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Chicory Hill: Door County Family Home, 3 Ensuites, Game Room & Play Area
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Reviews
10 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 7204.4 sq m
Popular amenities
Explore the area

Sister Bay, WI
- Place, Sister Bay Beach15 min walk
- Place, Waterfront Park15 min walk
- Place, Sister Bay Marina19 min walk
Rooms & beds
3 bedrooms (sleeps 7)
Primary Main Floor Bedroom
1 King Bed
Second Floor King Bedroom
1 King Bed and 1 Double Bed
Second Floor Queen Bedroom
1 Queen Bed
3 bathrooms, 1 half bathroom
First Floor Powder Room
Toilet
Main Floor Primary Ensuite Bathroom
Toilet · Shower only
Second Floor King Bedroom Ensuite Bathroom
Toilet · Shower only
Second Floor Queen Bedroom Ensuite Bathroom
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden
About this property
Chicory Hill: Door County Family Home, 3 Ensuites, Game Room & Play Area
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.
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.
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10.0 out of 10, Exceptional, (6 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Start the dishwasher
Take out the rubbish
Lock the doors
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is required for transport to and from this property
About the area
Sister Bay
Sister Bay is home to this holiday home. Frykman Studio Gallery and Corner of the Past Museum are cultural highlights, and some of the area's landmarks include The Skyway Drive-In Theatre and Historic Noble House. Travelling with kids? Consider Pirate's Cove Adventure Golf, or check out an event or a game at Peg Egan Performing Arts Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Sister Bay, WI
What's nearby
- Pirate's Cove Adventure Golf - 2 min walk - 0.2 km
- Frykman Studio Gallery - 6 min walk - 0.6 km
- Sister Bay Beach - 15 min walk - 1.3 km
- Waterfront Park - 15 min walk - 1.3 km
- Sister Bay Marina - 19 min walk - 1.7 km
Restaurants
- Al Johnson's Swedish Restaurant & Butik - 19 min walk
- Husby's Food & Spirits - 11 min walk
- Stabbur Beer Garden - 18 min walk
- Sister Bay Bowl - 12 min walk
- Sip - 3 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
27 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
A A.
6 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Simply amazing
A A.
Stayed 2 nights in Oct 2024
Verified
10/10 Excellent
David B.
9 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family vacation
David B.
Stayed 3 nights in Jun 2025
Verified
10/10 Excellent
LaDonna B.
26 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent in every way.
LaDonna B.
Stayed 4 nights in Sep 2024
Verified
10/10 Excellent
Marilyn Z.
30 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
The property felt like home...it was beautifully decorated and cleaned to perfection
Marilyn Z.
Stayed 2 nights in Oct 2024
Verified
10/10 Excellent
Phyllis B.
13 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Phyllis B.
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Jackie G.
1 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Family Vacation House
Jackie G.
Stayed 4 nights in Jun 2025
From a partner site
10/10 Excellent
Hillary W.
2 July 2025
A lovely, well appointed home!
Hillary W.
From a partner site
10/10 Excellent
Jennifer B.
2 September 2024
AMAZING
Jennifer B.
From a partner site
10/10 Excellent
Michelle R.
12 December 2024
Luxury, Comfort, and FUN for a great value!
Michelle R.
About the host
Hosted by Jennifer and Brian
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, family-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.
What makes this property unique
Door County has been named one of the top summertime family vacation destinations in the country. Chicory Hill is located on the south end of Sister Bay, minutes from the Peninsula's most sought-after views and attractions. We are approximately one mile from all of Sister Bay's best restaurants and shops, including the famous goats on the roof at Al Johnson's. Chicory Hill is conveniently located within walking distance to mini-golf, go-karting, Peach Barn Brewery, Piggly Wiggly Grocery store, and several cafes.
Languages:
English
Premier Host
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