A waterfall cascading over a rocky cliff surrounded by lush green ferns and foliage.

Chipley Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chipley vacation rentals

An indoor swimming pool with a long, narrow shape, surrounded by walls with large windows.

1. Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
Chipley
10.0 out of 10, Exceptional, (1 review)
"Very nice place to stay. Host was very helpful and accommodating. Enjoyed being way out in the country."
United States
Gwen S.
The price is SAR 331
SAR 556 total
includes taxes & fees
9 Nov - 10 Nov
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
A living room with a brown sofa, a white sofa, and a coffee table. There is a door leading outside.

2. The Cozy Farmhouse Retreat

The Cozy Farmhouse Retreat
Chipley
The price is SAR 976
SAR 2,217 total
includes taxes & fees
21 Nov - 22 Nov
The Cozy Farmhouse Retreat
An indoor swimming pool with a view of the outside.

3. Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
Chipley
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay!"
United States
Carrie P.
The price is SAR 456
SAR 863 total
includes taxes & fees
9 Nov - 10 Nov
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
A wooden boardwalk leading to a lake with trees and a gazebo.

4. 4-bedroom Lake House 45 Minutes from the Beach!

4-bedroom Lake House 45 Minutes from the Beach!
Chipley
10.0 out of 10, Exceptional, (10 reviews)
"This house served as a great getaway for our family reunion. The views of the lake were beautiful. The lake water was also clear, and we enjoyed fishing off the dock during our stay. The host responded quickly to messages."
United States
Jennifer M.
The price is SAR 1,155
SAR 2,494 total
includes taxes & fees
9 Nov - 10 Nov
4-bedroom Lake House 45 Minutes from the Beach!
A single-story building with a gabled roof, a front porch with a bench, and a large planter with flowers.

5. Charming In-town Bungalow

Charming In-town Bungalow
Marianna
10.0 out of 10, Exceptional, (13 reviews)
"The home was so beautiful and cozy. The kitchen was well equipped and the home was impeccably decorated. The owners texted often to make sure we were comfortable and enjoying our stay."
United States
Jennifer
The price is SAR 372
SAR 1,169 total
includes taxes & fees
9 Nov - 10 Nov
Charming In-town Bungalow
A wooden staircase leading to a house with a deck, surrounded by trees and a lawn.

6. Charming waterfront barndominium on the beautiful spring-fed Chipola River.

Charming waterfront barndominium on the beautiful spring-fed Chipola River.
Altha
9.8 out of 10, Exceptional, (36 reviews)
"Amazing place"
United States
Alex R.
The price is SAR 601
SAR 1,027 total
includes taxes & fees
20 Nov - 21 Nov
Charming waterfront barndominium on the beautiful spring-fed Chipola River.
A wooden boardwalk leading to a beach with a pier extending into the ocean.

7. Private - Waterfront Cottage - Panama City, FL

Private - Waterfront Cottage - Panama City, FL
Panama City
10.0 out of 10, Exceptional, (24 reviews)
"Doedy seems like a best friend type of person, who goes out of her way to connect and create a comfortable stay. The property is super cute and we loved the quietness behind another property location. 10 stars, hoping to be able to stay again soon."
United States
celeste n.
Private - Waterfront Cottage - Panama City, FL
A living room with a TV, wooden coffee table, and a sofa. It has a balcony with a view of the ocean.

8. Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,223 reviews)
"Great place to stay! Room was clean and spacious! Will stay again."
United States
Gerald
The price is SAR 235
SAR 824 total
includes taxes & fees
12 Nov - 13 Nov
Origin At Seahaven
A beach with rows of blue umbrellas and white beach chairs, a sandy shore, and the ocean in the background.

9. Calypso Tower 3 by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways
3.5 star property
Panama City Beach
9.2 out of 10, Wonderful, (42 reviews)
"The property was very clean and in an excellent location . We weren’t on the beach , but we had a great view of the ocean and the pools I would highly recommend"
United States
Thomas
The price is SAR 455
SAR 2,235 total
includes taxes & fees
9 Nov - 10 Nov
Calypso Tower 3 by Panhandle Getaways
A modern living room with a sofa, a coffee table, and a large sliding glass door leading to a balcony with a view of the ocean.

10. Polynesian #104 Ground Level

Polynesian #104 Ground Level
Panama City Beach
8.4 out of 10, Very good, (68 reviews)
"Great location and view! "
United States
kerri m.
The price is SAR 188
SAR 732 total
includes taxes & fees
28 Nov - 29 Nov
Polynesian #104 Ground Level
A beach view with a pier extending into the ocean, clear skies, and a balcony overlooking the scene.

11. Calypso Beach Resort Tower 2 by Panhandle Getaways

Calypso Beach Resort Tower 2 by Panhandle Getaways
3.5 star property
Panama City Beach
8.8 out of 10, Excellent, (198 reviews)
"The room and view were absolutely amazing!"
United States
Brittany
The price is SAR 480
SAR 2,306 total
includes taxes & fees
9 Nov - 10 Nov
Calypso Beach Resort Tower 2 by Panhandle Getaways
A bedroom with a bed, a wardrobe, a ceiling light, and a wall-mounted picture.

