Home Vacation Home Rentals By Owner In Sister Bay, WI

Showing 40 Of 83 Vacation Rentals
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Exceptional(83)

$825.07

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Private Vacation Home

Modern Dörr, Retreat Downtown Sister Bay

Sister Bay, Wisconsin, United States

Downtown Sister Bay, 5 minute walk to beach. Tucked away in an unbeatable location, this gorgeous cottage is just steps from downtown Sister Bay and waterfront! brbrModern Dörr is located on a tranquil wooded lot offering wonderful privacy and natural beauty. Walk to the beach, marina, and Sister Bay’s many fine shops, restaurants and coffee bars. Or choose to stay in and relax with a woodland view on the spacious backyard patio. The outdoor space also serves as a great place to gather with friends and family around the campfire. Step inside and the Scandinavian modern decor and open concept floor plan offers great flexibility and ideal entertaining space for your Door County getaway.brbrGuests will enjoy modern and updated furnishings throughout for 2026 season.brbrModern Dörr is the perfect centralized location to explore the Door County Peninsula. br___________br• 4 mi to Ephraim--Isely Coffee * Wilsons * Chefs Hat * Pearl Wine Bar * Bad Moravian br• 5 mi to Ellison Bay--Island Cider Company * Newport State Park * Mink River * Blue Bear * Della Portabr• 9 mi to Baileys Harbor-- DC Brewing * Sway Brewing * Inland Pizza * Stones Throw Winery br• 9 mi to Fish Creek--Peninsula State Park * Blue Horse * Bayside Tavern * White Gull Innbr• 15 mi to Egg Harbor-- Hatch Distillery * One Barrel Brewing * Pizza Bros * Macready Artisan Bread Co * Fika Bakerybr___________brbr4 cruiser bikes, paddle board, & a kayak available for guests use brbrGas Webber Grill on patio -- Fire Pit w/Chairs -- Many Indoor/Outdoor Gamesbr___________brbr3 night minimum Shoulder season * May 21st - Jun 18th & Aug 30th - Oct 13th * 4 night minimum Fall Fest Weekend. brbr6 night minimum Peak Season with check in at 4pm and and check out at 10am. Jun 26th - Aug 31st. br___________brOutdoor security cameras are placed outside the home for the safety of the guests & home
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Exceptional(19)

$1153.71

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Private Vacation Home

Renovated Home with Retro Charm and proximity to Downtown Sister Bay

Sister Bay, Wisconsin, United States

Welcome to High Garden, hosted by Simple Life Rentals! A Door County family home for generations, this one-story house was completely renovated in 2017. The spacious kitchen is fully modernized with stainless-steel appliances and a stone countertop for a wonderful space to prepare meals. The nearby dining room comfortably seats 8. The living room boasts a large sectional couch perfect for watching a movie on the 50″ LED HD TV or getting cozy with your laptop, tablet, or smartphone. The master bedroom has a king-size bed, 42″ LED HD TV, and an ensuite bathroom. The shower has a low entry threshold making it easy to get in and out. The 2nd and 3rd bedrooms spaciously accommodate queens and LED TVs. brbrThis property allows up to 3 well-behaved dogs. There is an additional fee collected at booking.brbrProperty Features:br+ Dog friendly - 3 maximum dogsbr+ Fenced-in yardbr+ 4 LED HD Smart TV's (located in living room and each bedroom)br+ Fire pitbr+ Downtown Sister Baybr+ Central A/C and Heatbr+ Wi-Fi (due to the rural nature of the property, Wi-Fi and cell phone coverage and service can vary)brbrSleeping Accommodations:brBedroom 1 (main level): King size bed, TV, and ensuite bathroom with stand-up shower. brBedroom 2 (main level): Queen bed and TV brBedroom 3 (main level): Queen bed and TVbrbrBathrooms:brBathroom 1 (main level): Full bathroom with shower onlybrBathroom 2 (main level): Full bathroom with shower tub combobrbrOutdoor Space:brDeck includes seating for 6brFirepit with 6 chairs (please bring local firewood)brGas grill with propane providedbrFenced-in backyardbrbrParking:brParking available for 2 cars.brbrAmenity + damage protection waiver includes:br-Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) br-A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. br-PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage).brbrHome Truths:brFireplace is not for guest usebrbrThis property is located in a quiet community with neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors and municipal restrictions, we cannot accommodate parties at the property including bachelor or bachelorette parties, reunions, weddings, or other gatherings.brbrDoor County Tourism Zone Commission Permit #34-56-1888-07brbrPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.
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Exceptional(31)

