Photo by Cindy Simmonds

Middleburg vacation rentals

We found 87 vacation rentals — enter your dates for availability

Discover a selection of 16 homes and other vacation rentals in Middleburg that are perfect for your trip. Vacation rentals offer the best amenities for your family, friends, or furry companion, such as parking and a hot tub. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Middleburg

Showing deals for:Aug 22 - Aug 29
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Find the perfect vacation rental for your Middleburg getaway

Enjoy the festivals and other features of Middleburg. This city's shopping, baseball games and restaurants draw many visitors. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Middleburg

Are you looking for attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that Middleburg has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Eagle Harbor Golf Club (8.4 mi / 13.6 km)
  • The Champions Club at Julington Creek (15.2 mi / 24.5 km)
  • Golf Club at South Hampton (18.7 mi / 30.2 km)
  • St. John's Golf and Country Club (21.1 mi / 33.9 km)
  • The Golf Club At Fleming Island (8.6 mi / 13.9 km)
  • Magnolia Point Golf and Country Club (10.1 mi / 16.3 km)

Exploring the natural landscape of Middleburg

Whether you're looking for adventure or just want to appreciate the scenery, Middleburg is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Clay County Fairgrounds (9.3 mi / 14.9 km)
  • Kingsley Lake (11 mi / 17.7 km)
  • Crystal Springs Park (16.4 mi / 26.3 km)
  • Cummer Museum of Art and Gardens (20.2 mi / 32.6 km)
  • Riverside Park (20.2 mi / 32.6 km)
  • Jacksonville-Baldwin Rail Trail (20.6 mi / 33.2 km)

How to get to and around Middleburg

The nearest airport is in Jacksonville, FL (CRG-Jacksonville Executive at Craig), located 27.7 mi (44.5 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Jacksonville International Airport (JAX), which is 31 mi (50 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Middleburg?
According to our data, cottages are the most in-demand vacation property type in Middleburg. But having said that, everyone’s idea of the perfect trip isn’t going to be the same. Vrbo has vacation rentals of all sizes and shapes, and we’ll help you locate the perfect fit for you.
How much does it cost to rent a vacation rental in Middleburg?
A number of things can influence how much you’ll pay for a vacation rental in Middleburg, such as the length of stay, season and type of property. But, all Vrbo homes have one thing in common — incredible value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Middleburg?
The average price for a vacation home near the beach in Middleburg depends on when you’re visiting the area and the size and type of property you’re looking for. You can easily find prices on Vrbo by entering your preferred travel dates. Then use the filters to choose the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Middleburg?
With 13 properties that allow pets, your furry best friend can join in on your Middleburg getaway. Use the filter tool to browse our pet-friendly vacation rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in Middleburg?
Add an extra element of fun to your getaway by staying in one of the three houses with a private pool in Middleburg. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your downtime splashing around in a swimming pool that’s for your exclusive use.
What are popular rental amenities in Middleburg?
A water view, a nearby waterfront and a barbecue grill rank as the most popular rental amenities in Middleburg. Whether you’re taking to the road by yourself, with a partner or as a family group, Vrbo will help you find a vacation home that suits your tastes with all the options you need.
Are there large group vacation rentals in Middleburg?
Take your pick of seven Vrbo vacation homes in Middleburg that can sleep five or more people. You’ll get all the room and privacy you need to relax with your loved ones — and no one else.
Are there vacation rentals in Middleburg that welcome kids?
Bring the whole group together for a fun-filled adventure in Middleburg at one of our 13 family-friendly vacation rentals. These stays provide amenities that are perfect for getaways with children, including laundries, multiple bedrooms and patios. Just check the “Properties good for families” filter and pick out your favorite.
Are there one-bedroom vacation rentals in Middleburg?
Yes, you can take your pick from three one-bedroom rentals in Middleburg. Whether you’re on the lookout for a secluded cottage or a fancy condo, our one-bedroom rentals are great if you don’t need tons of space. One of the best things about having your own place? You’ll never need to share your vacation with strangers.
Are there vacation rentals with WiFi in Middleburg?
You can choose from nine vacation rentals with WiFi in Middleburg. If you want to disconnect from the world on your trip, but still need to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Middleburg?
Choose from 11 Vrbo vacation homes with air conditioning in Middleburg giving you that cooling breeze and extra level of comfort. Just enter your preferred travel dates and then take advantage of our filter tool to help you find stays with air conditioning.
How old do you have to be to rent a vacation rental in Middleburg?
The minimum age requirements can differ across properties on Vrbo, so double-check the rules of the vacation home in Middleburg you’re considering. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Middleburg for?
The amount of time you can stay in a Middleburg vacation home for is down to each property. Simply put in your dates of travel to view available options offering extended stays. They include everything you need to make your extended trip more comfortable and enjoyable, like air conditioning and kitchens. Some Vrbo vacation properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Middleburg?
In Middleburg, you’ll find some great deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re wanting a mini vacay or a longer stay, we offer plenty of options to suit your style.

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