Search results; Over 1,000 homes in Chipley

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Guest favorite
Cottage in Chipley
Lakefront Home+Private Beach+Firepit+Kayaks+Floats
8 guests2 bedrooms3 beds2.5 baths
Aug 13 – 18
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Aug 13 – 18
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R35,421 ZAR for 5 nights

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Top guest favorite
Guesthouse in Chipley
Guesthouse & Pool
4 beds
Sep 14 – 19
R10,763 ZAR for 5 nights
4.96 out of 5 average rating, 356 reviews
Guest favorite
Home in Chipley
Charming 3 bedroom home
5 beds
Aug 24 – 29
R18,703 ZAR for 5 nights
4.92 out of 5 average rating, 12 reviews
Guest favorite
Farm stay in Graceville
Let’s Camp - Florida Edition!
5 beds
Aug 22 – 27
R5,852 ZAR for 5 nights
5.0 out of 5 average rating, 12 reviews
Top guest favorite
Home in Chipley
Vintage Chipley Getaway on Large Private Property
5 beds
Aug 17 – 22
R15,360 ZAR for 5 nights
4.93 out of 5 average rating, 27 reviews
Guest favorite
Barn in Chipley
Cozy Barndominium
3 beds
Aug 28 – Sep 2
R11,975 ZAR for 5 nights
4.83 out of 5 average rating, 23 reviews
Guest favorite
Tiny home in Graceville
The Tiny House of Healing - Rustic Rural Edition
1 bed
Aug 13 – 18
R9,718 ZAR for 5 nights
4.95 out of 5 average rating, 39 reviews
Guest favorite
Home in Graceville
A Taste of Farm Life
2 queen beds
Aug 20 – 25
R12,225 ZAR for 5 nights
4.92 out of 5 average rating, 38 reviews
Camper/RV in Chipley
Camper rental
2 beds
Aug 14 – 19
R8,882 ZAR for 5 nights
Top guest favorite
Home in Graceville
The Rodeo Inn
4 beds
Aug 14 – 19
R14,942 ZAR for 5 nights
4.89 out of 5 average rating, 64 reviews
Barn in Cottondale
La Cabaña
3 beds
Aug 16 – 21
R12,539 ZAR for 5 nights
4.82 out of 5 average rating, 17 reviews
Guest favorite
Home in Graceville
Cozy & quiet House in the country
2 beds
Aug 19 – 24
R10,031 ZAR for 5 nights
4.9 out of 5 average rating, 83 reviews
Top guest favorite
Home in Altha
Wandering Waters Cabin
3 beds
Aug 13 – 18
R17,554 ZAR for 5 nights
4.99 out of 5 average rating, 136 reviews
Superhost
Cottage in Bonifay
#2 Cozy cottage in small town USA close to city
1 queen bed
Jan 1 – 6
R9,676 ZAR for 5 nights
4.89 out of 5 average rating, 87 reviews
Top guest favorite
Cottage in Cottonwood
Cozy Cottage in the Pines
2 beds
Aug 31 – Sep 5
R11,703 ZAR for 5 nights
4.98 out of 5 average rating, 92 reviews
Guest favorite
Cottage in DeFuniak Springs
Beautiful cottage nestled in the country
3 beds
Aug 24 – 29
R7,837 ZAR for 5 nights
4.88 out of 5 average rating, 103 reviews
Guest favorite
Home in Cottonwood
Country living
3 beds
Aug 13 – 18
R10,449 ZAR for 5 nights
4.91 out of 5 average rating, 33 reviews
Superhost
Cabin in Marianna
A beautiful place
2 double beds
Aug 20 – 25
R15,673 ZAR for 5 nights
4.92 out of 5 average rating, 198 reviews
Guest favorite
Guesthouse in Chipley
Peaceful Romantic Escape, Pool, Spa, breakfast
1 bed
Aug 18 – 23
R10,951 ZAR for 5 nights
4.94 out of 5 average rating, 18 reviews