Middleburg Holiday Rentals from €55: Search Short-Term Rentals

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Our top choices for Middleburg holiday rentals

A rustic building with a wooden staircase leading to a deck, a covered area with a sign reading "GRAND LANDINGS," and outdoor seating.

1. Private Loft at a Working Show Barn ~ Pets Welcome!

Middleburg

Tina S.

includes taxes & fees

28 Oct - 29 Oct

A modern bathroom with a white toilet, a wooden vanity, a round mirror, and a black towel rack.

2. NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS

Middleburg

Vicki

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with a stainless steel refrigerator, white cabinets, and a wooden floor.

3. Country living at its best!

Middleburg

Amy M.

includes taxes & fees

1 Nov - 2 Nov

A pool area with a clear view of the pool, surrounded by palm trees and a well-maintained lawn.

4. 2BR Suite | Pool, Games, Gym, Pet Friendly!

Middleburg

A modern gym with a large mirror, exercise equipment, and a scenic mural.

5. 2BR Suite | Pool, Gym, Games!

Middleburg

A tent with a table and chairs, surrounded by patterned rugs and a wooden deck.

6. Pasture Bedtime Yurt

Middleburg

includes taxes & fees

25 Oct - 26 Oct

A cozy interior of a tent with a bed, a sofa, a table with a radio, and a refrigerator.

7. Moo-Tel Yurt

Middleburg

includes taxes & fees

25 Oct - 26 Oct

A modern building with a storefront labeled "STUDIORES" and the number "8045".

8. StudioRes by Marriott Jacksonville Orange Park

Westside

Marion

includes taxes & fees

8 Nov - 9 Nov

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Top Middleburg Hotel Reviews

Marriott Jacksonville Downtown

10/10 Excellent

"Nice clean accommodations. Great location. F=Courteous and helpful staff."

DoubleTree by Hilton Hotel Jacksonville Riverfront

8/10 Good

"Great staff and good cookies as usual. Had my wife's 50th birthday party and the food and beverage staff were great. Front desk staff were great while on site. For the price this location is run down much more than expected. Phone in room not operational, had to walk down the hallway to phone by elevator to call front desk. Carpet in room extremely warn, elevators were a worry, doors literally slammed shut, operational certificates were 2 years old in two of the three elevators. When calling in day prior to stay, was put on hold by front desk for 30 min, with them picking up multiple times to tell me that they were helping other guests; my question took 10 seconds to answer. View from our river room was great, location is great. Disappointed no airport shuttle is offered."

Find out more about Middleburg

Everything you need to know about Middleburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleburg. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleburg holiday rentals we have selected for you start as low as €55 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middleburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Middleburg?

Yes, there are holiday rentals close to the most popular sights in Middleburg, or you can select a more secluded option if you're looking for a relaxing stay. Middleburg is known for its shopping and baseball games. Make sure you have time to check out the restaurants and festivals during your trip.

What are some of the best holiday rentals that Middleburg has to offer?

Lakefront Home with Outdoor Pool Table, Firepit, and Grill in Jacksonville: This holiday home rental outside of Middleburg offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a pool table.

How many holiday rentals are there in Middleburg?

Expedia has 23 holiday rentals for your stay in Middleburg.

What’s there to see and do in Middleburg?

Doctors Lake and Jennings State Forest are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Eagle Harbor Golf Club and Clay County Fairgrounds.

What’s a holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Middleburg holiday rentals

1. Private Loft at a Working Show Barn ~ Pets Welcome!