Chipley Holiday Rentals from €204: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Chipley has to offer?

Beach House - Sunset Paradise by PHG : This holiday home rental outside Chipley 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 such as a coffee maker and free parking are also available for your convenience.

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Our top choices for Chipley holiday 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.

includes taxes & fees

14 Oct - 15 Oct

An indoor swimming pool with a view of the outside.

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

Chipley

Carrie P.

includes taxes & fees

15 Oct - 16 Oct

3. Cozy Lakefront Airstream

Chipley

Lesley H.

includes taxes & fees

2 Nov - 3 Nov

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.

includes taxes & fees

14 Oct - 15 Oct

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.

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

Brittany

includes taxes & fees

14 Oct - 15 Oct

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

7. Calypso Beach Resort Tower 1

Panama City Beach

shawn

includes taxes & fees

16 Oct - 17 Oct

A living room with a TV, wooden coffee table, and a sofa. It has a balcony with a view of the ocean.

8. Origin At Seahaven

Panama City Beach

Gerald

includes taxes & fees

26 Oct - 27 Oct

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

9. Private - Waterfront Cottage - Panama City, FL

Drummond And Ware

"Very clean and unique hidden gem of panama city, it may be in the city but you cant tell while at the house. Its extremely private and secluded, wildlife was everywhere, we watch herons and ducks in the bayou behind the house, a fox and a family of possums in the back yard after dusk. Its dog friendly and close to a lot of dog friendly restaurants, it also has a kayak launch and the fishing is incredible in the bayou. We caught multiple trout and reddish. Ill be posting a video on youtube @...

William

includes taxes & fees

14 Oct - 15 Oct

A bedroom with a bed, a framed sign on the wall, and a door.

10. Octa Collection on Front Beach

Long Beach

includes taxes & fees

1 Nov - 2 Nov

A beach with rows of blue umbrellas and white beach chairs, a sandy shore, and the ocean in the background.

11. Calypso Tower 3 by Panhandle Getaways

Panama City Beach

Thomas

includes taxes & fees

14 Oct - 15 Oct

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12. Origin 1402 - Studio - Direct Beach View

Panama City Beach

Kelsie T.

A balcony with a view of a beach, a palm tree, and a 'No Smoking' sign.

13. Newly renovated studio on the beach # 304

Panama City Beach

Whitney F.

14. Coastal Breeze Perfect Family Getaway/ Sleep 9

Laguna Beach

Brittany K.

A modern kitchen with white cabinets, a large island with bar stools, stainless steel appliances, and pendant lighting.

15. Beach House - The Sanderling by PHG

Sunnyside

includes taxes & fees

14 Oct - 15 Oct

A beach with sand and sparse grass in the foreground, leading to a calm sea under a clear sky.

16. Southwind Condo Rentals by Panhandle Getaways

Panama City Beach

Chassidy

A balcony with a view of a beach and ocean.

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

Panama City Beach

Kelsey C.

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with a blue-tiled deck, palm trees, and lounge chairs.

18. Pier Serenity Beachfront Corner End Balcony Sleeps 2

Panama City Beach

Andres

An aerial view of a beach with rows of blue umbrellas and lounge chairs, indicating a beach resort setting.

19. GULF FRONT Renovated 3 BR (2 King Suites) + Beach Chair Svc. Owner Managed!

Miramar Beach

Marc C.

A backyard with a pool, inflatable pool float, outdoor bar, and lounge chairs.

20. Private Heated Pool Tiki Bar Oasis Walk to Beach

Sunnyside

Alex D.

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Top Chipley Hotel Reviews

La Quinta by Wyndham PCB Coastal Palms

10/10 Excellent

"We needed a place to sleep a few hrs before hitting the road, we had been driving for 11 straight hrs. The price was great, the check-in was a breeze and the room was perfect, clean and comfortable. We did not stay long enough for breakfast but had coffee which was great."

The Reef at Seahaven Beach Resorts

10/10 Excellent

"I loved this place for the price the location was amazing. There were some small cleaning issues with the walls and door frames and the pool wasn't open the whole time. I had to call them to ask them to unlock it.it had been storming so I assume that isn't the norm. The parking was awful till I got use to it. If you drive around the main lot a few times you can usually find someone leaving. But if not the extra lot isn't far only annoying during rain. We absolutely loved walking directly onto the beach from our room. We will be booking again."

Find out more about Chipley

Everything you need to know about Chipley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chipley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chipley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chipley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chipley. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chipley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chipley holiday rentals we have selected for you start as low as €204 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chipley rentals

At Expedia, we put the best Chipley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chipley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chipley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chipley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

What are some of the best holiday rentals that Chipley has to offer?

Beach House - Sunset Paradise by PHG: This holiday home rental outside Chipley 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 such as a coffee maker and free parking are also available for your convenience.

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 Pal's Park are a couple of lovely local spots to get outside and enjoy nature. Lucas Lake 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.

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Our top choices for Chipley holiday rentals

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