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

Search Vacation 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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chipley vacation 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 ￥15,719
￥51,505 total
includes taxes & fees
Sep 18 - Sep 19
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 ￥10,575
￥20,842 total
includes taxes & fees
Sep 9 - Sep 10
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 ￥10,574
￥29,250 total
includes taxes & fees
Sep 7 - Sep 8
Adorable 1 BDR with Full Kitchen Deck Washer Dryer
A hallway with white doors, a wooden floor, and a console table with decorative items.

4. 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 ￥18,264
￥65,643 total
includes taxes & fees
Sep 16 - Sep 17
Spacious Family Retreat with Game Room 25 Mins to PCB
A spacious kitchen with a central island, light green cabinets, and a large window providing natural light.

5. 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 ￥14,419
￥51,355 total
includes taxes & fees
Sep 8 - Sep 9
Relaxing Getaway – 3BR Home Near Panama City Beach
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 ￥24,611
￥79,247 total
includes taxes & fees
Sep 21 - Sep 22
Loaded House and Guest House w Game Room Gym
A modern kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a breakfast bar with metal chairs.

7. Escape to Paradise w Saltwater Pool 25 Min to PCB

Escape to Paradise w Saltwater Pool 25 Min to PCB
Lynn Haven
The price is ￥17,307
￥59,063 total
includes taxes & fees
Oct 4 - Oct 5
Escape to Paradise w Saltwater Pool 25 Min to PCB
A spacious kitchen with a central island, light green cabinets, and a large window providing natural light.

8. Two Spaces in One Main House and Guest House 25 Min to PCB

Two Spaces in One Main House and Guest House 25 Min to PCB
Lynn Haven
9.4 out of 10, Exceptional, (3 reviews)
"Wonderful place to stay. Hosts were great. "
United States
JaNa B.
The price is ￥20,959
￥67,321 total
includes taxes & fees
Sep 9 - Sep 10
Two Spaces in One Main House and Guest House 25 Min to PCB
A covered outdoor seating area with a wicker chair and a table, a wooden staircase, and string lights.

9. 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 ￥15,481
￥56,578 total
includes taxes & fees
Sep 10 - Sep 11
La Casita POOL & GAME ROOM Fenced Yard!
A beach with clear turquoise water, a sandy shore, and buildings in the background.

10. ~ 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 ￥14,290
￥57,804 total
includes taxes & fees
Oct 1 - Oct 2
~ La Conchita ~ w private pool & Firepit

11. 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 ￥13,890
￥51,318 total
includes taxes & fees
Sep 7 - Sep 8
Turtle Cove: Sleeps 8, Pets + Arcade
A wooden boardwalk leading to a beach with a clear view of the ocean.

12. 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 ￥17,434
￥68,730 total
includes taxes & fees
Sep 9 - Sep 10
2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!
A beach with clear turquoise water, a sandy shore, and a few buildings in the background.

13. "The Wine Cellar" Will be no longer available. Family is moving back to FL

"The Wine Cellar" Will be no longer available. Family is moving back to FL
Panama City
9.6 out of 10, Exceptional, (8 reviews)
"Amazing property!! Chuck is a wonderful host and is SO accommodating!! This was our first time in PCB and we will definitely be back just to stay at The Hideaway!!!"
United States
Chelsea M.
The price is ￥15,719
￥31,514 total
includes taxes & fees
Sep 7 - Sep 8
"The Wine Cellar" Will be no longer available. Family is moving back to FL
A greenhouse with various plants, a wooden table, chairs, and a hanging chair.

14. 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 ￥23,817
￥42,831 total
includes taxes & fees
Sep 9 - Sep 10
Heron Cottage - Private & Quaint
A beach with clear turquoise water, a sandy shore, and a few buildings in the background.

15. 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 ￥23,817
￥43,148 total
includes taxes & fees
Sep 7 - Sep 8
The Bungalow - Quiet and Relaxing Oasis
An aerial view of a coastal area with a wide sandy beach, clear blue waters, and a row of buildings along the shore.

16. Mini Golf, West End, 0.5 to Beach, By 30A, Backyard Games!

Mini Golf, West End, 0.5 to Beach, By 30A, Backyard Games!
Sunnyside
9.8 out of 10, Exceptional, (8 reviews)
"The house was beautiful and the host was very easy to communicate with. We overall had an amazing time."
United States
Kaitlyn L.
Mini Golf, West End, 0.5 to Beach, By 30A, Backyard Games!
A modern kitchen with a central island, stainless steel appliances, and decorative wall art.

17. 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 ￥15,220
￥76,382 total
includes taxes & fees
Sep 8 - Sep 9
The Coral Casa, 2B/2B, Pet friendly
A pier extending over a beach with a sunset in the background.

18. 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 ￥15,764
￥52,868 total
includes taxes & fees
Sep 9 - Sep 10
Family-Friendly Panama City Home - 6 miles to Beach
A living room with a blue sofa, a white coffee table, and a beige armchair. There is a ceiling fan, a window with curtains, and a wall-mounted shelf with decorative items.

19. Laguna Beach bungalow 1 block from the beautiful gulf!!

Laguna Beach bungalow 1 block from the beautiful gulf!!
Laguna Beach Estates
8.4 out of 10, Very Good, (6 reviews)
"Short walk to the beach! Host is super helpful!"
United States
Brandi
The price is ￥17,158
￥45,877 total
includes taxes & fees
Sep 4 - Sep 5
Laguna Beach bungalow 1 block from the beautiful gulf!!
A beach with palm trees and a sandy shore.

20. 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 ￥23,579
￥55,157 total
includes taxes & fees
Sep 8 - Sep 9
Waterfront short walk- Do summer right in Panama City Florida Boat Launch too
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

Holiday Inn Resort Panama City Beach by IHG

Holiday Inn Resort Panama City Beach by IHG

10/10 Excellent
"I like the kid friendly attention they gave at the resort they were awesome witj my grandchildren i appreciated them."
Debra L 6-night trip
Posted 3 hours ago
Holiday Inn Resort Panama City Beach by IHG

Find out more about Chipley

Chipley Vacation Homes information

Number of reviews
172
Accommodation
1888 Vacation Homes
Lowest Price
￥20,842
Highest Price
￥79,247