
Places to stay in Middleburg
Book unique places to stay, houses, and more on Airbnb
Top-rated places to stay in Middleburg
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middleburg places to stay
Other great vacation rentals in Middleburg

Camp in Paradise
my husband and son went fishing and didn't book anywhere to stay. called me and I found Michael's place on Airbnb. Michael and his wife met them there and showed them where to park the boat and got them in the camper. camper was very clean. There is also a boat ramp so they put in there this morning to fish. we will be back.

The Cozy Plantation Suite In Jax
The place was perfect for what we needed. It was clean and was equipped with everything we needed to have a comfortable stay.

The Sweet Tea Cottage~Lakefront-Beach-Fire pit
Excellent hosts and a great place to stay! It was a great value and we really appreciated the use of the house! I would certainly recommend staying here if you’re in the area!

Historia II - King Bed w/Fireplace | Hawthorne
Great place to spend the night! Super beautiful historic house surrounded by beautiful old live oak and close to Gainesville. My one piece of feedback is I wish there was an extra heavier blanket bc the house was soooo cold at night.. the air conditioner is kept very low. Super clean and lots of shampoo conditioner and clean sheets. Super comfy bed. Thanks!

Dock House
My wife and I wanted a small get away with something on the water that was peaceful and we couldn’t of asked for a more simple and beautiful place. We will definitely be back again!

The Retreat ~ Pool ~ Gameroom
We had a nice relaxing stay! Very beautiful home!

Valhalla Estate Farm
Amazing hospitality, the small farm allowed my youngest boys to roam and interact with the animals. Yvette was a great host and showed my kids a great time with looking at ducks/chickens/goats. Kept them off the electronics and outside. We all had a great time here.

Dragonfly Bungalow on 1.5 acres close to downtown
We had a wonderful two week stay at Steve’s place. We came there for work at the fair and the location was perfect for us right down the road. The house is lovely and clean, with a little seating area outside for smokers. Will definitely return for next year.
Quick stats about vacation rentals in Middleburg
Total rentals
30 properties
Nightly prices starting at
G$10,461 GYD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Frequently Asked Questions
How much does it cost to stay in house rentals in Middleburg?
Experience the best of Middleburg with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Middleburg?
Yes! Work meets play with ease at over 20 vacation rentals in Middleburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Middleburg?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Middleburg have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Middleburg. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Middleburg?
Four-legged friends are welcome in Middleburg. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Middleburg have wifi?
Absolutely! We offer over 10 house rentals with wifi in Middleburg. Enjoy a tailored experience with all the comforts you desire.
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- TIAA Bank Field
- Old A1A Beach
- Boneyard Beach
- Paynes Prairie Preserve State Park
- Kathryn Abbey Hanna Park
- Amelia Island State Park
- Fountain of Youth Archaeological Park
- Crescent Beach
- Butler Beach
- Guana Reserve Middle Beach
- North Beach Guana River Preserve
- Lightner Museum
- St. Augustine Alligator Farm Zoological Park
- Matanzas Beach
- Eagle Landing Golf Club
- Bent Creek Golf Course
- Driftwood Beach
- St. Marys Aquatic Center
- Florida Museum of Natural History
- Depot Park
- Ravine Gardens State Park
- Vilano Beach