$980.96

/ Nightly
Private Vacation Home

Sauna | Bar | Arcade | Fire Pit

Sister Bay, Wisconsin, United States

Northwoods Farmstead captures the feeling of the best kind of getaway, where mornings are quiet, conversations last longer, and nights end around a glowing fire. Thoughtfully curated amenities create the perfect setting to slow down, unwind, and truly settle in, while still being just outside downtown Sister Bay. Guests consistently love the small touches throughout the home, from the coffee bar and well stocked essentials to the cozy blankets and inviting spaces that make it easy to feel at home. With a private Entertainment Barn, sauna, and plenty of room to gather, this single level retreat is where meaningful memories take shape.brbrNorthwoods Farmstead Highlightsbr• 3 spacious bedrooms with 1 King and 3 Queensbr• 3 full bathrooms with custom tiled showersbr• Single level home for easy accessibilitybr• Private 1.5 acre property in Sister Baybr• Dog friendly with food and water dishes provided. One time dog fee per dog appliesbr• Fully equipped kitchen with custom coffee barbr• Outdoor bar with vintage string lights and seatingbr• Entertainment Barn with indoor bar, 65 inch Smart TV, arcade games, and walk in sauna for up to 8 guestsbr• Fire pit area with Adirondack chairs, blankets, and roasting sticksbr• Propane gas grill with grilling utensilsbr• Two inflatable stand up paddle boards with life jacketsbr• Foldable beach chairs and beach towels providedbr• Ping pong table, bags, bucket golf, and other yard gamesbr• Board games, puzzles, and card games for all agesbr• Smart TVs throughout the home with YouTubeTV provided. Additional streaming apps including Netflix, Amazon Prime Video, Disney+, and Roku are available for guests to log into with their own accountsbr• Minutes from Sister Bay beach, shops, restaurants, and grocerybr• WiFi for streaming and remote work, noting that speeds can vary in Door Countybr• Full size washer and dryer and off street parking for up to four vehiclesbrbrBedrooms and BathroomsbrThe primary bedroom is a true retreat, featuring a king sized bed, warm design touches, soft area rugs, and bedside lighting for evening reading. A private en suite bathroom includes a custom tiled walk in shower, farmhouse style vanity, plush towels, and thoughtful finishes.brbrThe second bedroom offers a cozy queen bed and charming farmhouse inspired design. A full bathroom with a custom tiled walk in shower and farmhouse style vanity is located nearby.brbrThe third bedroom is ideal for families or groups, featuring two queen beds and its own private en suite bathroom with a custom tiled tub and shower combination and farmhouse style vanity.brbrAll bedrooms feature hospitality grade mattresses, luxury linens, extra pillows and blankets, and Smart TVs. A pack and play crib is available for guest use.brbrBathrooms are stocked with allergy free, eco friendly toiletries including shampoo, conditioner, body wash, lotion, and hand soap. Hairdryers are provided for guest convenience.brbrKitchen and Living SpacesbrThe open concept kitchen serves as the heart of the home, featuring subway tile backsplash, custom cabinetry, and generous counter space. Modern appliances include a whisper quiet dishwasher, oven and stove, toaster, and microwave.brbrThe custom coffee bar allows guests to enjoy coffee exactly how they like it, with a drip coffee maker, French press, Keurig, and electric kettle. A starter supply of Door County Coffee K Cups, ground coffee, and tea is provided.brbrThe living room offers a warm and welcoming space with a fireplace, plush leather sofas including a sleeper sofa, and a mounted Smart TV. Board games, puzzles, and card games are available for cozy nights at home.brbrOutdoor LivingbrNorthwoods Farmstead offers space to relax and play, with yard games such as cornhole, Kubb, bucket golf, and ping pong, plus a dartboard located in the garage.brbrThe outdoor bar, illuminated by vintage string lights, creates a fun and social gathering space. Nearby, the fire pit area invites evenings under the stars with Adirondack chairs, cozy blankets, roasting sticks, and a starter supply of firewood.brbrFor warm weather adventures, guests can take advantage of two inflatable paddle boards with life jackets at Sister Bay Beach just minutes away. Beach chairs and towels are provided.brbrEntertainment BarnbrThe Entertainment Barn is one of the most loved features of Northwoods Farmstead and is located in a separate building from the main home. Inside, guests will find an indoor bar with seating, a mini fridge, a 65 inch Smart TV, and classic arcade games including Golden Tee and Ms Pac Man.brbrThe walk in sauna comfortably fits up to eight guests and provides a relaxing retreat after a day of exploring Door County. A full glass garage door opens directly to the fire pit area, creating a seamless indoor outdoor gathering space.brbrGatherings at the PropertybrPlease note that parties, gatherings, and events are not permitted at the property. This includes picnics, family reunions, rehearsal dinners, and any event exceeding the home’s maximum occupancy, as it's prohibited by local short-term rental ordinances.brbrSafety and Property NotesbrExterior cameras monitor the driveway, yard, and fire pit area for safety purposes. Noise decibel monitors are in place to ensure compliance with local quiet hours. These devices do not record conversations.brbrThe home is close to the main road, so some guests notice occasional road noise. The yard is not fully fenced, so we recommend supervising kids and dogs outdoors.brbrPer Sister Bay zoning regulations, parking of boats, boat trailers, RVs, or RV trailers is not permitted on the property. Guests must use designated public parking areas for these vehicles.brbrLocation NotesbrThe home is just outside downtown Sister Bay. Walking to town can take roughly 20 to 30 minutes depending on route and comfort level, and driving is quick for easy access to shopping, dining, and the beach.brbrCheck In and Booking InformationbrGuests enjoy full access to the entire property. Entry is via a smart lock with a unique access code generated for each stay, allowing for easy self check in. There is no long checkout list. Simply pack up and head out when your stay concludes.brbrAfter booking, guests will be asked to sign a rental agreement and upload a photo ID to confirm age requirements. Accidental damage protection is included in place of a traditional security deposit. All payments remain on Airbnb.
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Exceptional(1)

