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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Middleburg holiday homes

A stable with horses, hay bales, and a wooden floor.

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 £133
includes taxes & fees
27 Aug - 28 Aug
Private Loft at a Working Show Barn ~ Pets Welcome!

2. Waterfront Hidden Creek House, JETSKI RENTALS, POOL TABLE, Sleeps 10, KAYAKS

Waterfront Hidden Creek House, JETSKI RENTALS, POOL TABLE, Sleeps 10, KAYAKS
Middleburg
The price is £302
includes taxes & fees
18 Sept - 19 Sept
Waterfront Hidden Creek House, JETSKI RENTALS, POOL TABLE, Sleeps 10, KAYAKS
A covered outdoor seating area with chairs and tables, overlooking a body of water and trees.

3. Private Beach & Dock! North Florida Lake House

Private Beach & Dock! North Florida Lake House
Keystone Heights
The price is £439
includes taxes & fees
26 Aug - 27 Aug
Private Beach & Dock! North Florida Lake House
A kitchen with wooden cabinets, a refrigerator, a microwave, a sink, and a dining area with a table and chairs.

4. Highland Cow Sanctuary Farmhouse Stay

Highland Cow Sanctuary Farmhouse Stay
Melrose
10.0 out of 10, Exceptional, (2 reviews)
"Real experience, very close to the animals (who are all so nice), amazing host! All excellent"
United States
Pedro A.
The price is £220
includes taxes & fees
26 Aug - 27 Aug
Highland Cow Sanctuary Farmhouse Stay

5. Historic Hideaway in Vibrant Riverview 8 Min From Downtown

Historic Hideaway in Vibrant Riverview 8 Min From Downtown
Northwest
The price is £75
includes taxes & fees
26 Aug - 27 Aug
Historic Hideaway in Vibrant Riverview 8 Min From Downtown
A house entrance with a red door, a welcome mat, and a doormat.

6. Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios
Lakeside
9.8 out of 10, Exceptional, (182 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 £269
includes taxes & fees
26 Aug - 27 Aug
Luxurious Home w/ Spectacular Glass Room & Patios
A conservatory with a glass roof, a potted plant, and a bench.

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 £327
includes taxes & fees
26 Aug - 27 Aug
Single house: 12guests,4bds/2baths,large backyard.
A covered patio with a table and chairs, a window, and a door.

8. Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
10.0 out of 10, Exceptional, (40 reviews)
"The property and location and all amenities met our needs. "
United States
Karen Y.
The price is £306
includes taxes & fees
1 Sept - 2 Sept
Rustic Owl w/ 2Kings In Fleming Island
A living room with a sofa, coffee table, TV, fireplace, and a dining area in the background.

9. 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 £314
includes taxes & fees
31 Aug - 1 Sept
Sunset near the lake up to 12 guests,4bds,2baths
A dining area with a wooden table and chairs, a decorative heart sculpture, and a view of the outdoors.

10. 2Bedroom-Special @Graceful House

2Bedroom-Special @Graceful House
Westside
The price is £241
includes taxes & fees
1 Sept - 2 Sept
2Bedroom-Special @Graceful House
A modern living room with a sofa, a dining area with a table and chairs, a kitchen with white cabinets, and a TV in the background.

11. 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 £430
includes taxes & fees
1 Sept - 2 Sept
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
A modern kitchen with dark wood cabinets, a stainless steel refrigerator, and a built-in sink with a dish rack.

12. Ortega Duplex Unit w/ Home Theater & Kayaks

Ortega Duplex Unit w/ Home Theater & 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 £228
includes taxes & fees
30 Aug - 31 Aug
Ortega Duplex Unit w/ Home Theater & Kayaks
A wooden porch leading to a house with a front door, a lamp, and a doormat.

13. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (93 reviews)
"Beautiful home"
United States
Barbara M.
The price is £361
includes taxes & fees
26 Aug - 27 Aug
Gorgeous circa 1875 Plantation House (in city)
A modern living room with a large flat-screen TV displaying a cityscape. There is a sofa, a coffee table, and a small side table.

14. Charming Retreat: Projector & Pool Table

Charming Retreat: Projector & 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 £252
includes taxes & fees
26 Aug - 27 Aug
Charming Retreat: Projector & Pool Table
A covered walkway leading to a door with a tiled wall and a metal gate.

15. 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 £212
includes taxes & fees
29 Aug - 30 Aug
Pet friendly Comfortable 2 bedroom with huge yard and EV charging lvl1
A covered porch with red chairs and a table, brick pillars, and a view of the neighborhood.

16. 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 £171
includes taxes & fees
30 Aug - 31 Aug
Spacious Murray Hill Getaway for One or Two
A kitchen with wooden flooring, white cabinets, a stove, and a ceiling fan.

17. 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 £171
includes taxes & fees
27 Aug - 28 Aug
Roomy Murray Hill Couples Retreat
A bathroom shelf with toiletries, a cotton set, and neatly folded towels.

18. 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.
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
A living room with a sectional sofa, a wooden coffee table, a bookshelf, and a painting on the wall.

19. 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 £215
includes taxes & fees
26 Aug - 27 Aug
Charming Animal-Themed Family Stay
A corner with a wooden table and chairs, a potted plant, and a view of a residential area through a glass door.

20. Lakefront |Long Term Friendly |Pets|Cozy Fireplace

Lakefront |Long Term Friendly |Pets|Cozy Fireplace
Southside
The price is £271
includes taxes & fees
28 Aug - 29 Aug
Lakefront |Long Term Friendly |Pets|Cozy Fireplace
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

Scottish Inn Jacksonville Downtown

Scottish Inn Jacksonville Downtown

8/10 Good
"It was fun"
Jazzman 2-night trip
Posted 11 hours ago
Scottish Inn Jacksonville Downtown

Find out more about Middleburg

Middleburg Holiday Homes information

Number of reviews
482
Accommodation
645 Holiday Homes
Lowest Price
£77
Highest Price
£439