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Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Monticello vacation home with kitchen

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Photo gallery for Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Fridge, microwave, oven, stovetop
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Fridge, microwave, oven, stovetop
Terrace/patio
Interior

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Parking available

Explore the area

View in a map
Monticello, FL
  • Place, Monticello Jefferson County Chamber of Commerce
    ‪1 min walk‬
  • Place, Monticello Opera House
    ‪3 min walk‬
  • Place, Jefferson Country R. J. Nailer Public Library
    ‪3 min walk‬
  • Airport, Thomasville, GA (TVI-Thomasville Regional)
    ‪38 min drive‬

Room options

About the neighborhood

Monticello

In Monticello .Your stay at this vacation home will put you steps from Monticello Jefferson County Chamber of Commerce and a 5-minute walk from Monticello Opera House. Jefferson Country R. J. Nailer Public Library is within half a mile (1 km) and Johnny Donutseed Statue is within 12 miles (20 km).
View more Vacation Homes in MonticelloOpens in a new window

What's nearby

  • Monticello Jefferson County Chamber of Commerce - 1 min walk - 0.0 miles
  • Monticello Opera House - 3 min walk - 0.2 miles
  • Jefferson Country R. J. Nailer Public Library - 3 min walk - 0.2 miles
  • "Boots" Thomas Veteran Memorial Park - 8 min walk - 0.4 miles
  • Jefferson County Recreation Park - 2 min drive - 1.3 miles

Getting around

  • Thomasville, GA (TVI-Thomasville Regional) - 35 min drive

Restaurants

  • ‪Rancho Grande Mexican Restaurant - ‬5 min walk
  • ‪Subway - ‬18 min walk
  • ‪The Porch On The Green - ‬13 min walk
  • ‪McDonald's - ‬8 min drive
  • ‪Monticello Vineyards & Winery - ‬7 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

This special place is close to everything, making it easy to plan your visit. Discover this fully renovated 1926 two-bedroom gem in the heart of Monticello, Florida. Named for one of two schoolhouses originally associated with the church now housing Monticello’s Chamber of Commerce, the home still reflects its history.

From reclaimed hardwood floors to refurbished original windows, doors, and moldings, you can experience the best of modern amenities and historic charm.

A nicely stocked kitchen awaits you with modern appliances, quartz countertops, and soft-close cabinetry. A washer and dryer in the space (hidden by cabinet doors) accommodates laundry needs.

The primary bedroom features a queen bed with a Sterns and Foster mattress, white noise and charging stations on each nightstand, luggage valet, and a restored 1930s medical cabinet for personal items if needed. Its accompanying en-suite offers a vintage-style tub with an overhead rain shower, dual vanity areas, and ample storage for all your travel essentials.

The second bedroom offers a full-size daybed with a twin trundle, white noise and charging station, luggage valet, dresser, and custom-built closet for storage and/or hanging items.

Sitting on the front porch, guests can capture views of Monticello's iconic courthouse cupola, views the the 1890 Perkins Opera House, and the Monticello's Old Jail.

Parking for one vehicle under the attached carport is easily
accessible, and street parking is typically readily available.

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 3 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No elevator
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible path of travel
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa

Things to do

  • Horseback riding nearby
  • Hunting nearby
  • Wildlife walks nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

Policies

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

Pets

  • No pets allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a smoke detector in each accommodation.

Property Registration Number DWE4300007

Frequently asked questions

How close is Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. to the airport?

This vacation home is 28.6 mi (35-min drive) away from the Thomasville, GA (TVI-Thomasville Regional) airport, the closest popular airport to the property.

How much does it cost to stay at Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.?

As of Apr 6, 2026, prices found for a 1-night stay for 2 adults at Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. on Apr 11, 2026 start from $329, 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.

Does Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.?

No, there is no casino at this vacation home.

Is there free parking at Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.?

Free parking is not available at this vacation home.

Does Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. have a pool?

This vacation home does not have a pool.

Does Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. have a spa?

There are no spa services available at this vacation home.

How close is Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. to downtown Monticello?

This vacation home is 0.2 mi away from Monticello.

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 19 out of 20 reviews
Rating 8 - Good. 1 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Michael D.

Liked: Cleanliness
Very nice!!
Stayed 2 nights in Mar 2026

10/10 Excellent

Heather S.

Liked: Cleanliness
The Schoolhouse was comfortable, stylish and very clean. It had everything we needed for a wonderful stay. We hope to return one day!
Stayed 2 nights in Mar 2026

10/10 Excellent

Rene K.

Liked: Cleanliness
Wonderful property! Highly recommend it!
Stayed 8 nights in Mar 2026

10/10 Excellent

Verified traveler

Liked: Cleanliness
My wife and I had an excellent stay at the School House in Monticello last weekend! The home was clean and modern and had all of the thoughtful extras that make a good VRBO home great. It is located a very short walk to the center of Monticello and yet is in a very quiet location. Our host, Brian, was helpful and went the extra mile to ensure our stay was pleasant. The bathtub in the master bath looks very stylish but has a very high step over. Elderly folks will probably want to use the beautiful walk-in shower. The orange padded swivel chair in the living room is quite comfortable – especially when used with the accompanying Ottoman – but makes a very loud creaking sound whenever you rotate. It didn’t bother us much, more of a minor annoyance.The kitchen is quite large, well-equipped, and modern. It would be easy to prepare full meals here although we did not have an opportunity to do that. Also, we wished we’d had a chance to sit out on the front porch reading a book or enjoying a cocktail. It would be ideal for those activities. Two couples could stay here quite comfortably without feeling like they were tripping over each other. Overall, I highly recommend the schoolhouse to anyone wanting a pleasant, short- to medium-term stay in Monticello. We loved it and I think you will too!
Stayed 3 nights in Feb 2026

10/10 Excellent

Shelbey P.

