Middleburg Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Middleburg holiday rentals

Property grounds

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, (23 reviews)
"We were in town for our oldest grandson's graduation. Our younger grandsons loved coming to see the horses and learning about them. This property is perfectly located, convenient to everything, yet quiet and private. Perfect stay, will be back when visiting in the future!"
United States
Susan G.
Private Loft at a Working Show Barn ~ Pets Welcome!
Property grounds

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, (14 reviews)
"Awesome location, great cabin! Had everything I needed to see my family ❤️ Will request to stay again!"
United States
Bonnie
The price is HK$478
HK$1,352 total
includes taxes & fees
2 Feb - 3 Feb
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Exterior detail

Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC

Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC
Arlington
10.0 out of 10, Exceptional, (1 review)
"The place is so cute and comfortable . It was just what we needed!"
United States
Paul C.
The price is HK$564
HK$885 total
includes taxes & fees
1 Feb - 2 Feb
Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC
1 bedroom, desk, iron/ironing board, WiFi

Magical Midsummer Night Glamping Loft w Bikes

Magical Midsummer Night Glamping Loft w Bikes
Northwest
10.0 out of 10, Exceptional, (5 reviews)
"The property was great & in a good location. It was very nicely decorated and was in excellent condition. It was updated completely & very well taken care of by owners. The garden was very nice. The only problem I had was the stairs - I’m almost 70 & had a little trouble. I wouldn’t recommend for elderly & handicap persons. "
United States
Frances
The price is HK$531
HK$1,091 total
includes taxes & fees
5 Feb - 6 Feb
Magical Midsummer Night Glamping Loft w Bikes
Outdoor dining

Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis

Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis
Jacksonville
9.8 out of 10, Exceptional, (6 reviews)
"Our host (Luke) was VERY responsive when we had questions prior to & during our stay. The rooms were a good size and each had their own bathroom, which was nice. The location was good for us in relation to where our daughter moved, but also to the beach, shopping, restaurants and just a short drive to St. Augustine. We wouldn’t hesitate to stay here again."
United States
Nicholas B.
Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis
Exterior detail

Artsy Cozy Garden Retreat

Artsy Cozy Garden Retreat
Northwest
10.0 out of 10, Exceptional, (42 reviews)
"Owner is very responsive, thinks of things in advance, very accommodating. Well appointed property, near many dining options"
United States
Rudy F.
The price is HK$653
HK$1,208 total
includes taxes & fees
1 Feb - 2 Feb
Artsy Cozy Garden Retreat
Property grounds

Charming 1-bedroom house with AC, WiFi in welcoming Melrose

Charming 1-bedroom house with AC, WiFi in welcoming Melrose
Melrose
10.0 out of 10, Exceptional, (1 review)
"Was a great place to unwind after a long day at work. Very relaxing, very quiet"
United States
Matthew g.
The price is HK$726
HK$1,135 total
includes taxes & fees
17 Feb - 18 Feb
Charming 1-bedroom house with AC, WiFi in welcoming Melrose
1 bedroom

Relaxing Loft Apartment at Liberty Park

Relaxing Loft Apartment at Liberty Park
Urban Core
10.0 out of 10, Exceptional, (1 review)
"The bed was amazing. Close to the Vystar arena."
United States
Robert G.
The price is HK$585
HK$1,440 total
includes taxes & fees
2 Feb - 3 Feb
Relaxing Loft Apartment at Liberty Park
Smart TV, stereo

Relaxing 3BR Getaway w/ Pool Table

Relaxing 3BR Getaway w/ Pool Table
Westside
9.8 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay. No problems. Highly recommend. "
United Kingdom
Thomas K.
The price is HK$740
HK$2,280 total
includes taxes & fees
2 Feb - 3 Feb
Relaxing 3BR Getaway w/ Pool Table
Dining

Cozy House close To Downtown

Cozy House close To Downtown
Northwest
8.8 out of 10, Excellent, (11 reviews)
"The house was nice, clean, and felt very homey. The host was wonderful. Had a big front and back yard for my dog. Can’t wait to book this home again. "
United States
Anonymous traveller
The price is HK$525
HK$1,637 total
includes taxes & fees
1 Feb - 2 Feb
Cozy House close To Downtown
1 bedroom, desk, iron/ironing board, free WiFi

Enchanted Forest: a Magical Luxury Studio

Enchanted Forest: a Magical Luxury Studio
Northwest
10.0 out of 10, Exceptional, (5 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 HK$632
HK$1,199 total
includes taxes & fees
2 Feb - 3 Feb
Enchanted Forest: a Magical Luxury Studio
Interior

The Great Gatsby - Luxury Historic Riverside

The Great Gatsby - Luxury Historic Riverside
Northwest
10.0 out of 10, Exceptional, (6 reviews)
"This was the perfect accommodations for our quick visit to Jacksonville. Everything was easy. Check-in/out, super clean, well decorated, comfy bed. Every detail is taken care of. Even amazing lighting for applying makeup in the bathroom!It also has great location close to the river & walkable to restaurants."
United States
Kelly R.
The price is HK$640
HK$1,207 total
includes taxes & fees
4 Feb - 5 Feb
The Great Gatsby - Luxury Historic Riverside
Property grounds

