Vacation Rentals By Owner In Sister Bay, WI

Twin Peaks at Sand Bay is on a private white sand Beach, overlooking Lake Michigan, offering a perfect escape for families or groups. This property is also 8 minutes to downtown Sister Bay. It features five bedrooms and 3 full baths. Making it an ideal space for families to come together. brbrThis house carries the tradition of two generations who have owned it and continue to build their family memories here. We invite you to join the Twin Peaks family tradition. Book your Door County vacation here today.brbr**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.**

Twin Peaks- Private Beach at Sand Bay

Sister Bay, Wisconsin, United States

5

Bed

Bath

10

Sleeps

$604.2

Located in Sister Bay, this chalet is a dream. With 3 cozy bedrooms including a king, queen, and twin bed, guests will feel right at home. The chalet boasts modern amenities like AC, WiFi, and a washing machine, making it a superb choice for a relaxing getaway. Enjoy the convenience of a hair dryer in the bathrooms and unwind in the quaint living space. We hope you'll enjoy your stay at our chalet.

Chalet

Charming 3-bedroom chalet with AC and WiFi in Sister Bay

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$1630.2

**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

Premier Waterfront Home Downtown Sister Bay

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$445.02

This 4-bedroom, 1.5-bath vacation rental home is tucked away in a tree-filled neighborhood just across from the Sister Bay’s shoreline! This prime location is ideal for exploring Sister Bay, with the beach, marina, and Peninsula State Park all only minutes from home. Treat the family to mini-golf and ziplining or enjoy a romantic tour of lighthouses and wineries. As night falls, return home for a movie night in the modern living space, cookout on the furnished deck, or s’mores by the fire pit!brbr-- THE PROPERTY --brbrDoor County Tourism Zone Lodging Permit #32-56-2200-00 | 1,650 Sq Ft | Recently Remodeled | Deck & Fire Pit | Dart BoardbrbrFamilies and friends who love lakeside living will enjoy a stay at the modernized Beach Road Cottage, complete with outdoor entertainment space and close proximity to Sister Bay Beach!brbrBedroom 1 (Captain's Quarters): King Bed | Bedroom 2 (Portside): Queen Bed | Bedroom 3 (Crow’s Nest): Queen Bed | Bedroom 4 (Bunk Room): Twin Bunk Bed | Additional Sleeping: Pack 'n Play (Available Upon Request)brbrOUTDOOR LIVING: Spacious yard, fire pit, furnished deck, gas grill, porch swing, ample seating, bench-style dining areabrINDOOR LIVING: 3 Smart TVs, video games, electric fireplace, expandable 8-seat dining table, putting gamebrKITCHEN: Fully equipped, cooking basics, drip coffeemaker, tea kettle, Crock-PotbrGENERAL: Air conditioning, washer/dryer, hairdryer, iron/boardbrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrWATERFRONT FUN: Sister Bay Beach (1.9 miles), Sister Bay Marina (1.7 miles), Door County Kayak (9.5 miles), DC Adventure Center Kayak Tours (21.8 miles)brHIKING / PARKS: Peninsula State Park (9.3 miles), Ellison Bluff Natural Area (3.5 miles), Newport State Park (9.4 miles)brFAMILY FRIENDLY: Pirate’s Cove Adventure Golf (2.6 miles), Johnson’s Park (2.6 miles), Lakeshore Adventures Zipline (9.0 miles)brATTRACTIONS: Lautenbach’s Orchard Country Winery & Market (11.4 miles), Cana Island Lighthouse (13.0 miles), Eagle Bluff Lighthouse (11.1 miles)brAIRPORT: Green Bay Austin Straubel International Airport (87.5 miles)brbr-- 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 smoking br- No pets allowedbr- No events, parties or large gatheringsbr- No fireworks or loud music allowedbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-in

Cottage

Updated Home w/ Deck: 2 Mi to Sister Bay Beach!