12. Octa Collection on Front Beach

Octa Collection on Front Beach
4.5 star property
Long Beach
The price is SAR 478
SAR 1,241 total
includes taxes & fees
18 Nov - 19 Nov
Octa Collection on Front Beach
A beach with clear turquoise water, a sandy shore, and a few buildings in the distance.

13. Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!

Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!
Laguna Beach
8.8 out of 10, Excellent, (32 reviews)
"Overall good place to stay and very close to the beach and other activities"
United States
TsTzero5
Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!
A deck with two chairs, a table with a fruit plate, drinks, and a view of the ocean.

14. Splash Resort 605E•Best in PCB•Beach Chairs•Crib•Fireplace

Splash Resort 605E•Best in PCB•Beach Chairs•Crib•Fireplace
Panama City Beach
9.8 out of 10, Exceptional, (49 reviews)
"Great place to bring the kids to enjoy the beach."
United States
Eloise S.
Splash Resort 605E•Best in PCB•Beach Chairs•Crib•Fireplace
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15. Origin 0538- Studio - Breath Taking Gulf Views

Origin 0538- Studio - Breath Taking Gulf Views
Panama City Beach
9.2 out of 10, Wonderful, (32 reviews)
"great place to stay, will definately be staying there again"
United States
John L.
Origin 0538- Studio - Breath Taking Gulf Views
A beach with a clear sky and calm sea.

16. Coastal Breeze Perfect Family Getaway/ Sleep 9

Coastal Breeze Perfect Family Getaway/ Sleep 9
Laguna Beach
9.4 out of 10, Exceptional, (79 reviews)
"Property was easy to find. Very spacious. Plenty of room for our family. Great location in proximity to the beach, food, and shopping."
United States
Brittany K.
Coastal Breeze Perfect Family Getaway/ Sleep 9
A beach with clear blue water, a pier, and rows of blue beach umbrellas.

17. Calypso Beach Resort Tower 1

Calypso Beach Resort Tower 1
4.5 star property
Panama City Beach
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful view. convenient location"
United States
Tien
The price is SAR 557
SAR 2,172 total
includes taxes & fees
9 Nov - 10 Nov
Calypso Beach Resort Tower 1
A beach with a clear sky, palm trees, and a boardwalk leading to the water.

18. Sea Glass Villa! Gulf front! Pool! Dog friendly! Near Pier Park! Beach loungers!

Sea Glass Villa! Gulf front! Pool! Dog friendly! Near Pier Park! Beach loungers!
Panama City Beach
9.8 out of 10, Exceptional, (167 reviews)
"We loved our stay and Jeff and Jill are great to work with!"
United States
Cody D.
The price is SAR 334
SAR 883 total
includes taxes & fees
11 Nov - 12 Nov
Sea Glass Villa! Gulf front! Pool! Dog friendly! Near Pier Park! Beach loungers!
A beach with clear turquoise waters and a sandy shoreline.

19. Ocean view from the 13th Floor. Owner Operated.

Ocean view from the 13th Floor. Owner Operated.
Panama City Beach
9.8 out of 10, Exceptional, (279 reviews)
"Had an incredible time. It was the perfect place to stay with my family."
United States
Kelli
The price is SAR 319
SAR 1,073 total
includes taxes & fees
9 Nov - 10 Nov
Ocean view from the 13th Floor. Owner Operated.
A hotel with a swimming pool, multiple balconies, and a view of the ocean.

20. Lovely 1 bedroom beach front studio, amazing beach access and location in PCB

Lovely 1 bedroom beach front studio, amazing beach access and location in PCB
Panama City Beach
9.8 out of 10, Exceptional, (25 reviews)
"A great stay for couples"
United States
Kyla M.
Lovely 1 bedroom beach front studio, amazing beach access and location in PCB
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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Top Chipley Hotel Reviews

Hyatt Place Panama City Beach

Hyatt Place Panama City Beach

10/10 Excellent
"We really enjoyed our stay here. The hotel and rooms were very clean and the staff were very pleasant. Would definitely stay here again if ever back in PCB."
Tashanna 3-night trip
Posted 5 hours ago
Hyatt Place Panama City Beach

Frequently asked questions

Can I find vacation rentals in Chipley?

Yes, there are vacation rentals close to popular points of interest in Chipley, or you can go with a secluded option if you'd like a relaxing place to stay. Chipley is known for its churches and lake views. Make sure you have time to check out the forests while you're in the area.

What's the top vacation rental that Chipley has to offer?

Beach House - Sunset Paradise by PHG: You might want to consider this Chipley vacation home rental for your stay. It is located by the ocean and offers a private balcony, air-conditioning, and Netflix to help you feel perfectly comfortable in your new surroundings. Amenities like a coffee maker and free parking are also available for your convenience.

How many vacation rentals are there in Chipley?

Choose from 6 Expedia vacation rentals in Chipley for a memorable vacation.

What can I see and do in Chipley?

Falling Waters State Park and Pal's Park are a couple of lovely local spots to get outside and enjoy nature. Lucas Lake and River Lake are other places to visit while you're in town.

What are vacation rentals like in Chipley?

Vacation rentals are private accommodations you can book for a couple days or more in Chipley. Vacation rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.