Photo by Anthony Creamer

Search Vacation Homes in Chipley

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare Vacation Homes in Chipley with updated reviews, rates, and availability.

3 Bedroom Dog 🐶Pet Friendly Panama City Beach House Pool 2 KING beds bunkroom
10.0 out of 10, Exceptional, (54)
"Beautiful home, great location! Had one small issue with cup machine and they responded immediately, even during a thunderstorm! So nice of them! Will stay again and again! Thank you so much for shari g your home!"
3 Bedroom Dog 🐶Pet Friendly Panama City Beach House Pool 2 KING beds bunkroom
Beach FRONT Townhome w/ Large balcony, and stunning Gulf Views
9.4 out of 10, Exceptional, (13)
"Really convenient and easy place to stay. Great views! Thank you!"
Beach FRONT Townhome w/ Large balcony, and stunning Gulf Views
Laguna Beach 1 bedroom 1 bath, private entrance in the back of my home!!
9.4 out of 10, Exceptional, (40)
"If I could give more than 5 stars I would. Being in a home it was outstanding. Everything we needed. Even down to coffee pods and q-tips"
Laguna Beach 1 bedroom 1 bath, private entrance in the back of my home!!
Save an average of 15% on thousands of hotels when you're signed in
Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park
9.8 out of 10, Exceptional, (19)
"We stayed here for my son's high school graduation. It was very nice and clean and we had no issues at all. We didn't get to go to the beach bc it stormed the whole time, but what little break we did get we got to enjoy the pool! It has plenty of parking and is nicely located! We come to PCB every summer, would love to come back and or recommend to someone else!"
Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park
Gulf Front Private Pool & Beach Access PCB Rental + Elevator + Event Friendly!
Gulf Front Private Pool & Beach Access PCB Rental + Elevator + Event Friendly!
🐶No Pet Fee 🌞 1/2 Price Golf Cart 🥂 Canal View 🏊 Beachside Pool \ Clubhouse
9.8 out of 10, Exceptional, (63)
"This was the most perfect place to stay in the most perfect destination. The home had every single thing we needed to make our stay amazing. Brian was a great host and checked in to see how we were doing...he even gave us an extra night at no charge. I can't say enough good things about how wonderful this place is."
The price is $280
$716 total
includes taxes & fees
Jul 14 - Jul 15
🐶No Pet Fee 🌞 1/2 Price Golf Cart 🥂 Canal View 🏊 Beachside Pool \ Clubhouse
Modern Townhouse - 3min Walk to Beach, 11 Pools, & King bed
10.0 out of 10, Exceptional, (3)
"Nice townhouse well decorated and supplied. We enjoyed our stay!"
Modern Townhouse - 3min Walk to Beach, 11 Pools, & King bed
1 Block to the Beach, Private POOL and FREE 6-Person golf cart!!
10.0 out of 10, Exceptional, (146)
"We had a wonderful stay in the Sandpiper Cottage. (Our group included my hubby and I as well as our two college aged kids). There was plenty of space for everyone in the home. The kitchen was big enough for several of us to be in there preparing food at one time and there was plenty of space for dining as well. The kitchen had all the dish ware, pots, pans and utensils that we needed. The living room bedrooms were well furnished and the beds were very comfy. The house was very clean! I am...
1 Block to the Beach, Private POOL and FREE 6-Person golf cart!!
Pet Friendly House three minute walk to Beach.
9.6 out of 10, Exceptional, (69)
"Great communication from start to finish, very clean, great location and the home had everything we needed. Highly recommend!"
Pet Friendly House three minute walk to Beach.
BEST LOCATION ON BEACH Choice Unit, Air Purifier System, Pier Park
9.2 out of 10, Wonderful, (63)
"Had good time"
BEST LOCATION ON BEACH Choice Unit, Air Purifier System, Pier Park
Luxury Beach Front Townhouse – 4BR/3.5 BA Slps 14!
9.6 out of 10, Exceptional, (9)
"We enjoyed our stay at the beach townhouse! The location was great! We walked to the grocery, CVS, souvenir shop, and more. The beach location is fabulous for families who don't want to be in the thick crowds closer to the high rise buildings. I loved that there is an outdoor closet with boogie boards, chairs, sand toys. The only issue we had was gnats coming in as we opened the doors due to the location of the trash bins outside but probably not much can be done about that."
Luxury Beach Front Townhouse – 4BR/3.5 BA Slps 14!
Street Legal Golf Cart ,4 Full Bedrooms,Beach pool,Pickle Ball,Beach cafe.
9.0 out of 10, Wonderful, (6)
"From the time i booked until we left I didn't have to worry. Mrs. Tina was there to answer any and all questions. I will definitely be back again soon!"
The price is $349
$1,080 total
includes taxes & fees
Jul 15 - Jul 16
Street Legal Golf Cart ,4 Full Bedrooms,Beach pool,Pickle Ball,Beach cafe.
Private Pool, Walk to Beach 🏖️, Bright Sun Room, Quiet West End
9.8 out of 10, Exceptional, (89)
