Middleburg, FL Cottage Rentals

Middleburg Cottage Rentals

Cottage

Tiny Lake House Oasis

9.6

Exceptional

(11 Reviews)

1 Bedroom 1 Bath 2 Guests

US $126/Night 7 Nights - US $885

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House

Clean 36’ 8” Travel Trailer on a small 5 acre farm. Bring the kids, room for 9!

9.8

Exceptional

(12 Reviews)

2 Bedrooms 1 Bath 9 Guests

US $124/Night 7 Nights - US $865

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House

Fireside at the Creek

10.0

Exceptional

(1 Review)

1 Bedroom 2 Baths 7 Guests

US $206/Night 7 Nights - US $1,442

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House

1BR Rustic Treehouse on 30 Acres w/Black Creek Access, Firepit

9.6

Exceptional

(28 Reviews)

1 Bedroom 2 Baths 2 Guests 1137 ft²

US $211/Night 7 Nights - US $1,479

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House

S'more Fun

4 Bedrooms 4 Baths 9 Guests 1905.21 ft²

US $385/Night 7 Nights - US $2,695

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House

Private Loft at a Working Show Barn ~ Pets Welcome!

9.6

Exceptional

(24 Reviews)

1 Bedroom 1 Bath 4 Guests

US $119/Night 7 Nights - US $835

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House

Rest Ashored

3 Bedrooms 2 Baths 6 Guests 1797.57 ft²

US $329/Night 7 Nights - US $2,305

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RV Rental

Moo-Tel Yurt

1 Bedroom 1 Bath 5 Guests

US $310/Night 7 Nights - US $2,173

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Apartment

The Den at The Ravines

1 Bedroom 1 Bath 2 Guests 505.9 ft²

US $207/Night 7 Nights - US $1,452

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RV Rental

Pasture Bedtime Yurt

1 Bedroom 1 Bath 5 Guests

US $309/Night 7 Nights - US $2,166

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House

Sunset Pass

1 Bedroom 3 Baths 7 Guests 2830.91 ft²

US $369/Night 7 Nights - US $2,583

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House

2-bedroom house on peaceful Black Creek with Private Dock

2 Bedrooms 1 Bath

US $275/Night 7 Nights - US $1,925

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More Top-Rated Cottage Rentals in Middleburg Area

Why Choose Rent By Owner for your Middleburg Cottage Rentals?

What makes our Cottage Rentals special?

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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 Middleburg

How to Book Your Middleburg 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

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Select a Rental

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Explore and book the perfect rental in Middleburg

More Top-Rated Cottage Rentals in Middleburg Area

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

Middleburg Cottage Rentals Frequently Asked Questions

1. What are the top Cottages in Middleburg?

There are a lot of options in Middleburg. If you plan on staying in the Middleburg area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Middleburg:

2. How many Cottages are available in Middleburg?

Currently, the total number of properties listed by RBO in 2026 is over 1 in the Middleburg area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Middleburg. 