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

Holiday Homes in Middleburg

  • 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
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Middleburg holiday homes

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, (26 reviews)
"Horses were great, stay was wonderful, very relaxing "
United States
Tina S.
The price is €160
includes taxes & fees
27 Jul - 28 Jul
Private Loft at a Working Show Barn ~ Pets Welcome!
Private kitchen

Hidden Gem- 3500+SQFT Home- Mins to everything!

Hidden Gem- 3500+SQFT Home- Mins to everything!
Spring Park
The price is €606
includes taxes & fees
10 Aug - 11 Aug
Hidden Gem- 3500+SQFT Home- Mins to everything!
Exterior detail

Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios
Lakeside
9.8 out of 10, Exceptional, (181 reviews)
"Thank you for a wonderful stay!"
United States
Katherine B.
Luxurious Home w/ Spectacular Glass Room & Patios
Terrace/patio

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 €386
includes taxes & fees
22 Jul - 23 Jul
Single house: 12guests,4bds/2baths,large backyard.
Outdoor dining

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 €364
includes taxes & fees
19 Aug - 20 Aug
Rustic Owl w/ 2Kings In Fleming Island
Interior

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, (45 reviews)
"Nice pet-friendly place to stay and fit our needs nicely!"
United States
Paula L.
The price is €150
includes taxes & fees
22 Jul - 23 Jul
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Interior

Pet friendly Comfortable 2 bedroom with huge yard and EV charging lvl1

Pet friendly Comfortable 2 bedroom with huge yard and EV charging lvl1
Westside
10.0 out of 10, Exceptional, (8 reviews)
"A modest but very comfortable and nicely equipped place in a quiet neighborhood. Communication with the host(s) was excellent, they were very helpful and proactive."
United States
Keith W.
The price is €247
includes taxes & fees
22 Jul - 23 Jul
Pet friendly Comfortable 2 bedroom with huge yard and EV charging lvl1
Terrace/patio

Spacious Murray Hill Getaway for One or Two

Spacious Murray Hill Getaway for One or Two
Northwest
10.0 out of 10, Exceptional, (4 reviews)
"Loved the location to shops near by with plenty of options. Stay was cozy and the extra rags on top of the refrigerator was super helpful for cleanup. I would love to stay here again! My kid loved it too "
United States
dahlia t.
The price is €198
includes taxes & fees
23 Jul - 24 Jul
Spacious Murray Hill Getaway for One or Two
Dining

Lakefront Retreat | Cozy Fireplace | Private Patio

Lakefront Retreat | Cozy Fireplace | Private Patio
Southside
The price is €228
includes taxes & fees
22 Jul - 23 Jul
Lakefront Retreat | Cozy Fireplace | Private Patio
Dining

2Bedroom-Special @Graceful House

2Bedroom-Special @Graceful House
Westside
The price is €293
includes taxes & fees
28 Jul - 29 Jul
2Bedroom-Special @Graceful House
Smart TV, fireplace

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 €404
includes taxes & fees
26 Jul - 27 Jul
Sunset near the lake up to 12 guests,4bds,2baths
Smart TV, stereo

3BR Duplex w/ 155" Theater, Pool Table & Parking

3BR Duplex w/ 155" Theater, Pool Table & Parking
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 €311
includes taxes & fees
18 Aug - 19 Aug
3BR Duplex w/ 155" Theater, Pool Table & Parking
Interior

Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (91 reviews)
"Great place to stay!"
United States
shannon d.
The price is €438
includes taxes & fees
22 Jul - 23 Jul
Gorgeous circa 1875 Plantation House (in city)
Coffee/tea maker, fridge, microwave, stovetop

2BR Duplex Unit w/ Projector, EV Charger & Kayaks

2BR Duplex Unit w/ Projector, EV Charger & Kayaks
Westside
9.0 out of 10, Wonderful, (2 reviews)
"Property was very nice and clean. Tyler was a great help. Shower was the only kinda let down of our stay"
United States
Darrick S.
The price is €276
includes taxes & fees
26 Jul - 27 Jul
2BR Duplex Unit w/ Projector, EV Charger & Kayaks
Coffee/tea maker, fridge, microwave, oven

Roomy Murray Hill Couples Retreat

Roomy Murray Hill Couples Retreat
Northwest
10.0 out of 10, Exceptional, (6 reviews)
"Super cute place! It is a charming old duplex that has been updated. I love that the owners kept what apperas to be some original features like the kitchen sink and the cabinets. "
United States
Susan J.
The price is €208
includes taxes & fees
11 Aug - 12 Aug
Roomy Murray Hill Couples Retreat
Dining

Serene Retreat Close to Beach and Attractions

Serene Retreat Close to Beach and Attractions
Southside
6.0 out of 10, (5 reviews)
"The property was neat and clean. There was a clover covered grassy area in the front which I loved for the spring. My dogs were very welcomed and there was plenty of space for my dog kennels to put the dogs away when we were out and about. The dogs were relaxed. The neighbors were quiet and friendly. Everything we needed was right there. The communication about the stay was almost instantaneously. Thank you for the easy way to visit my family and attend a memorial service for my parents with my...
United States
sharon l.
Serene Retreat Close to Beach and Attractions
Smart TV, fireplace, books, computer monitors

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Del Rio
10.0 out of 10, Exceptional, (52 reviews)
"Very clean and the host was very responsive to our questions and requests "
United States
Ruth K.
The price is €274
includes taxes & fees
27 Jul - 28 Jul
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Property grounds

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

The Historic Van Zant House (Skynyrd) | 1500 sq ft | King
Westside
9.2 out of 10, Wonderful, (27 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 €229
includes taxes & fees
22 Jul - 23 Jul
The Historic Van Zant House (Skynyrd) | 1500 sq ft | King
Smart TV

Fancy Dancy

Fancy Dancy
Avondale
9.8 out of 10, Exceptional, (8 reviews)
"The place was clean and affordable. The pictures are touched up"
United States
Toia E.
The price is €277
includes taxes & fees
22 Jul - 23 Jul
Fancy Dancy
Coffee/tea maker, fridge, microwave, stovetop

La Casita by Amarelys and lazaro

La Casita by Amarelys and lazaro
Southside
10.0 out of 10, Exceptional, (9 reviews)
"Was very clean and comfortable "
United States
Natasha M.
The price is €256
includes taxes & fees
27 Jul - 28 Jul
La Casita by Amarelys and lazaro
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

Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

10/10 Excellent
"Clean, comfortable, quiet. Breakfast was a good variety with healthy options. Staff was very friendly and helpful."
Diane 1-night trip
Posted 6 hours ago
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Find out more about Middleburg

Middleburg Holiday Homes information

Number of reviews
569
Accommodation
760 Holiday Homes
Lowest Price
€150
Highest Price
€606