Entire home
The Tailor House
Vacation home in Woodstock with kitchen and patio
Photo gallery for The Tailor House





Reviews
9.8 out of 10
Exceptional
2 bedrooms0+ bathroomsSleeps 5
Popular amenities
Explore the area
Woodstock, IL
- Place, Woodstock City Hall2 min walk
- Place, Woodstock Square3 min walk
- Place, Woodstock Opera House3 min walk
- Airport, Chicago, IL (DPA-Dupage)57 min drive
Rooms & beds
2 bedrooms (sleeps 5)
Front Room
1 Queen Bed
Master
1 Queen Bed and 1 Twin Bed
2 half bathrooms
Bathroom 2
Soap · Toilet
Upper
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Separate dining area
Garden
Dining area
About this property
The Tailor House
Welcome to Woodstock's Timeless BNB - A Blend of History and Luxury!
Discover the perfect harmony of old-world charm and contemporary elegance at our newly renovated historic BNB, a timeless gem built in 1860. Situated just 2 blocks from the enchanting Woodstock Town Square, this abode promises an unforgettable stay.
Historical Beauty, Modern Comfort: Immerse yourself in the character of a 160-year-old home, meticulously renovated to preserve its unique design features while offering all the modern comforts you need for a delightful stay.
***Space Overview***
Bedrooms:
❖1st Bedroom: Unwind in a cozy room featuring a comfortable queen-sized bed, promising restful nights and a peaceful ambiance.
❖2nd Bedroom: Ideal for a small group or family, this room offers a queen-sized bed and an additional single bed, making it perfect for accommodating your needs.
Bathrooms:
❖ Full Bathroom
❖ Half Bathroom (compact, offering limited space only.)
TV: Enjoy free streaming on our Roku TV with apps like The Roku Channel, Tubi, Pluto TV, Crackle, and NewsON. While local antenna channels aren’t available, there’s plenty to watch! Please note that specific shows, movies, or events can’t be guaranteed, as content changes throughout the year.
Kitchen: Discover the joy of cooking in a brand new kitchen, tastefully designed with the original brick chimney, blending the old and the new seamlessly.
Relaxing Hot Tub: Rejuvenate in the inviting hot tub, a delightful addition for unwinding after a day of exploring the local attractions.
Scenic Backyard: Step outside to a charming backyard, a peaceful oasis providing the perfect backdrop for relaxation and outdoor gatherings.
Laundry Room: Enjoy the convenience of a dedicated laundry room, equipped to keep your clothes fresh and clean throughout your stay.
Additional Notes:
-This 1860 home features stairs steeper than modern standards though customary for it's time. The primary bedroom and full bath are on the 2nd level. Please use caution when using the stairs. Please also note the half bath on the main level is quite small.
-The half bath is compact, offering limited space only.
Experience the charm of a bygone era while enjoying the comforts of the present in this unique historical space. Book your stay now and let the serenity of Woodstock envelop you!
***Guest Access***
Enjoy full access to the entire home, including all the amenities provided onsite, during your stay.
***Interaction with Guest***
We are just a message away. Let us know how we can earn your 5 star review. Feel free to send a message via the app, and we’ll respond promptly. Rest assured, we are dedicated to ensuring your stay is seamless and delightful!
~ THINGS TO NOTE ~
We want each guest to have an exceptional stay - Including your group! We put a lot into this house and into the exceptional experience we want for our guests. Please review the following and pass along to all guests.
✓ Check in/out:
We love that you are enjoying our place! If you wish to stay longer please give us as much heads up as possible so we can accommodate a few extra minutes to another restful night! Unfortunately, if our cleaning team arrives and check-out has not occurred we may charge for the additional hours at our cleaning team's rates (minimum $50/hr). Thank you for your understanding!
✓ Guests:
-For bookings of 2 guests or more, at least one staying guest must be 21 or older.
-Please no unregistered guests without prior approval.