The Historic Van Zant House (Skynyrd) | 1500 sq ft | King

The Historic Van Zant House (Skynyrd) | 1500 sq ft | King
Westside
9.4 out of 10, Exceptional, (25 reviews)
"We had a lot of fun with some friends that go way back to high school. This place makes a good get away."
United States
Marty W.
The price is HK$773
HK$1,853 total
includes taxes & fees
31 Jan - 1 Feb
The Historic Van Zant House (Skynyrd) | 1500 sq ft | King
3 bedrooms, iron/ironing board, WiFi, bed sheets

LED Lighting Reclining Sofas - Cozy 3 Bedroom Home In Jacksonville fl

LED Lighting Reclining Sofas - Cozy 3 Bedroom Home In Jacksonville fl
Northwest
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and great communication with the host! Super comfy couches, board games available, would recommend! "
United States
Cailyn
The price is HK$843
HK$1,852 total
includes taxes & fees
2 Feb - 3 Feb
LED Lighting Reclining Sofas - Cozy 3 Bedroom Home In Jacksonville fl
Interior

Luxury Comfort: King Size Bed , LED Massage Sofas , Cozy FirePit & Gazebo

Luxury Comfort: King Size Bed , LED Massage Sofas , Cozy FirePit & Gazebo
Northwest
10.0 out of 10, Exceptional, (3 reviews)
"The space was neat, clean, comfortable, and convenient to get into. The couches were so comfortable!"
United States
Elizabeth P.
The price is HK$807
HK$1,781 total
includes taxes & fees
5 Feb - 6 Feb
Luxury Comfort: King Size Bed , LED Massage Sofas , Cozy FirePit & Gazebo
Fridge, microwave, oven, stovetop

Luxury Residence in Jacksonville's Riverside

Luxury Residence in Jacksonville's Riverside
Northwest
9.4 out of 10, Exceptional, (14 reviews)
"Our stay was wonderful it was clean smelling good amazing neighborhood… honesty I’ll book here again but we enjoyed the house to the fullest.."
United States
Shaniya B.
The price is HK$492
HK$1,784 total
includes taxes & fees
8 Feb - 9 Feb
Luxury Residence in Jacksonville's Riverside
Fridge, microwave, stovetop, coffee/tea maker

La Casita by Amarelys and lazaro

La Casita by Amarelys and lazaro
Southside
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and neat place, the host is also very responsive. In General it was very good place to stay at."
United States
Hanna S.
The price is HK$616
HK$2,179 total
includes taxes & fees
8 Feb - 9 Feb
La Casita by Amarelys and lazaro
Sun-loungers, beach towels

2BR Ensuite • Pool, Gym, Near Beach • Lake-View Patio • Jax & Historic St. Aug

2BR Ensuite • Pool, Gym, Near Beach • Lake-View Patio • Jax & Historic St. Aug
St. Augustine
10.0 out of 10, Exceptional, (2 reviews)
"The property was perfect for our visit to St Augustine. Well maintained home with everything needed for a comfortable stay. Close to everything. We will definitely book it again. "
United States
Ginny P.
2BR Ensuite • Pool, Gym, Near Beach • Lake-View Patio • Jax & Historic St. Aug
Smart TV, books

Charming Animal-Themed Family Stay

Charming Animal-Themed Family Stay
Westside
10.0 out of 10, Exceptional, (2 reviews)
"This is a host who NEVER disappoints!! My family and I stayed at one of his other listings and it was amazing so I knew this was going to be the same experience! Located on the Westside of Jacksonville means you will be close to everything and more! The animal theme in the house was great, hot hot water for the shower and comfy bed! Not overly decorative but felt like home. I could go on forever but if you're looking for comfort, safety and relaxation this is your home! Thank you Geoff and Kat...
United States
Carla B.
The price is HK$819
HK$2,009 total
includes taxes & fees
2 Feb - 3 Feb
Charming Animal-Themed Family Stay
Fridge, microwave, oven, stovetop

KingBed• Luxe •SaltPool•Gym•Work Friendly•FastWifI

KingBed• Luxe •SaltPool•Gym•Work Friendly•FastWifI
Westside
10.0 out of 10, Exceptional, (2 reviews)
"Great host great stay overall "
United States
Sibyl B.
The price is HK$570
HK$1,201 total
includes taxes & fees
5 Feb - 6 Feb
KingBed• Luxe •SaltPool•Gym•Work Friendly•FastWifI
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

Baymont by Wyndham Jacksonville/Butler Blvd

Baymont by Wyndham Jacksonville/Butler Blvd

10/10 Excellent
"Very nice hotel. Yes, it's dated and could use a facelift, but, the hospitality staff and rooms were excellent at a reasonable price. Highly recommend!"
Clayton 1-night trip
Posted 2 days ago
Baymont by Wyndham Jacksonville/Butler Blvd

Find out more about Middleburg

Search for holiday rentals in Middleburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleburg using one of the methods below:

  • View our selection of featured holiday rentals in Middleburg
  • Use the map to find apartments and other holiday homes in the Middleburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleburg while they last

Look no further and take a look at our great range of rental properties in Middleburg!

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?

Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!: This holiday home rental outside of Middleburg is located on a lake, and has an outdoor pool, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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 selection of games.

How many holiday rentals are there in Middleburg?

Expedia has 21 holiday rentals for your stay in Middleburg.

What’s there to see and do in Middleburg?

While exploring the area, visit family-friendly sights like Latitude 30, or get outside and enjoy nature at Jennings State Forest. 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.