Entire home

The Tailor House

Photo gallery for The Tailor House

A white house with a porch and a chimney, surrounded by a grassy area and a brick path. - The Tailor House (Woodstock)
Interior - The Tailor House (Woodstock)
A compact kitchen with a stone column, wooden countertop, and a trash bin. - The Tailor House (Woodstock)
A bedroom with a large bed, wooden dresser, and a chair. - The Tailor House (Woodstock)
A cozy living room with a wooden ceiling, a dining area with a chandelier, and a staircase leading to another level. - The Tailor House (Woodstock)
A garden, laundry facilities and a hot tub are just a few of the amenities provided at The Tailor House. Stay connected with free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 5

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
The current price is AU$396
includes taxes & fees
24 Aug - 25 Aug

Add dates for prices

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!

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

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • 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

  • Pet friendly
  • Welcoming dogs only
  • 4 pets total

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
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 are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
4 total pets
Note from host: Pet fee included covers the first two pets only.

Children and extra beds

Children are welcome

Events

No events 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
On-site parties or group events are strictly prohibited
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

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
View more Holiday homes in Woodstock
Map
Woodstock, IL

What's nearby

  • A historic building with a clock tower, a theater, and a street with cars and pedestrians.
    Woodstock Opera House
    3 min walk - 0.3 km
  • Woodstock City Hall
    2 min walk - 0.2 km
  • Woodstock Square
    3 min walk - 0.3 km
  • Emricson Park
    16 min walk - 1.4 km
  • McHenry County Fairgrounds
    3 min drive - 1.5 km

Getting around

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

Restaurants

  • McDonald's
    16 min walk
  • Subway
    4 min drive
  • Culver's
    5 min drive
  • Starbucks
    5 min drive
  • Taco Bell
    3 min drive

Frequently asked questions

Is The Tailor House pet-friendly?

Yes, this property allows dogs (limit 4 total).

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

As of 19 Aug 2026, prices found for a 1-night stay for 2 adults at The Tailor House on 24 Aug 2026 start from AU$396, 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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