Pet-friendly holiday rentals in Baileys Harbor

4.97 out of 5 average rating, 128 reviews

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

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.

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.

4.91 out of 5 average rating, 148 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.

4.93 out of 5 average rating, 231 reviews

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

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.

4.91 out of 5 average rating, 121 reviews

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

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.

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.

4.99 out of 5 average rating, 127 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!

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.

4.93 out of 5 average rating, 100 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.

4.78 out of 5 average rating, 322 reviews

Cabin in Baileys Harbor

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

4.91 out of 5 average rating, 116 reviews

A contemporary living area features a cozy electric fireplace mounted on a wooden accent wall, with a media console beneath it. In the background, an open kitchen and dining space are visible, highlighted by quartz countertops, dark bar stools, and a large dining table surrounded by chairs.

Cottage in Egg Harbor

The Stargazing Cottage modern home Door County

Modern and luxury cottage nestled in the woods. Perfect combination of being in nature yet enjoying the comfort of a well equipped home. Located in Carlsville, Town of Egg Harbor. Wineries and shops are less than a mile away. A quick drive will get you to downtown Egg Harbor and the beach. After a busy day exploring all that Door County has to offer, finish the night with a bonfire surrounded by stars and trees. This cottage was designed to make you feel right at home.

Superhost

A spacious cabin features a distinctive triangular roof and large glass doors opening to a wooden deck adorned with flower planters. Surrounding the cabin, well-maintained grassy areas and trees provide a sense of seclusion and natural beauty.

Cabin in Baileys Harbor

4.8 out of 5 average rating, 242 reviews

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.

5.0 out of 5 average rating, 111 reviews

Apartment in Sister Bay

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"

4.99 out of 5 average rating, 180 reviews

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.