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

Holiday Homes in Chipley

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Chipley holiday homes

A wooden deck with Adirondack chairs and a table, a door, and windows with blinds.

1. Charming In-town Bungalow

Charming In-town Bungalow
Marianna
9.8 out of 10, Exceptional, (7 reviews)
"We stayed in the area for one night and it was extremely clean and well appointed. It was a quiet, nice setting and close to the state park and blue springs. Highly recommend! The host is very responsive and has a beautiful home!"
United States
Kimberly W.
The price is AU$449
includes taxes & fees
9 Sept - 10 Sept
Charming In-town Bungalow
A laundry room with a washing machine and a sign above the door that reads "Lost Socks Seeking Sole Mates".

2. Sparrow

Sparrow
3.0 star property
Lynn Haven
8.6 out of 10, Excellent, (4 reviews)
"Great neighborhood. I didn’t know what to expect with it being a converted garage area but it was great! Had everything we needed for our weekend stay."
United States
Cateria
The price is AU$182
includes taxes & fees
9 Sept - 10 Sept
Sparrow
A bedroom with a bed, bedside tables, a hanging light fixture, a closet, and a painting on the wall.

3. Adorable 1 BDR with Full Kitchen Deck Washer Dryer

Adorable 1 BDR with Full Kitchen Deck Washer Dryer
Lynn Haven
8.8 out of 10, Excellent, (6 reviews)
"Clean and convenient. Served our purpose quite nicely."
United States
Jerry C.
The price is AU$255
includes taxes & fees
29 Sept - 30 Sept
Adorable 1 BDR with Full Kitchen Deck Washer Dryer
A spacious kitchen with a central island, light green cabinets, and a large window providing natural light.

4. Relaxing Getaway – 3BR Home Near Panama City Beach

Relaxing Getaway – 3BR Home Near Panama City Beach
Lynn Haven
10.0 out of 10, Exceptional, (3 reviews)
"I would definitely stay here again. We were about to relax and not feel crowded. Very comfortable and relaxing. Nice neighborhood and neighbors."
United States
Donna W.
The price is AU$442
includes taxes & fees
20 Sept - 21 Sept
Relaxing Getaway – 3BR Home Near Panama City Beach
A hallway with white doors, a wooden floor, and a console table with decorative items.

5. Spacious Family Retreat with Game Room 25 Mins to PCB

Spacious Family Retreat with Game Room 25 Mins to PCB
Lynn Haven
8.8 out of 10, Excellent, (5 reviews)
"My family loved this rental! Nicely decorated and very clean. The kitchen is above expectations with all the items stocked. We will definitely look to stay in this rental the next time we're in the area. "
United States
Angel C.
The price is AU$557
includes taxes & fees
16 Sept - 17 Sept
Spacious Family Retreat with Game Room 25 Mins to PCB
A hallway with white doors, a wooden floor, and a console table with decorative items.

6. Loaded House and Guest House w Game Room Gym

Loaded House and Guest House w Game Room Gym
Lynn Haven
9.2 out of 10, Wonderful, (10 reviews)
"This property was the perfect setup for my large family group."
United States
Teresa M.
The price is AU$705
includes taxes & fees
21 Sept - 22 Sept
Loaded House and Guest House w Game Room Gym
A covered outdoor seating area with a wicker chair and a table, a wooden staircase, and string lights.

7. La Casita POOL & GAME ROOM Fenced Yard!

La Casita POOL & GAME ROOM Fenced Yard!
Panama City
8.8 out of 10, Excellent, (5 reviews)
"We had a very good time,Host left eggs "
United States
Rebecca E.
The price is AU$494
includes taxes & fees
14 Sept - 15 Sept
La Casita POOL & GAME ROOM Fenced Yard!
A beach with clear turquoise water, a sandy shore, and buildings in the background.

8. ~ La Conchita ~ w private pool & Firepit

~ La Conchita ~ w private pool & Firepit
Panama City
9.8 out of 10, Exceptional, (55 reviews)
"Great location!Kids loved the pool even if it was cold. The owners were amazing, and quick to respond."
United States
Ellen D.
The price is AU$498
includes taxes & fees
1 Oct - 2 Oct
~ La Conchita ~ w private pool & Firepit
A wooden boardwalk leading to a beach with a clear view of the ocean.

9. 2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!

2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!
3.5 star property
Panama City Beach
The price is AU$599
includes taxes & fees
9 Sept - 10 Sept
2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!

10. Turtle Cove: Sleeps 8, Pets + Arcade

Turtle Cove: Sleeps 8, Pets + Arcade
Panama City
10.0 out of 10, Exceptional, (11 reviews)
"The host was great to work with. The house and yard were perfect for our stay. The cat andsog both enjoyed the yard and our little great grandson was thrilled to have his own "private park". We'll definitely stay here again."
United States
Fred H.
The price is AU$462
includes taxes & fees
28 Sept - 29 Sept
Turtle Cove: Sleeps 8, Pets + Arcade
A beach with clear turquoise water, a sandy shore, and a few buildings in the background.

