3 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 1-7
Internet Fireplace (more...)


Welcome to Chicory Hill – a luxurious Door County family escape with fun for everyone!

Experience an unmatched stay in our newly remodeled, luxury vacation home, located in Sister Bay. We created Chicory Hill for families, friends, and couples who desire to be minutes from all of the attractions Door County has to offer, but also long to escape to a top-notch vacation home with modern and unique amenities. You can vacation in comfort and ease with an ensuite bathroom in each bedroom, a game room to keep all ages entertained, and expertly created outdoor spaces.

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. 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.

A word about our cleaning protocols…. We have a larger family, and we stay in multiple vacation rentals a year. We know, firsthand, how the cleanliness of a rental can make or break your hard-earned 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 our process is extremely extensive because we know that your relaxation and enjoyment depends on it. Our home is owner-managed and cared for because we believe that you deserve the highest level of guest experience, cleanliness, and peace-of-mind during your vacation.

★★★Please read our entire listing including our house rules and description of the of location our home. 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 for all bookings. The name used to book the reservation must match that on the credit card and the signed rental agreement. The rental agreement and security deposit hold must be completed within 72 hours of booking (within 24 hours if arrival date is less than 3 days from time of booking.) or the reservation will be canceled. Our home is located in a community with neighbors and is geared towards quiet family/friends vacations. Chicory Hill is conveniently located close to a fun park and a main road - vehicle and recreational noise will be heard from the outdoor spaces. We cannot accommodate bachelor or bachelorette parties, reunions, or other rowdy 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.★★★
Door County Tourism Zone Commission Permit #

Our home is a newly remodeled, two-story, 2200 square foot, classic Door County farmhouse. It is located "up the hill," on the south end of Sister Bay, not far from Pirates Cove Adventure Golf. Due to our location being one lot from Pirates Cove and Johnson’s Fun Park, guests will hear the sounds of 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. Vehicle noise will be heard outside. We have a six-foot privacy fence and a tree line in our backyard adjacent to our outdoor entertaining space to assist with noise and views.
• Seven guests maximum (One of our beds is a daybed, so only SIX adults are permitted).
• Three bedrooms (King, King + Full Daybed, Queen).
• Three and one-half bathrooms. All bedrooms have ensuite bathrooms. (Main floor bedroom and second floor King bedroom each have a tiled, luxury shower and double vanity. Upstairs queen bedroom has a tub/shower combination with a single vanity. We also have a main floor powder room.)
• New, modern kitchen with dishwasher, induction stove, and refrigerator/freezer with ice maker.
• Large dining table with seating for seven guests.
• Indoor gas fireplace
• Central heating and air conditioning.
• Washer and dryer on main level (free).
• Five Roku smart TVs (One in each bedroom, one in the living room, and one in the basement game room).
• Complimentary DirectTV streaming app for live, local television "cable channels," and sports.
• High speed internet. Wi-Fi, Strong enough to support Zoom meetings (due to the rural nature of Door County, Wi-Fi and cell phone coverage and service can vary.)
• Record player and vinyl music library.
• Basement game room with classic video games, bumper pool, board games, a 65 inch Roku TV and comfy furniture!
• Three parking spots in driveway (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, firearms, smoking, tobacco, or vaping allowed on property.

GAME ROOM AMENITIES (in basement):
65" Roku Smart TV with comfortable seating area.
Table with seating for seven.
Children’s play area, table, toys, games, and books.
Bumper pool
Pac-Mania One-Up and Marvel Video arcade games.
Board games, cards, and cribbage.

First Floor King Bedroom: Includes king bed, smart TV, two closets, extra pillows & blankets, room darkening curtains, and an ensuite bathroom.
Second Floor King Bedroom: Includes one king bed and one full-sized daybed, smart TV, walk-in closet, extra pillows & blankets, room darkening curtains, and an ensuite bathroom.
Second Floor Queen Bedroom: Includes Queen bed, smart TV, closet, built-in wardrobe, extra pillows & blankets, room darkening curtains, and an ensuite bathroom.

The brand-new, modern, fully stocked kitchen is equipped with a refrigerator, microwave, induction stove, dishwasher, oven, toaster, crock pot and blender, traditional coffee maker, Keurig, coffee bean grinder and tea kettle. Also available are induction pots and pans, 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.

Both of our King bedrooms have an ensuite bathroom with walk-in showers, double vanities, and hair dryers. The showers are brand new, tiled, and include a classic, handheld, and rain showerheads.
The second floor Queen bedroom has an ensuite bathroom with a tub/shower combination with tile surround, single vanity, and hair dryer.
Main floor powder room.

