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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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
23 Sep - 24 Sep
Private Loft at a Working Show Barn ~ Pets Welcome!
Terrace/patio

2. 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
The price is AED 565
AED 1,399 total
includes taxes & fees
21 Sep - 22 Sep
NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
Interior

3. 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 1,199 total
includes taxes & fees
26 Sep - 27 Sep
Country living at its best!
1 bedroom, WiFi, bed sheets

4. Moo-Tel Yurt

Moo-Tel Yurt
Middleburg
The price is AED 909
AED 1,140 total
includes taxes & fees
21 Sep - 22 Sep
Moo-Tel Yurt
Terrace/patio

5. Pasture Bedtime Yurt

Pasture Bedtime Yurt
Middleburg
The price is AED 909
AED 1,140 total
includes taxes & fees
21 Sep - 22 Sep
Pasture Bedtime Yurt
View from property

6. StudioRes by Marriott Jacksonville Orange Park

StudioRes by Marriott Jacksonville Orange Park
3.0 star property
Westside
8.6 out of 10, Excellent, (47 reviews)
"Beautiful room... wish there was breakfast"
United States
Marquessa
The price is AED 279
AED 317 total
includes taxes & fees
24 Sep - 25 Sep
StudioRes by Marriott Jacksonville Orange Park
Exterior detail

7. Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios
Lakeside
9.8 out of 10, Exceptional, (183 reviews)
"Nice property. The bunk bed mattresses were very uncomfortable and need replacing. The indoor patio was excellent for gathering. We enjoyed our stay"
United States
Cynthia J.
The price is AED 449
AED 1,228 total
includes taxes & fees
22 Sep - 23 Sep
Luxurious Home w/ Spectacular Glass Room & Patios
1 bedroom, WiFi, bed sheets

8. Cozy Private Tiny Guest House

Cozy Private Tiny Guest House
Westside
10.0 out of 10, Exceptional, (1 review)
"There's a gas station nearby. Have to drive a little for groceries and restaurants. The room was excellent in every way. "
United States
Theodore D.
The price is AED 305
AED 607 total
includes taxes & fees
21 Sep - 22 Sep
Cozy Private Tiny Guest House
Terrace/patio

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

Single house: 12guests,4bds/2baths,large backyard.
Jacksonville
9.8 out of 10, Exceptional, (49 reviews)
"Great place for big families and small children. "
United States
Maria R.
The price is AED 661
AED 1,738 total
includes taxes & fees
21 Sep - 22 Sep
Single house: 12guests,4bds/2baths,large backyard.
1 bedroom, iron/ironing board, WiFi, bed sheets

10. 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.
The price is AED 241
AED 514 total
includes taxes & fees
24 Sep - 25 Sep
Cozy Private Entire Studio Suite Independent Guest Entrance
Outdoor dining

11. Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
10.0 out of 10, Exceptional, (41 reviews)
"Great location. Property was well stocked, clean and comfortable."
United States
Joe T.
The price is AED 742
AED 1,545 total
includes taxes & fees
21 Sep - 22 Sep
Rustic Owl w/ 2Kings In Fleming Island
Interior

12. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (95 reviews)
"Great place to stay!"
United States
shannon d.
The price is AED 533
AED 1,701 total
includes taxes & fees
28 Sep - 29 Sep
Gorgeous circa 1875 Plantation House (in city)
Apartment (0 Bedroom) | Interior

13. 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
21 Sep - 22 Sep
The Humming Bird Suite - Affordable Lakefront Fun
Smart TV, fireplace

14. 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 661
AED 1,775 total
includes taxes & fees
25 Sep - 26 Sep
Sunset near the lake up to 12 guests,4bds,2baths
Signature Apartment | Living area | 32-inch Smart TV with satellite channels, DVD player, streaming services

15. 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 257
AED 1,027 total
includes taxes & fees
21 Sep - 22 Sep
The Van Zant House
Interior

16. 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)
"Great place to stay"
United States
Summer I.
The price is AED 422
AED 615 total
includes taxes & fees
29 Sep - 30 Sep
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
3 bedrooms, WiFi, bed sheets

17. Cosmic Quarters, Whole House, Sleeps 6

Cosmic Quarters, Whole House, Sleeps 6
Westside
9.8 out of 10, Exceptional, (14 reviews)
"House great nice and clean ,family loved it thanks again."
United States
tony s.
The price is AED 511
AED 1,163 total
includes taxes & fees
23 Sep - 24 Sep
Cosmic Quarters, Whole House, Sleeps 6
Coffee/tea maker, fridge, microwave, oven

18. ⭐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 336
AED 968 total
includes taxes & fees
27 Sep - 28 Sep
⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping
Interior

19. Cozy Treetop Hideaway

Cozy Treetop Hideaway
Northwest
10.0 out of 10, Exceptional, (106 reviews)
"Good location, nice amenities"
United States
Sue
The price is AED 278
AED 535 total
includes taxes & fees
21 Sep - 22 Sep
Cozy Treetop Hideaway
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 281
AED 580 total
includes taxes & fees
21 Sep - 22 Sep
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

San Marco Inn East

San Marco Inn East

10/10 Excellent
"Muy buena atencion y muy limpia la habitacion ,he venido consecutivamente todas las semanas por cuestiones de trabajo y me parece un hotel muy comodo y confortable"
Dina 1-night trip
Posted 9 hours ago
San Marco Inn East

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 home @ Pristine neighborhood: This vacation home rental near Middleburg offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 22 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.