Vacation Home Rentals By Owner In Sister Bay, WI

$846.2

Modern Home | Walk to Downtown, Hot Tub & GameRoom

Sister Bay, Wisconsin, United States

Wooded Wonder managed by Getaway and StaybrbrCozy up at Wooded Wonder, just two blocks from the harbor and steps from Al Johnson’s! Kids and adults will love the game room with foosball, arcade games, and chess, while the open kitchen and living area invite family gatherings. After snowy adventures in Sister Bay, relax by the fire table and enjoy peaceful forest views—perfect for a memorable winter family getaway!brbr● 5 min walk to Sister Bay Marinabr● 9 min walk to Wild Tomatobr● 7 min walk to Al Johnson's Swedish Restaurant & Butikbr● 11 min walk to Sister Bay BeachbrbrPROPERTY HIGHLIGHTSbr● Hot Tubbr● Dog friendly!br● 4 bedrooms: 2 king-size beds, full over full bunk beds and queen pullout sofa, and two more full bedsbr● 3 bathrooms: 1 full-size bathroom on the lower level, 1 ensuite bath on the main floor, also 1/2 bath on the main floorbr● Modern and cozy living room with fireplacebr● Open concept kitchenbr● Free high-speed internet and smart TVbr● SMEG Drip and Keurig K-Duo coffee makersbr● Loft Workspacebr● Outdoor Fire Table with ample seatingbr● Foosball, arcade machine and board gamesbrbrExpect 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 inviting home boasts four beautifully appointed bedrooms, each designed with comfort and style in mind. Bedroom 1 is a bright and airy retreat featuring a luxurious king-size bed, soaring ceilings, and sliding glass doors that open to a private outdoor area. Bedroom 2, the master suite, offers a cozy ambiance with another king-size bed, a comfortable seating area with a fireplace, and a unique gold clothing rack. The master bedroom features soaring ceilings and two large windows that flood the space with natural light—perfect for early risers who love waking up with the sun and enjoying breathtaking views right from bed. Bedroom 3 is perfect for families or friends, featuring two double beds and a sofa bed, along with a well-appointed ensuite bathroom. Finally, Bedroom 4 provides a fun and functional space with two double beds, creatively configured as a bunk bed and a standard bed, a large flat-screen TV, and a cozy sofa. Throughout the home, guests will appreciate the modern décor, ample natural light, and thoughtful touches that create a welcoming and relaxing atmosphere.brbrLIVING ROOM AND KITCHENbrOpen-concept living area seamlessly blends the kitchen, dining, and living spaces, creating a bright and airy hub perfect for gatherings and relaxation. The modern kitchen is a chef's delight, featuring sleek cabinetry, ample counter space, high-end appliances, a convenient breakfast bar with stool seating, and large windows offering picturesque views of the surrounding greenery. Adjacent to the kitchen, the elegant dining area boasts a modern dining table with comfortable seating, ideal for both formal meals and casual gatherings. The inviting living room, just steps away, is anchored by a plush sectional sofa adorned with colorful throw pillows, creating a cozy space around the fireplace and large flat-screen TV. Two stylish armchairs offer additional seating, while the room's soaring ceilings and unique triangular window enhance the sense of spaciousness and natural light. This combined living space is designed for both functionality and style, offering a welcoming atmosphere for entertaining and unwinding.brbrHOT TUBbrStep outside onto the expansive private deck and discover a tranquil oasis designed for relaxation and rejuvenation. The centerpiece of this outdoor retreat is a luxurious hot tub, perfect for soaking and unwinding while surrounded by lush greenery and mature trees. Comfortable lounge chairs offer ample seating for socializing, sunbathing, or simply enjoying the peaceful ambiance and stargazing in the evening. This secluded setting provides the perfect escape to connect with nature and melt away the stresses of daily life.brbrOUTDOORSbrWe hope you enjoy the hot tub, outdoor fire table and the Weber gas grill! We require that all use follows posted rules regarding fire safety, including adult supervision and turning these fully off and closing their lid and cover after use. Indoors or outdoors, please no smoking, candles, fireworks, burning or firearms. Children must be supervised indoors and outdoors.brbrGAMESbrThis home offers a dedicated game area designed for fun and entertainment, seamlessly connected to the main living space. Challenge friends and family to a lively game of foosball, test your skills at the classic Ms. Pac-Man arcade game, or engage in a more strategic board games. The open layout of the game area allows for easy interaction with those in the adjacent living spaces, creating a social and engaging atmosphere for all ages. This thoughtfully designed space adds an extra layer of enjoyment to the home, ensuring there's something for everyone to enjoy during their stay.brbrBEACH GEARSbrWe want you to be beach ready! We provide paddle boards, paddles, life jackets, beach chairs, towels, swim noodles and car racks. We require that all use is adult supervised and follows posted safety rules, such as no use by non-swimmers and checking the gear for safety, damage or fit prior to use.brbr★ HOUSE RULES & OTHER POLICIES ★brbrPETSbrWe warmly welcome up to 2 pets to join your stay! There is a $100 fee per pet. If you're bringing more than one, please let us know in advance. To ensure a pleasant experience for everyone, pets must potty in the designated area next to the parking pad and please bring bags to clean up after them. No pets in beds or on the furniture. Also, please follow Sister Bay’s pet rules (such as pets on leash, no pets on beach). brbrPARKINGbrSister Bay allows a maximum of 4 cars (no boats or trailers) on the property and 2 cars must be garage parked. No street parking, but there is a public parking lot, including for boat trailers, just across the street. For long term parking, call the Marina at 920-854-4457 for helpful options.brbrSECURITY FEATURESbrTo ensure the safety and peace of mind of our guests, we have several security features in place, including multiple locks, loud audible alarms that are easy to activate, and an exterior security camera. These measures are designed to enhance security and provide a worry-free stay.brbrNEIGHBORHOODbrOur home is in a residential neighborhood and we host up to 10 guests. Please respect the neighbors as if you lived here. No events or loud gatherings. Quiet hours are 10PM to 10AM. brbrHOUSE RULESbrYou must follow your booking platform’s ground rules for guests and our house rulesbrbelow, several of these come from the Village of Sister Bay and keep our license in goodbrstanding. By booking, you agree to our house rules below:brbrBooking requires the execution of an additional rental agreement.br10 guest maximumbrCheck in is after 4:00 PMbrCheck out is on or before 10:00 AMbrQuiet hours are 10:00 PM to 9:00 AMbrNo smokingbrNo parties, events or professional photographybrbrGuests acknowledge the presence of a hot tub. Guests agree to follow the safetybrstandards in these House Rules and as posted. Ensure the hot tub is covered after usebrand that all use is age and health appropriate.brbrFor everyone’s safety and comfort, smoking, candles, fireworks, firearms, and openbrflames are not permitted.brbrGuests assume all risk associated with their pets and hot tub, failure to adhere to thebrHouse Rules or posted safety standards and agree to indemnify and hold the hostbrharmless from any claims arising from failure to follow House Rules, posted safetybrstandards, guest negligence or intoxication.brbrSUPERVISIONbrWe are parents ourselves and we supply you with things like a crib, high chair and babybrgates, but you must follow manufacturer safety instructions and supervise your childrenbrat all times, including their access to the deck, hot tub, water equipment, proximity tobrfire pits or grill and exploration outside.brbrSECURE PAYMENT & GUEST VERIFICATIONbrWe’re committed to providing a smooth, secure, and trusted experience for all of our guests. To help ensure that, we require a quick verification process after booking. This includes signing a rental agreement and uploading a valid photo ID through our secure guest portal.brbrIf the person booking is not the cardholder, we may also request a brief credit card authorization form and a selfie for confirmation. These simple steps help protect your reservation, prevent fraud, and ensure your funds are safe.brbrWe do this to create a safe, respectful environment - for you and for all future guests. It’s a straightforward process, and it helps us continue hosting the kind of great people this home was designed for.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 clea