$889.9

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Private Vacation Home

Waterfront Log Home Near Sister Bay- Game Room, Kayaks & Sunrises

Sister Bay, Wisconsin, United States

Welcome to East Haven on Sand Bay, one of the most memorable vacation homes in Door County. This classic yet modernized Lake Michigan waterfront log home offers breathtaking sunrise views, a private shoreline, and a fun-filled game room—all just minutes from downtown Sister Bay. Whether you’re kayaking from the backyard, relaxing by the fire pit, or heading into town to enjoy top Door County restaurants, this home is the perfect base for your next Door County vacation. Ideal for families and groups looking for both peaceful waterfront living and quick access to Sister Bay’s beaches, marina, shops, and nightlife..brbrTHE SPACEbr-3 bedrooms | 2 full bathrooms | Sleeps 8br-Classic Door County log home with modern updates.br-Open living/dining area with large windows and lake viewsbr-Stone wood-burning fireplace + hickory floorsbr-Four-season sunroom with seating and a game/craft tablebr-Fully equipped kitchen with cookware, stainless steel appliances, and utensilsbr-Fast, High-speed Wi-Fi — Ideal for working remotelybr-Washer/dryerbrbrBEDROOM LAYOUTbr-Primary Bedroom (Main Level): King bed, lake views, deck access, smart TVbr-Bedroom 2 (Upper Level): Queen Bed with window seat overlooking the lakebr-Bedroom 3 (Upper Level): 3 Twins, 1 Futon with option memory foam topperbr-2 full baths (one on each level)br-Upper-level bathroom includes a steam showerbrbrENTERTAINMENT/RECREATIONbr-Game Room in Loft- Full-size pool table and ping pong table br-2 kayaks with life jackets includedbr-Yard games providedbr-Fire pit at the shorelinebr-Charcoal grill with gas starterbrbrOUTDOOR SPACESbr-Expansive lakefront deck with dining table and lounge seatingbr-Front porch with rocking chair and garden viewsbr-Natural shoreline with incredible sunrises and evening sky colorsbr-Short walk or drive to Sand Bay Park sand beachbrbrLOCATIONbr-Direct Lake Michigan waterfront with panoramic viewsbr-Completely private setting with no neighbors to the northbr-5-minute drive to Sister Bay dining, shops, beach, and marinabr-Short drive to Ellison Bay, Newport State Park, Rowleys Bay, and Sand Bay Parkbr-Wildlife viewing: eagles, pelicans, herons, and morebrbrPET POLICYbr-Pet-friendly (up 2 well-behaved dogs max)br-$200 pet fee | Pre-approval requiredbr-This will be billed AFTER booking, if the pet is approvedbrbrTHE HOSTSbr-When you stay with Northern Door Vacations, you’ll enjoy truly personalized, local service—no call centers, no robots—just a real Door County team who answers every call and text, before and during your stay. NDV — where vacations feel personal.brbrNOTESbr-To ensure a seamless check-in experience, guests are required to review and sign our standard rental agreement and complete a quick check-in form prior to arrival. This helps us comply with local regulations and provide the best possible stay.br-In an effort to keep the entire property more secure, the house is equipped with a ring doorbell camera to monitor the driveway and the front entry.br-Although we have a relaxed cancellation policy, we still incur the 4% cc fee. Your refund will be in full, minus the 4% cc fee. This is detailed in the guest contract.br-The primary renter must be 25 years or older.
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Exceptional(11)

