A sunset over a calm lake with a dock and boats.

Middleburg Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middleburg vacation rentals

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

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

Private Loft at a Working Show Barn ~ Pets Welcome!
Middleburg
9.6 out of 10, Exceptional, (28 reviews)
"Tracy was a great host I enjoyed talking with her. The loft was great the beds are comfortable very clean and has everything you need for a short or long stay I will definitely be back and this would be my first choice to stay at."
United States
Tina S.
The price is AED 321
AED 632 total
includes taxes & fees
15 Nov - 16 Nov
Private Loft at a Working Show Barn ~ Pets Welcome!
A hotel with a swimming pool, lounge chairs, and umbrellas.

2. Middleburg | Full kitchen & laundry

Middleburg | Full kitchen & laundry
Middleburg
Middleburg | Full kitchen & laundry
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

NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
Middleburg
10.0 out of 10, Exceptional, (4 reviews)
"Great place! Highly recommend"
United States
Nyle K.
The price is AED 565
AED 1,344 total
includes taxes & fees
16 Nov - 17 Nov
NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
A modern kitchen with a stainless steel refrigerator, white cabinets, and a wooden floor.

4. Country living at its best!

Country living at its best!
Middleburg
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay at this quiet, country home. Spacious and renovated interior with a lovely side yard for relaxing in the evening. The host was fabulous and quick to respond to all our questions. We will definitely stay here again. "
United States
Amy M.
The price is AED 588
AED 1,118 total
includes taxes & fees
29 Nov - 30 Nov
Country living at its best!
A tent with a table and chairs, surrounded by patterned rugs and a wooden deck.

5. Pasture Bedtime Yurt

Pasture Bedtime Yurt
Middleburg
The price is AED 909
AED 1,093 total
includes taxes & fees
5 Nov - 6 Nov
Pasture Bedtime Yurt
A cozy interior of a tent with a bed, a sofa, a table with a radio, and a refrigerator.

6. Moo-Tel Yurt

Moo-Tel Yurt
Middleburg
The price is AED 909
AED 1,093 total
includes taxes & fees
5 Nov - 6 Nov
Moo-Tel Yurt
A modern building with a storefront labeled "STUDIORES" and the number "8045".

7. StudioRes by Marriott Jacksonville Orange Park

StudioRes by Marriott Jacksonville Orange Park
3.0 star property
Westside
8.6 out of 10, Excellent, (73 reviews)
"Super clean, everything is new, I loved this place!"
United States
Diana
The price is AED 279
AED 317 total
includes taxes & fees
8 Nov - 9 Nov
StudioRes by Marriott Jacksonville Orange Park
A compact kitchen with a sliding barn door, a coffee maker, a microwave, and a small trash bin.

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

Cozy 1-bedroom Tiny Home on Peaceful Blueberry Farm.
Jacksonville
8.0 out of 10, Very good, (1 review)
"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!"
United States
Emily F.
The price is AED 264
AED 383 total
includes taxes & fees
5 Nov - 6 Nov
Cozy 1-bedroom Tiny Home on Peaceful Blueberry Farm.
A cozy interior with a wooden ceiling, a brown leather sofa, a world map on the wall, and a sliding glass door.

9. Tiny Farm: Charming Tiny House in the Country

Tiny Farm: Charming Tiny House in the Country
Green Cove Springs
The price is AED 298
AED 379 total
includes taxes & fees
10 Nov - 11 Nov
Tiny Farm: Charming Tiny House in the Country
A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

10. Cozy Full Bed Room|Pool|Free Wifi

Cozy Full Bed Room|Pool|Free Wifi
Westside
10.0 out of 10, Exceptional, (6 reviews)
Cozy Full Bed Room|Pool|Free Wifi
A modern hotel room with two beds, white bedding, and a yellow throw blanket.

11. Cozy Private Entire Studio Suite Independent Guest Entrance

Cozy Private Entire Studio Suite Independent Guest Entrance
Westside
9.4 out of 10, Exceptional, (21 reviews)
"Nice and cozy!!Easy access, clean and comfortable!!Will book again "
United States
Shantrill G.
Cozy Private Entire Studio Suite Independent Guest Entrance
A hotel room with two beds, a blue armchair, a small round ottoman, a kitchenette, and a bathroom.

