lodge's exterior is characterized by a classic log cabin style, featuring large windows that allow ample natural light. Surrounding greenery includes well-kept shrubs and trees, with a vibrant red maple adding a burst of color against the serene backdrop.
Cabin in Egg Harbor

Green Apple Lodge (loghome, hot tub & fiber wifi!)

4.93 out of 5 average rating, 176 reviews
Top guest favorite
The exterior of a house is set against a backdrop of tall trees, showcasing a spacious lawn. A selection of wooden chairs surrounds a fire pit area, providing an inviting space for outdoor gatherings. The house features multiple levels, with a large deck visible.
Home in Sturgeon Bay

Modern Door County Waterfront House + Hot Tub

4.97 out of 5 average rating, 151 reviews

Family- and pet-friendly home rentals

Top guest favorite
A two-story farmhouse is nestled in a lush green landscape, surrounded by trees. The structure features a light blue exterior and a welcoming front porch. A gravel path leads up to the house, providing access from the nearby road.
Farm stay in Baileys Harbor

Heart of the Door Homestead (Walking Trails)

4.86 out of 5 average rating, 208 reviews
Top guest favorite
Home in Baileys Harbor

Winding Down - A Retreat on the "Quiet Side"

4.99 out of 5 average rating, 185 reviews
Guest favorite
Condo in Sister Bay

101 | Luxury | Downtown Sister Bay | Door County

5.0 out of 5 average rating, 114 reviews
Superhost
A bright living area features wooden beams and a cozy seating arrangement. A plush sectional and two upholstered chairs are centered around a coffee table, while a large artwork and a wall clock add character to the space. Natural light fills the room through two windows.
Home in Baileys Harbor

1900s renovated Farmhouse with spacious yard

4.85 out of 5 average rating, 149 reviews
Top guest favorite
A modern cottage exterior is shown, featuring dark blue siding and white trim. A welcoming entrance is highlighted by a wooden awning supported by brackets. Two flower pots hang from the awning, and a small garden borders the stone path leading to the front door.
Home in Sturgeon Bay

Cave Point Retreat

4.97 out of 5 average rating, 143 reviews
Guest favorite
Cabin in Sister Bay

Wismar Cabin Waterfront- Private Sand Beach

4.95 out of 5 average rating, 182 reviews
Guest favorite
A log cabin exterior is showcased, featuring a steeply pitched roof and a large porch area. Two seating chairs are positioned near the entrance, with seasonal pumpkins placed along the front. The surrounding trees display autumn foliage against a clear blue sky.
Cabin in Sister Bay

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

4.95 out of 5 average rating, 141 reviews
Guest favorite
An outdoor area features a concrete path leading to a cozy seating arrangement. Two green chairs surround a small matching table, positioned beside flower beds filled with vibrant blooms. The cottage's white exterior is complemented by a brown roof and large windows.
Apartment in Fish Creek

Countryside Cottage/Duplex- Unit 8

4.8 out of 5 average rating, 124 reviews

Family-friendly home rentals with a pool

Guest favorite
A tri-level condo complex is nestled among lush greenery, showcasing multiple balconies and staircases leading to the main entrance. A pool area is visible in the foreground, where lounge chairs are arranged around a covered pool. The serene landscape adds to the peaceful ambiance.
Condo in Fish Creek

Evergreen Hill B Whirlpool Condo by Pen State Park

4.87 out of 5 average rating, 364 reviews
Guest favorite
A spacious living area features a gray sofa adorned with two light blue cushions, paired with a round wooden coffee table. A comfortable armchair is situated nearby. Large windows allow natural light, and a stone fireplace adds to the inviting ambiance.
Townhouse in Egg Harbor

*Indoor Pool * Egg Harbor Townhouse Condo Unit 50.

4.84 out of 5 average rating, 109 reviews
Superhost
Three distinct buildings are arranged around a landscaped area featuring green grass and meticulously maintained flower beds. A bicycle is parked along the winding pathway, which is surrounded by young trees and stone features, contributing to a sense of openness and inviting atmosphere.
Cottage in Sturgeon Bay

Door County Waterfront Cottage (119)

4.86 out of 5 average rating, 101 reviews
Guest favorite
A charming outdoor patio area is presented with a small dining table and black chairs, shaded by an umbrella. Planters with greenery adorn the space, which is surrounded by grass and trees, creating a serene environment for relaxation.
Place to stay in Sister Bay

Cottage on SisterBay Inn grounds

4.86 out of 5 average rating, 42 reviews
Superhost
Camper/RV in Baileys Harbor

pool side camper

4.57 out of 5 average rating, 7 reviews
Guest favorite
A view showcases a well-appointed home nestled among vibrant green trees, with hints of autumn colors. The surrounding landscape gently slopes toward a serene lake, reflecting the lush greenery and clouded sky.
Condo in Sister Bay

Peaceful Nature Retreat! Short Walk 2 Pebble Beach

5.0 out of 5 average rating, 24 reviews
Guest favorite
Cottage in Sturgeon Bay

Spruce Cottage at Cliff Dwellers Resort

4.93 out of 5 average rating, 40 reviews
Guest favorite
Condo in Egg Harbor

Updated Townhouse Condo with Indoor Pool & Hot Tub

4.85 out of 5 average rating, 85 reviews

Destinations to explore