Chicory Hill: Three Bedrooms w/Ensuites; One-of-a Kind Play Area & Game Room! | House in Sister Bay, WI

Welcome to Chicory Hill – a luxurious and authentic Door County retreat designed for family fun and relaxation.
Escape 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.
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.
★OUR CLEANING PROTOCOLS SET US APART★
Our 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.
WHY STAY AT CHICORY HILL?
Door 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.
ENJOY AN ENSUITE BATHROOM IN ALL THREE BEDROOMS
Our home has three suites – each with a new, luxurious ensuite bathroom.
•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.
•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.
•The second-floor Queen suite has a Queen bed and a newly remodeled bathroom with a tub/shower combination and a gorgeous single vanity.
•The main floor also has a powder room.
GAME ROOM AMENITIES
Young or young-at-heart, there’s something for everyone at Chicory Hill! The amenities for you to enjoy in our game room include:
•65" Roku TV with a comfortable seating area
•Table with seating for seven
•Children’s play area, table, toys, games, and books
•Bumper pool
•Dutch Shuffleboard
•One-Up Pac-Mania and Marvel Video games
•Board games, cards, and cribbage
YOUR LITTLE TRAVELERS WILL LOVE THE ONE-OF-A-KIND WISCONSIN-THEMED, NATURAL PLAY AREA
At 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”.
OUTDOOR AMENITIES
Chicory Hill has a large backyard with an amazing outdoor space for your enjoyment:
•A large wood-burning fire pit with seven Adirondack chairs and complimentary firewood
•An original farmhouse covered (open) back porch with a bistro table and seating
•Patio dining table with seven chairs located under our covered, open-air gazebo
•Propane fire table with patio seating - propane provided
•Gas grill with propane provided
•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.)
MORE DETAILS ABOUT CHICORY HILL
Chicory Hill is a classic Door County farmhouse that underwent complete restoration and remodel in 2024. Our home is two stories and 2,200 feet.
•Seven guests maximum - due to one of our beds being a daybed, a maximum of six adults is permitted.
•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, 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.
•Large dining table with seating for seven guests
•Indoor gas fireplace
•Central heating and air conditioning
•Washer and dryer on main level (free)
•Record player and vinyl music library
•Five Roku smart TVs (One in each bedroom, one in the living room, and one in the basement game room)
•Complimentary streaming app for live, local television, cable channels, and sports
• High-speed internet. (Due to the rural nature of Door County, Wi-Fi and cell phone coverage and service can vary)
•Three parking spots in driveway maximum (Village-controlled and enforced). No garage access for vehicles.
•Electric Vehicle Charging: NEMA 14-50 240V outlet - capable of Level 2 charging with the appropriate adapter- adapter NOT provided
•No pets, fireworks, firearms, smoking, tobacco, or vaping allowed on property.
IMPORTANT DETAILS WE’D LIKE TO MENTION
•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.
•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.
•In the interest of staying true to our home’s original design, we did not raise the roof during our remodel. Classic, farmhouse-style slanted ceilings are featured in our two upstairs bedrooms. Guests may need to slightly duck and watch their heads when walking around the beds on one side.
★WE GENUINELY LOOK FORWARD TO HOSTING YOU★
Please read our entire listing, including our house rules and the description of our home's location. Our standard check-in time is 4 pm, and standard check-out is 10 am. We require a signed rental agreement, waiver of liability, and a $300 credit card security deposit hold 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 cancellation. We cannot accommodate loud or 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.

Chicory Hill: Three Bedrooms w/Ensuites; One-of-a Kind Play Area & Game Room! is located in Sister Bay. Chicory Hill: Three Bedrooms w/Ensuites; One-of-a Kind Play Area & Game Room! provides accommodation, featuring Wellness Facilities, Fireplace/Heating, Entertainment, among other amenities. This House features Wellness Facilities, Fireplace/Heating, Entertainment, to make your stay a comfortable one.

Chicory Hill: Three Bedrooms w/Ensuites; One-of-a Kind Play Area & Game Room! has 3 Bedrooms , 3 Bathrooms, and max occupancy of 7 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Sister Bay has interesting places to visit. If you want to learn more about the House in Sister Bay, such as places to visit and things to do nearby, you can check below to learn more.