Vacation rentals with a patio in Sister Bay

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.

Sunset Meadows - Hidden Gem

Escape to our comfy woodland retreat, a spacious 4-BR 2.5-BA. 2 acres nestled on a private road. Enjoy secluded serenity yet easy access to beaches, villages, state parks, and golf courses. Relax in our open gathering area, screened-in porch, or expansive deck w/sunset view, complete with a fire pit for cozy evenings & star gazing. Pet-friendly and non-smoking, our retreat showcases local photographers and artists throughout, offering a truly unique and unforgettable Door County experience.

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!

Relaxing 5BR (home+guesthouse) w/firepit & patio

Relax with the whole family at this peaceful place to stay. This property has a main house with 4 bedrooms and a guest house with 1 bedroom. The property is nearly one acre with shady outdoor spaces and a cozy screen porch attached to the main house. The main house interior includes a full kitchen, laundry, dining room, living room, four bedrooms and two full baths. The guest house includes a full kitchen, laundry, living room with a gas fireplace, one bedroom, and one full bath.

Hilltop Retreat in Fish Creek, Door County

Nestled in the heart of Fish Creek, the Hilltop Retreat offers the perfect blend of tranquility and convenience for your next Door County adventure. This charming two-bedroom, 1.5 bathroom townhome is just a short walk or bike ride from local shops, restaurants, and the breathtaking Peninsula State Park. Whether you're here for a relaxing escape or an action-packed getaway, this well-appointed condo delivers exceptional hospitality with top-tier cleanliness and comfort.

Cozy Three Bedroom Home In Sturgeon Bay

Welcome to Sunny Day Vacation Rentals of Sturgeon Bay in beautiful Door County, WI. We are easy to find-close to downtown Sturgeon Bay or the main highway to venture both north and south of Door County. We offer an outdoor deck with patio, outdoor fire pit, gas grill, and corn hole game. In addition, we offer washer and dryer, Smart TV, full kitchen and free on site parking. Come visit and make as little or as many Door County activities as you would like!

Lofted Pines Cottage

Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

Chalet by the Bay

Relax with the family at this oh-so-cozy, peaceful place to stay. This lovely little house is in an incredibly convenient location right in the heart of Sturgeon Bay, yet in a quiet residential neighborhood. Equipped well with comfortable furnishings, and with available and attentive hosts should you need anything. 20 minutes to Egg Harbor; 30 minutes to Fish Creek; 40 minutes to Ephraim (Our fav); 45 minutes to Sister Bay

Cottage in Sister Bay

Beautiful + modern cottage ready for your visit! Cozy up in this private cottage during your Door County stay! Just three miles from downtown Sister Bay, Pineview Cottage is located on a serene lot nestled in the woods. A perfect place for you to unwind after your Door County adventures. If you would rather stay back, relax on our beautiful covered front and back porch or gather around the campfire with friends and family!