Middleburg vacation rentals

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Recommended by KAYAK

Best Middleburg vacation rentals

Retreat at the Ravines |King Studio |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views |Quiet - Middleburg - Bedroom
Retreat at the Ravines |King Studio |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views |Quiet
Middleburg, FL
9.6Wonderful(5)
Apartment
Free Wi-Fi
$201+
Check availability
The Den at the Ravines |Queen Studio |Full Kitchen |Screened Balcony |Dogs Ok |Wooded Scenery |Quiet - Middleburg - Bedroom
The Den at the Ravines |Queen Studio |Full Kitchen |Screened Balcony |Dogs Ok |Wooded Scenery |Quiet
Middleburg, FL
10Wonderful(8)
Apartment
Free Wi-Fi
$178+
Check availability
Cozy Charming Country Farm Home - Middleburg - Living room
Cozy Charming Country Farm Home
Middleburg, FL
10Wonderful(28)
House
Free Wi-Fi
$243+
Check availability
The Tree House - Middleburg - Living room
The Tree House
Middleburg, FL
9.5Wonderful(22)
House
Free Wi-Fi
Pet friendly
$239+
Check availability
Waterfront sunrises. Great for yoga, meditation, kayaks, fishing or just peace. - Middleburg - Living room
Waterfront sunrises. Great for yoga, meditation, kayaks, fishing or just peace.
Middleburg, FL
9.7Wonderful(9)
House
Free Wi-Fi
$452+
Check availability
Homey 3/2, near Fleming Island - Middleburg - Living room
Homey 3/2, near Fleming Island
Middleburg, FL
9.9Wonderful(7)
House
$280+
Check availability
Creek House Hideaway W/ New Hot Tub - Middleburg - Living room
Creek House Hideaway W/ New Hot Tub
Middleburg, FL
9.0Wonderful(2)
House
Free Wi-Fi
$361+
Check availability
Modern Orange Park Home w/ 6+Beds & Washer/Dryer Fence - Middleburg - Bedroom
Modern Orange Park Home w/ 6+Beds & Washer/Dryer Fence
Middleburg, FL
9.4Wonderful(10)
House
$298+
Check availability
The Escape at the Ravines |King Studio w/Daybed |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views - Middleburg - Bedroom
The Escape at the Ravines |King Studio w/Daybed |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views
Middleburg, FL
10Wonderful(2)
Apartment
Free Wi-Fi
$168+
Check availability
Country Ranch Retreat - Middleburg - Dining room
Country Ranch Retreat
Middleburg, FL
9.6Wonderful(23)
House
Free Wi-Fi
$469+
Check availability
Modern E. Orange Park Home 6+Bed Fence Beach 40min - Middleburg - Living room
Modern E. Orange Park Home 6+Bed Fence Beach 40min
Middleburg, FL
9.0Wonderful(4)
House
Free Wi-Fi
$312+
Check availability
S'more Fun - Middleburg
S'more Fun
Middleburg, FL
9.6Wonderful(34)
House
Free Wi-Fi
$424+
Check availability
Sunset Pass - Middleburg
Sunset Pass
Middleburg, FL
9.9Wonderful(20)
House
Free Wi-Fi
Pet friendly
$402+
Check availability
Sunny Lemon - Middleburg
Sunny Lemon
Middleburg, FL
9.6Wonderful(10)
House
Free Wi-Fi
Pet friendly
$324+
Check availability
Rest Ashored! - Middleburg
Rest Ashored!
Middleburg, FL
10Wonderful(3)
House
Pet friendly
$360+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
August
$249
$212
Cheapest month to stay with an average 38% drop in price.
Most expensive month to stay with an average 48% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Middleburg vacation rental deals

  • Vacation rentals in Middleburg are around 48% more expensive than hotels on average. Search here to compare prices for all accommodation types in Middleburg.
  • The best vacation rental properties in Middleburg are Cozy Charming Country Farm Home (10.0, 28 reviews), Sunset Pass (9.9, 20), and S'more Fun (9.6, 34), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Middleburg, you should consider visiting during the low season. The cheapest vacation homes in Middleburg can be found in October and November.
  • The cheapest night for renting a vacation home in Middleburg is Thursday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Middleburg for 6 days.

FAQs when booking a vacation home in Middleburg

  • What types of vacation rentals are available in Middleburg?

    There are loads of different property types that you can make your vacation home in Middleburg. You’ll find apartments, caravans, cottages and houses.

  • Are there any pet-friendly vacation rentals in Middleburg?

    There are a number of dog and pet-friendly Middleburg vacation rentals, with around 18% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Middleburg?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Middleburg?

Our map will help you find the perfect place to stay in Middleburg by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Middleburg