✓ Guests with fewer than 2 five-star reviews must submit IDs for all guests within 5 days of booking, or immediately if booked within 5 days of the stay.
✓ Noise:
This is a residential area. Please treat our neighbors with respect and allow them to enjoy their homes in peace as you would like to enjoy yours.
✓ Local Bookings:
Please contact us before making a booking from the local community.
✓ Parties:
NO PARTIES. Please do not disturb the neighborhood
✓ Pets:
Only pre-approved pets are allowed. We’re happy to host dogs at our place! There’s just a small pet fee that’s automatically included in your booking total when you add your pets to the guest list. The fee covers up to two dogs, and if you’re bringing more than two, there’s an additional $50/dog fee.
Note: Unfortunately, we're unable to host cats due to the house owner's allergies.
ⓧ Smoking:
No Smoking allowed on the property: $300 fine minimum (usually over $1000 to remediate)
✓ We kindly request our guests to refrain from ordering any additional media services, including but not limited to TV packages, during their stay. Any charges resulting from such orders will be appreciated to be settled by the respective guest
PET POLICY:
✓ Pets should not be left alone outside a kennel within the unit.
✓ Please make sure your pets are good neighbors, keeping noise levels in check to avoid any ruff-housing!
✓ Be a responsible pet parent and clean up after your pet, both inside and outside the property.
✓ Pets, as much as we love them, are not allowed on furniture or bedding.
✓ Any additional cleaning or damages caused by your pet will be responsibly handled and charges will be charged accordingly.
We kindly ask for your consideration of our great neighbors and future guests. In the rare case of disturbance to the neighborhood, you may be asked to leave
Please enjoy this wonderful space we worked so hard to create for you! We welcome any questions or comments you may have.
Thank You!
Discover the perfect harmony of old-world charm and contemporary elegance at our newly renovated historic BNB, a timeless gem built in 1860. Situated just 2 blocks from the enchanting Woodstock Town Square, this abode promises an unforgettable stay.
Historical Beauty, Modern Comfort: Immerse yourself in the character of a 160-year-old home, meticulously renovated to preserve its unique design features while offering all the modern comforts you need for a delightful stay.
***Space Overview***
Bedrooms:
❖1st Bedroom: Unwind in a cozy room featuring a comfortable queen-sized bed, promising restful nights and a peaceful ambiance.
❖2nd Bedroom: Ideal for a small group or family, this room offers a queen-sized bed and an additional single bed, making it perfect for accommodating your needs.
Bathrooms:
❖ Full Bathroom
❖ Half Bathroom (compact, offering limited space only.)
TV: Enjoy free streaming on our Roku TV with apps like The Roku Channel, Tubi, Pluto TV, Crackle, and NewsON. While local antenna channels aren’t available, there’s plenty to watch! Please note that specific shows, movies, or events can’t be guaranteed, as content changes throughout the year.
Kitchen: Discover the joy of cooking in a brand new kitchen, tastefully designed with the original brick chimney, blending the old and the new seamlessly.
Relaxing Hot Tub: Rejuvenate in the inviting hot tub, a delightful addition for unwinding after a day of exploring the local attractions.
Scenic Backyard: Step outside to a charming backyard, a peaceful oasis providing the perfect backdrop for relaxation and outdoor gatherings.
Laundry Room: Enjoy the convenience of a dedicated laundry room, equipped to keep your clothes fresh and clean throughout your stay.
Additional Notes:
-This 1860 home features stairs steeper than modern standards though customary for it's time. The primary bedroom and full bath are on the 2nd level. Please use caution when using the stairs. Please also note the half bath on the main level is quite small.
-The half bath is compact, offering limited space only.
Experience the charm of a bygone era while enjoying the comforts of the present in this unique historical space. Book your stay now and let the serenity of Woodstock envelop you!
***Guest Access***
Enjoy full access to the entire home, including all the amenities provided onsite, during your stay.
