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Search results; Over 1,000 homes in Chipley

Top guest favourite
Home in Chipley
Latitude Adjustment
3 bedrooms, 3 beds, 2 private bathrooms
22–27 Aug
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4.97 out of 5 average rating, 63 reviews
Top guest favourite
Room in Chipley
1894 Historical home in the heart of Chipley
2 beds, 1 bathroom
19–24 Aug
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Guest suite in Chipley
Relaxing Retreat | Pool, Spa, Art Studio, Brkfst
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 65 reviews
Flat in Chipley
The Blackburn Inn | Historic Downtown | Walkable
3 bedrooms, 4 queen beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Graceville
A Taste of Farm Life
2 bedrooms, 2 queen beds, 2 bathrooms
17–22 Aug
4.93 out of 5 average rating, 74 reviews
Guest favourite
Home in Chipley
Making Memories Lucas Lake
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Bonifay
Serenity at Dogwood Lakes Golf, Fish and Unwind
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Camper van/Motorhome in Westville
Schoolie Campsite (5 mins from Springs!)
2 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 95 reviews
Top guest favourite
Cottage in Chipley
Lakefront Home+Private Beach+Firepit+Kayaks+Pets
2 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
4.93 out of 5 average rating, 61 reviews
Guest favourite
Flat in Bonifay
Cozy one bedroom upstairs apartment.
1 bedroom, 1 queen bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Marianna
Chipola Woods quiet & cozy near Caverns, Bear Paw
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 170 reviews
Top guest favourite
Home in Graceville
Hopeful on 10th
3 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
4.95 out of 5 average rating, 22 reviews
Superhost
Flat in Marianna
Caverns Park Retreat | Walk to Dining.
3 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Top guest favourite
Cottage in Cottonwood
Cozy Cottage in the Pines
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 135 reviews
Top guest favourite
Home in Southport
Coastal Farmhouse - Pet Friendly & Quiet Location
3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 26 reviews
Bus in Marianna
Unique Skoolie Stay • Starlink • Fire Pit • Nature
1 bedroom, 1 queen bed, 1 bathroom
15–22 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Calhoun County
Big Daddy and GiGi’s Happy Place
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 51 reviews
Superhost
Home in Graceville
Magnolia Cottage
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
New place to stay
Guest favourite
Home in Washington County
Zen Bliss
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 11 reviews