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

Holiday Homes in Chipley

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chipley holiday homes

A laundry room with a washing machine and dryer, a stainless steel refrigerator, and a brown rug on the floor.

1. Charming In-town Bungalow

Charming In-town Bungalow
Marianna
9.8 out of 10, Exceptional, (8 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 NZ$543
includes taxes & fees
29 Sept - 30 Sept
Charming In-town Bungalow
A living room with a sofa, a television, a fireplace, and a dining area.

2. Hot Tub + Fenced Yard | Family & Pet Friendly

Hot Tub + Fenced Yard | Family & Pet Friendly
Dothan
10.0 out of 10, Exceptional, (15 reviews)
"It's was a nice stay"
United States
Amanda Y.
The price is NZ$499
includes taxes & fees
5 Oct - 6 Oct
Hot Tub + Fenced Yard | Family & Pet Friendly
A laundry room with a washing machine and a sign above the door that reads "Lost Socks Seeking Sole Mates".

3. 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 NZ$216
includes taxes & fees
25 Oct - 26 Oct
Sparrow
A bedroom with a bed, bedside tables, a hanging light fixture, a closet, and a painting on the wall.

4. 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 NZ$321
includes taxes & fees
18 Oct - 19 Oct
Adorable 1 BDR with Full Kitchen Deck Washer Dryer
A wooden boardwalk leading to a beach with a clear view of the ocean.

5. 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 NZ$770
includes taxes & fees
30 Sept - 1 Oct
2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!
A bedroom with a large bed, ceiling fans, a TV, and a view of the ocean.

6. Beach House - Sunset Paradise by PHG

Beach House - Sunset Paradise by PHG
3.5 star property
Bahama Beach
The price is NZ$954
includes taxes & fees
30 Sept - 1 Oct
Beach House - Sunset Paradise by PHG

7. Turtle Cove: Sleeps 7, Pets + Arcade

Turtle Cove: Sleeps 7, Pets + Arcade
Panama City
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay so much. Lovely place!"
United States
Kristyne G.
The price is NZ$557
includes taxes & fees
5 Oct - 6 Oct
Turtle Cove: Sleeps 7, Pets + Arcade
A beach with clear turquoise water, a sandy shore, and a few buildings in the background.

8. "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 Wine Cellar" Will be no longer available. Family is moving back to FL
A beach with clear turquoise water, a sandy shore, and buildings in the background.

9. ~ La Conchita ~ w private pool & Firepit

~ La Conchita ~ w private pool & Firepit
Panama City
9.8 out of 10, Exceptional, (56 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 NZ$634
includes taxes & fees
16 Oct - 17 Oct
~ La Conchita ~ w private pool & Firepit
A modern kitchen with wooden cabinets, a refrigerator, stove, microwave, and a dining area with a sofa and coffee table.

10. Reel Bayou Private Staycation / Extended Stay

Reel Bayou Private Staycation / Extended Stay
Bay County
Reel Bayou Private Staycation / Extended Stay
A modern kitchen with a central island, stainless steel appliances, and decorative wall art.

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

The Coral Casa, 2B/2B, Pet friendly
Laguna Beach
10.0 out of 10, Exceptional, (33 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 NZ$834
includes taxes & fees
29 Sept - 30 Sept
The Coral Casa, 2B/2B, Pet friendly
A spacious living room with a grey sectional sofa, a ceiling fan, a flat-screen TV, and a dining area with a table and chairs.

12. Relaxing 2-Bedroom Beach Cottage(Entire 2nd Floor)

Relaxing 2-Bedroom Beach Cottage(Entire 2nd Floor)
Laguna Beach
9.8 out of 10, Exceptional, (11 reviews)
"Great property, close to the beach"
United States
Robert K.
The price is NZ$666
includes taxes & fees
29 Sept - 30 Sept
Relaxing 2-Bedroom Beach Cottage(Entire 2nd Floor)
A kitchen with white cabinets, a stainless steel oven, a microwave, and a granite countertop.

13. Coastal Cabana ~ Cozy getaway in the heart of town w/a privately fenced backyard

Coastal Cabana ~ Cozy getaway in the heart of town w/a privately fenced backyard
Panama City Beach
9.6 out of 10, Exceptional, (8 reviews)
"We enjoyed our stay at the house. Our dog really loved the backyard. We played mini golf just a couple of miles away and the beach was right around the corner. We definitely will be back to visit again. "
United States
Sabrina B.
The price is NZ$513
includes taxes & fees
29 Sept - 30 Sept
Coastal Cabana ~ Cozy getaway in the heart of town w/a privately fenced backyard
A beach with palm trees and a clear sky.

14. Townhouse in PCB 3 minute walk to the beach

Townhouse in PCB 3 minute walk to the beach
Panama City Beach
9.0 out of 10, Wonderful, (23 reviews)
"Very nice place for spring break! Lots of amenities and close to the beach"
United States
Lucille S.
The price is NZ$495
includes taxes & fees
25 Oct - 26 Oct
Townhouse in PCB 3 minute walk to the beach
A sandy beach path leading to the ocean, surrounded by beach vegetation and wooden railings.

15. Vintage Waves

Vintage Waves
4.0 star property
Laguna Beach
Vintage Waves
A pier extending over a beach with a sunset in the background.

16. 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.
Family-Friendly Panama City Home - 6 miles to Beach
A modern kitchen with a large island, wooden cabinets, and pendant lighting.

17. Spacious 5-bedroom house in lovely Ponce de Leon with AC

Spacious 5-bedroom house in lovely Ponce de Leon with AC
Ponce de Leon
10.0 out of 10, Exceptional, (1 review)
The price is NZ$787
includes taxes & fees
30 Sept - 1 Oct
Spacious 5-bedroom house in lovely Ponce de Leon with AC
A kitchen with wooden bar stools, a refrigerator, and a coffee maker.

18. Gather Away on Grand Island in PCB

Gather Away on Grand Island in PCB
Panama City Beach
10.0 out of 10, Exceptional, (17 reviews)
"Close to anywhere you want to go & most of it walking distance…especially the beach!"
United States
Linette S.
Gather Away on Grand Island in PCB
A modern kitchen with white cabinets, a granite countertop, and a central island with a bench.

19. Starfish Wishes ~ Cozy getaway in the heart of town w/a private fenced backyard

Starfish Wishes ~ Cozy getaway in the heart of town w/a private fenced backyard
Panama City Beach
10.0 out of 10, Exceptional, (5 reviews)
"So many amenities! The host was so nice! "
United States
Brandie S.
Starfish Wishes ~ Cozy getaway in the heart of town w/a private fenced backyard
A beach with clear skies and waves.

20. 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 Palms, hot tub, pool
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

Seahaven Beach Hotel

Seahaven Beach Hotel

10/10 Excellent
"j"
Noah 2-night trip
Posted 1 hour ago
Seahaven Beach Hotel

Find out more about Chipley

Chipley Holiday Homes information

Number of reviews
185
Accommodation
1889 Holiday Homes
Lowest Price
NZ$216
Highest Price
NZ$954