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$517.92

Location, location. You will love this home in this desired neighborhood in Sister Bay. You will love the 2000 square feet. You will love the large spacious gathering space. Master BR with private bath and walkout to the deck. Upstairs bedrooms. Easy, pretty walk to the water and downtown Sister Bay. Private wooded lot for your enjoyment. Ghost tours, a buzzing restaurant district, or a night sky perfect for stargazing. Al Johnson's is within walking distance. The goats for the roof live just east of this home. If you watch, you can see the truck bring them to the restraunt each day. (they drive past on Hill road).

Short Walk to DT-Wooded, Private lot, Deck

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$473.53

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.

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

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$918.57

Relax and retreat at Highland Haven, a clean, newly constructed in 2022 home tucked in a quiet neighborhood yet within walking distance of downtown Sister Bay. This large 2,400 sq ft home hosted by Simple Life Rentals, offers both luxury and convenience, and is equally comfortable whether having a quiet getaway or bringing a larger group of family and friends. brbrA short drive puts you in the middle of everything that Sister Bay has to offer. Or, avoid the traffic and parking, and enjoy the 3/4 mile walk to Sister Bay's shops, restaurants, and public beach. Want 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!brbrDoor County Tourism Zone Commission Permit #34-56-2836-07brbrAbout the Space:br12 maximum guests total, not including children under 2 (due to a Village restriction)br4 bedrooms / 3.5 bathrooms **This home bedroom count has been reduced from 5 to 4 due to a Village of Sister Bay restriction**brWi-Fi (due to the rural nature of the property, Wi-Fi and cell phone coverage and service can vary)br3 Smart TV's (both living spaces and primary bedroom), guests may use personal accounts for streamingbrDining table with 10 chairsbrHeat and central air conditioningbrGas fireplacebrWasher and dryerbrIron and ironing boardbrPack 'n play (sheets not provided)brChild's highchairbrWorkspace (desk, chair and lamp) located in lower level basementbrBooks and board games provided for guest's enjoymentbrNo petsbrbrSleeping 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, bunkedbrbrKitchen Amenities:brThe kitchen is fully equipped with a refrigerator, ice maker, dishwasher, freezer, microwave, stove, double ovens and a toasterbrA traditional drip coffee maker and milk frother wand are provided brDishes, utensils, wine glasses, pots, pans, kitchen towels, hot pads, blender, grill utensils, a crock pot, electric water kettle and baking sheetsbrChildren's plates, cups, bowls and utensils are also providedbrbrBathrooms:brBathroom 1 (main level): Half bathroom with sink and toilet, also includes washer/dryerbrBathroom 2 (main level): Full bathroom with walk-in shower and hair dryerbrBathroom 3 (main level): Full bathroom with tub/shower combo and hair dryerbrBathroom 4 (lower level): Full bathroom with walk-in shower and hair dryerbrbrOutdoor Space:brPatiobrGas GrillbrOutdoor games (football, basketball, soccer ball and kickball)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). brbrImportant Property Notes brThis 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. brbrThis property is situated in a beautiful, rural setting, as a result, you may encounter insects and wildlife outside our homes. While we have pest control measures in place and strive to maintain a comfortable stay, we cannot fully eliminate the presence of these elements due to the natural surroundings. br brThis property is equipped with a decibel and nicotine smoke monitoring sensor located inside and outside of the home. Please do not remove or tamper with the devices. br brPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

New modern home walking distance to downtown Sister Bay!

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$340.5

Beautiful + modern cottage ready for your visit! brbrCozy up in this private cottage during your Door County stay! Just three miles from downtown Sister Bay, Pineview Cottage is located on a serene lot in the woods. A perfect place for you to unwind after your Door County adventures. If you would rather stay back and relax, the outdoor space offers a great place to gather with your friends or family around the campfire, relax on the covered front porch patio, or take a walk on the quiet road. Inside, Pineview Cottage offers a fully equipped kitchen, a cozy living room to cuddle up with a good book, a glass of wine, or watch a movie on the TV. The main bedroom offers a comfortable king bed with plenty of pillows and blankets. The living room features a couch that opens to a full size sleeper for additional guests. brbrPineview Cottage is the perfect place for your Door County stay! br_____________________________________________________br3 mi to Downtown Sister Baybr4 mi to Ephraimbr5 miles to Ellison Baybr9 miles to Bailey's Harborbr9 miles to Fish Creekbr15 miles to Egg Harbor br__________________________________________________brGas grill on patiobrFire pit with chairsbrCovered front and back patio

Cottage

5 minutes to downtown Sister Bay! Brand new, cozy retreat nestled in the pines.