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$690.9

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Private Vacation Home

Walk to Shops & Dining – Renovated Gem

Sister Bay, Wisconsin, United States

Summary:brbrCompletely renovated 4BR/2BA home just a 4-minute walk to Sister Bay Beach! Enjoy a spacious yard, fire pit, outdoor dining area, and included beach gear. Perfect for families or groups. Please note: we’re located directly behind Husby’s, which hosts live music nightly in summer. Light sleepers may prefer a quieter spot outside of town.brbrbrbrThe Space:brbrMain FloorbrbrStep inside to a cozy living room with luxury vinyl floors, stylish decor, an 88” leather sofa, comfy seating, and a large Smart TV. The open-concept kitchen/dining area features wraparound cabinetry and a central 8-foot counter-height table, perfect for connecting over meals. Off the kitchen, step out onto a spacious new deck with Polywood furniture, a dining set, and a fire pit in the grassy backyard—plus bean bag toss for fun!brbrbrbrThis level also includes a serene master bedroom with a king bed and Smart TV, as well as a full bath with a tub and tiled shower (not en suite for shared access). The staircase to the second floor is located here as well.brbrbrbrSecond FloorbrbrUpstairs, you’ll find a second living area with a cozy couch, board game table, Smart TV, aa 60 games in 1 arcade machine for those rainy days, and toys for all ages. One king bedroom includes a balcony and connects to a full bathroom with tiled tub/shower, also accessible via hallway for use by other guests. Down the hall, another spacious bedroom offers 2 queen beds and a Smart TV.brbrbrbrLower LevelbrbrAccessible through the kitchen, the lower-level bedroom features 2 queen beds, a Smart TV, and a large egress window for plenty of natural light. A brand-new washer and dryer are available in the adjacent laundry room.brbrbrbrDesigned with families in mind, this home is walkable to everything Sister Bay has to offer. We can’t wait for you to relax and enjoy your stay!brbrbrbrGuest Access:brbrYou’ll have full access to the entire home during your stay. Please note: Sister Bay has a “no overnight street parking” ordinance. This property includes 2 designated parking spots. If you’re traveling with more than 2 vehicles, please reach out before booking—we can usually make it work!brbrbrbrThe Neighborhood:brbrWelcome to Sister Bay – Door County’s Vibrant North!brbrNestled along the sparkling shores of Green Bay, Sister Bay is the beating heart of northern Door County. As the largest village in the area, it offers the perfect blend of small-town charm and year-round energy. No matter the season, you'll find a wide variety of restaurants, taverns, and shops open and welcoming.brbrbrbrFrom your stay, you're just steps away from it all—stroll to the famous Al Johnson’s Swedish Restaurant, where goats graze on the sod-covered roof, or enjoy a relaxing day at Sister Bay Beach, one of the most popular swimming spots in Door County. The Marina is right nearby, offering boat rentals, sunset cruises, and beautiful waterfront views.brbrbrbrThe village is also home to an impressive variety of local boutiques, galleries, and eateries—from wood-fired pizza and craft cocktails to gourmet cheese and hand-crafted ice cream. Whether you're exploring on foot, bike, or by kayak, there’s something around every corner to discover.brbrbrbrWith lively festivals, live music, outdoor recreation, and breathtaking sunsets, Sister Bay is the ultimate Door County destination—and you’ll be right in the middle of it.brbrbrbrGetting Around:brbrWe’re within walking distance to just about everything Sister Bay has to offer—including the beach! To make your beach days even easier, we’ve provided a beach wagon so you can skip the parking chaos and roll right down with all your gear.brbrbrbrOther Things to Note:brbrThis Airbnb is perfectly situated between two amazing local favorites—Husby’s and Roots! If you’re looking to be in the heart of the action, this is the spot for you. Husby’s and The Garage next door feature outdoor live music during the summer and fall, adding to the vibrant energy. Light sleepers may want to take this into consideration when booking.brbrSister Bay has recently passed a no overnight street parking ordinance. This property only has 2 parking spots, you should inquire before you book if you are traveling with more than 2 cars. We can usually make it work!brbrbrbrInteraction with Guests:brbrI live just 10 minutes away and will be available for anything you need!

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$991.42

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Private Vacation Home

Sister Bay Retreat | Sleeps 12 + Game Room

Sister Bay, Wisconsin, United States

One minute. That’s it.brOne minute from downtown Sister Bay—and yes, you can walk to all your favorite spots. Coffee, cocktails, waterfront sunsets, shopping, dining—it’s all right there. Then come home to a huge, retro-chic retreat built for groups, games, and late-night fires.brDesigned to grab your attention and keep you in vacation mode from check-in to check-out..brbrTHE VIBEbrModern. Retro-chic. Thoughtfully designed.brThis is not your average rental—it feels like a vacation the second you walk inbrbrTHE SPACE (Big, Bright & Built for Groups)br- 4 bedrooms + finished lower level with Bonus Sleeping Roomsbr- 3 Full Bathroomsbr- 2 Car Garagebr- High-speed Wi-Fi throughout for streaming & remote workbrbrBEDROOM LAYOUTbr- Bedroom 1- Main Level, Ensuite Bath, King Bed, Smart TVbr- Bedroom 2- Main Level, Queen Bed, Smart TVbr- Bedroom 3- Main Level, Queen Bed, Smart TVbr- Bedroom 4- Lower Level, 2 Queen Beds, Smart TVbr- Bonus Room 1- Lower Level, Queen Bed, Smart TVbr- Bonus Room 2- Lower Level, Queen Bed, Smart TVbrbrKITCHEN & LIVING AREAS br- Open-concept main level made for entertainingbr- Chef’s kitchen with modern appliancesbr- Dedicated coffee & wine barbr- Multiple, Stylish, comfy sitting areas with curated furnishingsbr- Walk out to the large deck overlooking the yard & fire pitbrbrGAME ROOM & ENTERTAINMENTbr- Large lower level with Foosball, Arcade Games, and Morebr- Large Screen Smart TV for Movie Nights or FunbrbrOUTDOOR LIVINGbr- Fire Pit with Adirondack chairsbr- Expansive deck with eating and lounging areabr- Yard games in the garagebr- Wooded backyard – peaceful, private, and still centralbrbrLOCATION br- Walk to downtown Sister Bay (yes, really)br- 2 Blocks from Pirate’s Cove Mini Golf & Peach Barn Brewerybr- 1-minute drive to the Sister Bay waterfront & marinabr- Central home base for all of northern Door CountybrbrNEED MORE SPACE br-Cherry Cabana is next door to its sister home, Cozy Cabana. Together, they form the Cabana Club—perfect for extended families, reunions, or group getaways who want to stay close (but not too close).brbrTHE 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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$538.59

