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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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.
The price is AED 314
AED 654 total
includes taxes & fees
9 Aug - 10 Aug
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.
The price is AED 588
AED 1,196 total
includes taxes & fees
10 Aug - 11 Aug
Country living at its best!
1 bedroom, WiFi, bed sheets

3. Moo-Tel Yurt

Moo-Tel Yurt
Middleburg
The price is AED 909
AED 1,140 total
includes taxes & fees
9 Aug - 10 Aug
Moo-Tel Yurt
Terrace/patio

4. Pasture Bedtime Yurt

Pasture Bedtime Yurt
Middleburg
The price is AED 909
AED 1,140 total
includes taxes & fees
9 Aug - 10 Aug
Pasture Bedtime 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, (41 reviews)
"Great place!"
United States
Leslie
The price is AED 342
AED 388 total
includes taxes & fees
10 Aug - 11 Aug
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.
The price is AED 547
AED 1,386 total
includes taxes & fees
9 Aug - 10 Aug
Luxurious Home w/ Spectacular Glass Room & Patios
Terrace/patio

7. 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.
The price is AED 579
AED 1,678 total
includes taxes & fees
15 Aug - 16 Aug
Single house: 12guests,4bds/2baths,large backyard.
1 bedroom, iron/ironing board, WiFi, bed sheets

8. 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.
The price is AED 268
AED 545 total
includes taxes & fees
4 Sep - 5 Sep
Cozy Private Entire Studio Suite Independent Guest Entrance
Private kitchen

9. The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park

The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park
Westside
10.0 out of 10, Exceptional, (1 review)
"Clean and pretty "
United States
Bidshardine S.
The price is AED 477
AED 992 total
includes taxes & fees
4 Sep - 5 Sep
The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park
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.
The price is AED 742
AED 1,575 total
includes taxes & fees
9 Aug - 10 Aug
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
The price is AED 266
AED 1,036 total
includes taxes & fees
13 Aug - 14 Aug
The Van Zant House
Smart TV, fireplace

12. 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.
The price is AED 479
AED 1,547 total
includes taxes & fees
11 Aug - 12 Aug
Sunset near the lake up to 12 guests,4bds,2baths
Interior

13. 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.
The price is AED 731
AED 1,965 total
includes taxes & fees
9 Aug - 10 Aug
Gorgeous circa 1875 Plantation House (in city)
Coffee/tea maker, fridge, microwave, oven

14. ⭐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)
"The host was amazing and communicated through the entire stay"
United States
Ebony R.
The price is AED 430
AED 1,134 total
includes taxes & fees
7 Aug - 8 Aug
⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown
Interior

15. 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.
The price is AED 455
AED 653 total
includes taxes & fees
10 Aug - 11 Aug
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Smart TV

16. 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
The price is AED 820
AED 2,194 total
includes taxes & fees
11 Aug - 12 Aug
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
1 bedroom, desk, iron/ironing board, WiFi

17. Magical Midsummer Night Glamping Loft w Bikes

Magical Midsummer Night Glamping Loft w Bikes
Northwest
10.0 out of 10, Exceptional, (9 reviews)
"It was Enchanting and the location perfect!"
United States
THC
The price is AED 239
AED 532 total
includes taxes & fees
9 Aug - 10 Aug
Magical Midsummer Night Glamping Loft w Bikes
Dining

18. 2Bedroom-Special @Graceful House

2Bedroom-Special @Graceful House
Westside
The price is AED 421
AED 1,217 total
includes taxes & fees
12 Aug - 13 Aug
2Bedroom-Special @Graceful House
Interior

19. The Great Gatsby - Luxury Historic Riverside

The Great Gatsby - Luxury Historic Riverside
Northwest
9.8 out of 10, Exceptional, (10 reviews)
"So clean and a very cute property!!!!!"
United States
Julie
The price is AED 309
AED 611 total
includes taxes & fees
10 Aug - 11 Aug
The Great Gatsby - Luxury Historic Riverside
1 bedroom, desk, iron/ironing board, WiFi (free)

20. Enchanted Forest: a Magical Luxury Studio

Enchanted Forest: a Magical Luxury Studio
Northwest
9.8 out of 10, Exceptional, (10 reviews)
"One of the best decorated and comfortable ihave stayed In in a great while. Tastefully decorated and old school Charm in a forest…."
United States
Richard
The price is AED 305
AED 607 total
includes taxes & fees
10 Aug - 11 Aug
Enchanted Forest: a Magical Luxury Studio
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

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

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

10/10 Excellent
"Clean safe central location"
Aliya 1-night trip
Posted 16 hours ago
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

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?

Private Beach & Dock! North Florida Lake House: This vacation home rental near Middleburg is located on the waterfront and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.