Holiday rentals in Door County

180' Waterfront · Fireplace · Kayaks

180 feet of private shoreline on Little Sturgeon Bay — it's all yours. Trade the city for golden Door County mornings, slow coffee on the deck, and evenings by the classic stone fireplace or outdoor firepit. A kitchen guests rave about makes staying in the plan. When you want company, there's a bayfront fire pit, four kayaks, a detached bunkhouse the kids love, and effortless room for up to 10. Summer water days or a quiet autumn escape — this is the retreat guests come back to year after year.

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.

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

Lakeside Cottage on the Bluff

Surrounded by woods and crystal clear water, Nordcliff Cottage is a minimalist retreat perched above Lake Michigan, with sweeping views of Washington, Plum, and Pilot Islands. Built in the 1960s, and equipped with modern furnishings and decor, this Scandinavian-inspired cottage offers a serene, calming space where natural light floods the open loft, inviting relaxation and connection with the tranquil lakeside setting. A sand beach with public access is just steps away.

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Egg Harbor Escape | Hot Tub | Cedar Sauna | Privac

Escape to your own private wellness retreat in Door County. Relax in a cedar barrel sauna, unwind in a traditional hot tub, or enjoy a rare wood-fired cedar soaking tub under the stars. Surrounded by peaceful woods in the City of Egg Harbor, you’ll enjoy privacy while staying just 10–30 minutes from Door County villages, wineries, beaches, restaurants, and attractions. Gather around the fire, reconnect with family and friends, and enjoy a memorable year-round getaway.

Pearl Of Sister Bay Luxury Downtown Condo

Welcome to the Pearl of Sister Bay,a chic downtown condo ideal for a relaxing escape! This 1-bedroom, 1-bathroom condo offers modern comforts and design. Condo , has a fully equipped kitchen with a stove and refrigerator, fireplace, deck with a partial water and village view. Located in the heart of Sister Bay, you’ll be steps from the beach, local bars and restaurants, shopping and local attractions. Relax, recharge, and enjoy the charm of this vibrant destination!

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"

Sister Bay A-Frame, Fire Pit, Coffee Bar, Sleeps 4

Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

Door County Lake House 50 min from Lambeau Field

We are excited to introduce our Architect-designed modern lake house in the town of Clay Banks! Enjoy serenity, sweeping views of Lake Michigan from a secluded back deck & expansive windows from every room in the house. Embrace slower living, waterfront amenities, neighborhood park with trails and the magic of lake life. You’ll enjoy water fun for the whole family, huge back deck with dining for 8, an outdoor lounge area, and fire pit near the water.

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.

Walden too

Forest Sanctuary with access to Lake Michigan. This beautiful & cozy A-frame on Glidden Drive is a perfect retreat/vacation spot in Door County. A five minute walk to Donny's Glidden supper club and sandy beach access. Large indoor fireplace. Three bedrooms and a loft for dedicated work space. The property backs onto 1000 acre nature preserve with miles of trails to explore. We designed the space with all natural materials, and high-end amenities.