/ Nightly

Private Vacation Home

3 Mi to Sister Bay Beach: Family Home w/ Yard

Sister Bay, Wisconsin, United States

Scenic Door County Location | Relax Fireside | 2 Mi to MarinabrbrOutdoor fun and tranquil views await at this laid back Sister Bay vacation rental! With this 3-bedroom, 2-bath home as your launching pad, you'll have easy access to the village's delicious dining options, family-friendly beaches, and Lake Michigan marinas. After your adventures, you can cozy up by the fire or watch the kids play in the backyard. Book your stay today and experience 'The Door' like never before!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 full bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 2 twin bedsbr- Loft: 1 queen sleeper sofa, 1 twin sleeper sofabrbrINDOOR LIVINGbr- Smart TVs, board gamesbr- Decorative fireplacebr- Group-friendly dining tablebrbrOUTDOOR LIVINGbr- Private deck, outdoor dining areabr- 2 wood-burning fire pits w/ seatingbr- Gas grill (propane provided)brbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Ninja drip coffee makerbr- Blender, toaster, microwavebr- Cooking basics, dishware & flatwarebr- Fondue maker, high chairbrbrGENERALbr- Free WiFibr- Central A/C & heating, ceiling fansbr- Washer, dryer, laundry detergent, iron & boardbr- Linens & towelsbr- hair dryer, hangersbrbrFAQbr- Quiet hours (10:00 PM-10:00 AM)brbrACCESSIBILITYbr- Exterior steps required for entrybr- 2-story homebr- Bedroom/bathroom on 1st floorbrbrPARKINGbr- Driveway (4 vehicles)br- Grass parking (2 vehicles)brbr-- THE LOCATION --brbr- Peaceful setting minutes from Door County’s most-loved outdoor attractionsbr- 2 miles to Marina Park & Sister Bay Marinabr- 3 miles to Sister Bay Beach: famous Swedish dining & summer sunset concertsbr- 5 miles to Pebble Beachbr- 8 miles to Peninsula State Parkbr- 88 miles to Green Bay Austin Straubel Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowed br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 10:00 AMbrbrADDITIONAL INFORMATIONbr- This 2-story home requires exterior steps to enter. One bedroom and a full bathroom are available on the 1st floor br- The fireplace is not available for guest use

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$767.3

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Private Vacation Home

Private Sandy Beach Retreat on Sand Bay

Sister Bay, Wisconsin, United States

Twin Peaks | Private Sandy Beach Retreat on Sand BaybrbrWake up to panoramic water views and step outside to your own private sandy beach on Sand Bay—just steps from your back door. Twin Peaks is the ultimate Door County escape, where mornings start with coffee on the deck and days are spent on the water. With room for the whole group and unbeatable lake access, this is what a true waterfront getaway is all about.brbrTHE SPACEbrSingle story home, nestled on a private tree-lined lotbr-5 bedrooms | 3 full bathrooms | Sleeps 10br-Stunning water views throughout the propertybr-Canoe and kayak for guest usebr-Walk right out the back door to a lush lawn leading to your private sandy beachbr-Fully equipped kitchen for meals at homebr-Large deck perfect for soaking in the viewsbrbrBEDROOM LAYOUTbrIdeal for families and groups with flexible sleeping arrangementsbr-Bedroom 1 – Queen bedbr-Bedroom 2 – Queen bedbr-Bedroom 3 – Two twin bedsbr-Bedroom 4 – Two twin bedsbr-Bedroom 5 – Two twin bedsbrbrOUTDOOR LIVINGbr-Private sandy beach on Sand Baybr-Direct water access and gear for swimming and relaxingbr-Canoe + kayak provided for exploring the lakebr-Fire pit for evenings under the starsbr-Picnic areas for outdoor diningbr-Expansive deck with incredible sunrise viewsbrbrLOCATIONbr-8 minutes to Sister Baybr-10 minutes to Baileys HarborbrbrNearby:br-Restaurants, bars, and coffee shopsbr-Local boutiques and galleriesbr-Parks, trails, and outdoor adventuresbr-Wineries and Door County attractionsbrbrWhether you’re paddling along the shoreline, roasting marshmallows by the fire, or watching the sunrise over the bay, Twin Peaks offers the kind of waterfront experience that guests come back for year after year.brbrYOUR HOSTSbrWhen 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.brNOTESbr-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-The primary renter must be 25 years or older.

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$693.93

/ Nightly

Private Vacation Home

Charming Home Walking Distance to Downtown Sister Bay!

Sister Bay, Wisconsin, United States

Indigo House is an exquisitely decorated, meticulously maintained, and warm feeling three bedroom home that is a quick ten-minute walk to buzzing downtown Sister Bay. This property has everything you need for your Door County getaway. Stay in and cook in the well-appointed kitchen with large breakfast bar and dining area, relax outside on the large deck and private backyard, or take a short stroll/drive to downtown Sister Bay! Whatever you decide you're no more than a 15-minute drive to Ellison Bay, Ephraim, Fish Creek, Egg Harbor or Baileys Harbor; location is everything and this home is perfectly placed to explore Door County. Sleeping areas include king, queen, and double beds, along with a sleeper sofa. The large family room with fireplace has ample space for everyone to engage in conversation or take in a movie together. Two full baths with shower/tub combination and a washer and dryer round out this special home. Stay in a complete home where everyone has plenty of space to relax after a long day of traversing the peninsula! Indigo House is your home away from home as you explore and enjoy all the Door peninsula has to offer.brbrPlease know that this property is located in a residential neighborhood and we are so very blessed to have amazing neighbors. Therefore this property is geared towards quieter/low key adult/family vacations. Per Sister Bay ordinance, quiet hours are 10PM-10AM. We under no circumstances cannot and will not accommodate bachelor or bachelorette parties, reunions or other rowdy gatherings of any kind. Please be mindful of our expectations before you choose to book this special property.brState of Wisconsin License #MDON-CNWN76brDoor County Tourism Zone License #34-56-2909-00brSister Bay Rental License #23-032brbrAbout the space: br* Sleeps up to 6 guests totalbr* 3 Bedrooms/2 Full Bathroomsbr* Internet- strong enough to support Zoom meetings (due to the rural nature of Door County, WIFI and cell phone coverage and service can vary) br *Roku TV br* Washer & Dryerbr*Air Conditioning and Central heatbrbrKitchen Amenities:brThe kitchen is fully equipped with refrigerator, freezer, stove, oven, dishwasher, microwave, and toaster.brAlso available are pots and pans, baking sheets, other basic cooking supplies, dishes, utensils, glassware & wine glasses. brTraditional drip coffee pot & KeurigbrbrSurrounding Area:brDoor County is full of many amazing things to see and do! We recommend you check out Destination Door County, the visitors' bureau, to help map out your vacation. Everything Door County is also a great FB group to join to get recommendations on everything from favorite restaurants to favorite tours, places to rent boats, and things to do.brbrProvided:brBed linens, pillows, blankets, and bathroom towels are provided. Please bring your own beach towels (if applicable).brWe do supply a starter set of paper products including paper towel, toilet paper, hand soap, dish soap, and garbage bags. br

