Pet-friendly holiday rentals in Baileys Harbor

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Baileys Harbor

Total holiday rentals
Explore 40 holiday rentals in Baileys Harbor
Nightly prices starting at
Baileys Harbor holiday rentals start at $186 NZD per night before taxes and fees
Verified guest reviews
Over 1,410 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities
Holiday rentals with a pool
10 properties feature pools
Wi-Fi availability
30 of Baileys Harbor holiday 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 pet-friendly home rentals in Baileys Harbor

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

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Guest favourite

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

4.91 out of 5 average rating, 154 reviews

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.

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Top Guest favourite

A cozy dining setup shows guests seated around a long table, enhanced by candlelight. Nearby, a spacious living area features a stone fireplace and comfortable seating, while a picturesque outdoor space includes a fire pit with chairs, inviting relaxation beside the lake.

Home in Jacksonport

4.96 out of 5 average rating, 106 reviews

Large Lake House | Door County | Cave Point Park

Enjoy this luxury home on the scenic shores of Lake Michigan where the sound of waves relaxes you day & night. At the Park’s edge this private, custom-designed, dog friendly home features high-end details, cathedral ceiling fireplace, 2 decks, windows galore and a bathroom for each bedroom! Take in nearby Festivals, Stone’s Throw Winery, Ridges Sanctuary… Whether it's a romantic getaway or friends/family gathering, this is the perfect spot for precious times together. Learn More Below!

PetsOutdoor spacesComfort

Guest favourite

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

4.87 out of 5 average rating, 145 reviews

1900s renovated Farmhouse with spacious yard

Welcome to The Little White Farmhouse! This newly renovated 1900s farmhouse is conveniently nestled between the hustle and bustle of downtown Sister Bay and Ephraim’s picturesque sunsets. Many updates throughout, all while maintaining the character and history of the home. Take advantage of our one acre yard, deck with gas grill, and fire pit area for all of your outdoor entertaining and relaxing. We are centrally located - just minutes from anything that Door County has to offer!

Outdoor spacesWalkabilityQuiet

Guest favourite

A charming cottage features a two-story design with a covered porch. Lush green landscaping, including hydrangea bushes, surrounds the entrance. The exterior showcases a mix of light-colored siding and a dark shingled roof, set against a backdrop of trees.

Home in Sister Bay

4.92 out of 5 average rating, 131 reviews

Cozy Cottage in the woods

New Renovations Jan 25: Windows, New Wall Unit AC, Updated Bathroom. Welcome to Hydrangea Haven. A cozy (1200 square ft) cottage tucked away on a quiet peaceful road, but close to all the fun. Nestled 3 miles north of sister bay, between Sister Bay and Ellison Bay. Bike down the low traffic beach road to all that downtown Sister Bay has to offer. Cozy up with the indoor fireplace, Adirondack chairs around the outdoor fire pit. NOTE: we are a 10 min DRIVE to beach not walk.

Outdoor spacesPetsParking

Guest favourite

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

4.99 out of 5 average rating, 132 reviews

♦♦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!

WalkabilityOutdoor spacesGetting around

Top Guest favourite

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

4.92 out of 5 average rating, 105 reviews

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.

WalkabilityOutdoor spacesAir conditioning

Guest favourite

Cabin in Baileys Harbor

4.78 out of 5 average rating, 327 reviews

Door County Dreaming Cabin, Pet Friendly

Tastefully updated cottage with in walking distance to downtown Bailey's Harbor. Explore beaches, state parks, snowmobile trail, Ridge's Sanctuary, restaurants, bars, and local brewery! Our Door County Cottage is perfect for your next getaway and Its so cute and cozy! Great back yard to gill out in and have a fire in the fire pit! Also check out our fresh basil garden! We want to be your guide while you enjoy our amazing town and cozy cottage! Sleeps up to 6, and 1 pet

PetsOutdoor spacesAir conditioning

Guest favourite

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

4.89 out of 5 average rating, 309 reviews

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

PetsOutdoor spacesAir conditioning

Guest favourite

Home in Egg Harbor

4.96 out of 5 average rating, 125 reviews

Egg Harbor Escape | Hot Tub | Cedar Sauna | Privac

Escape to your own private wellness retreat in Door County. Relax in a cedar barrel sauna, unwind in a traditional hot tub, or enjoy a rare wood-fired cedar soaking tub under the stars. Surrounded by peaceful woods in the City of Egg Harbor, you’ll enjoy privacy while staying just 10–30 minutes from Door County villages, wineries, beaches, restaurants, and attractions. Gather around the fire, reconnect with family and friends, and enjoy a memorable year-round getaway.

PetsOutdoor spacesBathroom

Guest favourite

Condo in Sister Bay

5.0 out of 5 average rating, 113 reviews

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"

PetsWalkabilityGetting around

Guest favourite

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

4.95 out of 5 average rating, 140 reviews

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

WalkabilityPetsWi-Fi

Top Guest favourite

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

4.86 out of 5 average rating, 207 reviews

Heart of the Door Homestead (Walking Trails)

Located in Door County’s Peninsula Center with walking trails on 13 acres, a screen shed for BBQs on the charcoal grill and a fire pit. Please contact us for possible reduced pricing for long-term stays. 1st Floor: One bedroom (one queen bed) and full bath. 2nd Floor: Three bedrooms (two queen beds and two single beds) and half bath. We also have stays in Appleton & Green Bay.

PetsOutdoor spacesIndoor spaces