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$997.51

Welcome to Vita Huset, hosted by Simple Life Rentals! One of Door County’s premiere rental properties. Located in charming Sister Bay, this newly constructed home completed in 2023 will provide the perfect hub for all your vacation activities. The main floor includes a designer kitchen with Café appliances, including a 36” stove. Sip your morning coffee in the four seasons room with adjourning breakfast area. Enjoy gathering with friends in the large open-concept great room, which has plenty of seating, as well as a Samsung frame television with Sonos sound system. 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, including stand alone tub and large shower. The main floor also includes an enviable laundry room with front loading washer and dryer. brbrThe upstairs 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 really has is all!brbrWe love our family pet dogs and welcome yours too! Your well-behaved dogs are allowed with prior approval. This property allows up to 2 dogs with a 40 pound weight limit each. There is a fee of $50 per dog/per night, which is collected separately and approximately one week prior to your check-in date.brbr*This 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.brbr *Important property note: This property is equipped with security cameras at the side and front door, 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.brbrAbout the Space:brSleeps up to 8 maximum guest totalbr4 Bedrooms / 4.5 BathroomsbrPet dog friendly - 2 maximum dogs with a 40 lb weigh limit permitted per stay (additional fee per night per dog)brInternet/Wi-Fi (due to the rural nature of the property, Wi-Fi and cell phone coverage and service can vary) br5 Smart TVs - Guests may log in using their own accountsbrTwo dining tables: one includes seating for 6 and the other includes seating for 8brKitchen Island offers seating for 3brCentral air and heatbrWasher and dryerbrFireplace - for aesthetics only and not for guest usebrIron and ironing boardbrBooks, games, and a Nintendo Switch and games provided for guest's enjoymentbrSonos sound systembrWork space including a foldable desk and chair; can be transported to the location of your choicebrWorkout area: bench, adjustable bow flex dumbbells, yoga mat with blocks, Bosu ball, Peloton bike with adapters for regular tennis shoes (you will need to use your own subscription to access workouts)br4 portable fans brbrSleeping Accommodations:brBedroom #1 (main level): King size bed, hangers, extra pillows and blanketsbrBedroom #2 (main level): Queen size bed, hangers, extra pillows and blanketsbrBedroom #3 (main level) King size bed, hangers, extra pillows and blanketsbrBedroom #4 (second level) Queen size bed, hangers, extra pillows and blanketsbrAdditional sleeping space: Large couch on second levelbrbrKitchen Amenities:brThe kitchen is equipped with a refrigerator, freezer, ice maker, dishwasher, microwave, stove, oven, blender and a toasterbrA traditional drip coffee maker, a Keurig and a coffee bean grinder are providedbrDishes, glassware, utensils, pots, pans, baking sheets, kitchen towels, hot pads, wine glasses, grill utensils, crock pot, rice maker, tea kettle and baking sheets are also at the propertybrbrBathrooms:brBathroom #1 (main level): Full bathroom with shower, tub, and hair dryerbrBathroom #2 (main level): Half bathroombrBathroom #3 (main level): Full bathroom with shower/tub combo and hair dryerbrBathroom #4 (main level): Full bathroom with shower and hair dryerbrBathroom #5 (second level): Full bathroom with shower and hair dryerbrbrOutdoor Area:brPatio brHot tubbrPatio tablebrSmall electric Ninja grillbrFire pit with seating for 6 - Please bring your own local firewoodbrDriveway accommodates 6 vehicles which includes room for a trailer brHeated garage access offers 2 parking spotsbrbrElectric Vehicle (EV) Charging: brChargePoint 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). brbrSurrounding Area: brDoor County is full of many amazing things to see and do! We recommend that you check out Destination Door County, and the visitor's bureau online, to help map out your vacation. Door County Vacationers 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.brbrOwner's Dining Recommendations:brSister Bay: Husby's; Al Johnson's; JJs; Wild TomatobrFish Creek: BerringersbrEgg Harbor: Mezzanine