$875.57

/ Nightly
Private Vacation Home

Cozy Cabin in Sister Bay • HotTub • FirePit • Dogs

Sister Bay, Wisconsin, United States

Sleepy Moose by Getaway and Stay brbrStay in this charming log cabin in Sister Bay, steps from Pebble Beach, shops, and cafés. After snowy adventures in Door County, unwind in the whirlpool tub or gather around the firepit under the stars. Rustic charm meets modern comfort with an ideal location for exploring trails, winter festivals, and local eateries—perfect for families, friends, or couples seeking a memorable winter retreat.brbr● 2 miles from Pebble Beachbr● 12 miles from Door County Winerybr● 3 miles from Peninsula State Parkbr● 4 miles Ephraim Historical FoundationbrbrPROPERTY HIGHLIGHTSbr● Sleeps 5, 2,500 sq ft Charming Homebr● Hot tub for relaxationbr● Dogs allowed—bring your furry friends!br● 3 Spacious bedrooms: 1 King, 2 Queen, 2 Twins, 1 Sofa Sleeperbr● 3 Full-size bathrooms, one with Whirlpool tubbr● Modern open living space for family funbr● Fully equipped kitchen with stainless appliancesbr● Free high-speed internetbr● Outdoor Patio with ample seating br● Back Deck & Yard & Dog Friendlybr● Free use of canoesbrbrExpect a five-star stay with us. We have a full digital concierge to assist with booking activities, reservations, and more.brbrCurious about our cleaning fee While ours might be slightly higher than others, we believe it's worth it for the quality experience we provide. Take a moment to read through and learn how it contributes to an exceptional stay!brbr★ MAIN HOUSE ★brbrBEDROOMSbrThis charming cabin features a thoughtfully designed bedroom layout, perfect for accommodating everyone in comfort. The first bedroom offers a cozy queen-sized bed, creating a peaceful space for a restful night's sleep. The room's inviting atmosphere makes it ideal for unwinding after a day of exploration.brbrThe second bedroom is more spacious, with a king-sized bed and an additional twin bed, providing ample space for families or groups to relax. Large windows fill the room with natural light, creating a bright and airy feel.brbrThe third bedroom features a comfortable queen-sized bed and twin bed, making it an excellent choice for children or additional guests. This versatile arrangement ensures everyone has a cozy place to call their own. Perfect for families looking to create lasting memories while enjoying the comforts of a welcoming retreat!brbrLIVING ROOM AND KITCHENbrStep into a true log cabin retreat where rustic charm meets modern comfort. This open-concept living room and kitchen embrace the natural beauty of the cabin’s wood accents, creating a warm and inviting space perfect for relaxation, dining, and creating cherished memories. The towering stone fireplace serves as the room’s focal point, infusing the space with both warmth and character, ideal for cozy evenings after a day of exploration.brbrThe kitchen blends traditional log cabin style with sleek, modern appliances, offering plenty of counter space and storage for all your culinary needs. Rustic wood cabinetry and charming details add to the cabin’s timeless appeal. The spacious dining table, set with a cheerful checkered cloth, provides the perfect place for family meals, game nights, or leisurely breakfasts with views of the surrounding nature.brbrWith its perfect mix of rustic elegance and contemporary comfort, this cabin offers an inviting space where every moment spent together will be filled with warmth and connection. Whether you’re cooking a family feast, relaxing by the fire, or enjoying a meal with loved ones, this cabin’s heartwarming ambiance will ensure your stay is unforgettable.brbrHOT TUBbrAfter a day of exploring the charming sights of Sister Bay, immerse yourself in the soothing waters of our private outdoor hot tub. Nestled amidst the natural beauty of the area, it's the perfect spot to relax under the stars or enjoy a tranquil morning soak. Whether you're seeking a romantic evening or a peaceful moment alone, our hot tub offers the ideal setting to enhance your stay.brbrOUTDOORSbrTucked away in a tranquil forest, an enchanting retreat for nature lovers and those in search of a cozy escape. This charming log cabin, with its warm wood interiors and rustic allure, provides the ultimate sanctuary for relaxation. Step onto the inviting porch, complete with comfortable seating, where you can bask in the fresh air and listen to the soothing sounds of the forest. As night falls, gather around the fire pit to roast marshmallows and share stories under a canopy of twinkling stars.brbrSurrounded by majestic pines and serene landscapes. Wander through nearby hiking trails, uncovering hidden gems within the lush wilderness. Whether you're looking for a romantic getaway, a family retreat, or simply a place to unwind and reconnect, this cabin offers the perfect escape to recharge and immerse yourself in the beauty of nature.brbr★ HOUSE RULES & OTHER POLICIES ★brbrPETSbrWe warmly welcome up to 2 dogs to join your stay! There is a $100 fee per dog. If you're bringing more than one, please let us know in advance. To ensure a pleasant experience for everyone, we kindly ask that you bring waste bags and clean up after your pets, helping us keep the property in great shape for all guests.brbrPARKINGbrAmple parking is available in the driveway for up to four cars, providing convenient and easy access during your stay. The detached garage is not available for parking, so guests are kindly asked to use the designated parking area. Rest assured, your vehicles will be securely parked just a short distance from your cozy retreat, offering peace of mind and a hassle-free experience.brbrNEIGHBORHOODbrThis home is in a residential neighborhood. The neighborhood and backyard are perfect for grilling out, enjoying a fire, and laughing with your friends and family. Please respect our friends and neighbors and avoid loud, large parties. Please treat the neighbors like you live there.brbrSMART STAY AND EASY CHECK-INbrTo make your arrival as smooth and stress-free as possible, we use a secure digital guest portal powered by SuiteOp—no app needed. Before your stay, you’ll receive a simple link to complete a quick ID verification, choose between a refundable security deposit or a low-cost damage waiver, and sign the rental agreement.brbrThis helps us keep everything safe and secure while giving you a faster, contactless check-in experience. Once you’re set, you’ll have everything you need in one place—your door code, check-in details, house guide, local tips, and even options like early check-in or late checkout. Easy, convenient, and all at your fingertips.brbrCANCELLATION POLICYbrWe understand that plans can change unexpectedly, which is why we have a flexible cancellation policy in place. If you cancel your booking more than 14 days before your scheduled arrival date, you will receive a full refund of the total booking amount. If you cancel more than 7 days before arrival, you will receive a 50% refund. Unfortunately, cancellations made within 7 days of arrival are non-refundable. However, we will do our best to accommodate any change requests, subject to availability and applicable fees.brbrCLEANING FEEbrOur cleaning fee is designed to ensure transparency and support our dedicated cleaning team, who are compensated with living wages to maintain high standards of cleanliness and service throughout your stay. This fee also includes a unique damage protection policy, providing peace of mind during your visit. It’s not a profit-driven charge, but one that helps maintain the quality of your experience. Guests often praise our attention to cleanliness, and we’re committed to making sure every detail of your stay is perfect. We're always available to promptly address any concerns, ensuring you can relax and enjoy your time in our home.brbrYour perfect Getaway & Stay awaits—can't wait to host you!
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Exceptional(168)

