Pet-friendly holiday rentals in Sister Bay

Frontier Hideaway- Huge Game Room, Private 5 Acres

Come relax at our peaceful home nestled on 5 acres with no neighbors in sight. Space is clean and cozy, and offers guests' 4 bedrooms, 2 full bathrooms, and boasts an amazing 3 car detached garage converted into a Bar/Rec Room/Game Room with arcade games, ping pong, and activities for the whole family to enjoy. We are smoke free, with Wi-Fi, TVs, Firepit, Heat, A/C provided. Children of all ages welcome! Pets welcome for an additional fee. 9 min to Sister Bay, 15 min to Washington Island Ferry.

Three Sister's Cottage Barn Retreat

Enjoy a carefree stay in our private, one of a kind reconditioned barn with stone patio. The original 4x4's structure and push out casement windows ground the renewal of this sweet dwelling. A travertine stone floor, cherry live edge and soap stone countertops make the custom built kitchen w/ island seating easy to sink into. The glass shower with view of the meadow and an entire 2nd floor master bedroom with tub for two support you to settle and relax into the northern door peninsula's bliss.

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.

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.

1900s renovated Farmhouse with spacious yard

Welcome to The Little White Farmhouse! This newly renovated 1900s farmhouse is conveniently nestled between the hustle and bustle of downtown Sister Bay and Ephraim’s picturesque sunsets. Many updates throughout, all while maintaining the character and history of the home. Take advantage of our one acre yard, deck with gas grill, and fire pit area for all of your outdoor entertaining and relaxing. We are centrally located - just minutes from anything that Door County has to offer!

Family-Friendly Farmhouse with Crib, Yard, Toys

Welcome to Oak & Orchard House, a family-friendly, renovated 1923 farmhouse on a quiet street in Sister Bay. Nestled between forest and field, and full of character and modern amenities, it sits alongside an old orchard of apple and pear trees, making it the quintessential Door County setting. Designed for easy travel with babies and young kids, the home includes a crib, high chair, toys, kids’ dishes, and a backyard playset, so you can pack lighter and enjoy a peaceful getaway.

Cozy Cottage in the woods

New Renovations Jan 25: Windows, New Wall Unit AC, Updated Bathroom. Welcome to Hydrangea Haven. A cozy (1200 square ft) cottage tucked away on a quiet peaceful road, but close to all the fun. Nestled 3 miles north of sister bay, between Sister Bay and Ellison Bay. Bike down the low traffic beach road to all that downtown Sister Bay has to offer. Cozy up with the indoor fireplace, Adirondack chairs around the outdoor fire pit. NOTE: we are a 10 min DRIVE to beach not walk.

Sister Bay Eclectic Cottage

Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay Downtown + just minutes from the Beach! 3 Bedrooms: 1 king w/ on-suite bath, 1 queen w/ on-suite bath, twin trundle bed 3 full bathrooms: 1 on the main floor, 2 on-suite on 2nd floor Great cooks kitchen, fully stocked w/ open concept living space, w/ Sonos in kitchen! BBQ gas grille + awesome fire pit, expansive deck w/ dining space & lounge chairs

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"

3 Bed, 2 bath log cabin in Sister Bay w/ fire pit

Door County at its finest! Located minutes away from Sister Bay's main attractions. You can enjoy the privacy of the cabin a wooded lot with quick access to many activities in the surrounding area. 1 mile away from Northern Haus wedding venue 10 minutes drive from Peninsula State Park 20 minutes drive from Newport State Park 25 min from Whitefish Dunes State Park 20 min from ferry to Washington Island

Wismar Cabin Waterfront- Private Sand Beach

Step out your door onto a white sandy beach, listen to the waves, and feel completely tucked into nature—yet be just minutes from Sister Bay dining, shopping, and fun. Wismar Cabin at Sand Bay is one of the rare vacation homes in Door County that offers true waterfront privacy with sandy shoreline access, making it a guest favorite among Door County vacation rentals..