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$2064.97

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Private Vacation Home

Beautiful brand new home just steps away from downtown Sister Bay.

Sister Bay, Wisconsin, United States

brRight on the water with gorgeous views of the bay and our stunning local sunsets, complete with fire pit to cozy up to on those cooler summer nights. Featuring a modern and spacious kitchen with plenty of seating at the island as well as dining area this home also features multiple areas to lounge and relax. 4 bedrooms and five bathrooms provide plenty of room.brbr*Turnover day is Friday for the peak season*brbr** No Camper or Boat parking at any time. Contact the local township for information on public overnight parking **br** Parking of up to four vehicles at all times, including any visitors**brbrAccomodations:brFully Stocked KitchenbrKeurig Coffee MakerbrTwo laundry roomsbrBeautiful viewsbrWithin walking distance to townbrbrLocation: Sister BaybrBedrooms: , King, King, Queen, 5 Full and 2 Twin(Bunk Room)brBathrooms: 4, All Full with ShowersbrMax Occupancy: 12brNo SmokingbrPets: NobrSatellite/Cable: YoutubeTV(streaming)brInternet: Yes, WirelessbrAir Conditioning: Yes, centralbrFire Pit: Yes

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$588.74

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Private Vacation Home

A historic completely restored home on a five acre cherry orchard- pet friendly!

Sister Bay, Wisconsin, United States

The Swedish Orchard Farm is the perfect place to enjoy a true Door County setting for your family vacation or to host your wedding or special event. This farm will be all yours and has a five acre cherry orchard that blooms in late May. In the fall the maples in the yard light up in reds, oranges, and yellows. All eight acres are yours for hiking and exploring. Please feel free to pick any fruit on the farm which ranges from plums, apples, raspberries, and apricots- just to name a few! brbrBonfires with complimentary fire wood is right out your back door. Enjoy a dark, starry sky while watching the fire crackle. Beach Road is pedestrian friendly- bicyclists, runners, walkers, families with strollers is a common scene here. Don't forget to enjoy the sunset from the front porch with a view of the yards' mature maple trees, and dense woods and the bay below. Outdoor dining is an option on the back deck; it's also a great place to sun bathe, read a book, or enjoy drinks with friends. brbrFor those looking to work from the farm, the internet is currently the fastest in the county thanks to requests of neighbors working from their homes. Multiple streaming is possible and the homes' internet will handle all your platforms- from zoom meetings to fast downloads and uploads. The front porch is a popular choice for working while still remaining in touch with the outdoor surroundings. brbrThis property is situated exactly between Sister Bay and Ellison Bay so a quick run to the Ellison Bay General Store for a forgotten item is easy if you want to avoid bustling Sister Bay. At the south end of Beach Road is the Ice Cream Factory with home made ice cream, sandwiches and pizza. On the north end the road comes to a T- turning left down a steep hill leads to a remote rocky beach. Heading right at the end of Beach Road will bring you to the most beautiful park in the area- Ellison Bluff County Park. This gem is a best kept secret and has hiking trails and a stunning bay facing overlook. Another park north of Ellison Bay is called Door Bluff Headlands and is accessible all the way to the water, if your an experienced hiker. It is steep, remote and amazingly beautiful.brbrDue to our abundant wildlife and the fact that there are houses nearby, even though they are hidden in the trees, we ask that you do not bring any weapons onto the property, not even a sling shot as all the creatures here are welcome without fear or threats from people. The wildlife is harmless to all people and we do not have poisonous animals in the county. We do have deer, fox, rabbits, a rare pine or garter snake, a variety of squirrels, eagles, turkeys, gulls, and song birds. brbrAlthough there are too many species to list, the animals are residents of this farm. On a very rare occasion there has been black bear spotted but your chances of seeing one is next to zero. Wolves too are very rare but we do have coyotes moving through in pursuit of rabbits. Due to the coyote presence, please don't let your dogs unattended at night. Day time romps through the orchard is what dogs live for, but during the evenings your dogs should be close to you or leashed. Coyotes are fearful of even a human scent so all will be well for you and your pets. brbrReach out to me about anything, including questions of the area. I'll respond typically with a text. Dining, boat trips out of Sister Bay, day trips to Rock Island, a list of best parks and beaches- I will steer you in the right direction to make sure you have the best Door County vacation imaginable. brbrSo get ready to decompress, relax and soak up the beauty of this property. It is an amazing peaceful place that has to be experienced to comprehend. As one guest commented, The place was amazingly quiet and peaceful. We felt like we had the whole top of the peninsula to ourselves. brbrPlease note that home improvements are on-going so most people are pleasantly surprised as the pictures are typically lagging from the upgrades of furnishings and added items to make everyone's stay the best imaginable. There is a pack n' play, hair products, bath products for the claw foot soaking tub, lawn games, an Alexa for music, night time lighting on the back deck, as well as the beauty of the yard and area that can not be captured in pictures, but must be experienced. brbrI hope you can come and enjoy your own piece of this paradise! I appreciate your interest and I will be attentive to any needs. brbrPeder Nelson