$649.97

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Private Vacation Home

Beautiful Log Home on 5 acres private beach-steps down the road!

Sister Bay, Wisconsin, United States

- Please contact before booking as the discount need to be done manuallybrbr ' brBook a 2-night stay including Saturday, February 14th and we will buy dinner with a $100 Door County Gift Certificate. Make it a 3-day stay for a $150 Gift Certificate.brbr brBook a 2-night stay over Easter weekend (April 4th & 5th) and we will buy dinner with a $100 Door County Gift Certificate. Make it a 3-day stay for a $150 Gift Certificate.brbr brBook a weekend stay - Friday and Saturday night - and add one or two additional nights at 50% off those additional nights Good for the months of April and May. May not be combined with other offers. Valid for new reservations only. brbrThe Refuge Log Home is nestled in a beautiful, wooded 5 acres across the street from Lake Michigan and is 4 miles east of Sister Bay in Northern Door County, WI. Listen to the waves from the home or take a short walk (300 ft) down the road to our private property with 100ft of shoreline. Enjoy the water from an Adirondack chair, a canoe or kayak, or wade right in! The wooded setting is quiet and sheltered and the lake may be viewed from the separate waterfront property.brbrHave fun exploring the woods. Deer are frequently seen. if you're lucky, you might spot a turkey family, an owl, or the newly discovered porcupine that occasionally makes an appearance. Spend your evenings around the fire enjoying the incredible stars. The home is located on a peaceful dead-end street with light car and foot traffic. It is less than ten minutes to downtown Sister Bay, a wonderful town with fun shops and great restaurants to explore and enjoy. Sand Bay Beach is just five minutes away and the villages of Baileys Harbor, Ephriam and Fish Creek are close too.brbrThese two properties, woods and water, are the perfect getaway for family and friends!brbrThe open floor plan is spacious and comfortable. The whole family can gather around the stone fireplace. There are many cozy places to retreat to for some quiet relaxation. Enjoy the outdoors from the front porch or the screen porch in back. Or grab a book from the bookcase and head up to a window seat in an upstairs dormer for some quiet reading.brbrThe home has four private bedrooms, one on the main floor with a King size bed and three more upstairs. The large bonus room with three sky lights over the garage is perfect for movie nights or reading. The built-in bunks in the bunk room are always a thrill for kids! Please note that the 2nd floor bunk room does not have doors to close it off from common areas.brbrThe Refuge is a true retreat any time of year. Whether it's enjoying the long days of summer on the screen porch, the crisp Fall nights around the campfire, hunkering down on a cozy wintry night by the fire, or spotting the first sounds and sights of Spring, we sure you will enjoy your stay.brbrLake Michigan Water change from year to year. The Photos show both high and low water levels.
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Exceptional(2)

$841.23

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Private Vacation Home

Waterfront Vacation Rental in Sister Bay

Sister Bay, Wisconsin, United States

Luxury Waterfront in Sister Bay | Unforgettable SunrisesbrbrWake up to breathtaking sunrise views over the bay from this luxury waterfront retreat, where refined comfort meets the natural beauty of Door County. Just a 5-minute drive to downtown Sister Bay, you’ll enjoy effortless access to dining, shopping, and some of the best Door County restaurants while returning home to peaceful lakefront serenity..brbrTHE SPACEbr-Sleeps 8 Comfortably- 3 Bedrooms & Sofa Bedbr-Spacious layout designed for families and groupsbr-Chef’s Kitchen equipped kitchen for cooking meals or hosting gatheringsbr-Screen porch with serene viewsbr-Bright, open living & dining spaces with large windows and water viewsbr-Smart TV in the living areabr-Fast, High-speed Wi-Fi ideal for working remotelybr-Washer and DryerbrbrBEDROOM LAYOUTbr-Bedroom 1- Upstairs, Ensuite Full Bathroom, King Bed, Veranda with Water Viewsbr-Bedroom 2- Upstairs, Queen Bedbr-Bedroom 3- Main Level, Queen BedbrbrOUTDOOR LIVING br-Private firepit with chairs & wood providedbr-Prime waterfront location with panoramic bay viewsbr-Incredible sunrises from the backyard shorelinebr-Outdoor seating for morning coffee or evening cocktailsbr-2nd Floor veranda off the Primary Bedroombr-Charcoal GrillbrbrLOCATION HIGHLIGHTSbr-Close to downtown Sister Bay & Bailey’s Harborbr-Close to Sand Bay Park Boat Launch and Playgroundbr-Private roads, perfect for scenic walksbr-Perfect central location for exploring the peninsulabrbrTHE HOSTSbr-When you stay with Northern Door Vacations, you’ll enjoy truly personalized, local service—no call centers, no robots—just a real Door County team who answers every call and text, before and during your stay. NDV — where vacations feel personal.brbrNOTESbr- To ensure a seamless check-in experience, guests are required to review and sign our standard rental agreement and complete a quick check-in form prior to arrival. This helps us comply with local regulations and provide the best possible stay.br-Although we have a relaxed cancellation policy, we still incur the 4% cc fee. Your refund will be in full, minus the 4% cc fee. This is detailed in the guest contract.br-In an effort to keep the entire property more secure, the house is equipped with a ring doorbell camera to monitor the driveway and the front entry.br-The primary renter must be 25 years or older.
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Exceptional(4)

