Family-friendly holiday rentals in Sevastopol

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Chalet On The Shore

The Chalet is set on a quaint piece of Door County's shoreline. Just steps from the waters of Sturgeon Bay, its location is very private, yet convenient to the city. You will enjoy the early morning sunshine from the east and the evenings colors lighting up the surrounding bay. Whether you are searching for a kick back get-away or into exploring all the nearby outdoor activities... We think you're going to love the charm of our year-round shore-side retreat and its truly unique hidden setting.

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.

Door County Cabin on Lake Michigan | No clean fee!

Welcome to our cabin on Lake Michigan. Our cabin sits near the end of a dead end road and is very peaceful and quiet. At the end of the road is a historic county park. The cabin sleeps up to 8 guests and has all the amenities of home! Relax on the deck, take the kayaks for a spin, enjoy a fire indoors or out, or ride our bikes. Play games late into the night. Shoot hoops! Or, take in amazing sunrises. We offer a pet-free space. Google “Low Cabin” for our website and social media pages!

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.

Large Lake House | Door County | Cave Point Park

Enjoy this luxury home on the scenic shores of Lake Michigan where the sound of waves relaxes you day & night. At the Park’s edge this private, custom-designed, dog friendly home features high-end details, cathedral ceiling fireplace, 2 decks, windows galore and a bathroom for each bedroom! Take in nearby Festivals, Stone’s Throw Winery, Ridges Sanctuary… Whether it's a romantic getaway or friends/family gathering, this is the perfect spot for precious times together. Learn More Below!

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.

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.

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.

Glidden Cottage -Beach Access!

Our cottage is situated on the “quiet side” of Door County on the meandering Glidden drive along the Lake Michigan shoreline. The cottage is perched upon a small hill and surrounded by pine trees in a relaxed country setting. Guests have dedicated access to Lake Michigan right across the street. The sand beach provides for an excellent location for kayaking, sunbathing, swimming, and walks. Glidden Cottage is only five miles from Sturgeon Bay.

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.