OUTDOOR SPACE: (Please see our description of the location of our home.)
Unique, natural play area for young children 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”.
Large wood-burning fire pit with seven Adirondack chairs and complimentary firewood (two bundles).
Covered (open) back porch with bistro table and seating.
Patio dining table with seven chairs located under our covered, open gazebo.
Propane fire table with patio seating - propane provided.
Gas grill with extra propane provided.
Trex front porch
Access to detached garage, which contains marshmallow forks and outdoors games (Corn hole, Ladder golf, Yardzee). Bicycle storage is allowed in our garage (bikes not provided.)
***Our home is not far from Pirates Cove Adventure Golf and Johnson's Fun Park. GUESTS WILL HEAR THE SOUNDS OF 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 MANY LOCATIONS IN OUR NARROW PENINSULA, VEHICLE NOISE WILL BE HEARD WHEN OUTDOORS. We have a six-foot privacy fence and a tree line in our backyard adjacent to our outdoor entertaining space to assist with noise and privacy.***

Bed linens, pillows, blankets, bath towels, kitchen towels, beach towels, and hair dryers are provided.
We supply paper products including two rolls of paper towels for the kitchen and six rolls of toilet paper per bathroom. We also supply hand soap, dish soap, dishwasher soap, laundry detergent and garbage bags.
We supply one small, travel-size shampoo, conditioner, and body wash per ensuite bathroom. We recommend that you bring shower essentials for stays longer than two nights.
Iron & Ironing Board
Pack n Play (2 fitted sheets available), classic highchair, and booster highchair.

*Due to health and safety guidelines all pantry items must be removed between guests. Please bring cooking essentials you might need such as cooking oil/spray, aluminum foil, baggies, salt, pepper and other spices, sugar, etc. Due to Wisconsin health and safety regulations, we do not supply these items.

We are Brian and Jennifer, lifelong Wisconsinites and lovers of Door County. We believe Door County is a place to be shared, and we've been creating exceptional guest experiences here since 2022. We own, self-manage, and care for Chicory Hill and our other five-star properties, Chicory Lake House and Chicory Cottage at ChicoryDoorCounty because we believe your vacation deserves the highest level of attention to detail. Whether you are a first-time visitor, or someone who considers Door County to be your Happy Place, we genuinely hope to provide a five-star vacation home experience that will have you daydreaming of beautiful Door County wherever your next adventure may lead you.

Sister Bay, Wisconsin

Guests have access to the whole home except three locked rooms in the basement: One containing a supply room, Two rooms holding mechanical/furnace.
Cottage Type House
Accommodation Entire Home
Check-In A keypad is available 24 hours a day to provide entry for guests
House Rules
  • Maximum occupancy: 7
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 24
  • Pets not allowed
Setting & View
  • Village
  • Internet
  • Fireplace
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Hair Dryer
  • Iron & Board
  • Firewood Provided
  • Wifi
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Extra Pillows & Blankets
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Rain Shower
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
  • Portable Fans
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Kettle
  • Pots & Pans
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Bread Maker
  • Coffee
  • Wine Glasses
  • Child's Highchair
  • Seating for 7 people
Bathrooms 4 Baths (3 full, 1 half)
  • Main Floor Primary Ensuite Bathroom – Shower, Toilet
  • Second Floor King Bedroom Ensuite Bathroom – Shower, Toilet
  • Second Floor Queen Bedroom Ensuite Bathroom – Combination Tub/Shower, Toilet
  • First Floor Powder Room – Toilet
Sleeping Arrangements 3 Bedrooms, sleeps 1-7
  • Primary Main Floor Bedroom – 1 King bed
  • Second Floor King Bedroom – 1 King bed, 1 Double bed
  • Second Floor Queen Bedroom – 1 Queen bed
  • Television
  • Satellite/Cable
  • Video Games
  • Stereo
  • Music Library
  • Games/Board Games
  • Books
  • Toys
  • Game Room
  • Pool Table
  • Smart TV
  • Record Player
  • Children's Dinnerware
  • Pack N Play/Travel Crib
  • Room Darkening Shades
  • Children's Books & Toys
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Lawn/Garden
  • Walkable to Golf
  • Walkable to Park/Playground
  • Private Yard
  • Fire Pit
  • Fenced Yard
  • Play Area
  • Outdoor Dining
  • Outdoor Seating
  • Parking
  • Garage
  • Free Parking
  • Free Parking On Premises
  • Family
  • Bay/Sound
  • Marina
  • Winery Tours
  • Antiquing
  • Bird Watching
  • Horseback Riding
  • Paddle Boating
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Cycling
  • Cross Country Skiing
  • Fishing
  • Bay/Sound Fishing
  • Freshwater Fishing
  • Golf
  • Hiking
  • Jet Skiing
  • Kayaking
  • Mountain Biking
  • Sailing
  • Snowmobiling
  • Swimming
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Emergency Exit Route
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
  • Cleaning Products
  • Requires Stairs
  • Potential Noise
  • Climbing/Play Structure
Season Rate
Please scroll up above the map to view our calendar and rates.
1/1 - 12/31

Cancellation Policy: One hundred percent (100.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 14 days prior to the arrival date of the reservation. For cancellations made within 14 days prior to the arrival date, no refund will be issued.