Liked: Cleanliness
Five stars all around! The Schoolhouse is beautifully decorated, and you can immediately feel the care and intention that went into creating the space. It was spotless, well-stocked with towels, toiletries, and the coffee and wine were such a thoughtful bonus. The host was responsive and kind! The location was perfect, and it truly felt like a home away from home. We’ll be staying here every time we visit Monticello!
Stayed 3 nights in Jan 2026

10/10 Excellent

Trey B.

Liked: Cleanliness
This house was so cute and well stocked. The decor was awesome. Either the owner has a great eye for decorating or had it done. The location just a few blocks from downtown was ideal. Just all around a great find. If you want a great little house to stay in this is it. The front porch was great and so much charm. They had a little Christmas tree in the corner and some lights out front. We didn’t have much time to explore the town due to being in town for a funeral but Cow Haus coffee shop was a great place for a really good cup of coffee.
Front Porch
Master Shower
Master Bath
Master BR
Stayed 2 nights in Dec 2025

10/10 Excellent

Robert V.

Liked: Cleanliness
We loved The School House. Very comfortable and very clean. It may our trip to Monticello so enjoyable. We would stay here again in a heartbeat.
Stayed 6 nights in Oct 2025

10/10 Excellent

Scott B.

Liked: Cleanliness
Awesome house! Will definitely stay here again.
Stayed 2 nights in Sep 2025

10/10 Excellent

Fred W., Moseley

Liked: Cleanliness
The Schoolhouse may be the best VRBO property we have ever used...and we have been members 10 years and used many. Our hosts, the Bachmans, were very easy to work with and very responsive. The property is beautifully renovated and retains many of the historic touches of an early 20th century home. The home is equipped with new furnishings and kitchen utensils. Beds are very comfortable, and linens and bath items are well appointed. If you are in the area and looking for a very comfortable, affordable, and well-maintained place to stay...the Schoolhouse deserves a look. Also, 45 min from FSU for game day...:)
Stayed 2 nights in Sep 2025

10/10 Excellent

Sheldon D.

Liked: Cleanliness
It was Fantastic! The house was beautiful, clean and fully stocked with everything you could possibly need. Walking distance to downtown Monticello. Absolutly beautiful.
Stayed 3 nights in Aug 2025

10/10 Excellent

ROBERT B.

Liked: Cleanliness
Clean great location and very friendly thank you for the stay we will be back
Stayed 2 nights in Jul 2025

10/10 Excellent

DIANE D.

Liked: Cleanliness
Enjoyed our stay. Charming cottage. Very clean. The issues were: No ice in refrigerator. Bathtub was hard to get out of for older people. Thanks for a beautiful vacation rental.
Stayed 2 nights in Jul 2025

10/10 Excellent

David S.

Liked: Cleanliness

Cozy and comfortable

Excellent house, newly and nicely updated on the inside
Stayed 1 night in Jul 2025

8/10 Good

Lisa J.

Stayed 1 night in Jun 2025

10/10 Excellent

Becky C., Bradenton, FL USA

Liked: Cleanliness

Sweet spot in a great location

We stayed here for two nights to visit our daughter and grandson. It’s a great home. It’s very clean and the location can’t be beat-easy walk or a very short drive to several nice restaurants. The home is well equipped with a full kitchen and comfy living and bedrooms. Check in and check out was easy. We’ll definitely be back!
Stayed 2 nights in Jun 2025

10/10 Excellent

Shawn O.

Liked: Cleanliness
We thoroughly enjoyed our stay at this lovely house. It was very clean, comfortable, well equipped, and located in a safe and quiet area. Highly recommend!
Stayed 4 nights in Jun 2025

10/10 Excellent

C B.

Liked: Cleanliness
One of the best vacation rentals I have ever had the pleasure of renting.
Stayed 3 nights in May 2025

10/10 Excellent

Karen M.

Liked: Cleanliness

Grad Weekend

This was a beautiful home, VERY clean and comfortable! A short drive from Tallahassee for grad weekend.I would highly recommend this property to anyone.
Stayed 2 nights in May 2025

10/10 Excellent

john B.

Liked: Cleanliness

Great Stay

House was perfect, close to town, clean and quiet. Everything we needed, well stocked with all the necessities including things you wouldn't normally expect from a rental.
Stayed 2 nights in Apr 2025

10/10 Excellent

Megan S.

Liked: Cleanliness

Beautiful spot!

Wonderful house- beautiful updates, clean, comfortable and had everything we needed!
Stayed 2 nights in Apr 2025

10/10 Excellent

Patti

Liked: Cleanliness, property conditions & facilities
Beautiful charming historic home easy walking distance to town shops, restaurants and opera house. Beautifully appointed and very clean. My parents enjoyed qthe quietness of area sitting on covered front porch.
Stayed 7 nights in Apr 2025