$882.57

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Private Vacation Home

New Construction- luxury home , Near Sister Bay

Sister Bay, Wisconsin, United States

Welcome to Flint Ridge, hosted by Simple Life Rentals! Escape to the tranquility of nature at Flint Ridge, a brand-new custom-built retreat nestled just minutes from downtown Sister Bay. Surrounded by peaceful woodlands and picturesque meadow, this thoughtfully designed home offers the perfect blend of modern comfort and country charm.brbrWith 3 spacious bedrooms and 2 full bathrooms, Flint Ridge comfortably accommodates families, friends, or a weekend getaway with your favorite group of gals. This warm and inviting home features an open concept living area, loft overlooking the living room, fully equipped kitchen, vintage Nintendo, and cozy touches throughout. Step outside and explore all that Door County has to offer- scenic hikes, charming waterfront towns, and local dining are all just a short drive away.brbrProperty Features: br+ New Construction br+ 3 Smart TVs with Roku and Firestick (Living Room, Bedroom 1, and loft sitting area)br+ 5 minutes from Downtown Sister Baybr+ Fire pit (chairs seasonally available)br+ Picnic Tablebr+ Charcoal grill (guests bring charcoal)br+ Sprawling private propertybr+ Gas Fireplace in main living roombr+ Vintage Nintendo br+ Dining table with seating for 6br+ Breakfast bar with seating for 4br+ Sound Systembr+ Fully equipped kitchen (see amenities) br+ Drip coffee machine and Keurigbr+ Excellent Wi-Fi (Starlink)br+ Central air and heatbr+ Charcoal Grillbr+ Extra Fridge and Freezer in Garagebr brSleeping Configuration: brBedroom 1 (main level): King size bed, Smart TVbrBedroom 2 (second level): Queen size bedbrBedroom 3 (second level): Queen size bedbr  brBathrooms: brBathroom 1 (main level): Full bathroom with walk-in shower, hair dryer brBathroom 2 (second level): Full bathroom with tub shower combo, hair dryer brbrParking: br6 parking spots available in drivewaybrGarage access with 1 spot available!br brAmenity + damage protection waiver includes: br- Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) br- A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. br- PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage). br brHome Truths: brCamera on the outside of the house facing driveway.br brThis home is located in a quiet community with neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors and municipal restrictions, we cannot accommodate parties at the property including bachelor or bachelorette parties, reunions, weddings, or other gatherings. br brDoor County Tourism Zone Commission Permit #32-56-3293-07br brPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.
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Sleep 6

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$850.77

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Private Vacation Home

Sister Bay Waterfront Cabin with kayaks, boathouse deck, and game room!

