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

Chipley Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Chipley vacation rentals

Condo, 3 Bedrooms, Sea View (2302W) | 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, (183 reviews)
"We enjoyed our stay. The condo was a goos size and had a nice layout! Beautiful view of the gulf without all the noise!"
United States
Jacob
The price is NT$5,551
NT$21,458 total
includes taxes & fees
Aug 1 - Aug 2
Calypso Beach Resort by Panhandle Getaways
2 Bedroom Gulf View | Living area | 50-inch flat-screen TV with cable channels, TV

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,193 reviews)
"Super nice!! Family friendly! Great location!"
United States
Kennedy
The price is NT$2,489
NT$7,669 total
includes taxes & fees
Aug 17 - Aug 18
Origin At Seahaven
Condo, 3 Bedrooms, Ocean View (1708E) | View from room

Calypso Beach Resort Tower 1

Calypso Beach Resort Tower 1
3.5 star property
Panama City Beach
The price is NT$4,882
NT$20,920 total
includes taxes & fees
Aug 13 - Aug 14
Calypso Beach Resort Tower 1
On the beach, white sand

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 NT$4,391
NT$21,499 total
includes taxes & fees
Aug 2 - Aug 3
Calypso Tower 3 by Panhandle Getaways
Condo, 2 Bedrooms, Balcony, Ocean View (602 E) | Balcony view

Calypso Resort and Towers by Book That Condo

Calypso Resort and Towers by Book That Condo
4.0 star property
Panama City Beach
9.4 out of 10, Exceptional, (8 reviews)
"Perfect location"
United States
Weylin
Calypso Resort and Towers by Book That Condo
House | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

Beach House - The Sanderling by PHG

Beach House - The Sanderling by PHG
4.0 star property
Sunnyside
The price is NT$14,452
NT$42,367 total
includes taxes & fees
Jul 20 - Jul 21
Beach House - The Sanderling by PHG
Beach nearby

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 NT$5,088
NT$21,552 total
includes taxes & fees
Aug 2 - Aug 3
Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis
View from property

Tidewater Beach Resort by Panhandle Getaways

Tidewater Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
7.4 out of 10, Good, (187 reviews)
"My family and I absolutely loved it! The service was excellent, and the staff were very kind, friendly, and always helpful. From the moment you walk into the apartment, you can immediately notice how clean and well-organized everything is. The smell of cleanliness is very pleasant. The towels, bed linens, and the entire place were spotless and very well maintained. We stayed in apartment 310 on the 30th floor, and the view was absolutely spectacular. The location is also perfect—very central...
United States
Claudia
The price is NT$4,704
NT$18,597 total
includes taxes & fees
Aug 9 - Aug 10
Tidewater Beach Resort by Panhandle Getaways
House (3 Bedrooms) | Interior

3BR Canal-front Home w/ Wifi & Boat Dock

3BR Canal-front Home w/ Wifi & Boat Dock
3.0 star property
Bayside Park
The price is NT$4,074
NT$15,574 total
includes taxes & fees
Aug 6 - Aug 7
3BR Canal-front Home w/ Wifi & Boat Dock
Condo, 2 Bedrooms (908-1) | View from room

Grand Panama Beach Resort by Book That Condo

Grand Panama Beach Resort by Book That Condo
4.0 star property
Panama City Beach
9.0 out of 10, Wonderful, (44 reviews)
"The cleanest place we have ever stayed. The condo was perfect. And the view from the balcony was breath taking."
United States
Heather
The price is NT$7,032
NT$20,201 total
includes taxes & fees
Aug 15 - Aug 16
Grand Panama Beach Resort by Book That Condo
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

Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG

Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG

10/10 Excellent
"Best Hotel Stay I've ever had. From the Fantastic breakfast to the Beach Chairs, I've never had an experience this nice"
Nicholas 2-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG

Find out more about Chipley

Search for holiday rentals in Chipley on Expedia! You can easily find your home rentals, villas, holiday apartments in Chipley using one of the methods below:

  • View our selection of featured holiday rentals in Chipley
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  • Enter your travel dates to view the best deals on holiday rentals in Chipley while they last

Look no further and take a look at our great range of rental properties in Chipley!

Frequently asked questions

Can I find vacation rentals in Chipley?

Yes, there are vacation rentals close to popular points of interest in Chipley, or you can go with a secluded option if you'd like a relaxing place to 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 vacation rentals are there in Chipley?

Choose from 7 Expedia vacation rentals in Chipley for a memorable vacation.

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 vacation rentals like in Chipley?

Vacation rentals are private accommodations you can book for a couple days or more in Chipley. Vacation rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.