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$1848.43

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Private Vacation Home

Premier Waterfront Home Downtown Sister Bay

Sister Bay, Wisconsin, United States

**Newly Renovated** 2023 New Deck & Patio FurniturebrbrOur family recently purchased our dream home in Sister Bay. We have been looking for years, and we could not pass up such a cute cottage in such an amazing location!brbrJust 6 houses down from the Sister Bay Marina, this home is a stone's throw away from some of the best that Door County has to offer! Walk to the beautiful large public beach and pier, the park, the famous Al Johnson's Restaurant, the Wild Tomato, and many other great restaurants and shops.brbrThe 100 year-old Cottage is so charming. There is a spacious family room with large windows overlooking the water. A sliding door leads to the large back deck with outdoor dining and lounge furniture and a gas grill. Enjoy Sister Bay's amazing sunsets on 85ft of private frontage with your family and friends.brbrIf you decide to eat in, there is a full kitchen with a small breakfast bar and dining area. The master bedroom, also on the first floor, has an ensuite bathroom, small sitting area, and full-size wooden crib for anyone traveling with little ones. There is a full bath and 3 more cozy bedrooms on the 2nd floor; 2 queen bedrooms and one bedroom with a full size bed. Because this cottage is older, to get to the small full-size bedroom, you must go through one of the queen bedrooms. This has never been a problem in the past, but we want to make sure it wasn't a surprise! There is also a pull-out couch in the family room if you have 10 people.brbrWhether you are traveling with your friends or family, we hope that you enjoy every minute and make some wonderful memories. If there's anything that we can do to help make that happen, please don't hesitate to ask!br

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$622.58

/ Nightly

Private Vacation Home

Private 3BR Gem on 2.5 Wooded Acres- Close to All

Sister Bay, Wisconsin, United States

Hinter Haven CottagebrA place of solitude, beauty, and peacefulness—Hinter Haven Cottage is your perfect Door County getaway. This charming 3-bedroom, 2-bathroom retreat is tucked at the end of a private drive, surrounded by a quiet woods. You’ll feel worlds away, yet be just minutes from Door County’s most beloved villages and attractions. Thoughtfully maintained and protected with Mosquito Squad services for your comfort.brbrRelax, recharge, and make lasting memories. Book your stay today!brbrAt Hinter Haven Cottage, you can enjoy a peaceful morning coffee, read your favorite book, or simply enjoy the wildlife from the beautiful wrap-around screened in porch. brOutside, you can shoot hoops, play yard games, swing, BBQ on the grill, hang by the fire or explore the woods. In the evening, you will enjoy roasting marshmallows at the campfire pit. Bring your guitar and sing your favorite camp songs. If it’s cool, gather inside around the fireplace playing games or doing puzzles. brbrThe main level of Hinter Haven Cottage has a living room with a fireplace, fully stocked kitchen, a master bedroom with a queen sized bed and a bathroom. Upstairs, there is a spacious family room, two bedrooms (one with twin & full beds and one with a queen sized bed), and a full bathroom with a washer and dryer. The family room has a sectional, flatscreen TV, DVD player and toy area. There is Wi-Fi internet and a wide selection of DVDs, books, and games.brUpdates in 2020 include new carpet, linens, furniture, flatscreen TV, outdoor firepit, tree swings, and gas grill. You will want to come back to Hinter Haven Cottage again and again!brbr2.8 miles to Al Johnson’s restaurant in Sister Bay,br1.9 miles to Anderson Dock in Ephraim,br2.4 miles to Wilson’s Ice Cream,br3.6 miles to Peninsula State Park golf brless than 15 minutes to Fish Creek, Egg Harbor, and Ellison Bay brLess than 10 minutes to Baileys HarborbrbrMy wife and I will be available to contact during your stay via cell phone or email.brbrAny Old Road is a private drive maintained by the 5 owners. Quiet, relaxing and close to everything you need in Northern Door County.brbrThere is plenty of downed branches in the woods. Feel free to pick them up and use them for firewood.brPlease enjoy Hinterhaven Cottage as much as we do. Please keep it nice so as many people as possible can enjoy it too.

2

Bath

7

Sleeps

Exceptional(27)

$709.45

/ Nightly

Private Vacation Home

Walk to Downtown! Wooded 4BR Sister Bay Home

Sister Bay, Wisconsin, United States

You will love Hinter Haven Cottage-North. This home is a short walk from DT and is located on a wooded lot in a desired area of Sister Bay. The home has a king bed and 4 bedrooms, full kitchen with all the amenities. Private deck off the back of the house. 4 bedrooms and full laundry. Games, puzzles, warm family times around the hearth. Easy walk for sunsets and boating fun. You will love the `close to everything` location. Reserve your vacation now.brMosquito Squad services used here.brbrUpstairs there are two bedrooms and a full bath with skylight. On the main floor you have a large master bedroom and master bath with tub and showers. Full size laundry and large spacious garage space. Deck is large and private. Dining area has room for 8 and feeds into the living room. Fully stocked kitchen with coffee makers and blender are waiting for you to use. AND another bedroom . so two BR up and two on the mainbrbrParking outside the garage or in the garage. ** note ** by renting this cottage, you agree to roll the garbage bins to the street either Monday night of Tuesday morning. Sister Bay collects trash on TUESDAY. You agree to roll the bins down and bring them back up. IF YOU fail, you will be charged the extra fee for the garbage company to come back and get the trash. *****brbrGuest can contact us via phone.brbrBEDROOM info: Two upstairs. One larger with TV(Roku) and one regular. Both of these are queen beds. On the main, you have large bedroom with a KING bed and master bath. Down the hall you have another bedroom with a Full size bed and across the hall is the bathroom. This is a desired neighborhood in Sister Bay. The goats from the roof live just east of here. You can watch them go to work each day as they drive in on Hill Road. Wooded and secluded area with very pretty home and a easy stroll to DT Sister Bay or JJ`s restaurant to the north. Sunset viewing is close.brbrThe location is ideal for those who like to walk by the water.brThis home is located in a neighborhood so you need to be respectful of the neighbors and keep the Quiet Times quiet. 10 pm -8 am

3

Bath

8

Sleeps

Exceptional(9)

$528.63

/ Nightly

Private Vacation Home

Close to Everything! Spacious 3BR, Big Yard & 15 Min Walk to DT Sister Bay!

Sister Bay, Wisconsin, United States

The Petit Retreat may be close to everything in Sister Bay, but the quiet neighborhood and wildlife sightings from the front windows make you feel like you're nestled in the woods. Our cottage is great for families or groups of adults looking to comfortably share space. Set back from the road with a big front yard, fenced in backyard and lots of room to play, the outside of the cottage is almost as cozy as the inside! brbrWhen you want to get out and explore the Northern Door you'll find that our location is perfectly centrally located - 1 minute (or a short walk) from Northern Haus, Carroll House, Peach Barn and Pirates Cove, 2 minutes from great shopping, live music and delicious food in downtown Sister Bay, 2 minutes from Sister Bay's Pebble Beach, 5 minutes from Ephraim, 11 minutes from Baileys Harbor or Ellison Bay and 15 minutes to Peninsula State Park. Sister Bay Shuttle Bus also picks up from Peach Barn Th-Su 5p-2a; find more details on the Sister Bay website.brbrThe Petit Retreat sleeps 6 comfortably (3 bedrooms, each equipped with new, quiet and efficient window ACs) and includes 2 bathrooms, a full kitchen, dining area, living room and loft (includes a working space with extra monitor). Additionally, we have a fire pit/chiminea, outdoor dining table, kids play set, and plenty of lighting to enjoy the outdoors in the evening. (Please note: For your safety and ours, the property has security cameras on the exterior of the building. There is one above each exterior door and one above the garage). Finally, we are always improving our cottage and strive to provide a 5 star experience, if you have any questions please reach out and we will do our best to answer them.

