The Tailor House

Woodstock, Illinois
$252 avg/night
Minimum Stay 1 Nights
Bed 2

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 5

Max Sleeps

Night 1 nights

Min Stay

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!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    4 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Electric Car Charging Station On Site Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Barbecue Grill Garden Outdoor Furniture Patio
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    1.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair Office
  • THINGS TO DO

    Fishing Nearby Power Boating Nearby Swimming Nearby
  • ENTERTAINMENT

    Games Smart TV
  • LIVING SPACES

    Dining Room Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Travel Crib
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 5

Map Map

School District Availability

Review Review

  • Raluca

    Submitted Dec 6, 2021

    Stayed Dec 3, 2021

    This was a great little house, perfect for my husband and I for a weekend getaway. Charming. Walking distance to everything in Woodstock. We hope to stay there again!

  • Kim M.

    Submitted May 23, 2026

    Stayed May 21, 2026

    This is a wonderful property in an excellent location for visiting Woodstock. It’s comfortable, cozy, spotless, and had everything we needed for our stay. We especially appreciated the thoughtful preservation of this historic building while still offering all the modern amenities. The beds were exceptionally comfortable as well. Historic downtown Woodstock is a real gem, with its beautiful town square and plenty of great dining options nearby. We had a very positive experience with the host and would absolutely recommend this rental to others

  • Sebastian ?.

    Submitted Mar 19, 2026

    Stayed Mar 16, 2026

    Will come back

  • Brittany H.

    Submitted Mar 1, 2026

    Stayed Feb 28, 2026

    Amazing stay. So close to everything!

  • David S.

    Submitted Dec 14, 2025

    Stayed Dec 12, 2025

    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!

  • john f.

    Submitted Oct 30, 2025

    Stayed Oct 17, 2025

    The stone Chess set should be removed; there are too many broken pieces. The downstairs powder room is just too small for any tall or plus sized adult, and the upstairs bath is only accessible by very narrow stairs with high steps. The house is not accessible for aged or disabled guests and the website should be upfront about that. Two of the four stove burners don't function, but we lovedthe kitchen sink.

  • Judi S.

    Submitted Oct 28, 2025

    Stayed Oct 26, 2025

    The area and location and great host. Plus this time used the hot tub! Felt so good in the cool of the night.

  • Raluca B.

    Submitted Sep 28, 2025

    Stayed Sep 26, 2025

    Great, as always! We've been coming here for years and we love the house and the neighborhood. Everything is great!

  • Quentin B.

    Submitted Sep 25, 2025

    Stayed Sep 18, 2025

    Planning our next visit.

  • Anthony M.

    Submitted Aug 31, 2025

    Stayed Aug 27, 2025

    Very clean and nice little place to stay. I loved that it was a restored 1960 house. I highly recommend this place.

  • Ahmed A.

    Submitted Aug 17, 2025

    Stayed Aug 15, 2025

    I really enjoyed the place

  • Weston B.

    Submitted Jun 12, 2025

    Stayed Jun 1, 2025

    As advertized. Cozy and clean. Good food near by.

  • Joyce S.

    Submitted Jun 7, 2025

    Stayed Jun 2, 2025

    Darling home! Perfect for walking back and forth from Square! Clean and comfortable! Great communication from hosts! Can’t wait to come back!

  • Dan R.

    Submitted Mar 9, 2025

    Stayed Mar 8, 2025

    We just wanted to enjoy some local food and small town life. Perfect!

  • Joseph S.

    Submitted Nov 4, 2024

    Stayed Oct 21, 2024

    A relaxing well appointed home with easy walking distance to downtown Woodstock!

  • John J.

    Submitted Oct 14, 2024

    Stayed Oct 11, 2024

    See title

Your dates are Available!

Total

Includes taxes and fees
$252+
View details