***Interaction with Guest***
We are just a message away. Let us know how we can earn your 5 star review. Feel free to send a message via the app, and we’ll respond promptly. Rest assured, we are dedicated to ensuring your stay is seamless and delightful!
~ THINGS TO NOTE ~
We want each guest to have an exceptional stay - Including your group! We put a lot into this house and into the exceptional experience we want for our guests. Please review the following and pass along to all guests.
✓ Check in/out:
We love that you are enjoying our place! If you wish to stay longer please give us as much heads up as possible so we can accommodate a few extra minutes to another restful night! Unfortunately, if our cleaning team arrives and check-out has not occurred we may charge for the additional hours at our cleaning team's rates (minimum $50/hr). Thank you for your understanding!
✓ Guests:
-For bookings of 2 guests or more, at least one staying guest must be 21 or older.
-Please no unregistered guests without prior approval.
✓ Guests with fewer than 2 five-star reviews must submit IDs for all guests within 5 days of booking, or immediately if booked within 5 days of the stay.
✓ Noise:
This is a residential area. Please treat our neighbors with respect and allow them to enjoy their homes in peace as you would like to enjoy yours.
✓ Local Bookings:
Please contact us before making a booking from the local community.
✓ Parties:
NO PARTIES. Please do not disturb the neighborhood
✓ Pets:
Only pre-approved pets are allowed. We’re happy to host dogs at our place! There’s just a small pet fee that’s automatically included in your booking total when you add your pets to the guest list. The fee covers up to two dogs, and if you’re bringing more than two, there’s an additional $50/dog fee.
Note: Unfortunately, we're unable to host cats due to the house owner's allergies.
ⓧ Smoking:
No Smoking allowed on the property: $300 fine minimum (usually over $1000 to remediate)
✓ We kindly request our guests to refrain from ordering any additional media services, including but not limited to TV packages, during their stay. Any charges resulting from such orders will be appreciated to be settled by the respective guest
PET POLICY:
✓ Pets should not be left alone outside a kennel within the unit.
✓ Please make sure your pets are good neighbors, keeping noise levels in check to avoid any ruff-housing!
✓ Be a responsible pet parent and clean up after your pet, both inside and outside the property.
✓ Pets, as much as we love them, are not allowed on furniture or bedding.
✓ Any additional cleaning or damages caused by your pet will be responsibly handled and charges will be charged accordingly.
We kindly ask for your consideration of our great neighbors and future guests. In the rare case of disturbance to the neighborhood, you may be asked to leave
Please enjoy this wonderful space we worked so hard to create for you! We welcome any questions or comments you may have.
Thank You!
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Hot Tub
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Events
Events allowed: family gatherings and weddings
Pets
No pets allowed
Smoking
Smoking is not permitted
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
Parties and events (including family gatherings and weddings) are allowed on site; maximum attendees: 8
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property # 2302837
About the neighborhood
Woodstock
Located in Woodstock, this vacation home is in the city center. Woodstock Opera House and Illinois Railway Museum are cultural highlights, and some of the area's attractions include McHenry County Fairgrounds and Donley's Wild West Town. Royal Oak Farm Orchard and Royal Oak Carousel are also worth visiting. Looking to get your feet wet? Motor boating, fishing and swimming adventures can be found near the property.
Woodstock, IL
What's nearby
- Woodstock City Hall - 2 min walk - 0.2 km
- Woodstock Square - 3 min walk - 0.3 km
- Woodstock Opera House - 3 min walk - 0.3 km
- Naturally McHenry County Visitor Center - 3 min walk - 0.3 km
- McHenry County Fairgrounds - 20 min walk - 1.7 km
Getting around
Restaurants
- Dairy Queen - 6 min walk
- Holzlager Brewing Company - 14 min walk
- Wendy's - 15 min walk
- Napoli Pizza Place - 5 min walk
- Starbucks - 3 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Check-in
9.8/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Sep 25, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Sep 2025
10/10 Excellent
Ahmed A.
