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The Tailor House

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Exterior
Interior
Smart TV, fireplace, offices
2 bedrooms, desk, iron/ironing board, travel crib
2 bedrooms, desk, iron/ironing board, travel crib

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 5

Popular amenities

  • Hot Tub
  • Washer
  • Barbecue grill
  • Parking available
  • Air conditioning
  • Kitchen
The current price is SAR 439
SAR 937 total
includes taxes & fees
6 Mar - 7 Mar

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:
-Please note that the house features steep stairs, which may require extra caution.
-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!

We strive to ensure every guest has a memorable stay. Please note that the following limits may be imposed based on the host's discretion:

-Maximum 8 overnight guests
-Game room occupancy capped at 14 (where available)
-Parking limited to 3 cars in the driveway. (additional vehicle may park on any nearby public parking)

We kindly ask for your cooperation in observing all house rules and policies, as they contribute to the comfort of future guests and neighbors. Failure to comply may result in fines or, in severe cases, termination of the booking (This is the last thing we want to happen!)

Your understanding is greatly appreciated.

Thank You!

Property manager

Collin Reeser

Property amenities

Pool/Spa

  • Hot tub

Internet

  • Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Paper towels
  • Coffee/tea maker
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathrooms

  • 1 bathroom
  • Bathtub or shower
  • Towels provided
  • Toilet paper
  • Shampoo
  • Soap
  • Hair dryer

Living spaces

  • Fireplace
  • Living room
  • Dining room

Entertainment

  • Smart TV
  • Games

Outdoor areas

  • Patio
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Washing machine and dryer

Work spaces

  • Office
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

Things to do

  • Power boating nearby
  • Fishing nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

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  • Kitchen
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Newly Renovated Home with Hot tub & 2 Blocks from Town Square

Policies

Check-in

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

Check-out

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

Special check-in instructions

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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 and a deadbolt lock
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 neighborhood

Map
Woodstock, IL

What's nearby

  • Woodstock Opera House - 3 min walk - 0.3 km
  • Woodstock Square - 5 min walk - 0.5 km
  • McHenry County Fairgrounds - 3 min drive - 1.7 km
  • McHenry County Courthouse - 5 min drive - 3.7 km
  • Bull Valley Golf Club - 6 min drive - 3.9 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬16 min walk
  • ‪Panera Bread - ‬16 min walk
  • ‪Culver's - ‬5 min drive
  • ‪Wendy's - ‬15 min walk
  • ‪Papa Murphys Take n Bake - ‬16 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 5 Rabiʻ I 2025, prices found for a 1-night stay for 2 adults at The Tailor House on 6 Rabiʻ I 2025 start from $222.85, 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?

Check-out is at 11:00 AM.

Where is The Tailor House located?

Located in the heart of Woodstock, this vacation home is within a 5-minute walk of Woodstock City Hall, Woodstock Opera House, and Old Courthouse Arts Center. Woodstock Square and Emricson Park are also within 15 minutes. Woodstock Station is 7 minutes by foot.

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The Tailor House Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 36 out of 39 reviews
Rating 8 - Good. 2 out of 39 reviews
Rating 6 - Okay. 1 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Carrie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
We were only there one night but property was clean, comfortable and great location! Definitely would recommend.
Stayed 1 night in Mar 2023

10/10 Excellent

Scott R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family visit in Woodstock
Lovely little historic home in Woodstock, walking distance to the town square and the beautiful historic neighborhoods. Perfect for our stay!
Stayed 5 nights in Apr 2024

10/10 Excellent

Chelsea R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacay
Loved it and would definitely come back and stay again!
Stayed 1 night in May 2023

10/10 Excellent

Maureen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy near the square
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!
Stayed 2 nights in Mar 2023

10/10 Excellent

Dana M L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, great location and good management
We’ve stayed twice and loved it. The space is small but you have all you need and Colin is super responsive and helpful. We will stay again!
Stayed 3 nights in Jul 2023

10/10 Excellent

Vivianne O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Stay
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!
Stayed 2 nights in May 2024

10/10 Excellent

Judi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Place
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 2 nights in Jan 2024

