Photo by Cindy Simmonds

Search Guest Houses in Middleburg

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Compare 10 Guest Houses in Middleburg with updated reviews, rates, and availability.

Graceful Southern Guesthouse + outdoor living area

10.0 out of 10, Exceptional, (64)
"I viewed many properties online...but Lori's property certainly beckoned me to choose it. Quiet, peaceful, lovingly restored & well appointed. Close to 295 with plenty of shopping in the area for necessities or entertainment. I'm a country girl & if you enjoy country life...this is the homestead for your vacation, sabbatical or retreat. Thank you, Lori."
Graceful Southern Guesthouse + outdoor living area

Luxury Avondale Guest House, Walk to Shops

10.0 out of 10, Exceptional, (30)
"Loved staying here—and appreciated the wine and snacks! Donnie was very responsive. We couldn’t have asked for more. "
Luxury Avondale Guest House, Walk to Shops

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

10.0 out of 10, Exceptional, (11)
"My group was in the area for the NE Florida Highland Games and needed a place to rest up after a long drive, and then to recuperate after a long day of events. The Guest House was ideal as it was close to our venue yet felt isolated and quite peaceful. Our host was very accommodating, and we particularly enjoyed an evening walk on the dock for some stargazing. Will definitely return!"
NEW! Charming Guest House on Private 5 Acre Riverfront Estate with DOCK

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.

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 AED 295
AED 1,388 total
includes taxes & fees
1 Apr - 2 Apr
Riverside Retreat Waterfront, Fishing, Parks Music

Downtown Jacksonville Historic District

6.0 out of 10, (2)
"It was a scam "
Downtown Jacksonville Historic District

Secret Garden of Avondale

Secret Garden of Avondale

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

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

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
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, (19)
"Really, really nice! Quite surprised at the spaciousness, the general accommodations, the amenities (soaps, shampoos, grill w/ full propane, pool toys, kitchenware, cooking supplies)! Very clever door lock system and password control. Cleanliness and orderliness were well above expectations!"
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, (270)
"Room was very nice and loved the pool and hot tub!"
Bluegreen Vacations Grande Villas at World Golf Village

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (21)
"Pretty good stay. It was nice having 2 beds and 2 bathrooms and a washer and dryer in the place. Only complaint is it was noisy at times but nothing unbearable. "
Kasa Southside Jacksonville
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.