Sister Bay, Wisconsin, United States

Bayfront Log Cabin Escape — Best of Door County Waterfront Living!brbrExperience one of the most magical Vacation homes in Door County — a private bayfront log cabin just minutes from downtown Sister Bay. With direct access to the water, epic sunsets, kayaks, and a fun-filled game room, this standout Door County vacation rental blends relaxation, adventure, and local charm. Perfect for families, friends, and getaway seekers who want both nature + walkability near restaurants, marinas, galleries, and beaches.brbrTHE SPACE — Where Comfort Meets Waterfront Viewsbr-Sleeps 8 br-3 bedrooms + sofa bed (King, Queen, Queen)br-2 fully updated bathroomsbr-Remodeled kitchenbr-Cozy living room with a gas fireplacebr-Large windows with bay viewsbr-Fast, High-speed Wi-Fi — Ideal for working remotelybr-Washer + Dryerbr-Coffee bar — feels like homebrbrOUTDOOR FEATURES — Wake Up to the Baybr-Private shoreline on Sister Bay — paddle straight from your doorstepbr-Kayaks with life vests includedbr-Boathouse with upper deckbr-Fire pit & Gas grill — perfect for cozy evenings under the starsbrbrFUN & GAMES — Rain or Shinebr-Dedicated game room with:br-Shuffleboardbr-Dartsbr-Wall hookybr-Classic arcade games — ideal for all ages!brbrLOCATION — Close to It Allbr-3 minutes to downtown Sister Bay — shops, nightlife, and festivalsbr-Steps from live music, marinas, galleries, and local parksbr-Explore Door County restaurants and cafés — local flavors just a short drive awaybr-Minutes from Ellison Bay, state parks, boat launches, and wineriesbrbrTHE HOSTSbr-When you stay with Northern Door Vacations, you’ll enjoy truly personalized, local service—no call centers, no robots—just a real Door County team who answers every call and text, before and during your stay. NDV — where vacations feel personal.brbrReady for a memorable Door County getaway This waterfront gem delivers the best of nature, comfort, and local culture — all from your very own bayfront vacation home. brbrNOTESbr-To ensure a seamless check-in experience, guests are required to review and sign our standard rental agreement prior to arrival. This helps us comply with local regulations and provide the best possible stay.br-In an effort to keep the entire property more secure, the house is equipped with a ring camera at the front entrance and a security camera on a tree facing the waterline in the backyard.br-Although we have a relaxed cancellation policy, we still incur the 4% cc fee. Your refund will be in full, minus the 4% cc fee. This is detailed in the guest contract.br-The primary renter must be 25 years or older.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(39)

$668.52

/ Nightly
Private Vacation Home

Family-Friendly, Historic, Renovated Sister Bay Farmhouse with Crib + Toys

Sister Bay, Wisconsin, United States

Welcome to Oak & Orchard House, a family-friendly, beautifully renovated 1923 farmhouse on a quiet street, nestled between forest and field. 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.brbrThe spacebrYou will feel at home in the fully equipped kitchen with granite countertops, farmhouse sink, stainless steel appliances, and handcrafted island made with reclaimed wood. Relax and gather with friends and family in the open concept living room and dining room with original built-in leaded glass china cabinet, exposed brick chimney, and one-of-a-kind antique furniture. Rainy day or not, there are plenty of things to do indoors. Stream your favorite shows and sports on the Samsung Smart TV, make a puzzle, or cozy up in the window seat with a good book. Grab a deck of cards or board games like The Game of Life, Clue, Sequence, Monopoly, and more. There is also a gorgeous bathtub downstairs to relax and unwind, or a traditional shower in the upper bath with lots of natural light. brbrWorking virtually With reliable internet, strong cell service, a built-in desk and multiple workspace-friendly areas in the house, this is the perfect place to work from home.brbrEnjoy your morning coffee out on the huge deck while listening to the birds and look for wildlife. or fire up the 5-burner gas grill and watch the sunset. The fire pit behind the garage is perfect for roasting s'mores and star-gazing. Little ones will love the swing set and tons of space to run and play. Challenge your crew to a friendly game of croquet, or toss a frisbee in the backyard.brbrPerfect for Babies & Young FamiliesbrbrTraveling with a baby or young child You can leave the bulky gear at home. This home is thoughtfully equipped to make family travel easy and comfortable.brbrFor babies & toddlers, we provide:brbr* Cribbrbr* High chairbrbr* Changing padbrbr* Baby Bjorn training pottybrbr* Children’s books, toys, coloring activitiesbrbr* Children’s silverware, dishes, and cupsbrbr* Outlet coversbrbr* Bottle warmerbrbr* Baby monitorbrbr* Baby washbrbrPlease Note: Some reviews written prior to 2026 reference long-term tenants who previously lived at the separate dwelling at the back of the home; however, they no longer reside on the premises. From time to time, our family may visit and use the separate residence on the property. Your guest space remains fully dedicated to you and your group during your stay.brbrFor guest security, an exterior Nest camera is located at the side and back doors, monitoring the entrances and driveway only.brbrABOUT THE HOUSE:brbr* Sleeps up to 6- maximum guest totalbrbr*1 dog allowed, up to 50 pounds, with prior approval. There is a pet fee of $30 per night (maximum of 1 dog). brbr* 3 Bedrooms + 2 Full BathroomsbrbrBedroom #1: Upper Level, King size bed, Ceiling fan, room darkening shades, hangersbrbrBedroom #2: Upper Level, 2 twin beds, 1 crib, room darkening shadesbrbrBedroom #3: Upper Level, Queen size bed, room darkening shades, hangersbrbrBathroom #1: Main level, Full bathroom with shower + tub, hair dryerbrbrBathroom #2: Upper level, Full bathroom with walk-in shower, hair dryerbrbrBed linens, pillows, blankets, bathroom linens, and beach towels are provided.brbrWe provide a starter pack of essentials which includes the following: 2 rolls of toilet paper per bathroom, paper towel, dish soap, dishwasher soap, hand soap and garbage bags. brbrWe also supply shampoo, conditioner, and body wash in each bathroom.brbrDue to state health and safety licensing guidelines, all pantry items must be removed between guests. Please bring cooking essentials you might need such as cooking oil/spray, salt, pepper and other spices, sugar, etc. as legally we are prohibited from providing them to guests.brbrKITCHEN AMENITIES:brbrFully equipped with a refrigerator, freezer with ice maker, stove, oven, dishwasher, microwave, blender, hand mixer, waffle maker, toaster, pots and pans, baking sheets, other basic cooking supplies, dishes, utensils, glassware, and wine glasses.brbrTraditional drip coffee pot, coffee bean grinder, Nespresso machine, electric tea kettle.brbrOTHER AMENITIES + APPLIANCES:brbr* Internet strong enough to support video meetingsbrbr*1 Smart TV in the living roombrbr* Washer + Dryerbrbr* Central Heatbrbr* A/C + 3 portable fansbrbr* Some books and games for your enjoyment!brbrOUTDOOR AREA:brbr* Firepit with 6 adult chairs + 2 child chairsbrbr* Patio table with 6 chairsbrbr* Propane grillbrbr* Croquet, football, and frisbee for outdoor fun!brbrOther things to notebrbrMust climb stairsbrbrThe master bedroom does not have a heat source other than the gravity vent. We provide a space heater for that room during the cooler months.brbrDoor County Tourism Zone Commission Permit #32-56-2659-00
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Exceptional(13)

