Holiday rentals with outdoor seating in Washington Island

Historic Hill Street Home (Heart of Fish Creek!)

Experience the best of Fish Creek from the comfort of this historic gem. Boasting an expansive outdoor living space, you can cook, dine, and relax all in your own backyard. The property is pet friendly; we welcome up to 2 dogs (fees apply). Having been originally built in the 1800s and used as an inn for fishermen, each bedroom is small and cozy! There is enough space for the bed, nightstands, and your belongings for your stay, but it cannot accommodate additional items like a pack-n-play.

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!!!!!

Fair Winds Guesthouse

Whether traveling with friends or with a small crew, this unique property offers both quiet and cozy nooks as well as spacious gathering areas. Decorated to reflect the region’s rich maritime tradition, you’ll instantly feel at home when you drop anchor. Your kids and and your pets will love the freedom of our fenced in back yard while you grill or enjoy the fire pit. Centrally located to all the offerings of our wonderful city, you’ll know you’ve found safe harbor the minute you arrive!

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces + CDC cleaning standards. 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"

Whispering Woods-Baileys Harbor

Your family will be close to everything when you stay at this centrally-located home. Baileys Harbor offers everything you need with easy access to multiple surrounding harbors and bays. Come do sunrise yoga on the deck or a family BBQ with sunset dinner and s’mores around the campfire . Start a game of volleyball in our sand lot court. Visit local Cana island or take a walk at the Ridges or beach & explore nature. We also offer EV charging station on site. Make your new memories here!

Northern Lights Farmhouse with Hot Tub

Tranquil farmhouse oasis near Newport state park and DarkSky preserve. The home features 5 bedrooms, 2 baths, fireplace, full kitchen, living room, cable, wifi, hot tub and all the comforts of home. Relax and unwind in this beautiful home while you enjoy the breathtaking view of the beautiful countryside and stars and northern lights in the night sky. Lounge on our comfy patio furniture or sit under the stars around the fire pit. Located on 40 acres with cut walking paths to enjoy

Peaceful Shores Door County

Waterfront gem, modern kitchen, large great room, comfortable bedrooms, sandy beach, free firewood, and access to everything! Unique setting on Sand Bay among cedar trees and awe inspiring views! Open concept kitchen with quality appliances and large island leads into dining and "infinity" great room, overlooking the bay. Comfortable bedrooms, beautiful bathrooms, and private waterfront patio for grilling, deck for lounging, and fire pit for chilling.

Lakefront | Dock | HotTub | Fully Renovated Cabin

Escape to Adventure Cottage—a fully renovated lakefront cabin on private Sand Bay Point in Door County. Enjoy a 40-ft dock, 6-person hot tub open year-round(coming June 2025), adventure shed with kayaks, fishing poles, and more. Family- and pet-friendly with kids' gear, dog supplies, and high-speed WiFi. Sleep 8! EV Charger! Private playground! Custom made furniture! 15 mins to downtown Sturgeon Bay! Some of the best fishing in all of Wisconsin!

Waterfront on Peaceful Moonlight Bay

Located on the shore of Moonlight Bay Lake Michigan overlooking Toft and Bues Points. Private waterfront access with beach and dock. Kayaking, canoeing, SUPs, biking, swimming, and fishing (all included). Located on a bike route near Bues Point public boat ramp, Cana Island Light House, The Ridges Sanctuary, and Baileys Harbor. Conveniently located yet private a short trip to Fish Creek/Egg Harbor (15 min), Ephraim/Sister Bay (10 min).