
Pet-friendly holiday rentals in Baileys Harbor
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Top-rated pet-friendly home rentals in Baileys Harbor
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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 - Includes all amenities to make you feel at home - Need more space? Check out our neighboring cottages next door.

Cave Point Retreat
Kick back and relax in this calm, stylish space. Located 1.5 miles from the famous Cave Point attraction in White Fish Dunes State Park, our cottage has everything you need for a fun, relaxing, and peaceful stay. Located 15-20 minutes from every major town in the County: Baileys Harbor, Egg Harbor, Sturgeon Bay, Fish Creek, and Sister Bay. Our space is brand new construction in 2024 finished with stained concrete floors, electric fireplace, upscale finishes, large back patio, & shared sauna.

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.

Make Memories at our Cabin in the Woods.
Relax and unwind in this dog-friendly (additional fee) 1 & 1/2- story home exclusively yours to enjoy. Enjoy the sights and sounds of wildlife as you sit by an outside fire, grill out, or curl up on an oversized chair with a steaming cup of coffee. Bring your bikes as downtown and beach/park are just a short ride away. Due to VERY strict rules in the town where our cabin is located, some dates may not be available but we will do our best to accommodate. DCTZ Permit no.33-56-2818-00.

Peace of Beach, 4 season waterfront cottage
Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

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!

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.

♦♦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!

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

Bailey's Harbor Door County Cabin North Unit
Cozy 1 bedroom cabin(side by side,north unit/south unit)each with its own private yard from each other/patio secluded by trees.Featured on Travel Wisconsin!New installed AC April 2019! Private entrance.Walking distance to Kangaroo Lake and popular Door County bar.Great for all year,round,hiking,kayaking,swimming,camp fires. Hidden in the woods but a close drive to Lake Michigan side tourist part(5-10min drive). Rent one half or both if available to sleep a total of 16.

Historic Log Cabin by the Bay (Lake View)
"Doc's Hideaway" sits at the tip of the Door County peninsula in beautiful Gills Rock, surrounded by lush woods on one side and the picturesque Bay and bluffs on the other. This historic mid-1800’s cabin has been lovingly renovated (admire the character of the original hand scraped wood walls and ceiling beams) with all the amenities and comforts of home. New in 2022: extra fast Wifi via Starlink (up to 105 mbps) and a high efficiency ductless AC and heating system.

Winding Down - A Retreat on the "Quiet Side"
Let it snow, let it snow, let it snow! Bring your snowshoes and cross country skies! 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.
Popular amenities for Baileys Harbor pet-friendly home rentals
Pet-friendly house rentals

Kok's Kove on the water in Door County

Fenced-In Yard, Dog- Friendly, Quiet Neighborhood

Cabin on Glen Innish Farm

Northwoods Farmstead: Bar/Sauna/Games on 1.5 Acres

3BR House in Sturgeon Bay

Charming Waterfront Cottage

Swedish Orchard Farm

Luxury A-Frame w/ Lake Access, Great For Families
Pet-friendly home rentals with a pool

Cool + Modern! Arcades, Movie RM, Private Pond!

Bay Cliff Cottage Retreat

D’ Cabin 3

Spruce Suite | Downtown Fish Creek~Dog-friendly

Algoma Victorian - Steps to Lake Michigan!

Sleeper Bunk House

Indoor Pool, Hot Tub, Gym and Dog Friendly!

Shore Suite | Downtown Fish Creek ~ Dog-friendly
Private, pet-friendly home rentals

Starkhaus: Modern Cabin, Walkable to DT Sister Bay

A Classic Waterfront A-Frame on Rowley’s Bay

Cottage & Bay: Home with Game Room Near DT SB

Beautiful Home in Baileys Harbor

Northwind Cottage #1 - Cozy Dog Friendly Retreat

Historic Hill Street Home (Heart of Fish Creek!)

Lakeside Cottage on the Bluff

Sunrise Shores Log Cabin
Quick stats about holiday rentals that are pet-friendly in Baileys Harbor

Total holiday rentals
Explore 20 holiday rentals in Baileys Harbor

Nightly prices starting at
Baileys Harbor holiday rentals start at $189 SGD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Baileys Harbor holiday rentals include wifi access

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

4.8 Average rating
Baileys Harbor stays are highly rated by guests – averaging 4.8 out of 5!
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