$968.87

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Private Vacation Home

Classic Door County Cottage on Lake Michigan + Great for Families

Sister Bay, Wisconsin, United States

Welcome to Tranquility Bay Getaway, our stunning waterfront retreat in Sister Bay hosted by The Simple Life Rentals! This charming home offers a perfect blend of tranquility and adventure, promising an unforgettable getaway for you and your loved ones.brbrYou'll be greeted by the cozy atmosphere and captivating views of Lake Michigan. With three beautifully appointed bedrooms and two spacious baths, this retreat comfortably accommodates families or groups of friends. The living area is designed to be a gathering space where you can unwind. The kitchen is fully stocked to ensure you have all of the comforts of home. Amenities such as a private office space, washer, dryer, games and two Smart TVs may entice you to stay even longer.brbrStep outside onto the huge deck and enjoy the breathtaking vistas that surround you. The private Lake Michigan waterfront offers a rocky shore but is suitable for swimming. With a large deck, outdoor seating, a firepit, and a private view of the sunrises and start, you may spend most of your time outside enjoying the beach, water and views.brbrThis property allows up to 2 well-behaved dogs. There is an additional fee collected at booking.br  brProperty Features:br+ Private, Lake Michigan waterfrontbr+ Large deck with plenty of seatingbr+ Grill and fire pit br+ Outdoor gamesbr+ Hammock (seasonal) br+ Dog friendly - 2 maximumbr+ Internet/ Wi-Fi (due to the rural nature of the property, Wi-Fi and cell phone coverage and service can vary)  br+ 2 Smart TV's (living area and main level bedroom) with Roku streaming device. Guests may log in using their own accounts. br+ DVD and Blu Ray players with video librarybr+ Dining area includes 2 bar stools at the kitchen counterbr+ Electric baseboard heat (No air conditioning)br+ 3 portable fans (one in each bedroom as well as ceiling fans in bedrooms)br+ Wood burning fireplace in living area (please bring local firewood)br+ Books, puzzles and guitar provided for guest’s enjoyment br+ Desk and chair in bedroombr+ Highchairbr+ Pack ‘n Play (guest need to bring linens)br+ Children's books, toys and silverwarebr+ Yoga mats br+ Washer, dryer, iron, ironing boardbr+ Fully equipped kitchen (see amenities)brbrSleeping Accommodations:brBedroom 1 (main level): Queen size bed, TV, ceiling fanbrBedroom 2 (upper level): Queen size bed, ceiling fanbrBedroom 3 (upper level): Queen size bed, ceiling fan br brBathrooms: brBathroom 1 (main level): Full bathroom with combination tub and shower, hair dryer.brBathroom 2 (upper level): Full bathroom with walk-in shower.brbrOutdoor Area:brLarge deck with patio table with 6 chairsbrLarge umbrellabr2 seat couch, 2 loungers, 1 small table brPropane grill (propane provided)brCharcoal grill (guests provide own charcoal) brFire pit with 4 chairs (please bring local firewood) brCornhole game (bean bag toss)br4 parking spots available in driveway with room for a trailer and boat, per municipal ordinancebr brWater Access:brRocky shorelinebrWater is swimmable, and is shallow for approximately 300 feet, then gradually gets deeperbr2 adult, universal life vests on site for guest use brNo dockbrClosest public boat launch is in Baileys Harbor br  brAmenity + damage protection waiver includes:br• Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) br• A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. br• PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage). brbrHome Truths:brNo ice maker or dockbrHome does not offer air conditioning, it does provide fans (portable and ceiling fans).brThe garage is not accessible for guest use.brbrThis home is located in a quiet community with neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors, we cannot accommodate parties at the property including bachelor or bachelorette parties, reunions, or other rowdy gatherings. br brDoor County Tourism Zone Commission Permit #32-56-3104-07 brbrPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.
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Bath 2

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Sleep 6

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