Chipley Vacation Rentals from ￥70,506: Search Short-Term Rentals

Q: What's the top vacation rental that Chipley has to offer?

Beach House - Sunset Paradise by PHG : You might want to consider this vacation rental near Chipley, which is located by the ocean and offers a private balcony, air-conditioning, and Netflix to help you feel perfectly comfortable in your new surroundings. Amenities like a coffee maker and free parking are also available for your convenience.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chipley vacation rentals

An indoor swimming pool with a long, narrow shape, surrounded by walls with large windows.

1. Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Chipley

Gwen S.

￥22,844 total

includes taxes & fees

Sep 8 - Sep 9

2. Cozy Lakefront Airstream

Chipley

Lesley H.

￥26,005 total

includes taxes & fees

Sep 7 - Sep 8

An indoor swimming pool with a view of the outside.

3. Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

Chipley

Carrie P.

￥37,492 total

includes taxes & fees

Sep 8 - Sep 9

A wooden staircase leading to a house with a deck, surrounded by trees and a lawn.

4. Charming waterfront barndominium on the beautiful spring-fed Chipola River.

Altha

Alex R.

￥40,960 total

includes taxes & fees

Sep 7 - Sep 8

A beach with clear turquoise water, a sandy shore, and buildings in the background.

5. ~ La Conchita ~ w private pool & Firepit

Panama City

Ellen D.

￥56,886 total

includes taxes & fees

Oct 1 - Oct 2

A beach view with a pier extending into the ocean, clear skies, and a balcony overlooking the scene.

6. Calypso Beach Resort Tower 2 by Panhandle Getaways

Panama City Beach

Christina

￥96,854 total

includes taxes & fees

Sep 7 - Sep 8

A beach with clear blue water, a pier, and rows of blue beach umbrellas.

7. Calypso Beach Resort Tower 1

Panama City Beach

Elijah

￥88,557 total

includes taxes & fees

Sep 10 - Sep 11

A wooden boardwalk leading to a beach with a pier extending into the ocean.

8. Private - Waterfront Cottage - Panama City, FL

Drummond And Ware

Jess C.

￥47,137 total

includes taxes & fees

Sep 7 - Sep 8

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

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

Hampton Inn & Suites Panama City Beach-Beachfront

10/10 Excellent

"Best place to stay"

Beachcomber Beachfront Hotel, a By The Sea Resort

8/10 Good

"We only had 2 issues, we had a tiki hut right outside our balcony and trees so we really couldn’t see the ocean. And parking was aggravating because they also rented spots so as a renter we sometimes couldn’t find a spot and had to park across the street."

Palmetto Beachfront Hotel, a By the Sea Resort

8/10 Good

"The bathroom sink was slow draining. They came in and cleared the drain but man did it stink. Also they don’t check the filter on the air conditioner it was filthy and we had to try to clean it because it was not blowing cold air. Also parking sucks."

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
Use the map to find apartments and other holiday homes in the Chipley neighbourhood you prefer
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.

What's the top vacation rental that Chipley has to offer?

Beach House - Sunset Paradise by PHG: You might want to consider this vacation rental near Chipley, which is located by the ocean and offers a private balcony, air-conditioning, and Netflix to help you feel perfectly comfortable in your new surroundings. Amenities like a coffee maker and free parking are also available for your convenience.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chipley vacation rentals

1. Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

2. Cozy Lakefront Airstream

3. Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

4. Charming waterfront barndominium on the beautiful spring-fed Chipola River.

5. ~ La Conchita ~ w private pool & Firepit

6. Calypso Beach Resort Tower 2 by Panhandle Getaways

7. Calypso Beach Resort Tower 1

8. Private - Waterfront Cottage - Panama City, FL

9. Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!

10. Splash Beach Resort by Book That Condo

11. Calypso Tower 3 by Panhandle Getaways

12. Exceptional Unit, Fantastic Gulf Views, Ceiling To Floor Windows,Pools!

13. Romantic Condo DIRECTLY ON BEACH! - 2BR/2BA - Sky bar, Starbucks, 2 pools, pizza

14. Laguna Beach Condo with Gulf Views and Pool

15. Bring your Pet! Amazing 3rd floor unit! Outstanding Views and Amenities!

16. Splash Beach Resort by Panhandle Getaways

17. Ocean view from the 13th Floor.Owner Operated.

18. Newly renovated studio on the beach # 304

19. Gulf-front Sunrise w/ Complimentary Beach Service + Attraction Tickets!

20. Gulf front Master Bedroom with Amazing View!

Find vacation rentals that suit your style

Top Chipley Hotel Reviews

Hampton Inn & Suites Panama City Beach-Beachfront

Chateau Beachfront Hotel, A By The Sea Resort

Origin At Seahaven

Hyatt Place Panama City Beach

Sandpiper Beacon Beach Resort

Holiday Inn Resort Panama City Beach by IHG

Beachcomber Beachfront Hotel, a By The Sea Resort

Palmetto Beachfront Hotel, a By the Sea Resort

Tru By Hilton Panama City Beach

Find out more about Chipley

Frequently asked questions

Go further with the Expedia app