New Construction w/ Hot tub - Immaculate Vita Huset in Sister Bay

Sister Bay, Wisconsin, United States

4

Bed

5

Bath

8

Sleeps

$329.38

Adorable 1 bedroom condo in the heart of Sister Bay with an obstructed view of the water from the deck!! It has been tastefully decorated and is spacious and comfortable. It is not your typical rental! The property is steps to the Sister Bay municipal docks so you can walk to all the downtown activities. Harbour Condos is a small development of 12 units so it's easily accessible and a 1st floor unit! It is the perfect getaway for a couple that wants to enjoy the downtown activities without having to drive. Enjoy the restaurants, coffee shops, beach, music and shopping without having to drive around looking for parking! Parking is right outside your door so you don't have to walk forever through a large hotel and there is municipal boat parking next door! A custom stone shower, wool rugs and quality furnishings makes is a pleasurable place to return to after a busy day!

Condo

Perfect location! Steps from marina and downtown area!

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$650.56

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, where breathtaking landscapes 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. brbrLike all of our vacation homes at ChicoryDoorCounty, we'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★brOur family stays in multiple vacation rentals a year, and we know firsthand how the cleanliness of a rental can make or break your vacation. Unlike most vacation rentals, at Chicory Hill we wash/change out all duvet covers, living room throw blankets, and living room throw pillow covers between every guest - in addition to all the typical bed sheets and pillowcases. We take cleaning very seriously and we don't cut corners. Our whole-home process is extremely extensive because we know that your relaxation and enjoyment depend on it. Our home is family-managed and cared for because we believe you deserve the highest level of guest experience, cleanliness, and peace of mind during your vacation.brbr★WHY 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/or reclining sofas in our living room and our basement recreational space, because we furnish our homes for people - not for social media photos. Relax together with a few glasses of wine as you 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.brbr★AN ENSUITE BATHROOM IN ALL THREE BEDROOMS MEANS EVERYONE ENJOYS THEIR OWN SPACE WHILE VACATIONING TOGETHER★brOur 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 has a brand-new tile shower with a rain shower head 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 gorgeous single vanity.br•The main floor also has a powder room.brbr★WHEN IT COMES TO GAME ROOM FUN, EVERYONE CAN PLAY!★brYoung 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 cribbagebrbr★YOUR LITTLE TRAVELERS WILL LOVE THE ONE-OF-A-KIND WISCONSIN-THEMED, NATURAL PLAY AREA★brAt 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”.brbr★WHEN IT COMES TO OUTDOOR AMENITIES, WE DID NOT FORGET ABOUT THE GROWN-UPS! ★brChicory 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 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 extra propane providedbr•Access to detached garage, which contains marshmallow forks and outdoors games (Corn hole, Ladder golf, Yardzee)brbr★MORE DETAILS ABOUT CHICORY HILL★brOur home 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 stocked with a dishwasher, induction stove, and refrigerator/freezer with ice maker. We also provide a traditional coffee maker, Keurig, coffee bean grinder, and tea kettle. Also available are induction pots and pans, toaster, crock pot, 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 DirectTV streaming app for live, local television, cable channels, and sports (Brand/provider of streaming service for live tv may change)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 (no garage access for vehicles)br•Electric Vehicle Charging: NEMA 14-50 240V outlet - capable of Level 2 charging with the appropriate adapter- adapter NOT providedbr•No pets, fireworks, firearms, smoking, tobacco, or vaping allowed on property.brbrbr★IMPORTANT DETAILS WE’D LIKE TO MENTION★br•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) - one of the main thoroughfares of the Peninsula. 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.brbr•Please note that Chicory Hill is a remodeled classic farmhouse. 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.brbr•In the interest of staying true to our home’s original design, we did not raise the roof during our remodel. Classic, farmhouse slanted ceilings exist in our two upstairs bedrooms. Guests may need to slightly duck and watch their heads when walking around the beds on one side.brbrbr★WE GENUINELY LOOK FORWARD TO HOSTING YOU★brPlease read our entire listing including our house rules and the description of our home's location. Our standard check-in time is 4pm and standard check-out is 10am. We require a signed rental agreement, waiver of liability, and a $300 credit card security deposit hold, which is processed by the host for all bookings. The rental agreement and security deposit hold must be completed within 48 hours of booking (within 24 hours for last-minute bookings) to finalize reservations and prevent cancelation. We cannot accommodate bachelor or bachelorette parties, reunions, or other large gatherings. Many of the requirements in our house rules are dictated by our local village’s short-term rental ordinance and are beyond our control.brDoor County Tourism Zone Commission Permit #34-56-2937-00