12. Cozy, private, small guesthouse

Cozy, private, small guesthouse
Westside
10.0 out of 10, Exceptional, (2 reviews)
"perfect clean space very peaceful and easy communication ..would def visit again ."
United States
Marlene A.
The price is AED 305
AED 578 total
includes taxes & fees
5 Nov - 6 Nov
Cozy, private, small guesthouse
A conservatory with a glass roof, a potted plant, and a bench.

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

Single house: 12guests,4bds/2baths,large backyard.
Jacksonville
10.0 out of 10, Exceptional, (51 reviews)
"Great place for big families and small children. "
United States
Maria R.
The price is AED 661
AED 1,781 total
includes taxes & fees
7 Nov - 8 Nov
Single house: 12guests,4bds/2baths,large backyard.
A covered patio with a table and chairs, a window, and a door.

14. Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
9.8 out of 10, Exceptional, (43 reviews)
"Great location. Property was well stocked, clean and comfortable."
United States
Joe T.
The price is AED 742
AED 1,516 total
includes taxes & fees
15 Nov - 16 Nov
Rustic Owl w/ 2Kings In Fleming Island
A kitchen with a sink, a microwave, and cabinets.

15. The Humming Bird Suite - Affordable Lakefront Fun

The Humming Bird Suite - Affordable Lakefront Fun
3.0 star property
Keystone Heights
The price is AED 294
AED 452 total
includes taxes & fees
12 Nov - 13 Nov
The Humming Bird Suite - Affordable Lakefront Fun
A living room with a brick fireplace, a blue armchair, a wooden cabinet, and a ceiling fan.

16. The Van Zant House

The Van Zant House
3.5 star property
Westside
6.4 out of 10, (7 reviews)
"Always a great time ! "
United States
Katherine
The price is AED 233
AED 999 total
includes taxes & fees
5 Nov - 6 Nov
The Van Zant House
A modern kitchen with granite countertops, stainless steel appliances, and pendant lighting.

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

⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping
Westside
9.4 out of 10, Exceptional, (16 reviews)
"We came here for work. Place was clean and comfortable. Similar price to a hotel but way more space and comfort. We’ll definitely stay here again if we come back to this area."
United States
Tia J.
The price is AED 352
AED 941 total
includes taxes & fees
5 Nov - 6 Nov
⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping
A dining table set with a vase of blue flowers, plates, and cutlery.

18. Cozy Treetop Hideaway

Cozy Treetop Hideaway
Northwest
10.0 out of 10, Exceptional, (107 reviews)
"Our host has been amazing and the until had everything we needed and more and was extremely clean. Would definitely recommend."
United States
Melissa P.
The price is AED 314
AED 546 total
includes taxes & fees
5 Nov - 6 Nov
Cozy Treetop Hideaway
A wooden porch leading to a house with a front door, a lamp, and a doormat.

19. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (97 reviews)
"Our families enjoyed this lovely home. Everything is clean, the beds are comfy, plenty of towels and a well equipped kitchen. The grounds are lovely and well kept. Although it was a little too warm to sit outside, there were several inviting areas on the wrap around shaded porch. The host is very congenial and responsive. We would stay here again."
United States
Cheryl A.
The price is AED 533
AED 1,639 total
includes taxes & fees
9 Nov - 10 Nov
Gorgeous circa 1875 Plantation House (in city)
A wooden boardwalk through a dense forest with lush greenery and tall trees.

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

White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Keystone Heights
9.6 out of 10, Exceptional, (24 reviews)
"Awesome location, great cabin! Had everything I needed to see my family ❤️ Will request to stay again!"
United States
Bonnie
The price is AED 298
AED 689 total
includes taxes & fees
8 Nov - 9 Nov
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleburg Hotel Reviews

Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

10/10 Excellent
"Beautiful hotel! Great experience!"
Ronald 1-night trip
Posted 8 hours ago
Embassy Suites by Hilton Jacksonville Baymeadows

Frequently asked questions

Are there vacation rentals in Middleburg?

Yes, you can find vacation rentals close to the most popular sights in Middleburg, or you can go with a secluded option if you're looking for relaxation. 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 vacation rentals in Middleburg?

Lakefront Home with Outdoor Pool Table, Firepit, and Grill in Jacksonville: This vacation home rental near Middleburg offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a pool table.

How many vacation rentals are there in Middleburg?

Expedia has 23 vacation 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 larger area, you’ll find Eagle Harbor Golf Club and Clay County Fairgrounds.

What’s a vacation rental in Middleburg like?

A vacation rental is a private property you can stay in for a long or short time in Middleburg. Vacation rentals offer extras 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 a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.