Jefferson County Cottage Rentals
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Pet Friendly
ZA R3,912/Night
For 7 Nights ZA R27,376
650 ft²
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R2,537/Night
For 7 Nights ZA R17,760
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Air Conditioner
- Internet
ZA R3,625/Night
For 7 Nights ZA R25,373
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Pet Friendly
- Kitchen
- Parking
ZA R2,336/Night
For 7 Nights ZA R16,353
340.86 ft²
17 Guests
6 Bedrooms
7 Bathrooms
Bed & Breakfast
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R2,433/Night
For 7 Nights ZA R17,031
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Fireplace/Heating
- Breakfast
- Parking
ZA R2,558/Night
For 7 Nights ZA R17,909
2800 ft²
10 Guests
6 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
ZA R5,722/Night
For 7 Nights ZA R40,054
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Bed & Breakfast
- View
- Parking
- Air Conditioner
ZA R2,483/Night
For 7 Nights ZA R17,379
1600 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R4,676/Night
For 7 Nights ZA R32,739
614.89 ft²
22 Guests
31 Bedrooms
4 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- View
- Pet Friendly
ZA R1,158/Night
For 7 Nights ZA R8,110
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R5,305/Night
For 7 Nights ZA R37,141
269.1 ft²
14 Guests
52 Bedrooms
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
ZA R1,312/Night
For 7 Nights ZA R9,186
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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
Monticello
Drifton
Monticello Jefferson County Chamber of Commerce
Monticello Opera House
Frequently Asked Questions About Jefferson County Rental Cottages
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
- Charming Monticello Retreat: Explore History, Shops, and Local Delights
- Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
- 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
1 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
ZA R3,977/Night
For 7 Nights ZA R27,839
1 ft²
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Pool
- Parking
- Internet
ZA R3,232/Night
For 7 Nights ZA R22,626
1 ft²
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Internet
- Security/Safety
ZA R2,721/Night
For 7 Nights ZA R19,051
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R3,600/Night
For 7 Nights ZA R25,208
1400 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R5,230/Night
For 7 Nights ZA R36,612
ZA R2,549/Night
For 7 Nights ZA R17,842
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R4,005/Night
For 7 Nights ZA R28,038
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
ZA R2,406/Night
For 7 Nights ZA R16,833
200 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
ZA R3,534/Night
For 7 Nights ZA R24,744
4000 ft²
15 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
ZA R10,222/Night
For 7 Nights ZA R71,552
18 Guests
9 Bedrooms
8 Bathrooms
Family Friendly
House
- Air Conditioner
- Internet
- Child Friendly
ZA R22,978/Night
For 7 Nights ZA R160,847
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R6,372/Night
For 7 Nights ZA R44,606
