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Compare 42 Cottages in Monticello with updated reviews, rates, and availability.

Cottage On Park Ave. Thomasville
Living room
Cottage On Park Ave. Thomasville
10.0 out of 10, Exceptional, (170)
"Gary and Michelle were easy to communicate with. The cottage was quaint and cozy. Location made easy access to historic downtown."
Cottage On Park Ave. Thomasville
Tranquil Thomasville Retreat w/ Deck + Dining Area
Living area
Tranquil Thomasville Retreat w/ Deck + Dining Area
3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect location, great host and everything we needed. Thank you for a wonderful stay. "
Tranquil Thomasville Retreat w/ Deck + Dining Area
Cozy Thomasville Cottage - Walk to Downtown!
Thomasville Vacation Rental | 3BR | 2BA | 1,350 Sq Ft | Stairs Required
Cozy Thomasville Cottage - Walk to Downtown!
9.6 out of 10, Exceptional, (7)
"Perfect for our needs."
Cozy Thomasville Cottage - Walk to Downtown!
Florida Waterfront Home, Fishing & Pet Friendly on 2 Acres!
Sunset on the pond on a private dock
Florida Waterfront Home, Fishing & Pet Friendly on 2 Acres!
9.6 out of 10, Exceptional, (113)
"Perfect location! Far enough from everywhere to relax but close enough when needed. Everything we needed was there."
Florida Waterfront Home, Fishing & Pet Friendly on 2 Acres!
Cabin Located in a Birding and Fishing Paradise
Relax surrounded by the sounds of nature..
Cabin Located in a Birding and Fishing Paradise
9.8 out of 10, Exceptional, (117)
"My family loved this cute little retreat away from the hustle and bustle of Tallahassee. Extremely clean and great communication. "
Cabin Located in a Birding and Fishing Paradise
Victoria's Secret Cottage (Downtown Thomasville) New Contrusction
Front of the home.
Victoria's Secret Cottage (Downtown Thomasville) New Contrusction
10.0 out of 10, Exceptional, (20)
"The place was very clean and comfortable!"
Victoria's Secret Cottage (Downtown Thomasville) New Contrusction
Hoodwood bed and breakfast
1915 Arts and Crafts Bugalow
Hoodwood bed and breakfast
10.0 out of 10, Exceptional, (56)
"How can I even begin to describe how fabulous Hoodwood is?! From the moment we booked until the moment we departed, EVERYTHING was SPOT ON. The communication was immediate and positive , the check in was seamless. The fridge held our most precious possession- Cream for the ALSO provided amazing coffee!!!! Now this is a woman after my HEART!!! This home is perfectly appointed and the moment you enter, you are HOME. The location not only allows you to be on Broad Street in minutes, but also gives...
Hoodwood bed and breakfast
Restored Home Near Downtown Thomasville
Living area
Restored Home Near Downtown Thomasville
3.0 star property
10.0 out of 10, Exceptional, (2)
"I can’t say enough about this place! It was crystal clear clean when we arrived and it was much better than the pictures made it out to be! This place was definitely a home away from home and not far from our actual home. The only downfall from the original description was the fact that it was not within walking distance from downtown. Literally the only downfall. Everything else was wonderful and we couldn’t have asked for more! We will for sure we staying here again in the near future because...
Restored Home Near Downtown Thomasville
Private Quiet Neighborhood
Living area
Private Quiet Neighborhood
10.0 out of 10, Exceptional, (17)
"On work for 2+ weeks and felt right at home. Wonderful, inviting place to stay."
Private Quiet Neighborhood
Tallahassee Home Near FSU & Famu Campuses!
Living area
Tallahassee Home Near FSU & Famu Campuses!
3.0 star property
Tallahassee Home Near FSU & Famu Campuses!
Beautiful private cottage conveniently located in Killearn Estates
Exterior
Beautiful private cottage conveniently located in Killearn Estates
10.0 out of 10, Exceptional, (84)
"Great cottage in a beautiful neighborhood community. Quite location yet close to everything you might need. This was our third time staying there and will definitely come back again."
Beautiful private cottage conveniently located in Killearn Estates
Enjoy Crawfordville downtown convenience at the Courtyard’s Pelican Cottage.
Exterior
Enjoy Crawfordville downtown convenience at the Courtyard’s Pelican Cottage.
10.0 out of 10, Exceptional, (93)
"Very clean, great location, and loved the bottled water, beer in the fridge and the docking stations in the bedrooms. Thanks for a great stay."