Bed

Bath

Sleeps

$1088.39

/ Nightly

Private Vacation Home

New Construction home- walking distance to downtown Sister Bay!

Sister Bay, Wisconsin, United States

Welcome to Highland Haven, hosted by Simple Life Rentals! This home was constructed in 2022 in a quiet neighborhood in downtown Sister Bay. This 2,400 sq ft home offers both luxury and convenience, and is equally comfortable whether having a quiet getaway or bringing a larger group of family and friends. brbrWant to get away with the family, but can't quite leave the office behind The basement has a quiet remote workspace. Check your email, then unplug and join your family and friends on your Door County adventure!brbrProperty Features:br+ Outdoor patio with seating and gas grillbr+ Outdoor games (football, basketball, soccer ball and kickball)br+ 3 Smart TV's (both living spaces and primary bedroom), guests may log into own accounts br+ Gas fireplacebr+ Pack 'n play (sheets not provided)br+ Child's highchairbr+ Workspace (desk, chair and lamp) located in lower level basementbr+ Books and board games provided for guest's enjoymentbr+ Wi-Fi Internetbr+ Fully equipped kitchen (see amenities)brbrSleeping Accommodations:brBedroom 1 (main level): King bed, ceiling fan, Smart TVbrBedroom 2 (main level): One Queen and one Twin bedbrBedroom 3 (main level): Queen bed and work spacebrBedroom 4 (lower level): 6 Twin beds, bunkedbrbrBathrooms:brBathroom 1 (main level): Half bathroom with sink and toilet, also includes washer/dryerbrBathroom 2 (main level): Full bathroom with walk-in shower, hair dryerbrBathroom 3 (main level): Full bathroom with tub shower combo, hair dryerbrBathroom 4 (lower level): Full bathroom with walk-in shower, hair dryerbrbrParking:brRoom for up to 4 vehicles: up to 2 may park in drive and up to 2 may park in garage *This rule is strictly enforced by the Village of Sister Bay.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:brSecurity (Ring) camera located facing the driveway.brbrThis 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 brThis property is equipped with a decibel and smoking monitoring sensor located inside and outside of the home.brbrDoor County Tourism Zone Commission Permit #34-56-3272-07br brPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

Bed

Bath

Sleeps

$1536.84

/ Nightly

Private Vacation Home

New Construction w/ Hot tub - Luxury home in Sister Bay- Great for Groups!

Sister Bay, Wisconsin, United States

Welcome to Vita Huset, one of Door County’s premier vacation homes, hosted by Simple Life Rentals. Located in charming Sister Bay, this newly constructed in 2023 home provides the perfect hub for all your vacation activities. The main floor includes a designer kitchen with Café appliances, including a 36” stove and pot filler. Sip your morning coffee in the four seasons room with adjourning breakfast table. There are three bedrooms on the main floor (including the primary bedroom), all with en suite bathrooms. The primary bedroom is a separate retreat with a large vaulted ceiling and well-appointed bathroom--dual vanities, a stand alone soaking tub, and large shower. The main floor also includes a laundry room with front loading washer and dryer. brbrUpstairs is a retreat all on its own, with a large bonus room that includes an oversized couch and television, as well as a workout space with a Peloton bike, basic yoga equipment, and weights. The comfortable second floor bedroom is adjacent to the fourth bathroom. The backyard provides year round entertainment, including a hot tub. The attached heated garage provides parking for two cars or can be used for playing ping pong, with the provided equipment and offers EV Level 2 charging. This home is flawless in every detail.brbrThis property allows up to 2 well-behaved dogs with a 40 pound weight limit each. There is an additional fee collected at booking.brbrProperty Features:br+ Hot tub!br+ Beautiful outdoor patio with patio tablebr+ Small electric Ninja grillbr+ Fire pit with seating for 6 (please bring local firewood)br+ Heated garage with ping pong table and EV chargingbr+ Dog friendly - 2 maximum up to 40 pounds br+ Internet Wi-Fi (due to the rural nature of the property, Wi-Fi and cell phone coverage and service can vary) br+ 5 Smart TVs - Guests may log in using their own accountsbr+ Books and gamesbr+ Nintendo Switch and games br+ Sonos sound systembr+ Workspace including a foldable desk and chair; can be transported to the location of your choicebr+ Workout area: bench, adjustable bow flex dumbbells, yoga mat with blocks, Bosu ball, Peloton bike with adapters for regular tennis shoes (use your own subscription to access workouts)br+ Central air and heatbr+ 4 portable fans br+ Washer, dryer, iron, ironing boardbrbrbrSleeping Configuration: brBedroom 1 (main level): King size bed, ensuite bathroombrBedroom 2 (main level): Queen size bed, ensuite bathroombrBedroom 3 (main level): King size bed ensuite bathroombrBedroom 4 (upper level): Queen bedbrAdditional sleeping space: Pull-out sofa couch (queen) on second floorbr  brBathrooms: brBathroom 1 (main level): Ensuite- Full Bathroom with walk-in shower, soaking tub, hair dryerbrBathroom 2 (main level): Ensuite- Full bathroom with tub/ shower combo, hair dryer brBathroom 3 (main level): Ensuite- Full bathroom with walk in shower, hair dryer brBathroom 4 (upper level): Full bathroom with walk-in shower and hair dryerbrBathroom 5 (main level): Half bathroombrbrOutdoor area: brParking and Electric Vehicle (EV) Charging: brDriveway accommodates 6 vehicles which includes room for a trailer brHeated garage access offers 2 parking spotsbrChargePoint Home Flex, NEMA 6-50 Plug 240V outlet, offers Level 2 chargingbrbrAmenity + 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 for aesthetics only and not for guest usebrbrThis home is located within a quiet community with residential neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors, we cannot accommodate bachelor or bachelorette parties, reunions, or other rowdy gatherings.brbrThis property is equipped with security cameras at the side and front door for monitoring the property when vacant, as well as inside the crawl space for the water leak monitoring system. brbrDoor County Tourism Zone Commission Permit #32-56-2868-07brbrPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

