Photo by Cindy Simmonds

Search Guest Houses in Middleburg

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Compare 12 Guest Houses in Middleburg with updated reviews, rates, and availability.

Graceful Southern Guesthouse + outdoor living area

10.0 out of 10, Exceptional, (62)
"Our daughter was in town performing in the Nutcracker and needed a place close to the theatre to stay. This was the perfect location and Lori was a phenomenal host. Will definitely stay again. "
Graceful Southern Guesthouse + outdoor living area

2/1 in historic Riverside w/ porch walk to restaurants and parks

9.0 out of 10, Wonderful, (16)
"Not fancy, but just fine. We felt safe walking to neighborhood bars and restaurants, even in the dark. Enjoyed our stay. "
2/1 in historic Riverside w/ porch walk to restaurants and parks

HistoricHotspot! walk to bars, resturaunts, shops. GREAT NIGHTLIFE! Pet Friendly

10.0 out of 10, Exceptional, (11)
"Nice place perfect for our little family and convenient to family living nearby. We really enjoyed the apartment and the lovely courtyard! Thank you"
HistoricHotspot! walk to bars, resturaunts, shops. GREAT NIGHTLIFE! Pet Friendly

NEW! Charming Guest House on Private 5 Acre Riverfront Estate with DOCK

9.8 out of 10, Exceptional, (8)
"Beautiful old Florida feel. "
NEW! Charming Guest House on Private 5 Acre Riverfront Estate with DOCK

Downtown Jacksonville Historic District

6.0 out of 10, (2)
"It was a scam "
The price is SAR 239
SAR 615 total
includes taxes & fees
8 Jan - 9 January 2025
Downtown Jacksonville Historic District

Luxury Avondale Guest House, Walk to Shops

10.0 out of 10, Exceptional, (28)
"Best place to stay in Avondale. Very comfortable apartment with everything you need. Host is very responsive and friendly. Highly recommended!"
Luxury Avondale Guest House, Walk to Shops

Riverside Retreat Waterfront, Fishing, Parks Music

10.0 out of 10, Exceptional, (2)
"The location was great. It was right o the river and great views. It was nice and quiet and off the beaten path."
The price is SAR 277
SAR 1,419 total
includes taxes & fees
6 Jan - 7 January 2025
Riverside Retreat Waterfront, Fishing, Parks Music

Cozy, peaceful, very clean, you can work or just get away, weekly or monthly.

10.0 out of 10, Exceptional, (1)
"Needed place to stay for 5 months before out-of-state move. Apartment would require 7 months plus furniture rental. This vrbo was a great alternative, in a quiet safe neighborhood, centrally located...reasonably close to Normandy, Riverside, and just 20 min drive to work (airport). VRBO host a nice guy who immediately took care of any issues that arose during my stay. Would recommend. "
Cozy, peaceful, very clean, you can work or just get away, weekly or monthly.

Beautiful guest house

7.4 out of 10, Good, (3)
"When I contact the host on the checkin details 2 hours before the checkin time, she told me the property was doubled rented and left me with no place to stay."
Beautiful guest house

Secret Garden of Avondale

Secret Garden of Avondale

Private Carriage House in Charming Historic Avondale. Walkable & Quiet.

Private Carriage House in Charming Historic Avondale. Walkable & Quiet.

Dog-friendly guest house with great location, next to park & sports fields

Dog-friendly guest house with great location, next to park & sports fields
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

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

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

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. "
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.