Entire home·Private host

The Tailor House

Holiday home in Woodstock with kitchen and patio

Photo gallery for The Tailor House

Exterior
Smart TV, fireplace, offices
Fridge, microwave, oven, stovetop
Interior
2 bedrooms, desk, iron/ironing board, travel cot
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

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 5

Popular amenities

  • Dryer
  • Kitchen
  • Fireplace
  • Washer
  • Parking available
The current price is €252
includes taxes & fees
14 Oct - 15 Oct

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.)

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 and the fee must be paid before check-in instructions will be sent.
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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Electric car charging station
  • Garden

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

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 Donley's Wild West Town. 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.
Map
Woodstock, IL

What's nearby

  • 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
  • Bull Valley Golf Club - 6 min drive - 4.0 km

Getting around

  • Woodstock Station - 7 min walk
  • Chicago, IL (DPA-Dupage) - 53 min drive

Restaurants

  • ‪Dairy Queen - ‬6 min walk
  • ‪Holzlager Brewing Company - ‬14 min walk
  • ‪Wendy's - ‬15 min walk
  • ‪D.C. Cobb's - ‬5 min walk
  • ‪Napoli Pizza - ‬5 min walk

Frequently asked questions

Is The Tailor House pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Tailor House?

As of 4 Oct 2025, prices found for a 1-night stay for 2 adults at The Tailor House on 14 Oct 2025 start from €252.17, 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.

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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