Pet-friendly holiday rentals in Baileys Harbor

Three Sister's Cottage Barn Retreat

Enjoy a carefree stay in our private, one of a kind reconditioned barn with stone patio. The original 4x4's structure and push out casement windows ground the renewal of this sweet dwelling. A travertine stone floor, cherry live edge and soap stone countertops make the custom built kitchen w/ island seating easy to sink into. The glass shower with view of the meadow and an entire 2nd floor master bedroom with tub for two support you to settle and relax into the northern door peninsula's bliss.

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.

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

*We now feature AT&T fiber internet!* Exciting for Door County. Nestled in the woods, the lodge provides plenty of light for an open, cheery feeling. Easy sleeping for 6 people (8 max.) with 3 bedrooms & a sofa bed. Accommodations include 2 full baths, laundry room, fully equipped kitchen, dining room, and living room with a natural stone fireplace. Covered front porch wraps around to a back deck offering a therapeutic hot tub. We have meticulous cleaners & sanitize between each stay.

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!

♦♦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.

Egg Harbor Escape| Cedar Sauna | Hot Tub| Privacy|

Private retreat in the City of Egg Harbor surrounded by peaceful wooded privacy, while still being as little as 20–30 minutes from Door County villages, towns, restaurants, wineries, beaches, and attractions. Enjoy two hot tubs — a traditional electric hot tub and a cedar wood-burning hot tub for a unique cozy experience under the stars. Relax in the barrel sauna, gather around the fire, and enjoy a true year-round getaway designed for slowing down and reconnecting.

Lakeview Cottage in Downtown Baileys Harbor

This century-old home has undergone a full renovation and has turned into a Door County gem! Finished with nautical-themed decor, new beds and bedding, fully updated plumbing and lighting, all new windows, and new flagstone patio for you to relax and enjoy a cup of coffee or glass of wine. Not to mention the beautiful view of the lake and prime location. Just 4 houses down from the brewery, coffee shop and various restaurants.

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.

The Loft – Pet-Friendly Egg Harbor Rental

Welcome to The Loft – a bright, modern second-floor vacation rental in the heart of Egg Harbor, Door County, Wisconsin. This open-concept 2-bed/2-bath loft sleeps up to 8 guests and was fully renovated in 2022. You’ll be an easy walk to Egg Harbor’s restaurants, wine bars, shops, and the waterfront, with a fully equipped kitchen, spacious living area, private deck, and pet-friendly stay with on-site parking.