Welcome to Woodstock's Timeless BNB, a blend of history and luxury. Experience the perfect harmony of old-world charm and modern comfort in this newly renovated historic home built in 1860, featuring a brand new kitchen with an original brick chimney, hot tub for relaxation and scenic backyard for outdoor gatherings.
Reviews
9.89.8 out of 10
Exceptional
Entire home
2 bedrooms1 bathroomSleeps 5
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
The current price is £195
£195
includes taxes & fees
31 Mar - 1 Apr
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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!
Property amenities
Pool/Spa
Hot tub
Internet
Available in the house: Free WiFi
Parking and transport
Electric car charging station on site
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Paper towels
Refrigerator
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
1 bathroom
Bathtub or shower
Hair dryer
Shampoo
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Fireplace
Living room
Separate dining area
Entertainment
Games
Smart TV
Outdoor areas
Barbecue grill
Garden
Outdoor furniture
Patio
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Desk chair
Office
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Things to do
Fishing nearby
Motor boating nearby
Swimming nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
We kindly ask guests not to order extra media services during their stay. Any resulting charges are to be settled by the guest.
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
Please follow check-in/out times as specified, unless otherwise approved. Unapproved late checkouts could result in an additional charge (min $50/hr)
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
Events allowed: family gatherings and weddings
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property is also known as
Woodstock's Newest and Oldest Vrbo on the Square Woodstock
About the area
Located in Woodstock, this holiday home is in the city centre. Woodstock Opera House and Illinois Railway Museum are cultural highlights, and some of the area's attractions include McHenry County Fairgrounds and Corn Maze. Royal Oak Farm Orchard and Royal Oak Carousel are also worth visiting. Looking to get your feet wet? Power boating, fishing and swimming adventures can be found near the property. Visit our Woodstock travel guide
How much does it cost to stay at The Tailor House?
As of 30 Mar 2026, prices found for a 1-night stay for 2 adults at The Tailor House on 31 Mar 2026 start from £195, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Tailor House?
On-site parking is available at the property.
What time is check-in at The Tailor House?
Check-in begins at 4:00 PM.
What time is check-out at The Tailor House?
Checkout is at 11:00 AM.
Where is The Tailor House located?
Located in the heart of Woodstock, this holiday home is steps away from Woodstock City Hall and Naturally McHenry County Visitor Center. Woodstock Opera House and Woodstock Square are also within 10 minutes. Woodstock Station is 7 minutes by foot.
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The Tailor House Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
We loved staying at this property. Easy walk to a cute town square surrounded by fun shops and restaurants. Home had everything we needed. Hosts were attentive when needed.
Once again, a great place to stay. Location to family and the local town square can’t be beat for us. Very good service and communication. We will keep coming back.
Stayed here with friends for a getaway. Hot tub was fantastic. The place was adorable. Comfy beds. A couple blocks from the square. We may stay here again!
Sisters and I went for a few days to visit cousins. This house was perfect. So close to the square. Enjoyed the shops and the Farmers Marker and lunch on the square. One day just walked the neighborhood to see all the beautiful old homes. Already planning a return trip in the fall!
Just a short stay for family reasons. But got to visit the square all decked out for the holiday season. Beautiful lights, delicious dinner - all within walking distance from our house. A really cute, comfy home. Definitely plan to return time and again.
Taylor house was perfect for our visit to Woodstock and family. Cute historical house near the town square. Beautiful neighborhood. The property manager was great to work with. Very accommodating and answered any questions very quickly. We will definitely be back.
3 CA Family members joined the two of us from IL. We attended a June 15 family wedding at a nearby Woodstock Golf resort. The little home is charming and cozy and was perfect size for us to be comfortable. If there would be one thing I would suggest be added : Perhaps a couple of full length mirrors on the back of the bedroom doors so we ladies could have used those as we dressed for the wedding. Not earthshaking but I think it would be a nice addition. Thanks to the host owners for our enjoyable stay.
wonderful home for a weekend vacation! house is within walking distance to the tow square that is filled with bars, shops, and restaurants! the entire house had a very comfortable, warm feel to it. everything was extremely clean and well equipped! My girlfriend and I loved it so much we’ve talked about making it a yearly trip!
What a delightful cozy home near the Woodstock square. Clean and well stocked, we found everything we needed for a weekend stay! Very enjoyable, we can’t wait to return!
We enjoyed our stay at your property. The neighborhood, the house, and its surroundings were so charming. We came to Woodstock to visit with family and when we return, we will return to your beautiful property! Thank you so much!