Aug 17, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ahmed A.
Stayed 1 night in Aug 2025
10/10 Excellent
Judi S.
Oct 28, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Judi S.
Stayed 2 nights in Oct 2025
10/10 Excellent
Raluca B.
Sep 28, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Raluca B.
Stayed 2 nights in Sep 2025
10/10 Excellent
Weston B.
Jun 12, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weston B.
Stayed 1 night in Jun 2025
10/10 Excellent
Joseph S.
Nov 4, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent amenities, superb location!
Joseph S.
Stayed 3 nights in Oct 2024
10/10 Excellent
Joyce S.
Jun 7, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Visit
Joyce S.
Stayed 4 nights in Jun 2025
10/10 Excellent
Dan R.
Mar 9, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend getaway
Dan R.
Stayed 1 night in Mar 2025
10/10 Excellent
Carrie L.
Mar 10, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Carrie L.
Stayed 1 night in Mar 2023
10/10 Excellent
Scott R.
Apr 26, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family visit in Woodstock
Scott R.
Stayed 5 nights in Apr 2024
10/10 Excellent
Chelsea R.
May 29, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacay
Chelsea R.
Stayed 1 night in May 2023
10/10 Excellent
Maureen C.
Mar 8, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy near the square
Maureen C.
Stayed 2 nights in Mar 2023
10/10 Excellent
Dana M L.
Aug 4, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, great location and good management
Dana M L.
Stayed 3 nights in Jul 2023
10/10 Excellent
Paula B.
Aug 8, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect home in Woodstock
Paula B.
Stayed 3 nights in Aug 2023
6/10 Okay
john f.
Oct 30, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
john f.
Stayed 2 nights in Oct 2025
10/10 Excellent
Judi S.
Feb 2, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Place
Judi S.
Stayed 2 nights in Jan 2024
10/10 Excellent
John J.
Oct 14, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, well equipped, hot tub was awesome after long days of jiu jitsu training.
John J.
Stayed 3 nights in Oct 2024
10/10 Excellent
Vivianne O.
May 21, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Stay
Vivianne O.
Stayed 2 nights in May 2024
10/10 Excellent
Stacey M.
Jan 14, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls getaway
Stacey M.
Stayed 1 night in Jan 2024
10/10 Excellent
Katie F.
Feb 5, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute & Cozy!
Katie F.
Stayed 2 nights in Feb 2023
10/10 Excellent
Ruth T.
Jun 29, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Class reunion
Ruth T.
Stayed 2 nights in Jun 2024
10/10 Excellent
Judi S.
May 16, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Woodstock Fun
Judi S.
Stayed 2 nights in May 2024
10/10 Excellent
Jennifer D.
Jun 24, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a long weekend getaway!
Jennifer D.
Stayed 4 nights in Jun 2022
10/10 Excellent
Judi S.
Dec 17, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoy Woodstock
Judi S.
Stayed 2 nights in Dec 2023
10/10 Excellent
Lydia G.
Jan 23, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Really cute place!
Lydia G.
Stayed 2 nights in Jan 2023
About the host
Hosted by Collin Reeser
We absolutely love building/creating unique spaces for you to enjoy. One of our favorite things is to reveal the character of 100+ year-old houses.. to bring them into the modern era of amenities while maintaining the character and workmanship from generations past!
We host our own places and we help others with their own. If you are interested in the space send us a message!
We host our own places and we help others with their own. If you are interested in the space send us a message!
Why they chose this property
Take a walk through the oldest Victorian-era homes in Woodstock!
What makes this property unique
The Taylor home was a long and fascinating renovation pealing back 160 years of history. Originally it was the town tailor house/shop. The last 30 were occupied by a couple of dentists so it was super neat to take down all the big florescent lights and create the kitchen and living space
Premier Host
They consistently provide great experiences for their guests
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