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

Chipley Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chipley holiday rentals

Calypso Beach Resort Tower 1

Calypso Beach Resort Tower 1
3.5 star property
Panama City Beach
The price is S$936
includes taxes & fees
31 Jul - 1 Aug
Calypso Beach Resort Tower 1

Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis

Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis
3.5 star property
Panama City Beach
The price is S$876
includes taxes & fees
2 Aug - 3 Aug
Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis

Walk to Beach + Restaurants: PCB Resort Condo!

Walk to Beach + Restaurants: PCB Resort Condo!
3.0 star property
Panama City Beach
9.0 out of 10, Wonderful, (10 reviews)
"Thank you great experience with my stay."
United States
Vanessa
The price is S$463
includes taxes & fees
1 Aug - 2 Aug
Walk to Beach + Restaurants: PCB Resort Condo!

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,191 reviews)
"Super nice!! Family friendly! Great location!"
United States
Kennedy
The price is S$355
includes taxes & fees
2 Aug - 3 Aug
Origin At Seahaven

Sterling Breeze by Panhandle Getaways

Sterling Breeze by Panhandle Getaways
3.5 star property
Panama City Beach
8.4 out of 10, Very good, (34 reviews)
"Not clean , had a water leak in the kitchen they fixed next day. No internet or WF that all, need your own WF or hotspot. Only 2 elevators in the building, pool it was ok but nothing else was offered that ice cream. For someone who called this resort …. Not resort they all. Just regular apartment building!"
United States
Slavica
The price is S$757
includes taxes & fees
17 Jul - 18 Jul
Sterling Breeze by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways
3.5 star property
Panama City Beach
9.0 out of 10, Wonderful, (30 reviews)
"excellent location - very clean and fun pool area "
United States
Dave
The price is S$879
includes taxes & fees
7 Jul - 8 Jul
Calypso Tower 3 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chipley Hotel Reviews

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 6 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. Pal's Park and River Lake are other places to visit while you're in town.

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.