Photo by Anthony Creamer

Chipley Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Chipley

Beach/ocean view
Landmark Holiday Beach Resort

Landmark Holiday Beach Resort

3.5 star property
Panama City Beach
8.6 out of 10, Excellent, (219)
"Kitchen has everything you need along with washer and dryer.. Beautiful beachfront view ."
United States
Judy
Landmark Holiday Beach Resort
Exterior
Margaritaville Beach Cottage Resort PCB

Margaritaville Beach Cottage Resort PCB

4.5 star property
Panama City Beach
9.4 out of 10, Exceptional, (10)
"This property was amazing. The restaurant had great tasting food with nice size portions. The bungalow was cute, clean and the bed was so comfortable. I traveled with my family and we will be returning soon. This place gets 5 stars from me!!"
United States
Malion
Margaritaville Beach Cottage Resort PCB
Aerial view
Grand Panama Beach Resort by Panhandle Getaways

Grand Panama Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
8.4 out of 10, Very good, (99)
"Definitely would stay again! Clean, nice, beautiful views! Would definitely recommend to others "
United States
Maximino
Grand Panama Beach Resort by Panhandle Getaways
3 outdoor pools
Splash Beach Resort by Panhandle Getaways

Splash Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
7.4 out of 10, Good, (199)
"Nice place to stay"
United States
Debbie
Splash Beach Resort by Panhandle Getaways
Fitness facility
Edgewater Beach & Golf Resort by Panhandle Getaways

Edgewater Beach & Golf Resort by Panhandle Getaways

3.5 star property
Panama City Beach
7.6 out of 10, Good, (39)
"Balcony overlooking pool was amazing! Spacious, clean and perfect for our group!"
United States
Kara
Edgewater Beach & Golf Resort by Panhandle Getaways
View from room
Sterling Breeze by Panhandle Getaways

Sterling Breeze by Panhandle Getaways

3.5 star property
Panama City Beach
8.4 out of 10, Very good, (31)
"Great place.. near the pier "
United States
Tina
Sterling Breeze by Panhandle Getaways
Pool
Edgewater Beach and Golf Resort by Southern Vacation Rentals

Edgewater Beach and Golf Resort by Southern Vacation Rentals

4.0 star property
Panama City Beach
7.4 out of 10, Good, (2201)
"Great place to stay"
United States
Gary
Edgewater Beach and Golf Resort by Southern Vacation Rentals
3 outdoor pools
Emerald Beach Resort by Panhandle Getaways

Emerald Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
8.4 out of 10, Very good, (28)
"Condo was great, very clean."
United States
Jelena
Emerald Beach Resort by Panhandle Getaways
View from room
Emerald Isle Beach Resort by Panhandle Getaways

Emerald Isle Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
9.0 out of 10, Wonderful, (45)
"Stayed in 1902. Beautiful condo! Enjoyed sitting on the balcony every morning while drinking my coffee. Loved getting 2 beach chairs and umbrella as part of the package. Will stay here again!!"
United States
Sandra
Emerald Isle Beach Resort by Panhandle Getaways
Gym
Splash Resort

Splash Resort

3.5 star property
Panama City Beach
7.0 out of 10, Good, (4)
"Very nice with children"
United States
Susan
Splash Resort
View from room
Calypso Beach Resort by Panhandle Getaways

Calypso Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
8.8 out of 10, Excellent, (167)
"Randomly booked a solo trip here by myself and had a great time!! Walking distance to everything, views from the balcony and beach were beautiful! Definitely a vibe and will book again"
United States
Amanda
Calypso Beach Resort by Panhandle Getaways
1 bedroom, individually decorated, individually furnished
Emerald Beach Resort by Southern Vacation Rentals

Emerald Beach Resort by Southern Vacation Rentals

3.5 star property
Panama City Beach
7.6 out of 10, Good, (812)
"My stay was great clean rooms and the greatest staff I will be back."
United States
Lashon
Emerald Beach Resort by Southern Vacation Rentals
View from property
Tidewater Beach Resort by Panhandle Getaways

Tidewater Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
7.2 out of 10, Good, (175)
"The beach was beautiful! Clean and well kept!"
United States
Polly
Tidewater Beach Resort by Panhandle Getaways
View from property
Aqua Beach Resort by Panhandle Getaways

Aqua Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
9.4 out of 10, Exceptional, (12)
"The sunsets were perfect."
United States
Nick
Aqua Beach Resort by Panhandle Getaways
On the beach, white sand
Calypso Tower 3 by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways

3.5 star property
Panama City Beach
8.6 out of 10, Excellent, (18)
"Wonderful stay!"
United States
Lisa
Calypso Tower 3 by Panhandle Getaways
Property amenity
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI

Edgewater Beach and Golf Resort by Southern Vacation Rentals VI

4.0 star property
Panama City Beach
8.2 out of 10, Very good, (61)
"Great place! There were a couple of things that need to be fix but nothing that was an inconvenience. The place was nice and clean and the location was excellent. Getting to the beach and pool was an easy walk or even ride on the tram that is available. The location of the property is also very close to so many places for groceries, food, and shopping. Would definitely stay here again! "
United States
Sergio
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
On the beach, fishing
Aquavista Beach Resort By Panhandle Getaways

Aquavista Beach Resort By Panhandle Getaways

3.5 star property
Panama City Beach
8.4 out of 10, Very good, (14)
"Overall property was very good rental!"
United States
MARVIN J
Aquavista Beach Resort By Panhandle Getaways
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
"The bar was amazing"
Charles 3-night trip
Posted 2 days ago
Holiday Inn Resort Panama City Beach by IHG

Frequently asked questions

Can I find holiday rentals in Chipley?

Yes, there are holiday rentals close to the most popular sights in Chipley, or you can select a more secluded option if you're looking for a relaxing 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.

How many holiday rentals are there in Chipley?

Choose from 10 Expedia holiday rentals in Chipley for a memorable holiday.

What can I see and do in Chipley?

Falling Waters State Park and Lucas Lake are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Pal's Park and Moss Hill Methodist Church.

What are holiday rentals like in Chipley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chipley. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.