The price is SAR 326
SAR 690 total
includes taxes & fees
30 Sep - 1 Oct
Enjoy Crawfordville downtown convenience at the Courtyard’s Pelican Cottage.
Crawfordville Town Center convenience at the Courtyard’s Oyster Cottage
Welcome to the Oyster Cottage
Crawfordville Town Center convenience at the Courtyard’s Oyster Cottage
10.0 out of 10, Exceptional, (25)
"The Oyster Cottage is so adorable! So well decorated - love the oyster theme! The cottage was so well stocked, clean, the owners are terrific and very communicative, and everything was just spectacular in every sense! THANK YOU for a fabulous stay! The Heard Family "
The price is SAR 394
SAR 773 total
includes taxes & fees
30 Sep - 1 Oct
Crawfordville Town Center convenience at the Courtyard’s Oyster Cottage
Cozy Waterfront 'Island House' on Live Oak Island!
Crawfordville Vacation Rental | 2BR + Loft | 1.5BA | 1,550 Sq Ft | Stairs Requir
Cozy Waterfront 'Island House' on Live Oak Island!
9.8 out of 10, Exceptional, (47)
"Love the house and location. We were 4 adults traveling to the Crawfordville area to visit other family. The house has comfy queen beds (instead of the popular full size) and that made all the difference. The view is wonderful. The outdoor shower was a special treat. We'll definitely book again when we're back in the area."
Cozy Waterfront 'Island House' on Live Oak Island!
Thomasville Cottage Near The Big Oak & Downtown!
Thomasville Vacation Rental | 2BR | 1.5BA | 1,125 Sq Ft | Steps Required
Thomasville Cottage Near The Big Oak & Downtown!
9.4 out of 10, Exceptional, (19)
"Great location! Walking distance to downtown- We love history and this wonderful town has great places to visit: museums - pebble hill plantation- Lapham Patterson house just to name a few. Thomasville also has phenomenal restaurants!!! Every morning we had coffee on the front porch with all the birds-and squirrels - so very peaceful! We are spoiled with our sleep number bed- however, we stayed for a week and got used to the beds and this sweet home is in a fabulous location to everything. We...
Thomasville Cottage Near The Big Oak & Downtown!
Charming and Cozy
Living area
Charming and Cozy
9.4 out of 10, Exceptional, (18)
"Norma’s ‘butterfly bleu’ home was exactly what I needed for a quiet and serene birthday getaway. Everything was exactly as pictured in the listing and the house was perfectly clean. Communication was great and the check-in/check-out proceeds was seamless. I will definitely be recommending this and her other listings to anyone I know passing through the Thomasville area."
Charming and Cozy
Home Sweet Home
Private kitchen
Home Sweet Home
10.0 out of 10, Exceptional, (9)
"We were in town for work and had an extended stay. The house is in a great location, very spacious and clean. Thanks again for everything!"
Home Sweet Home
Waterfront Panacea Vacation Rental w/ Dock!
Living area
Waterfront Panacea Vacation Rental w/ Dock!
3.0 star property
Waterfront Panacea Vacation Rental w/ Dock!
Georgia Blue Cottage
Living area
Georgia Blue Cottage
9.6 out of 10, Exceptional, (9)
"Very clean had everything we needed"
Georgia Blue Cottage
Tallahassee Home w/ Private Deck: 4 Mi to Downtown
Living area
Tallahassee Home w/ Private Deck: 4 Mi to Downtown
3.0 star property
Tallahassee Home w/ Private Deck: 4 Mi to Downtown
Don't see what you're looking for?
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Monticello

stayAPT Suites Tallahassee-Capitol
Front of property
stayAPT Suites Tallahassee-Capitol
4.0 star property
stayAPT Suites Tallahassee-Capitol
Coastal Getaway on canal-steps to the beach
Exterior
Coastal Getaway on canal-steps to the beach
10.0 out of 10, Exceptional, (39)
"I just Love this House. It is perfect for us to get away from the hustle of our busy lives. We are close to the Boat Ramp here at this house, so we are out on the water every day Fishing. Working with the Homeowner is easy and he is very kind. "
Coastal Getaway on canal-steps to the beach
Florida Waterfront Home, Fishing & Pet Friendly on 2 Acres!
Sunset on the pond on a private dock
Florida Waterfront Home, Fishing & Pet Friendly on 2 Acres!
9.6 out of 10, Exceptional, (113)
"Perfect location! Far enough from everywhere to relax but close enough when needed. Everything we needed was there."
Florida Waterfront Home, Fishing & Pet Friendly on 2 Acres!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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