Middleburg Holiday Rentals from AU$145: Search Short-Term Rentals

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Our top choices for Middleburg holiday rentals

A stable with horses, hay bales, and a wooden floor.

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

Middleburg

Tina S.

includes taxes & fees

15 Nov - 16 Nov

A hotel with a swimming pool, lounge chairs, and umbrellas.

2. 2BR Family Suite | Pool & Gym

Middleburg

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinetry, a large island, stainless steel appliances, and pendant lighting.

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

Middleburg

Nyle K.

includes taxes & fees

16 Nov - 17 Nov

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

4. Pasture Bedtime Yurt

Middleburg

includes taxes & fees

8 Nov - 9 Nov

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

5. Moo-Tel Yurt

Middleburg

includes taxes & fees

8 Nov - 9 Nov

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

6. StudioRes by Marriott Jacksonville Orange Park

Westside

Diana

includes taxes & fees

8 Nov - 9 Nov

A compact kitchen with a sliding barn door, a coffee maker, a microwave, and a small trash bin.

7. Cozy 1-bedroom Tiny Home on Peaceful Blueberry Farm.

Jacksonville

"The only issue we had was that the water had a terrible smell, but that has nothing to do with the owner of the property. Other than the water, it was a nice little tiny house that was perfect for our one-night stay in Jacksonville. It was as the listing described and the owner was very friendly when we messaged! I enjoyed how secluded it was and it was a quiet spot to rest. Would highly recommend if you are okay with things being a little tighter than average!"

Emily F.

includes taxes & fees

8 Nov - 9 Nov

A cozy interior with a wooden ceiling, a brown leather sofa, a world map on the wall, and a sliding glass door.

8. Tiny Farm: Charming Tiny House in the Country

Green Cove Springs

includes taxes & fees

10 Nov - 11 Nov

A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

9. Cozy Full Bed Room|Pool|Free Wifi

Westside

includes taxes & fees

7 Nov - 8 Nov

A modern hotel room with two beds, white bedding, and a yellow throw blanket.

10. Cozy Private Entire Studio Suite Independent Guest Entrance

Westside

Shantrill G.

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a blue armchair, a small round ottoman, a kitchenette, and a bathroom.

11. Cozy, private, small guesthouse

Westside

Marlene A.

includes taxes & fees

8 Nov - 9 Nov

A conservatory with a glass roof, a potted plant, and a bench.

12. Single house: 12guests,4bds/2baths,large backyard.

Jacksonville

Maria R.

includes taxes & fees

7 Nov - 8 Nov

A covered patio with a table and chairs, a window, and a door.

13. Rustic Owl w/ 2Kings In Fleming Island

Fleming Island

Joe T.

includes taxes & fees

15 Nov - 16 Nov

A kitchen with a sink, a microwave, and cabinets.

14. The Humming Bird Suite - Affordable Lakefront Fun

Keystone Heights

includes taxes & fees

12 Nov - 13 Nov

A living room with a brick fireplace, a blue armchair, a wooden cabinet, and a ceiling fan.

15. The Van Zant House

Westside

Katherine

includes taxes & fees

7 Dec - 8 Dec

A modern kitchen with granite countertops, stainless steel appliances, and pendant lighting.

16. ⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping

Westside

Tia J.

includes taxes & fees

9 Nov - 10 Nov

A dining table set with a vase of blue flowers, plates, and cutlery.

17. Cozy Treetop Hideaway

Northwest

Melissa P.

includes taxes & fees

8 Nov - 9 Nov

A wooden porch leading to a house with a front door, a lamp, and a doormat.

18. Gorgeous circa 1875 Plantation House (in city)

Orange Park

Cheryl A.

includes taxes & fees

9 Nov - 10 Nov

A wooden boardwalk through a dense forest with lush greenery and tall trees.

19. White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing

Keystone Heights

Bonnie

includes taxes & fees

16 Nov - 17 Nov

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Find holiday rentals that suit your style

Top Middleburg Hotel Reviews

A modern living room with a stone fireplace, a flat-screen TV, and comfortable seating.

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Westside

10/10 Excellent

Paul

A hotel lobby with a reception desk, seating area, and a television.

Holiday Inn Express & Suites Fleming Island by IHG

Fleming Island

10/10 Excellent

Paul

A spacious lobby with a reception desk, seating area, and a fireplace.

Holiday Inn Hotel & Suites Orange Park by IHG

Orange Park

8/10 Good

Barry

A hotel entrance with a covered walkway, palm trees, and a parking area.

Holiday Inn Express & Suites Jacksonville - Town Center by IHG

Southside

10/10 Excellent

Ranjana

A modern conference room with a glass table, wooden chairs, and a view of the outdoors.

Holiday Inn Express Jacksonville South Bartram Prk by IHG

Jacksonville

8/10 Good

David and Christine

A modern hotel entrance with a covered walkway, palm trees, and a blue and white facade.

Tru by Hilton Jacksonville South Mandarin

Jacksonville

10/10 Excellent

William

An outdoor patio area with a stone fire pit, wicker furniture, and a grill.

Residence Inn by Marriott Jacksonville South/Bartram Park

Jacksonville

10/10 Excellent

Melanie

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, 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 favourite 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 depend 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 AU$145 per night. Entering your travel dates in the search wizard might find you 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.

Middleburg Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middleburg holiday rentals

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

2. 2BR Family Suite | Pool & Gym

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

4. Pasture Bedtime Yurt

5. Moo-Tel Yurt

6. StudioRes by Marriott Jacksonville Orange Park

7. Cozy 1-bedroom Tiny Home on Peaceful Blueberry Farm.

8. Tiny Farm: Charming Tiny House in the Country

9. Cozy Full Bed Room|Pool|Free Wifi

10. Cozy Private Entire Studio Suite Independent Guest Entrance

11. Cozy, private, small guesthouse

12. Single house: 12guests,4bds/2baths,large backyard.

13. Rustic Owl w/ 2Kings In Fleming Island

14. The Humming Bird Suite - Affordable Lakefront Fun

15. The Van Zant House

16. ⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping

17. Cozy Treetop Hideaway

18. Gorgeous circa 1875 Plantation House (in city)

19. White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing

Find holiday rentals that suit your style

Top Middleburg Hotel Reviews

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

10/10 Excellent

Find out more about Middleburg

Middleburg holiday rentals: An excellent choice for every season

How to find incredible deals on Middleburg rentals

Frequently Asked Questions

Are there holiday rentals in Middleburg?

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

How many holiday rentals are there in Middleburg?

What’s there to see and do in Middleburg?

What’s a holiday rental in Middleburg like?