10/10 Excellent

Paula B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect home in Woodstock
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.
Stayed 3 nights in Aug 2023

10/10 Excellent

Stacey M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls getaway
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!
Stayed 1 night in Jan 2024

10/10 Excellent

Katie F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute & Cozy!
The house was clean, cute & cozy. It was perfect for our weekend trip to Woodstock. Very accommodating!
Stayed 2 nights in Feb 2023

10/10 Excellent

Judi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Woodstock Fun
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!
Stayed 2 nights in May 2024

10/10 Excellent

Judi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoy Woodstock
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.
Stayed 2 nights in Dec 2023

10/10 Excellent

Jennifer D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a long weekend getaway!
My husband and I were in town to visit with family that lives in Woodstock. The property is located a short walk from the square which is great! We explored the pop up market and shops on the square on Saturday morning and visited the local watering holes at night. We had everything we needed for our stay and the beds were comfortable. The little patio in the back was a nice place for coffee in the morning. We would love to stay here again!
Stayed 4 nights in Jun 2022

10/10 Excellent

Lydia G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Really cute place!
We had an easy time renting this place, communicating with Collin and Carrie, and the place is really cool. It’s accurately described and shown on the website. Beds were comfortable. Kitchen clean and nice amenities. The place feels like a 2nd home / vacation home. The lights outside were a nice touch, as well. The location was wonderful, too.
Stayed 2 nights in Jan 2023

10/10 Excellent

Judi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Woodstock Gem
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.
Stayed 2 nights in Oct 2023

10/10 Excellent

Cha Ron S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Hemingway’s Hideaway in Woodstock
Fantastic little retreat for our family of four. Within walking distance of Metra and the heart of Woodstock. The upstairs sunny office is great to get focused work done while the family sleeps, and enjoy an old movie with your clan on the big TV, in the comfy couches. Great little spaces to read outside - and be sure to enjoy the morning drama with the squirrels on the rail fence and exquisite old oak out the front door.
Stayed 5 nights in Jun 2023

6/10 Okay

David S.

Liked: Check-in, location, listing accuracy
Disliked: Cleanliness, communication
Stayed 2 nights in Nov 2024

10/10 Excellent

Joseph S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent amenities, superb location!
A relaxing well appointed home with easy walking distance to downtown Woodstock!
Stayed 3 nights in Oct 2024

10/10 Excellent

John J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, well equipped, hot tub was awesome after long days of jiu jitsu training.
See title
Stayed 3 nights in Oct 2024

10/10 Excellent

Bernadette P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding Attendees
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.
Stayed 2 nights in Jun 2024

10/10 Excellent

Ruth T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Class reunion
The house was small and very clean. We would stay at the house again. It was easy walking distance to the square .
Stayed 2 nights in Jun 2024

10/10 Excellent

Kim M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint and comfortable
Lovely little house not too far from the square with very comfortable beds. Only thing to note is that the full bath is up some extremely steep stairs.
Stayed 4 nights in Dec 2022

10/10 Excellent

Raluca B., Roselle, IL

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay, as usual!
Second time visiting and staying at this property. Highly recommended!
Stayed 2 nights in Dec 2022

10/10 Excellent

Connie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quint and Convenient
My husband and I were back for a class reunion and visit to our son’s family who lives in Crystal Lake. This was the perfect place! It’s so handy to walk to the Square, have the grandchildren over, and be accessible to all the nearby activities. Collin an excellent, attentive property manager, and we highly recommend others partake in this quaint, lovely little place!
Stayed 5 nights in Oct 2022

10/10 Excellent

shelley b., Seattle, WA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for a weekend visit!
This was a great little place for us- came home for my reunion, and this was just perfect. It’s a cozy space, but was clean and well kept. You cannot beat the location if you’re hanging out in Woodstock! Loved that we could walk to the Square, and owners were great communicators, providing great recommendations for local businesses. If you’re staying the weekend, make sure you get to the Saturday market in the square for local goods! Would definitely come back for this spot when coming home!
Stayed 3 nights in Sep 2022