Pet-friendly holiday rentals in Door County

Compass Cove | Group + Dog Friendly + New Beds

Step into Door County history at Compass Cove! This 1920s craftsman home blends historic charm with modern comforts, featuring a fully equipped kitchen with extra seating, a designated dining room for 6, cozy living room, and three bedrooms. Enjoy the backyard with fire pit, grill, games, and outdoor projector. Explore Sturgeon Bay’s Observation Tower, parks, dog-friendly beaches, breweries, museums, and shopping. Groups and dogs welcome—your perfect getaway starts here! DCTZ: *3556204817

Tiny Yellow Cottage in Gills Rock

Live small, unplug, and unwind at our cozy, clean, and charming cottage in peaceful Gills Rock. Away from crowds, this tiny retreat includes a living area with kitchenette, two full-sized beds with crisp cotton linens, plus a private patio, grill, fire pit—stunning sunsets just across the street. It’s the perfect home to recharge after a day exploring Door County. Just 15 minutes from the bustle of the bigger towns—close enough for adventure, far enough for peace. Located on scenic Highway 42.

Take Me Back Log Cabin

Are you ready to spend quality time in nature in an eclectic cabin? Our gorgeous 2 bedroom (+ loft) log cabin sleeps 6! Relax by a wood burning fireplace, while our loft library of books/games & a nostalgic DVD collection are all waiting for you. Nestled in the woods, where the sky is pitch dark and all of the stars appear, come relax and unwind at our true majestic beauty. Our newly renovated log cabin offers all the modern luxuries you desire while maintaining the vintage charm we all love.

Cozy Loft | Dog Friendly + Off-Street Boat Parking

Your perfect home base for adventure and relaxation in scenic Sturgeon Bay. Just minutes from the waterfront, rent bikes, kayaks, or SUPs at Bayshore Outfitters and dive into the area's stunning natural beauty. Bike or stroll to any of the three lively shopping districts filled with bakeries, cozy coffee shops, and unique local boutiques. Enjoy a fully stocked kitchen and bathroom, private entrance, and driveway with space for your boat—everything you need for a comfortable, carefree stay.

Ellison Bay Eclectic Style Cottage

Located just minutes from downtown Ellison Bay, this eclectic cottage offers convenience to attractions and dining, while providing a private sanctuary-like experience! The home boasts two (2) master suites- each with private bath, as well as studio above garage (3 bedrooms total). The entire home is furnished with all of the items needed for a true Door County vacation: Firepit/place, bbq, outdoor shower, bocce court, bicycles, and stand up paddle boards! New hot tub! March 11th! 2022!!!!!

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 - Perfect for a family getaway or a trip with friends - Includes all amenities to make you feel at home

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.

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"