"This getaway is ideal for both couples and families. My husband and I stayed here, and the place is simply adorable. It's small but surprisingly spacious—just the right size for us. The kitchen was fully stocked with everything we needed to whip up some great meals. The interior created a cozy atmosphere. The location was excellent! The host thoughtfully provided a beach wagon, making the walk to the beach much easier and saving us the cost of renting a golf cart. Everything we needed was...
Private Pool, Walk to Beach 🏖️, Bright Sun Room, Quiet West End
Lakefront home with amazing sunset/water view, private dock, & firepit
10.0 out of 10, Exceptional, (4)
"We are extending our family vacation stay for several more weeks because we love it here and don't want to leave! The sunsets are absolutely gorgeous right out the back door overlooking the lake. The community is friendly and The Cove Restaurant close by has great food. The owner is super nice and has gone out of his way to be helpful."
Lakefront home with amazing sunset/water view, private dock, & firepit
Beachfront Bliss: Spacious Deck, Grill & Unmatched Gulf Views!
9.8 out of 10, Exceptional, (6)
"I thought the property was exactly what it stated it was. There were 7 of us and we used 5 of the 6 bedrooms as they all had ensuite bathrooms. The only room we didn't use was the bunkroom, which was huge, but there weren't any children with us. There was plenty of room for all of us in the living room, kitchen and dining areas. We were close enough to walk to a few restaurants and to a beach store, but we also rented a golf cart as it is street legal for several miles in each direction of the...
Beachfront Bliss: Spacious Deck, Grill & Unmatched Gulf Views!
Walk just 2 blocks to the beach!
9.8 out of 10, Exceptional, (81)
"Good location. Clean and roomy. Condo complex across street had jack hammering starting at 8am. Semi trucks offloading materials parked in front of house, had to get them to move in order to get out of driveway. Grass looks like it hasn't been cut in weeks. For a property that advertised for up to 11 people, doesn't have enough flatware or towels. House has great layout and we would rent it again, but the manager needs to take better care of the property and the noise level will be much better...
Walk just 2 blocks to the beach!
Brand New! Beachfront w private pool. Exceptional. 8 Br each w private bath
9.8 out of 10, Exceptional, (9)
"This home has everything. Beautiful kitchen for home cooked meals. The view. The location. The pool. The ocean. We loved everything about it. We rented a golf cart and could get everywhere we needed to from this location. The property manager was very attentive and responded immediately to all of our questions. The kids had a blast in the playroom. We would love to go back!"
Brand New! Beachfront w private pool. Exceptional. 8 Br each w private bath
Beautiful 3 Story Townhome, 1 Minute to beach/Pet Friendly/Pool
9.4 out of 10, Exceptional, (25)
"Had a great time….the place was very nice and big….the host was kind and easy to work with.."
Beautiful 3 Story Townhome, 1 Minute to beach/Pet Friendly/Pool
Beachside Joy! Adorable, Cozy, and Beachfront -- Not a Condo!!!
9.8 out of 10, Exceptional, (276)
"Great location and accommodations. The owners are very courteous and thoughtful."
The price is $229
$502 total
includes taxes & fees
Jun 27 - Jun 28
Beachside Joy! Adorable, Cozy, and Beachfront -- Not a Condo!!!
Beautiful PCB Townhome: Balcony & Resort Amenities
9.4 out of 10, Exceptional, (20)
"Close to all the amenities, food, beach, etc."
Beautiful PCB Townhome: Balcony & Resort Amenities
Don't see what you're looking for?
See all available properties in Chipley
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.

Other property types in Chipley

Origin at Seahaven
4.0 star property
8.8 out of 10, Excellent, (23)
"My experience with Orgins at Seahaven was really positive. Beach access was easy, which made my 9 year old extremely happy. The condo was nice and well maintained. The few staff members we encountered were friendly. My only negative was the water pressure to shower, but I guess that is to be expected with the number of people and water usage throughout the facility. "
The price is $100
$309 total
includes taxes & fees
Jun 20 - Jun 21
Origin at Seahaven
Emerald Beach Resort by Southern Vacation Rentals
3.5 star property
7.6 out of 10, Good, (759)
"This condo is very nice. It just needed a deeper cleaning. Wonderful stay. Right on the beach is nice and i sure got a lot of exercise walking from parking garage to room. Out of 5 stars i give 4."
Emerald Beach Resort by Southern Vacation Rentals
Edgewater Beach and Golf Resort by Southern Vacation Rentals
4.0 star property
7.4 out of 10, Good, (2167)
"Nice property "
Edgewater Beach and Golf Resort by Southern Vacation Rentals
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.

Chipley Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Recent reviews of Chipley hotels
Expedia verified reviews