Photo by Cindy Simmonds

Search Cottages in Middleburg

Compare 50 Cottages in Middleburg with updated reviews, rates, and availability.

Cottage In The Woods! Secluded! Fully Renovated!
Downstairs bedroom, 2 queen beds with ensuite

Cottage In The Woods! Secluded! Fully Renovated!

10.0 out of 10, Exceptional, (11)
"Beautiful, quiet, clean, great beds. Exactly as advertized."
Cottage In The Woods! Secluded! Fully Renovated!
Cozy Fruit Cove Cottage on Hobby Farm w/ Wildlife!
Fruit Cove Vacation Rental | 3BR | 2BA | 1,000 Sq Ft | 1 Step to Enter

Cozy Fruit Cove Cottage on Hobby Farm w/ Wildlife!

10.0 out of 10, Exceptional, (14)
"Crystal was very attentive and responded quickly to all questions, the property was clean and had everything we could need and more !"
Cozy Fruit Cove Cottage on Hobby Farm w/ Wildlife!
Beautiful Jacksonville Home: Walkable Location!
Exterior

Beautiful Jacksonville Home: Walkable Location!

3.0 star property
Beautiful Jacksonville Home: Walkable Location!
Rustic Lake View Cottage
Miscellaneous

Rustic Lake View Cottage

8.6 out of 10, Excellent, (4)
"Better Directions to the place should be provided."
The price is SAR 282
SAR 519 total
includes taxes & fees
28 Dec - 29 Dec
Rustic Lake View Cottage
Crystal Lake Retreat
Time to relax

Crystal Lake Retreat

10.0 out of 10, Exceptional, (49)
"This was a peaceful place and had beautiful views of the lake. If you're trying to get away from a busy city - stay here. The decor is nice, beds were comfy and the host was attentive. She thought of everything!"
Crystal Lake Retreat
Keystone Heights Vacation Rental: On the Lake!
Keystone Heights Vacation Rental | 3BR | 2BA | Stairs Required to Enter

Keystone Heights Vacation Rental: On the Lake!

10.0 out of 10, Exceptional, (12)
"Thank you Bruce and Yoli! We had a great time at your wonderful property. It was just as listed, super clean and comfortable. The location was perfect for our needs. Loved the porch and the sunsets over the lake were incredible! Thank you, hope to see you next year!"
Keystone Heights Vacation Rental: On the Lake!
Modern studio cottage with private patio and parking
Exterior detail

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
Cozy Jacksonville Home w/ Yard ~ 8 Mi to Dtwn
Living area

Cozy Jacksonville Home w/ Yard ~ 8 Mi to Dtwn

3.0 star property
Cozy Jacksonville Home w/ Yard ~ 8 Mi to Dtwn
Historic Green Cove Springs Home - Walk to Coast!
Exterior

Historic Green Cove Springs Home - Walk to Coast!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We loved the historic charm of this house and the surrounding area. Communication was exceptional. The property is thoughtfully stocked with everything you will need for your stay including dish soap, toiletries, paper goods and even snacks and bottles of water. I would highly recommend this property. "
Historic Green Cove Springs Home - Walk to Coast!
Pet Friendly "Reel Chill" Lakehouse
Fire pit and our dock

Pet Friendly "Reel Chill" Lakehouse

10.0 out of 10, Exceptional, (8)
"House had plenty of seating! The host left us body wash, shampoo, conditioner and sunscreen! Also, had coffee and sugar along with plenty of of other basics to help us enjoy our stay. The neighbors are all friendly. We enjoyed walking around. The dock was perfect to secure the jet ski. Boat ramp was easy to find and use!"
Pet Friendly "Reel Chill" Lakehouse
Northeast Florida Retreat
Pool

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
Pet-friendly St Augustine Home w/ Dock & Yard!
Outdoor dining

Pet-friendly St Augustine Home w/ Dock & Yard!

3.0 star property
Pet-friendly St Augustine Home w/ Dock & Yard!
Charming Waldo Getaway Near Lake Santa Fe!
Miscellaneous

Charming Waldo Getaway Near Lake Santa Fe!

3.0 star property
Charming Waldo Getaway Near Lake Santa Fe!
Chic Jacksonville Getaway, Walk to River & Parks!
Living area

Chic Jacksonville Getaway, Walk to River & Parks!

3.0 star property
Chic Jacksonville Getaway, Walk to River & Parks!
'brookside' Waterfront Home w/ Kayaks & Deck!
Property grounds

'brookside' Waterfront Home w/ Kayaks & Deck!

3.0 star property
'brookside' Waterfront Home w/ Kayaks & Deck!
Keystone Heights Lakefront Cabin - Fire Pit, Grill
Terrace/patio

Keystone Heights Lakefront Cabin - Fire Pit, Grill

3.0 star property
10.0 out of 10, Exceptional, (4)
"This is the 4th time we have stayed at this cabin. It is our home away from home. Love the peace and tranquility it offers."
Keystone Heights Lakefront Cabin - Fire Pit, Grill
Stylish Home in Springfield Historic District!
Living area

Stylish Home in Springfield Historic District!

3.0 star property
Stylish Home in Springfield Historic District!
Jacksonville Vacation Home w/ Trout River Access
Living area

Jacksonville Vacation Home w/ Trout River Access

3.0 star property
2.0 out of 10, (1)
Jacksonville Vacation Home w/ Trout River Access
Peaceful Starke Retreat w/ Deck: 6 Mi to Downtown!
Private kitchen

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

3.0 star property
Peaceful Starke Retreat w/ Deck: 6 Mi to Downtown!
Charming Cabin w/ Decks & Fire Pit - Walk to River
Property grounds

Charming Cabin w/ Decks & Fire Pit - Walk to River

3.0 star property
Charming Cabin w/ Decks & Fire Pit - Walk to River
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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Other property types in Middleburg

3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ

3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ

10.0 out of 10, Exceptional, (18)
"The property was very nice - exactly as advertised. Great rental property "
3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ
Bluegreen Vacations Grande Villas at World Golf Village
Aerial view

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (267)
"My family and I had a blast. It was beautiful. Did not need to travel far for some great food. Will definitely be back. Staff were so friendly, pool closed at 8:30p every night, that was the only disappointment, due to lighting or something. Overall great place! "
Bluegreen Vacations Grande Villas at World Golf Village
New Floating Luxury: Unique Houseboat Retreat

New Floating Luxury: Unique Houseboat Retreat

9.4 out of 10, Exceptional, (13)
"We have never been on a houseboat before and was really looking forward to our 3 night stay. The houseboat is really nice with all amenities. The lay out is a bit funky. Bedroom is upstairs with an outside entrance. Couch downstairs is second bed, didn’t sleep on it so don’t know how comfy that would be. We lost all water, through no fault of the owners and only got to stay one night. Owners graciously refunded 2 nights money. I would book again, very close to family. "
The price is SAR 826
SAR 1,716 total
includes taxes & fees
1 Jan - 2 January 2025
New Floating Luxury: Unique Houseboat Retreat
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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