Bed

Bath

Sleeps

$1035.11

/ Nightly

Private Vacation Home

Perfect for Families: Three Ensuites, Game Room & Unique Kids Outdoor Play Area

Sister Bay, Wisconsin, United States

Welcome to Chicory Hill – a luxurious and authentic Door County retreat designed for family fun and relaxation.brbrEscape to the beauty and charm of Door County, Wisconsin! At Chicory Hill, we invite you to relax and recharge. Whether you are friends coming together to celebrate a long-lasting bond, or a family uniting across generations to create unforgettable moments, we offer the ideal vacation retreat for meaningful connection. Experience meticulous attention to detail and thoughtfully curated spaces designed to make you feel at home. Let us be the backdrop to your next adventure and the place where memories are made. brbrWe've designed Chicory Hill for those who want to be conveniently located near Door County’s many attractions while enjoying an exceptional guest experience in a private, modern escape. Revel in the comfort of ensuite bathrooms in every bedroom, a cozy indoor fireplace, a game room for all ages, and thoughtfully curated outdoor amenities.brbr★OUR CLEANING PROTOCOLS SET US APART★brChicory Hill is proudly family-managed and personally cared for. Because we oversee every stay ourselves, we maintain the highest standard of cleanliness. We understand how much cleanliness impacts your vacation experience. At Chicory Hill, we go beyond standard turnover practices by laundering all duvet covers, living room throw blankets, and throw pillow covers between every guest, along with all bed linens and pillowcases. Our goal is to provide a welcoming, meticulously maintained home where you can truly relax and enjoy your stay with confidence and peace of mind.brbrWHY STAY AT CHICORY HILL brDoor County is a world-class vacation destination, and we truly believe that Chicory Hill has every ingredient necessary to make lasting, generational vacation memories. Attention to detail is our calling card at ChicoryDoorCounty. At Chicory Hill, you'll find recliners and reclining sofas in our living room, because we furnish our homes for people, not for social media photos. Relax together with a few glasses of wine and listen to some vinyl records. Have breakfast or read a good book on our classic farmhouse porch. Enjoy some friendly competition in our game room. Watch your little ones discover the whimsy of our outdoor natural play area. Chat and reminisce next to our fire table or spend precious family evenings cozying up to a roaring bonfire. With an indoor gas fireplace, a private outdoor entertaining space, and a game room complete with children's toys, bumper pool, and classic video games, Chicory Hill is the perfect place to relax and make memories for all ages and seasons.brbrENJOY AN ENSUITE BATHROOM IN ALL THREE BEDROOMSbrOur home has three suites – each with a new, luxurious ensuite bathroom.br•The primary, main-floor bedroom has a King bed, a stunning walk-in shower with a tile surround and rain shower head, and a double vanity.br•The large, second-floor King suite has a King bed and a full-sized daybed. This suite also features a brand-new tile shower with a rain showerhead and a double vanity.br•The second-floor Queen suite has a Queen bed and a newly remodeled bathroom with a tub/shower combination and a gorgeous single vanity.br•The main floor also has a powder room.brbrGAME ROOM AMENITIESbrYoung or young-at-heart, there’s something for everyone at Chicory Hill! The amenities for you to enjoy in our game room include:br•65 Roku TV with a comfortable seating areabr•Table with seating for sevenbr•Children’s play area, table, toys, games, and booksbr•Bumper poolbr•Dutch Shuffleboardbr•One-Up Pac-Mania and Marvel Video gamesbr•Board games, cards, and cribbagebrbrYOUR LITTLE TRAVELERS WILL LOVE THE ONE-OF-A-KIND, WISCONSIN-THEMED, NATURAL PLAY AREAbrAt ChicoryDoorCounty, we believe vacationing with kids should be fun, not stressful. We’ve created a unique, natural outdoor play area including a real sunken rowboat for pretend play, a dry riverbed, a pea-gravel truck/digging area, and an adorable barn playhouse with hand-carved wooden farm animals to “feed”.brbrOUTDOOR AMENITIESbrChicory Hill has a large backyard with an amazing outdoor space for your enjoyment:br•A large wood-burning fire pit with seven Adirondack chairs and complimentary firewoodbr•An original farmhouse covered (open) back porch with a bistro table and seatingbr•Patio dining table with seven chairs located under our covered, open-air gazebobr•Propane fire table with patio seating - propane providedbr•Gas grill with propane providedbr•Access to detached garage, which contains marshmallow forks and outdoor games, including Corn hole, Ladder golf, and Yardzee. (Our garage is old and small. It is not suitable for vehicle parking.)brbrMORE DETAILS ABOUT CHICORY HILLbrChicory Hill is a classic Door County farmhouse that underwent complete restoration and remodel in 2024. Our home is two stories and 2,200 feet.br•Seven guests maximum - due to one of our beds being a daybed, a maximum of six adults is permitted.br•Our new kitchen is gorgeous, modern, and fully equipped with a dishwasher, induction stove, and refrigerator/freezer with ice maker. We also provide a traditional coffee maker, a Keurig, a coffee bean grinder, and an electric tea kettle. Also available are induction pots and pans, a toaster, a crock pot, a blender, kitchen towels, hot pads, baking pans, baking sheets, and BBQ utensils. Dishes, utensils, children’s dishes, glassware, wine glasses, and additional barware are also on site.br•Large dining table with seating for seven guestsbr•Indoor gas fireplacebr•Central heating and air conditioningbr•Washer and dryer on main level (free)br•Record player and vinyl music librarybr•Five Roku smart TVs (One in each bedroom, one in the living room, and one in the basement game room)br•Complimentary streaming app for live, local television, cable channels, and sports br• High-speed internet. (Due to the rural nature of Door County, Wi-Fi and cell phone coverage and service can vary)br•Three parking spots in driveway maximum (Village-controlled and enforced). No garage access for vehicles.br•No pets, fireworks, firearms, smoking, tobacco, or vaping allowed on property.brbrbrIMPORTANT DETAILS WE’D LIKE TO MENTIONbr•Chicory Hill is located on the south end of Sister Bay, not far from Pirates Cove Adventure Golf. Guests may hear laughter, joy, and music while using the outdoor spaces of our home. We are also conveniently located one lot removed from South Bayshore Drive (State Trunk 42). Like most locations on our peninsula, some vehicle noise will be heard outside. We have a six-foot privacy fence and a tree line in our backyard, adjacent to our outdoor entertainment space. We have a couple of reviews in which guests mention that our home is walkable to downtown Sister Bay. While this is technically true, guests should be aware that there is a large, long hill leading into downtown from our home. This may present difficulty when walking back to Chicory Hill for some of our guests. South Sister Bay locations, including Peach Barn Brewery, Johnson's Fun Park, Pirates Cove mini-golf and Piggly Wiggly Grocery Store, are an easy walk from Chicory Hill. brbr•Please note that Chicory Hill is a remodelled classic farmhouse. We have slanted ceilings around our upstairs beds. At the end of our basement stairwell, there is a small section with a slightly low ceiling height, requiring guests to duck their heads. Because we added central heating and cooling during restoration, our basement ceiling has areas that are slightly lower than modern basements. Guests taller than 6'3 may need to slightly duck in some areas.brbrbr★WE GENUINELY LOOK FORWARD TO HOSTING YOU★brChicoryDoorCounty is run by our family, and we truly care about your experience while staying with us. Please let us know if there's anything we can do to help you have a terrific Door County getaway. Many of the requirements in our house rules are dictated by our local village’s short-term rental ordinance and are beyond our control. Our standard check-in time is 4:00 p.m., and our standard check-out time is 10:00 a.m.brPlease read our entire listing, including our house rules and the description of our home's location. We require a signed rental agreement and a $300 credit card security deposit hold for all bookings. To finalize the booking and prevent cancellation, we require that our guests read and sign the agreement before their free cancellation period expires. Furniture and decor may differ from the listing photos, as we strive to maintain the comfort, quality, and cleanliness of our home's furnishings.