Chicory Hill: Private Ensuite Rooms, Cozy Firelight & Game Rm Fun for All Ages!

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$446.37

brbrYou will love Hinterhaven Cottage, it’s a place of solitude, beauty and peacefulness. This 3 bedroom, 2 bathroom cottage is perfect for a fun, relaxing Door County get away. It is located on the end of a private drive, surrounded by a mature birchwood forest; so you feel like you're away from it all, but actually, you’re only minutes from all of Door County's best villages and sites. br2.8 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 HarborbrbrAt Hinterhaven 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 Hinterhaven 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 electric grill. You will want to come back to Hinterhaven Cottage again and again!

King bed, fully stocked kitchen, 2.5 acres of secluded beauty

Sister Bay, Wisconsin, United States

Bed

2

Bath

7

Sleeps

$675.0

Professional decorated and furnished 3 bedroom luxury condo with unbelievable views of Sister Bay, from the Primary Bedroom, Living Room and Patio. Enjoy the spacious patio and watch sunrise and sunsets. Footsteps away from the family friendly beach, great restaurants and shopping. First floor unit, no steps. One surface parking space and one garage space. Will accommodate 6-8 guest, Max 6 adults.br

Condo

Luxury Condo with Awesome View of Sister Bay

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$239.86

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.

Retreat on a wooded lot within walking distance of downtown!

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$690.93

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. Relax with the dual sided fireplace on those cozy cool nights. 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

Lakeview OasisnFormerly Kinsey Bay Lakeshore Home

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$389.22

Location! 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 beachbrbrEnjoy 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.

The Best Kept Secret ! SisterBay

Sister Bay, Wisconsin, United States

Bed

4

Bath

9

Sleeps

$568.51

Welcome to 302 with a View, the only thing we overlook is the bay! Make yourself at home at our luxury condo that sits on a bluff overlooking Sister Bay Beach & Marina, Lake Michigan, Sister Islands and you can even catch a glimpse of the goats on the roof at Al Johnson’s! brbrRelaxing, beautiful, cozy, fully equipped and walking distance to all Sister Bay has to offer. It’s truly everything you are looking for! brbrClose to Sister Bay’s wonderful restaurants, coffee shops, bars and shops. During prime season, concerts can be enjoyed at Waterfront Park and several other establishments nearby and can sometimes be heard from the comfort of our balcony! brbrOur property is a 2 bedroom, 2 bath, that can accommodate up to 6 guests. There are ssmart TV’s in both bedrooms and living area, fully equipped kitchen and bathrooms, full size washer/dryer and a large, spacious balcony to soak up the sunsets Door County is famous for!brbrWe look forward to hosting you and hope you fall in love with the home and area as much as we have!

Condo

302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$388.22

Remodeled kitchen, new flooring throughout, and updated bathrooms!!brbrThe Abode on Spring Road is located in Sister Bay one block east of the Sister Bay Marina (HWY 42) on quiet Spring Road. This comfortable 4 Bedroom home is a short 2 block walk from swimming, fishing, shopping and the famous Al Johnson’s Swedish Restaurant. It is 5 minutes from the Sister Bay Beach and Park which has a full sand beach/w dock, a volleyball court, playground, indoor bathroom facilities with amenities such as kayaking, canoeing, jet skis and boat rentals. The Sister Bay Marina has a public boat launch, parking for long/short term docking. From the Abode on Spring Road you are simply minutes from restaurants, shopping and all that Sister Bay as well as Door County has to offer.brbr*Turnover day is Thursday during 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**brbrbrAccommodationsbrbr Fully Stocked Kitchenbr 4 TV’s, DVD, VCRbr Dishwasherbr Gas Grillbr Washer/Dryerbr Nice Yard

4 bedroom, remodeled kitchen, new flooring throughout, and updated bathrooms!!

