Vacation Homes in Chipley

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Featured Vacation Homes in Chipley

Don't see what you're looking for?
See all available properties in Chipley
View all properties
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.

Top trending hotels in Chipley

Vacation Rentals in Chipley

What kind of vacation do you want in Chipley? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Chipley that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Chipley, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.

Chipley Vacation Homes essential information

Accommodation
1880 Vacation Homes
Lowest Price
CA $105
Highest Price
CA $1,129
Popular accommodation
Sands of Time! Private Pool! Dog Friendly! 600ft to Beach! Sleeps 18, Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park, ⭐Beach Across the Street-Pool+Hot Tub-The Palms A6⭐, Beachfront Luxury! 4BR Townhouse w/Pool & Stunning Gulf Views! Sleeps 10!, Sandpiper Cottage • Private Pool • 1 Block to Beach • FREE 6‑Person Golf Cart, ☀️Stunning Beachfront Views-Great Location-Ocean Bliss☀️, Stunning Three Story PCB House - Pool - Pet Friendly - Gulf Views - Awarded 2026, Fantastic Beachfront Townhome in Panama City Beach, Sunset Cove: Charming 3BR/3BA Beach House Sleeps 8 with Sunsets & Serenity, 3 Bedroom Dog Pet Friendly Panama City Beach House Pool 3 KING beds Sleeps 9!, Private Family sized Beach House! Short drive to the white sand beaches!, Nicely furnished 3 bedroom check out our snowbird rates Through March!

Explore More Ways to Travel with Travelocity