Bed

Bath

Sleeps

$236.4

/ Nightly

Private Vacation Home

Retreat on a wooded lot within walking distance of downtown!

Sister Bay, Wisconsin, United States

Property features granite counters, slate appliances, air conditioning, and all updated furniture in scenic Door County! Located within walking distance to marina, parks, and public beach. Sister Bay offers the best restaurants, beer gardens, and nightlife on the peninsula! Or stay in to enjoy a private fire pit out back.

Bed

Bath

Sleeps

$908.5

/ Nightly

Private Vacation Home

Lakeview Oasis Formerly Kinsey Bay Lakeshore Home

Sister Bay, Wisconsin, United States

Wake up to an amazing sunrise at this gorgeous very well maintained beach house. 160′ of rocky Lake Michigan shoreline awaits you. This home has 6 bedrooms and 3 1/2 baths with a spiral staircase from the master bedroom to a cupola where you can enjoy some of Door County’s best views. This home is a short drive to the many fun activities that Sister Bay and the surrounding communities provide. Come and make many memories with family and friends at this wonderful Door County home.brbr*Turnover day is Friday during the peak season*brbr** No Camper or Boat parking at any time. Contact the local township for information on public overnight parking **brbrAccommodationsbrbrLocation: Sister Bay brBedrooms:6, Queen, Queen, Queen, Queen, 2 Twin, 2 TwinbrBathrooms:3.5brMax Occupancy:12brNo SmokingbrPets: NobrCable/Satellite:brInternet: YesbrAir Conditioning: YesbrFire Pit: YesbrFireplace: No

6

Bed

3

Bath

6

Sleeps

$834.24

/ Nightly

Private Vacation Home

Contemporary Northwoods Retreat- In the Heart of Sister Bay

Sister Bay, Wisconsin, United States

Welcome to Trillium Timbers, a thoughtfully designed Contemporary Northwoods–style home tucked into the trees just moments from the heart of Sister Bay. Elevated among a wooded lot, this inviting retreat blends modern comfort with the natural beauty that makes Door County unforgettable.brbrStep out onto the second-story deck and take in peaceful views overlooking the yard and surrounding woods—your own private perch for morning coffee or unwinding after a day of exploring. A short walk down the hill brings you to Highway 42, and you’re just a 2-minute drive to the Sister Bay Marina, beach, dining, and shops..brbrTHE SPACEbr-Comfortably Sleeps 10br-3 private bedrooms + bonus bunk roombr-2.5 bathroomsbr-Kid`s Recreating Room with Smart TV and Video Gamesbr-Ideal for families or multiple couples traveling togetherbr-Each bedroom is equipped with a large Smart TV, offering a comfortable and private space to relax at the end of the day.brbrBEDROOM LAYOUT.br-Bedroom 1- Kingbr-Bedroom 2- Queenbr-Bedroom 3- Queenbr-Bedroom 4/Room off the Master- Two sets of Twin Bunk Beds (4 twin`s total) brbrOUTDOOR LIVINGbr-Private Fire Pit with Adirondack Chairsbr-Two Verandas with Wooded ViewsbrbrWHY TRILLIUM TIMBERSbr-Contemporary Northwoods design with warm, modern finishesbr-Elevated deck with serene wooded viewsbr-Rec room for kids and family downtimebr-Walkable access to Hwy 42br-Minutes from Sister Bay Marina, waterfront, dining & attractionsbrbrWhether you’re planning a summer getaway, fall color escape, or a cozy off-season retreat, Trillium Timbers offers the space, location, and comfort to make your Door County stay feel effortless and memorable.brbrYOUR 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.brNOTESbr-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-The primary renter must be 25 years or older.

Bed

Bath

Sleeps

$785.13

/ Nightly

Private Vacation Home

The Best Kept Secret ! SisterBay

Sister Bay, Wisconsin, United States

pLocation! Location! Location! This Best Kept Secret is located in the heart of Sister Bay within walking distance to the beach, restaurants, ice cream, shops, breweries and more. If you love to fish or boat, there's a public boat ramp right around the corner and if you don’t have a boat you can sign up for a boat tour! Single story home, beautifully designed and decorated. Offers spacious bedrooms and living areas with great attention given to comfort and style. This 3 bedroom (5 beds) and 2 full baths, single story home, beautifully designed and decorated. Offers spacious bedrooms and living areas with great attention given to comfort and style.br- A fully equipped kitchen with stainless steel appliances br- 1 king bed, 3 queen beds, 1 twin bedbr- Full-size washer and dryer are inside the home.br- Smart TVs, ready to use with your own Netflix. etcbr- Outside patio with table and seating for 6br- Grill with grilling utensilsbr- Outdoor lawn gamesbr- Beach chairs, towels, beach bag, sand toys, and wagon to haul your goodies to the beachbr/pbrbrpEnjoy the modern amenities with a little cherry flair! This Door county home is the perfect getaway spot for families or small groups of friends looking to relax and unwind. It offers backyard privacy for a cookout or a game of bean bag toss. Settle down after a long day exploring Door County by streaming your favorite shows, breaking out the board games or snuggling up with a cherry blanket to read a good book. br/p

Bed

Bath

Sleeps

$386.04

/ Nightly

Private Vacation Home

Spacious getaway in peaceful Ephraim - just few minutes away from Sister Bay

Sister Bay, Wisconsin, United States

Your Door County adventure begins at this tranquil apartment. The lovely space features king beds in both bedrooms and spacious living room with a convenient Queen size Murphy bed. Guests find two full bathrooms each thoughtfully equipped with towels and bath amenities. Comfort is key here - we provide fully equipped kitchen, additional blankets, pillows, and linens to keep the atmosphere just right. Rainy weather You can either enjoy the porch or living room by doing Door County puzzles, playing family games or watching your favorite movies on the 75in smart TV. Whether you’re relaxing indoors or planning your day at the close by galleries, shops, or mini golf, this charming apartment offers a cozy retreat. Enjoy all that Ephraim and Sister Bay has to offer when you stay at our place. Property is surrounded by beautiful gardens and is across from Smithsonian-listed gardens.

2

Bed

1

Bath

6

Sleeps

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