Entire home
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Choose dates to view prices
Photo gallery for Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.





Reviews
1010 out of 10
Exceptional
Entire home
Popular amenities
- Parking available
- Dryer
- Washer
- Kitchen
- Air conditioning
- Free WiFi
$326
$326
$299 nightly
$326 total
Total with taxes and fees
Dec 14 - Dec 15
Explore the area

Monticello, FL
- Monticello Jefferson County Chamber of CommercePlace, Monticello Jefferson County Chamber of Commerce1 min walk
- Monticello Opera HousePlace, Monticello Opera House3 min walk
- Jefferson Country R. J. Nailer Public LibraryPlace, Jefferson Country R. J. Nailer Public Library3 min walk
- Thomasville, GA (TVI-Thomasville Regional)Airport, Thomasville, GA (TVI-Thomasville Regional)38 min drive
Room options
Similar properties

Camellia Cottage - wheelchair friendly
Camellia Cottage - wheelchair friendly
Monticello
- Kitchen
- Air conditioning
- Outdoor Space
- Parking available
5.0 out of 5, Exceptional, 8 reviews
5
Exceptional
8 reviews
$184 nightly
The price is $200
$200 total
Dec 14 - Dec 15
Total with taxes and fees

CARRIAGE HOUSE
CARRIAGE HOUSE
Monticello
- Kitchen
- Pet friendly
- Air conditioning
- Parking available
4.7 out of 5, Exceptional, 6 reviews
4.7
Exceptional
6 reviews

Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Thomasville
- Kitchen
- Washer
- Dryer
- Air conditioning
5.0 out of 5, Exceptional, 4 reviews
5
Exceptional
4 reviews
$663 nightly
The price is $685
$685 total
Dec 14 - Dec 15
Total with taxes and fees

Rare Find 3b Pet Friendly Renovated
Rare Find 3b Pet Friendly Renovated
Tallahassee
- Kitchen
- Washer
- Dryer
- Pet friendly
5.0 out of 5, Exceptional, 30 reviews
5
Exceptional
30 reviews
$268 nightly
The price is $298
$298 total
Dec 15 - Dec 16
Total with taxes and fees

Nutbird Hill Farm: Charming 2-bed cottage in historic red hills of Tallahassee.
Nutbird Hill Farm: Charming 2-bed cottage in historic red hills of Tallahassee.
Tallahassee
- Air conditioning
- Parking available
- Laundry
- Microwave
5.0 out of 5, Exceptional, 1 review
5
Exceptional
1 review
$483 nightly
The price is $536
$536 total
Dec 14 - Dec 15
Total with taxes and fees

2 Bedroom Suite in Tallahassee! Free Breakfast + On-Site Business Center
2 Bedroom Suite in Tallahassee! Free Breakfast + On-Site Business Center
Tallahassee
- Pool
- Breakfast included
- Kitchen
- Washer

Dog friendly nature preserve Monticello, FL
Dog friendly nature preserve Monticello, FL
Monticello
- Kitchen
- Washer
- Pet friendly
- Air conditioning
5.0 out of 5, Exceptional, 1 review
5
Exceptional
1 review
$195 nightly
The price is $213
$213 total
Jan 8 - Jan 9, 2026
Total with taxes and fees

Elegant 2 Bedroom, 2 Bath Guest House close to Tallahassee. Whole Home Generator
Elegant 2 Bedroom, 2 Bath Guest House close to Tallahassee. Whole Home Generator
Monticello
- Hot Tub
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 18 reviews
5
Exceptional
18 reviews

Cozy 3BR Home l Big Backyard l Pet-Friendly
Cozy 3BR Home l Big Backyard l Pet-Friendly
Killearn Estates
- Washer
- Dryer
- Pet friendly
- Free WiFi
5.0 out of 5, Exceptional, 3 reviews
5
Exceptional
3 reviews
$427 nightly
The price is $474
$474 total
Dec 14 - Dec 15
Total with taxes and fees

Secluded pool home on 4+ acres
Secluded pool home on 4+ acres
Monticello
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 27 reviews
5
Exceptional
27 reviews
About the neighborhood
Monticello
With a stay at this vacation home in Monticello, you'll be within a 5-minute walk of Monticello Jefferson County Chamber of Commerce and Monticello Opera House. .This vacation home is 26.6 mi (42.9 km) from Florida State University and 27 mi (43.4 km) from Florida A&M University.
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 Square - 16 min walk - 0.9 miles
Getting around
- Thomasville, GA (TVI-Thomasville Regional) - 35 min drive
Restaurants
- Rancho Grande Mexican Restaurant - 5 min walk
- McDonald's - 8 min drive
- Subway - 18 min walk
- Monticello Vineyards & Winery - 7 min drive
- Hardee's - 8 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.
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.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
This smoke-free vacation home features games and a playground.
Guests will find features like onsite parking.
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
Pets not 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
Property Registration Number DWE4300007
We should mention
This property does not have elevators