Jefferson County Cottage Rentals
Cottage
10.0(19 Reviews)
2 Bedrooms
2 Baths
4 Guests
Hot Tub
Fireplace/Heating
Pet Friendly
Kitchen
US $276/Night
7 Nights - US $1,932
Cottage
9.6(18 Reviews)
1 Bedroom
1 Bath
5 Guests
650 ft²
- Fireplace/Heating
Balcony/Terrace- Kitchen
Parking
US $226/Night
7 Nights - US $1,580
Cottage
9.2(5 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
Air Conditioner
Internet
Child Friendly
US $219/Night
7 Nights - US $1,533
House
10.0(31 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $141/Night
7 Nights - US $988
Bed & Breakfast
9.6(95 Reviews)
6 Bedrooms
7 Baths
17 Guests
340.86 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
US $147/Night
7 Nights - US $1,029
Bed & Breakfast
9.6(129 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Breakfast- Parking
- Air Conditioner
US $149/Night
7 Nights - US $1,046
House
10.0(30 Reviews)
6 Bedrooms
2 Baths
10 Guests
2800 ft²
- Hot Tub
- Fireplace/Heating
Pool- Ocean View
US $346/Night
7 Nights - US $2,420
Bed & Breakfast
9.3(3 Reviews)
1 Bedroom
1 Bath
2 Guests
View- Parking
- Air Conditioner
- Internet
US $178/Night
7 Nights - US $1,247
House
10.0(22 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $177/Night
7 Nights - US $1,238
Cabin
6.3(80 Reviews)
31 Bedrooms
4 Baths
22 Guests
614.89 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Air Conditioner
US $70/Night
7 Nights - US $490
House
10.0(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $314/Night
7 Nights - US $2,201
Hotel
6.4(124 Reviews)
4 Baths
269.1 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $79/Night
7 Nights - US $555
Why Choose Rent By Owner for your Jefferson County Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Jefferson County
How to Book Your Jefferson County Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Jefferson County
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Jefferson County, FL
Letchworth-Love Mounds Archaeological State Park
Waukeenah
Ashville
Wacissa
Lamont
Drifton
Monticello
Monticello Jefferson County Chamber of Commerce
Monticello Opera House
Jefferson County Cottage Rentals Frequently Asked Questions
1. What are the top Cottages in Jefferson County?
There are a lot of options in Jefferson County. If you plan on staying in the Jefferson County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Jefferson County:
- Cozy Cottage surrounded by antebelllum homes close to downtown.
- Secluded pool home on 4+ acres
- Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
- Charming Monticello Retreat: Explore History, Shops, and Local Delights
- Historic Cottage - Near FSU & Thomasville
- Scarlett Room - At Avera-Clarke
- Queen Anne Room at Avera-Clarke
- Dog friendly nature preserve Monticello, FL
- Newer home in historic Monticello Fl
- Daffodale House B&B
2. How many Cottages are available in Jefferson County?
Currently, the total number of properties listed by RBO in 2026 is over 3 in the Jefferson County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Jefferson County.
More Rentals You May Like Near Jefferson County
House
10.0(17 Reviews)
1 Bedroom
1 Bath
4 Guests
1 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $240/Night
7 Nights - US $1,682
Bed & Breakfast
10.0(11 Reviews)
1 Bedroom
1 Bath
2 Guests
1 ft²
- Pool
- Parking
- Internet
Security/Safety
US $195/Night
7 Nights - US $1,367
Bed & Breakfast
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
1 ft²
- Internet
- Security/Safety
US $164/Night
7 Nights - US $1,151
House
10.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $217/Night
7 Nights - US $1,516
House
9.8(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $302/Night
7 Nights - US $2,116
House
9.6(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $154/Night
7 Nights - US $1,078
House
9.0(13 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $138/Night
7 Nights - US $963
House
8.4(7 Reviews)
1 Bedroom
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $141/Night
7 Nights - US $990
House
8.2(10 Reviews)
1 Bedroom
1 Bath
2 Guests
200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $117/Night
7 Nights - US $817
House
8.0(1 Review)
4 Bedrooms
3 Baths
15 Guests
4000 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $618/Night
7 Nights - US $4,323
House
8.0(1 Review)
1 Bedroom
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $206/Night
7 Nights - US $1,445
House
9 Bedrooms
8 Baths
18 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $1,388/Night
7 Nights - US $9,718
