Photo by Cindy Simmonds

Search Cottages in Middleburg

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Cottages in Middleburg

Lakefront Keystone Heights Cottage w/ Private Dock
Fridge, microwave, stovetop, dishwasher

Lakefront Keystone Heights Cottage w/ Private Dock

10.0 out of 10, Exceptional, (3)
"Would definitely recommend and stay there again."
Lakefront Keystone Heights Cottage w/ Private Dock
Modern studio cottage with private patio and parking
Private kitchen

Modern studio cottage with private patio and parking

8.4 out of 10, Very Good, (8)
"Adequate facility with everything working correctly. Bed is pretty soft for our tastes, but all around good experience."
Modern studio cottage with private patio and parking
Fire Pit & Screened Porch: Home in Jacksonville!
House (3 Bedrooms) | Interior

Fire Pit & Screened Porch: Home in Jacksonville!

3.0 star property
Fire Pit & Screened Porch: Home in Jacksonville!
Cute cottage on 85-Acre horse farm
Fridge, microwave, oven, stovetop

Cute cottage on 85-Acre horse farm

9.6 out of 10, Exceptional, (4)
"Great place, super friendly host!"
Cute cottage on 85-Acre horse farm
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Outdoor dining

White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing

2.0 star property
9.4 out of 10, Exceptional, (6)
"We had a great experience staying at this property. Thank you! "
The price is AED 298
AED 718 total
includes taxes & fees
20 Jul - 21 Jul
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Cottage In The Woods! Secluded! Fully Renovated!
Outdoor pool

Cottage In The Woods! Secluded! Fully Renovated!

10.0 out of 10, Exceptional, (21)
"The property was very nice. Beautiful place and lots to do. Me and my family enjoyed the pond, the tennis courts and the basketball court. The living area was nice , clean and comfortable. Great vacation for me and my family."
Cottage In The Woods! Secluded! Fully Renovated!
Beautiful Jacksonville Home: Walkable Location!
Terrace/patio

Beautiful Jacksonville Home: Walkable Location!

3.0 star property
Beautiful Jacksonville Home: Walkable Location!
Charming Jacksonville Home ~ 2 Mi to Downtown!
House (2 Bedrooms) | Interior

Charming Jacksonville Home ~ 2 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house is located in the downtown historic district. All the homes in this area have been restored and are the cutest quaint little houses. It’s only a mile from UF Hospital of Jacksonville. When first arriving the AC was not cooling properly and upon contacting the host they were quick to get it resolved!! (Just needed filters replaced). Due to some unforeseen circumstances with our loved one at the hospital the host was very accommodating. I would stay here again if I needed to access the...
Charming Jacksonville Home ~ 2 Mi to Downtown!
Rustic Lake View Cottage
Exterior detail

Rustic Lake View Cottage

7.0 out of 10, Good, (12)
"This was exactly what we were looking for- a nice, clean and quiet place. "
The price is AED 248
AED 476 total
includes taxes & fees
20 Jul - 21 Jul
Rustic Lake View Cottage
'brookside' Waterfront Home w/ Kayaks & Deck!
House (2 Bedrooms) | Interior

'brookside' Waterfront Home w/ Kayaks & Deck!

3.0 star property
'brookside' Waterfront Home w/ Kayaks & Deck!
Oramas Inn Cottage near Riverside Jacksonville
Exterior detail

Oramas Inn Cottage near Riverside Jacksonville

4.0 out of 10, (1)
"Unfortunately, my stay was disappointing. Upon entry, there was a strong, unpleasant odor that got worse in the bathroom. The condition of the sheets was questionable, and the coffee pot had visible mold. While bath towels were provided, there were no washcloths. The hand body soaps were extremely watered down, and there were leftover food items in the freezer. I had to spend 15 of my own money on cleaning supplies just to make the space bearable. The shower drain ended up needing to be flushed...
The price is AED 206
AED 470 total
includes taxes & fees
19 Jul - 20 Jul
Oramas Inn Cottage near Riverside Jacksonville
4 Mi to Dtwn Jacksonville: Family-friendly Home
House (3 Bedrooms) | Interior

4 Mi to Dtwn Jacksonville: Family-friendly Home

3.0 star property
4.0 out of 10, (1)
"- The screens of the entrance door were torn. - Some blades of the blind in the master bedroom on the ground floor were torn. - There were some cooked sausage pieces on a plate in the oven. - There was a piece of cloth in the washer. - There were no spoons. - There was only a small pot with a lid, which is not enough for multiple people. - The keurig pot was not working. Maybe we couldn't find out how to turn it on. - The lower bunk bed blanket was giving off a weird smell. - The garbage cans...
4 Mi to Dtwn Jacksonville: Family-friendly Home
Crystal Lake Retreat
Outdoor dining

Crystal Lake Retreat

10.0 out of 10, Exceptional, (50)
"Beautiful home, beautiful lake, and very pleasant hosts!"
Crystal Lake Retreat
Keystone Heights Vacation Rental: On the Lake!
3 bedrooms, iron/ironing board, internet, bed sheets

Keystone Heights Vacation Rental: On the Lake!

10.0 out of 10, Exceptional, (14)
"Had a great time cottage was just as we hoped for roomy clean and a very nice place to stay"
Keystone Heights Vacation Rental: On the Lake!
Northeast Florida Retreat
Bar (on property)

Northeast Florida Retreat

8.8 out of 10, Excellent, (6)
"We were in town for a wedding and thoroughly enjoyed the property. Things were a little messy after the hurricane, but property was quickly cleaned up and we all enjoyed the back yard/pool/bar/lounge area. Great place to stay. "
Northeast Florida Retreat
Historic Green Cove Springs Home - Walk to Coast!
House (2 Bedrooms) | Front of property

Historic Green Cove Springs Home - Walk to Coast!

3.0 star property
10.0 out of 10, Exceptional, (3)
"My friend and I stayed at this beautiful home on a planning trip for our non-profit youth theater company. The property was well maintained and clean and provided a lovely place to relax and get some work done. We loved staying here!"
Historic Green Cove Springs Home - Walk to Coast!
Rural Retreat! Florida Cottage w/ Screened Patio
Fridge, microwave, stovetop, dishwasher

Rural Retreat! Florida Cottage w/ Screened Patio

10.0 out of 10, Exceptional, (15)
"Crystal was very attentive and responded quickly to all questions, the property was clean and had everything we could need and more !"
Rural Retreat! Florida Cottage w/ Screened Patio
Stylish Home in Springfield Historic District!
Interior

Stylish Home in Springfield Historic District!

3.0 star property
Stylish Home in Springfield Historic District!
Lakefront Keystone Heights Cottage w/ Private Dock
Cottage (2 Bedrooms) | Interior

Lakefront Keystone Heights Cottage w/ Private Dock

3.0 star property
Lakefront Keystone Heights Cottage w/ Private Dock
Peaceful Starke Retreat w/ Deck: 6 Mi to Downtown!
House (3 Bedrooms) | Interior

Peaceful Starke Retreat w/ Deck: 6 Mi to Downtown!

3.0 star property
Peaceful Starke Retreat w/ Deck: 6 Mi to Downtown!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your cottage in Middleburg with Expedia?
We think that vacations should be easy, so if you're in search of cottages in Middleburg at an affordable rate, Expedia has you covered. Save cash and check in to a cheap option far away from the city rush, or book a 5-star cottage to spoil your loved ones.
How can I find cheap cottages in Middleburg?
With Expedia's filter tool, booking cheap cottages in Middleburg has never been simpler. To view properties that are very pocket friendly, tailor your search results by star rating, budget and amenities.