
Monthly Rentals in Chipley
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Superhost

Farm stay in Graceville
5 out of 5 average rating, 4 reviewsLet’s Camp - Florida Edition!
KarenRating, 5 stars2 weeks ago
Our stay with Faith was nothing short of exceptional! She was the kind of host everyone desires. The RV was in great condition, extremely clean, and the A/C was COLD! Perfect for humid Florida days. We felt safe, comfortable, and enjoyed what Graceville and surrounding towns had to offer. We visited Morrison Springs and Florida Caverns State Park per Faith’s recommendation and we had a WONDERFUL experience at both! We also visited PCB and the drive was only a quick hour. Such a great stay if you’re traveling or need some time to get away. We will 100% be staying here again if given the opportunity. Great for kiddos!
Top guest favorite

Guesthouse in Chipley
4.95 out of 5 average rating, 336 reviewsGuesthouse & Pool
BryanRating, 5 stars3 days ago
Michelle was a very responsive and great host this place had everything you could need when away from home the house was very clean and a wonderful place to stay very private with all the amenities what a great value for what you get we would definitely go back
Guest favorite

Home in Cottonwood
4.91 out of 5 average rating, 32 reviewsCountry living
JesseRating, 5 stars5 months ago
Great place it a great place out in country but only 5 min from store
Top guest favorite

Guest suite in Chipley
5 out of 5 average rating, 28 reviewsRelaxing Retreat | Pool, Spa, Art Studio, Brkfst
JenniferRating, 5 stars6 days ago
Sherri and David were excellent host. David showed us around the property and gave us some local areas to eat. Sherri makes delicious breakfast every morning that they will deliver to your room. We had a nice relaxing weekend enjoying the pool and hot tub on the property.
The comforts of home and great monthly rates
Amenities and perks for longer stays
Furnished rentals
Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.
Flexibility you need
Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*
Simple monthly prices
Special rates for long-term vacation rentals and a single monthly payment without additional charges.*
Book with confidence
Reviewed by our trusted community of guests and 24/7 support during your extended stay.
Work-friendly spaces for digital nomads
Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.
Looking for corporate housing?
Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
Popular amenities for monthly rentals
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*Some exclusions may apply in certain geographies and for some properties.