11. The Bungalow - Quiet and Relaxing Oasis

The Bungalow - Quiet and Relaxing Oasis
Panama City
10.0 out of 10, Exceptional, (7 reviews)
"We received excellent service while there. The owner is a very nice person! We had a new boat, first time in ocean and he was very helpful! We had a wonderful time! The place was clean and supplied with dishes, pots, utensils, towels, and bedding. The place was quiet especially at night. We eat at the Golden Coral for breakfast every morning. "
United States
Louis H.
The price is AU$375
includes taxes & fees
14 Sept - 15 Sept
The Bungalow - Quiet and Relaxing Oasis
A greenhouse with various plants, a wooden table, chairs, and a hanging chair.

12. Heron Cottage - Private & Quaint

Heron Cottage - Private & Quaint
Panama City
10.0 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Mecca K.
The price is AU$373
includes taxes & fees
21 Sept - 22 Sept
Heron Cottage - Private & Quaint
A modern kitchen with a central island, stainless steel appliances, and decorative wall art.

13. The Coral Casa, 2B/2B, Pet friendly

The Coral Casa, 2B/2B, Pet friendly
Panama City
10.0 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay here. Our host goes beyond to make sure everything is top notch. They stay in contact with you to make sure there is no short Falls at the property. We will always stay with their property when possible."
United States
Kim H.
The price is AU$674
includes taxes & fees
21 Sept - 22 Sept
The Coral Casa, 2B/2B, Pet friendly
A pier extending over a beach with a sunset in the background.

14. Family-Friendly Panama City Home - 6 miles to Beach

Family-Friendly Panama City Home - 6 miles to Beach
Panama City
10.0 out of 10, Exceptional, (10 reviews)
"Responded to all my messages & made me feel comfortable! Very nice place & would definitely come back :)"
United States
Destiny B.
The price is AU$467
includes taxes & fees
9 Sept - 10 Sept
Family-Friendly Panama City Home - 6 miles to Beach
A beach with palm trees and a sandy shore.

15. Waterfront short walk- Do summer right in Panama City Florida Boat Launch too

Waterfront short walk- Do summer right in Panama City Florida Boat Launch too
Panama City
9.8 out of 10, Exceptional, (10 reviews)
"Clean and nicely decorated. Great value in a great location! "
United States
JC W.
The price is AU$480
includes taxes & fees
9 Sept - 10 Sept
Waterfront short walk- Do summer right in Panama City Florida Boat Launch too
A beach with clear skies and waves.

16. The Palms, hot tub, pool

The Palms, hot tub, pool
Panama City Beach
8.6 out of 10, Excellent, (19 reviews)
"We loved how clean and open everything was. Very quiet and peaceful. Wish we could have stayed longer!"
United States
leyton s.
The price is AU$549
includes taxes & fees
14 Sept - 15 Sept
The Palms, hot tub, pool
A beach with a clear sky and calm sea.

17. 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.
The price is AU$475
includes taxes & fees
14 Sept - 15 Sept
Coastal Breeze Perfect Family Getaway/ Sleep 9
A modern kitchen with dark cabinets, a white island, and red and blue bar stools.

18. Splash Pad by Book That Condo

Splash Pad by Book That Condo
3.0 star property
Laguna Beach
The price is AU$636
includes taxes & fees
16 Sept - 17 Sept
Splash Pad by Book That Condo
A sandy beach path leading to the ocean, surrounded by beach vegetation and wooden railings.

19. Vintage Waves

Vintage Waves
4.0 star property
Laguna Beach Estates
The price is AU$721
includes taxes & fees
14 Sept - 15 Sept
Vintage Waves
A swimming pool with a covered seating area and a building with multiple balconies.

20. King Condo Panama City Beach All Amenities Resort Retreat & Luxury Pool Hot Tub

King Condo Panama City Beach All Amenities Resort Retreat & Luxury Pool Hot Tub
Panama City
7.2 out of 10, Good, (5 reviews)
"Good location, not far from everything , good amenities in the complex Okay amenities in the condo.Spacious rooms. Hair dryer and iron available. Garage can be used. All issues to improve from previous reviews still there, Main issue was big mold spot in garage ceiling, which is below one of the bedrooms. Mold Mushrooms growing on carpet, i removed a couple at check in, there were more at check out. Touch up paint in many spots around condo, would make a big difference. Get new pots, and...
United States
Mario
The price is AU$485
includes taxes & fees
14 Sept - 15 Sept
King Condo Panama City Beach All Amenities Resort Retreat & Luxury Pool Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chipley Hotel Reviews

Hampton Inn & Suites Panama City Beach-Beachfront

Hampton Inn & Suites Panama City Beach-Beachfront

8/10 Good
"Great location and view. But it has a little old room condition."
JIEHOON 1-night trip
Posted less than an hour ago
Hampton Inn & Suites Panama City Beach-Beachfront

Find out more about Chipley

Chipley Holiday Homes information

Number of reviews
258
Accommodation
1891 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$721