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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 49 Cottages in Monticello with updated reviews, rates, and availability.

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Fridge, microwave, oven, stovetop

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

10.0 out of 10, Exceptional, (108)
"Such a great location in Crawfordville. We will definitely book again the next time we’re there!"
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Tranquil Thomasville Retreat w/ Deck + Dining Area
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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
Cabin Located in a Birding and Fishing Paradise
Fridge, microwave, oven, stovetop

Cabin Located in a Birding and Fishing Paradise

9.8 out of 10, Exceptional, (124)
"I have stayed here on several occasions and always a great experience and great hostess that is very caring"
Cabin Located in a Birding and Fishing Paradise
Georgia Blue Cottage
Outdoor dining

Georgia Blue Cottage

9.2 out of 10, Wonderful, (12)
"Great for 6 adults."
Georgia Blue Cottage
Cottage On Park Ave. Thomasville Christmas sale pricing reduced.
Property grounds

Cottage On Park Ave. Thomasville Christmas sale pricing reduced.

10.0 out of 10, Exceptional, (176)
"Secluded and enjoyable. More comfortable than any hotel."
Cottage On Park Ave. Thomasville Christmas sale pricing reduced.
Victoria's Secret Cottage (Downtown Thomasville) New Contrusction
Exterior detail

Victoria's Secret Cottage (Downtown Thomasville) New Contrusction

10.0 out of 10, Exceptional, (33)
"The house was just what we needed for our weekend visit. Well-equipped and a great location. "
Victoria's Secret Cottage (Downtown Thomasville) New Contrusction
Charming modern cottage, in Crawfordville with extra parking for your boat.
Smart TV, books

Charming modern cottage, in Crawfordville with extra parking for your boat.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Enjoyed everything about this place"
Charming modern cottage, in Crawfordville with extra parking for your boat.
Charming 1-bedroom cottage in welcoming Thomasville with AC, WiFi
Fridge, microwave, oven, stovetop

Charming 1-bedroom cottage in welcoming Thomasville with AC, WiFi

10.0 out of 10, Exceptional, (1)
"Great place to stay while visiting Thomasville and Tallahassee. Very comfortable and had all the necessities for our weekend. "
Charming 1-bedroom cottage in welcoming Thomasville with AC, WiFi
Tallahassee Home Near FSU & Famu Campuses!
Microwave, oven, stovetop, dishwasher

Tallahassee Home Near FSU & Famu Campuses!

3.0 star property
Tallahassee Home Near FSU & Famu Campuses!
Cozy Thomasville Cottage - Walk to Downtown!
Interior

Cozy Thomasville Cottage - Walk to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We absolutely loved this home. We are from Western New York and It felt like home. It was a great place to be with some of our siblings who live in other states to be together other than our brothers' house in Camilla for our family reunion. The communication with the owner and Chris was phenomenal! The directions and other communication was timely and refreshing. This home is a perfect place to relax, enjoy and not be stressed. We would recommend to anyone to stay here. We felt safe the...
Cozy Thomasville Cottage - Walk to Downtown!
Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Exterior

Enjoy Crawfordville at the Courtyard’s Oyster Cottage

10.0 out of 10, Exceptional, (39)
"Everything was good. Our host was very attentive and helped during the bad weather. Nice little cottage enjoyed or time there"
The price is AED 389
AED 798 total
includes taxes & fees
4 May - 5 May
Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Cozy Waterfront 'Island House' on Live Oak Island!
Fridge, microwave, stovetop, dishwasher

Cozy Waterfront 'Island House' on Live Oak Island!

9.8 out of 10, Exceptional, (48)
"We would love to return with family"
Cozy Waterfront 'Island House' on Live Oak Island!
Home Sweet Home
Outdoor dining

Home Sweet Home

10.0 out of 10, Exceptional, (15)
"The experience was nice, quiet neighborhood and very close to the shipping center, conveniently located for access to eateries, gas stations etc."
Home Sweet Home
ROOF DAMAGE FROM HURRICANE Florida Waterfront Home, Fishing & Pet Friendly
Pet-friendly

ROOF DAMAGE FROM HURRICANE Florida Waterfront Home, Fishing & Pet Friendly

9.6 out of 10, Exceptional, (114)
"We loved our stay. It was perfect for our needs. The place is clean and well kept. Property management responds quickly to questions. Super friendly and helpful!!"
ROOF DAMAGE FROM HURRICANE Florida Waterfront Home, Fishing & Pet Friendly
Cozy Thomasville Cottage - Walk to Downtown!
Outdoor dining

Cozy Thomasville Cottage - Walk to Downtown!

9.0 out of 10, Wonderful, (14)
"Our family had a lovely stay over Thanksgiving. Cute little house close to downtown Thomasville."
Cozy Thomasville Cottage - Walk to Downtown!
Elegant 2 Bedroom, 2 Bath Guest House close to Tallahassee
Exterior

Elegant 2 Bedroom, 2 Bath Guest House close to Tallahassee

10.0 out of 10, Exceptional, (12)
"We really enjoyed our stay. Gage and Jim are the best hosts we have encountered in many other VRBO stays."
Elegant 2 Bedroom, 2 Bath Guest House close to Tallahassee
Charming and Cozy
Exterior detail

Charming and Cozy

9.6 out of 10, Exceptional, (21)
"We had a great stay. Everything was as pictured and very clean. "
Charming and Cozy
Hoodwood bed and breakfast
Fridge, microwave, oven, stovetop

Hoodwood bed and breakfast

10.0 out of 10, Exceptional, (61)
"Quiet neighborhood, convenient to historic downtown, comfortable accommodations. Charming old home with updated amenities. Would happily stay there again!"
Hoodwood bed and breakfast
Waterfront Panacea Vacation Rental w/ Dock!
Interior

Waterfront Panacea Vacation Rental w/ Dock!

3.0 star property
Waterfront Panacea Vacation Rental w/ Dock!
Private Quiet Neighborhood
Exterior

Private Quiet Neighborhood

10.0 out of 10, Exceptional, (20)
"I would stay again. "
Private Quiet Neighborhood
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
Terrace/patio

stayAPT Suites Tallahassee-Capitol

4.0 star property
9.4 out of 10, Exceptional, (18)
"Management is awesome and attentive. The property is beautiful!"
The price is AED 514
AED 579 total
includes taxes & fees
5 May - 6 May
stayAPT Suites Tallahassee-Capitol
Coastal Getaway on canal-steps to the beach
Aerial view

Coastal Getaway on canal-steps to the beach

9.8 out of 10, Exceptional, (49)
"Great place to stay"
Coastal Getaway on canal-steps to the beach
Relaxing 3bd 3bath Tallahassee Condo
Smart TV

Relaxing 3bd 3bath Tallahassee Condo

9.8 out of 10, Exceptional, (11)
"Was great and very well maintained "
The price is AED 364
AED 1,021 total
includes taxes & fees
5 May - 6 May
Relaxing 3bd 3bath Tallahassee Condo
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.