Chicory Hill: Door County Family Home, 3 Ensuites, Game Room & Play Area

Top rated by guests
Welcome to Chicory Hill!
Chicory Hill's kitchen is brand new and fully-equipped.
We have new, stainless appliances including an induction stove, dishwasher and refrigerator with ice maker.
Put a vinyl album on, pour yourself a whiskey or wine, and relax - you're on vacation!
Chicory Hill is a classic Door County farmhouse with a game room, children's Wisconsin-themed outdoor play area, and three suites - each with their own ensuite bathroom.
review stars
10.0Outstanding
(10 Ratings)
"Absolutely the cleanest and best vacation rental EVER! The attention to detail was amazing! We will be back for sure!!"
Karin G.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(10 Ratings)

House in Sister Bay, WI

7 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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★
Chicory 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.

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 features a brand-new tile shower with a rain showerhead 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 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.
•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.
•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. 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.

•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.


★WE GENUINELY LOOK FORWARD TO HOSTING YOU★
ChicoryDoorCounty 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.
Please 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.

Amenities at Chicory Hill: Door County Family Home, 3 Ensuites, Game Room & Play Area

Air conditioning
Non-smoking
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
No pets allowed
Garden
Oven
Stove
Laundry services
Fireplace
Bath or shower
Children's high chair
Ironing facilities
Towels
Hairdryer

Map of Sister Bay, WI


Ratings and reviews

10.0 / 10.0
Outstanding(10 Ratings)
10.0 / 10.0Outstanding·Oct 2025
Absolutely the cleanest and best vacation rental EVER! The attention to detail was amazing! We will be back for sure!!
10.0 / 10.0Outstanding·Jul 2025
I was celebrating my birthday with my family and couldn’t have chosen a better place! The home was beautifully decorated and well stocked, we didn’t eyed a thing. From the great basement filled with games and toys for all ages to the lovely home and the spacious backyard with fire pits, dining area and a wonderful play area for the grandkids! The kitchen had everythat we needed and more!Thank you for sharing your home for this special occasion and hopefully we will return!
10.0 / 10.0Outstanding·Jul 2025
The house is an ideal location for visiting the many towns of Door County. The interior is very clean and contains most everything you will need for a comfortable, relaxing experience. The outdoor porches, multiple seatings areas, game room, grill, and fire pits made for enjoyable evenings. We celebrated our 50th wedding anniversary as a family, with our two children and their spouses. Having ample space, well stocked kitchen and private bedrooms/bathrooms made it perfect for all. The information and correspondence provided by the owners were exceptional. Thank you for letting us stay at your property. We highly recommend it!
10.0 / 10.0Outstanding·Jul 2025
We've stayed at a number of VRBO rentals and this one is by far the best. The property is owner managed by Jennifer and Brian and it certainly shows. It is clean and well furnished with so many wonderful details. There are many things to do at the house from the games in the basement to the beautiful backyard. On our last morning a storm rolled in and I was able to sit under the covered back porch and enjoy my coffee. When you stay it feels like you're out in the country, but there are many activities and shopping close by. It really made for a wonderful family vacation. Thank you Jennifer and Brian!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Chicory Hill: Door County Family Home, 3 Ensuites, Game Room & Play Area. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Chicory Hill: Door County Family Home, 3 Ensuites, Game Room & Play Area pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Chicory Hill: Door County Family Home, 3 Ensuites, Game Room & Play Area?

We found 24 amenities for this rental. This includes air conditioning, non-smoking, tv, coffee/tea maker, and refridgerator.


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