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

Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Middleburg vacation rentals

Property grounds

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, (27 reviews)
"Horses were great, stay was wonderful, very relaxing "
United States
Tina S.
$161 nightly
The price is $178
Aug 6 - Aug 7
Total with taxes and fees
Private Loft at a Working Show Barn ~ Pets Welcome!
Interior

2. 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.
$294 nightly
The price is $327
Aug 1 - Aug 2
Total with taxes and fees
Country living at its best!
Terrace/patio

3. Pasture Bedtime Yurt

Pasture Bedtime Yurt
Middleburg
$280 nightly
The price is $310
Aug 2 - Aug 3
Total with taxes and fees
Pasture Bedtime Yurt
1 bedroom, WiFi, bed sheets

4. Moo-Tel Yurt

Moo-Tel Yurt
Middleburg
$280 nightly
The price is $310
Aug 2 - Aug 3
Total with taxes and fees
Moo-Tel Yurt
View from property

5. StudioRes by Marriott Jacksonville Orange Park

StudioRes by Marriott Jacksonville Orange Park
3.0 star property
Westside
8.6 out of 10, Excellent, (37 reviews)
"Great place!"
United States
Leslie
$88 nightly
The price is $100
Aug 16 - Aug 17
Total with taxes and fees
StudioRes by Marriott Jacksonville Orange Park
Exterior detail

6. Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios
Lakeside
9.8 out of 10, Exceptional, (181 reviews)
"Very nicely decorated … beds were comfortable, kitchen well equipped, beautiful neighborhood and very quiet. Well worth the cost … and host was wonderful."
United States
Trudie Ann M.
$337 nightly
The price is $374
Jul 31 - Aug 1
Total with taxes and fees
Luxurious Home w/ Spectacular Glass Room & Patios
1 bedroom, iron/ironing board, WiFi, bed sheets

7. 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)
"Quiet and very clean. We had a very relaxing stay."
United States
Terry M.
$126 nightly
The price is $140
Jul 31 - Aug 1
Total with taxes and fees
Cozy Private Entire Studio Suite Independent Guest Entrance
TV, offices

8. New Floating Luxury: Unique Houseboat Retreat

New Floating Luxury: Unique Houseboat Retreat
Orange Park
9.4 out of 10, Exceptional, (33 reviews)
"The views were amazing "
United States
Jeff P.
$373 nightly
The price is $394
Aug 5 - Aug 6
Total with taxes and fees
New Floating Luxury: Unique Houseboat Retreat
Terrace/patio

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

Single house: 12guests,4bds/2baths,large backyard.
Jacksonville
9.8 out of 10, Exceptional, (47 reviews)
"Great place for big families and small children. "
United States
Maria R.
$429 nightly
The price is $480
Aug 2 - Aug 3
Total with taxes and fees
Single house: 12guests,4bds/2baths,large backyard.
Outdoor dining

10. Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
10.0 out of 10, Exceptional, (38 reviews)
"The property and location and all amenities met our needs. "
United States
Karen Y.
$386 nightly
The price is $429
Aug 9 - Aug 10
Total with taxes and fees
Rustic Owl w/ 2Kings In Fleming Island
Signature Apartment | Living area | 32-inch Smart TV with satellite channels, DVD player, streaming services

11. 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
$172 nightly
The price is $183
Aug 1 - Aug 2
Total with taxes and fees
The Van Zant House
Apartment (0 Bedroom) | Interior

12. The Humming Bird Suite - Affordable Lakefront Fun

The Humming Bird Suite - Affordable Lakefront Fun
3.0 star property
Keystone Heights
$118 nightly
The price is $133
Aug 2 - Aug 3
Total with taxes and fees
The Humming Bird Suite - Affordable Lakefront Fun
Smart TV, fireplace

13. Sunset near the lake up to 12 guests,4bds,2baths

Sunset near the lake up to 12 guests,4bds,2baths
Westside
10.0 out of 10, Exceptional, (13 reviews)
"great for families "
United States
Dylan A.
$392 nightly
The price is $438
Aug 3 - Aug 4
Total with taxes and fees
Sunset near the lake up to 12 guests,4bds,2baths
Dining

14. 2Bedroom-Special @Graceful House

2Bedroom-Special @Graceful House
Westside
$296 nightly
The price is $331
Aug 6 - Aug 7
Total with taxes and fees
2Bedroom-Special @Graceful House
Interior

15. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (92 reviews)
"Great place to stay!"
United States
shannon d.
$456 nightly
The price is $507
Aug 4 - Aug 5
Total with taxes and fees
Gorgeous circa 1875 Plantation House (in city)
3 bedrooms, WiFi, bed sheets

16. Cosmic Quarters, Whole House, Sleeps 6

Cosmic Quarters, Whole House, Sleeps 6
Westside
9.8 out of 10, Exceptional, (12 reviews)
"House great nice and clean ,family loved it thanks again."
United States
tony s.
$263 nightly
The price is $294
Aug 2 - Aug 3
Total with taxes and fees
Cosmic Quarters, Whole House, Sleeps 6
Property grounds

17. 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, (19 reviews)
"Awesome location, great cabin! Had everything I needed to see my family ❤️ Will request to stay again!"
United States
Bonnie
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Smart TV

18. Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths

Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
Orange Park
9.4 out of 10, Exceptional, (3 reviews)
"It will be very difficult to convince mate other places to this beautiful rental. The pool was huge and clean the property had everything we needed. Would surely stay again!! The host was easily to access"
United States
BILLIE
$559 nightly
The price is $621
Aug 4 - Aug 5
Total with taxes and fees
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
Coffee/tea maker, fridge, microwave, oven

19. ⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown

⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown
Westside
9.4 out of 10, Exceptional, (28 reviews)
"It was a pleasant stay. Very clean, comfortable and good location."
United States
Maxine C.
$273 nightly
The price is $306
Aug 2 - Aug 3
Total with taxes and fees
⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown
Interior

20. Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Northwest
10.0 out of 10, Exceptional, (46 reviews)
"Nice pet-friendly place to stay and fit our needs nicely!"
United States
Paula L.
$157 nightly
The price is $176
Aug 3 - Aug 4
Total with taxes and fees
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
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.
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Top Middleburg Hotel Reviews

Hyatt Studios Jacksonville/St Johns Town Center

Hyatt Studios Jacksonville/St Johns Town Center

10/10 Excellent
"Staff is amazingly helpful and kind."
Margie 1-night trip
Posted less than an hour ago
Hyatt Studios Jacksonville/St Johns Town Center

Find out more about Middleburg

Everything you need to know about Middleburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middleburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $84 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Cozy Timuquana Townhome Private Yard & Parking Family and Pet-friendly: 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

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?

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

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.