Sister Bay, Wisconsin, United States

Bed

Bath

Sleeps

$495.16

Nestled on five private acres just outside Sister Bay, Lakewood Lodge offers a peaceful and secluded Door County retreat.brbrLakewood Lodge Highlightsbr• 3 spacious bedrooms (2 Kings, 1 Queen)br• 3 well-appointed bathrooms with walk-in showers & jacuzzi whirlpool tubbr• Fully equipped kitchenbr• Cozy living room with gas fireplace and chalet-style bay windows overlooking the woodsbr• Two-season sunroom with wood-burning fireplacebr• Expansive back deck with gas grill and Adirondack seatingbr• Fire pit area for stargazing and cozy evenings by the firebr• Reliable Wi-Fibr• Full-size washer and dryer available for guest usebr• Private off-street parking for multiple vehiclesbr• Just a short drive to Sister Bay’s restaurants, shops, and outdoor adventuresbrbrThe SpacebrbrBedrooms & BathroomsbrThe primary bedroom offers a peaceful retreat with a king bed, bay windows overlooking the serene woods, and a private balcony for morning coffee. It also features a 65” SmartTV and a private en-suite bathroom with a walk-in shower, jacuzzi whirlpool tub and vanity.brbrThe second upstairs bedroom features both a king bed, a private balcony with wooded views, and a private en-suite bathroom with a walk-in shower and vanity. A 65” SmartTV and spacious closet provide added convenience.brbrThe third bedroom, located on the main floor, includes a comfortable queen bed, a closet, and a private patio door leading to the peaceful outdoors. A full bathroom with a single vanity and walk-in shower is located nearby down the hall.brbrAll bedrooms come with luxury hospitality-grade mattresses and linens along with king-size pillows to ensure restful nights.brbrComplimentary allergy free and eco-friendly toiletries like hand soap, shampoo, conditioner, body wash and lotion are provided in each bathroom along with hairdryers for guest use.brbrKitchen & LoungebrLakewood Lodge’s open-concept kitchen is fully stocked with modern appliances, including an oven/stove, microwave, dishwasher, toaster, and a 12-cup coffee maker. With expansive counter space and all essential cookware, it’s perfect for preparing meals to enjoy around the spacious dining table.brbrThe main living room showcases chalet-style bay windows with beautiful views of the surrounding woods and pond. A spacious seating area and SmartTV make it the perfect spot for family movie nights.brbrOutdoor SpacebrThe two-season sunroom offers a peaceful retreat with a stone wood-burning fireplace, soft seating, and screened windows—ideal for unwinding with a book or enjoying the sounds of nature.brbrThe expansive back deck, where Adirondack chairs provide a comfortable space to relax and unwind. Fire up the gas grill for a backyard cookout, or walk down to the fire pit and enjoy a relaxing night under the Door County stars.brbrThe property’s five private acres feature a small, shallow pond and lush ferns, creating a peaceful setting for guests seeking solitude and connection with nature.brbrLakewood Lodge does have external cameras that record 24/7 monitoring the driveway and the back deck for safety purposes.brbrRural LocationbrLakewood Lodge is located just seven minutes from downtown Sister Bay. Due to the rural location, guests will need to drive to and from the property, as walking or biking along County Road ZZ is not recommended.brbrCheck-in & Check OutbrAt Lakewood Lodge, we pride ourselves on providing an easy, stress-free experience. Our smart lock system generates a unique access code custom to you for a seamless self check in process for the property—no keys required. And when you’re ready to leave, simply pack up and walk out the door—no long check-out list!brbrAfter requesting your reservation, you will receive a notification to submit a security deposit of $300 and complete our Rental Agreement, confirming the terms and conditions of your stay at Lakewood Lodge, which you will be able to execute digitally.

Chalet

Lakewood Lodge: Secluded Home on 5 Acres Near SB

Sister Bay, Wisconsin, United States

Bed