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

Middleburg Vacation Rentals

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Our top choices for Middleburg vacation homes

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, (28 reviews)
"Tracy was a great host I enjoyed talking with her. The loft was great the beds are comfortable very clean and has everything you need for a short or long stay I will definitely be back and this would be my first choice to stay at."
United States
Tina S.
The price is CA $122
CA $243 total
includes taxes & fees
Nov 15 - Nov 16
Private Loft at a Working Show Barn ~ Pets Welcome!

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
9.6 out of 10, Exceptional, (5 reviews)
"Absolutely gorgeous property!! House is very spacious and cozy! Back porch is screened in so no bugs can bother you. Grocery store and shopping are 5 minutes away. A great weekend getaway!"
United States
Vicki
The price is CA $217
CA $519 total
includes taxes & fees
Nov 18 - Nov 19
NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS

3. Tiny Farm: Charming Tiny House in the Country

Tiny Farm: Charming Tiny House in the Country
Green Cove Springs
The price is CA $114
CA $146 total
includes taxes & fees
Nov 17 - Nov 18
Tiny Farm: Charming Tiny House in the Country

4. The Trail & Tide House, Beaches, Trails, Hikes

The Trail & Tide House, Beaches, Trails, Hikes
Lakeside
10.0 out of 10, Exceptional, (1 review)
"The home was clean and spacious. There is not a lot of furniture but we only needed the bedrooms. The beds were comfortable and the linens were clean and high quality. The home is in a nice neighborhood and felt very secure."
United States
Brian K.
The price is CA $213
CA $478 total
includes taxes & fees
Dec 9 - Dec 10
The Trail & Tide House, Beaches, Trails, Hikes

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

Single house: 12guests,4bds/2baths,large backyard.
Jacksonville
10.0 out of 10, Exceptional, (51 reviews)
"Great place for big families and small children. "
United States
Maria R.
The price is CA $254
CA $685 total
includes taxes & fees
Nov 15 - Nov 16
Single house: 12guests,4bds/2baths,large backyard.

6. Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
9.8 out of 10, Exceptional, (43 reviews)
"Great location. Property was well stocked, clean and comfortable."
United States
Joe T.
The price is CA $285
CA $586 total
includes taxes & fees
Nov 23 - Nov 24
Rustic Owl w/ 2Kings In Fleming Island

7. Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths

Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
Orange Park
9.6 out of 10, Exceptional, (4 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 CA $469
CA $996 total
includes taxes & fees
Nov 11 - Nov 12
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths

8. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (97 reviews)
"Great place to stay!"
United States
shannon d.
The price is CA $205
CA $633 total
includes taxes & fees
Nov 12 - Nov 13
Gorgeous circa 1875 Plantation House (in city)

9. Ortega | Projector & Pool Table

Ortega | 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 CA $158
CA $505 total
includes taxes & fees
Dec 9 - Dec 10
Ortega | Projector & Pool Table

10. 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 CA $311
CA $722 total
includes taxes & fees
Nov 24 - Nov 25
Sunset near the lake up to 12 guests,4bds,2baths

11. 30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs

30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Fleming Island
9.2 out of 10, Wonderful, (34 reviews)
"We had a great stay! The home was clean, comfortable, and exactly as described. Check-in was easy, communication with the host was excellent, and everything we needed was provided. We’d definitely stay here again and would recommend it to anyone visiting the area."
United States
Alex C.
The price is CA $794
CA $2,155 total
includes taxes & fees
Nov 16 - Nov 17
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs

12. 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)
"Home was clean and comfortable. Yard with fence great for dogs. Overall a pleasant experience."
United States
Myra C.
The price is CA $155
CA $387 total
includes taxes & fees
Dec 6 - Dec 7
Pet friendly Comfortable 2 bedroom with huge yard and EV charging lvl1

13. 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 CA $113
CA $304 total
includes taxes & fees
Nov 15 - Nov 16
Spacious Murray Hill Getaway for One or Two

14. Murry Hill Hide-Away

Murry Hill Hide-Away
Murray Hill
Murry Hill Hide-Away

15. 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 CA $113
CA $304 total
includes taxes & fees
Nov 15 - Nov 16
Roomy Murray Hill Couples Retreat

16. Charming Animal-Themed Family Stay

Charming Animal-Themed Family Stay
Westside
10.0 out of 10, Exceptional, (3 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 CA $150
CA $389 total
includes taxes & fees
Dec 6 - Dec 7
Charming Animal-Themed Family Stay

17. 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, (48 reviews)
"Great place to stay"
United States
Summer I.
The price is CA $162
CA $257 total
includes taxes & fees
Nov 15 - Nov 16
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

18. The Historic Van Zant House - Lynyrd Skynyrd 1500 sq ft King

The Historic Van Zant House - Lynyrd Skynyrd 1500 sq ft King
Westside
9.2 out of 10, Wonderful, (29 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 CA $140
CA $339 total
includes taxes & fees
Nov 16 - Nov 17
The Historic Van Zant House - Lynyrd Skynyrd 1500 sq ft King

19. Shaanti Living • Cozy Studio Blue

Shaanti Living • Cozy Studio Blue
Melrose
10.0 out of 10, Exceptional, (4 reviews)
"Best place ever"
United States
Kevin
The price is CA $97
CA $125 total
includes taxes & fees
Nov 20 - Nov 21
Shaanti Living • Cozy Studio Blue

20. Spacious 4-bedroom house in welcoming Jacksonville with AC, WiFi

Spacious 4-bedroom house in welcoming Jacksonville with AC, WiFi
Westside
10.0 out of 10, Exceptional, (3 reviews)
"Amazing stay, beautiful home!"
United States
Joel L.
The price is CA $223
CA $530 total
includes taxes & fees
Nov 22 - Nov 23
Spacious 4-bedroom house in welcoming Jacksonville with AC, WiFi
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

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Middleburg Vacation Homes information

Number of reviews
388
Accommodation
642 Vacation Homes
Lowest Price
CA $125
Highest Price
CA $2,158

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