Chipley Vacation Rentals from $287: Search Short-Term Rentals

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Our top choices for Chipley vacation rentals

Condo, 3 Bedrooms, Ocean View (701E) | Balcony

Calypso Beach Resort by Panhandle Getaways

Panama City Beach

John

$700 nightly

Jul 21 - Jul 22

Total with taxes and fees

2 Bedroom Gulf View | Living area | 50-inch flat-screen TV with cable channels, TV

Origin At Seahaven

Panama City Beach

Kennedy

$254 nightly

Jun 24 - Jun 25

Total with taxes and fees

Sparrow

Lynn Haven

Cateria

$162 nightly

Jul 22 - Jul 23

Total with taxes and fees

Michigan

Lynn Haven

cynthia

$384 nightly

Jul 6 - Jul 7

Total with taxes and fees

2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!

Panama City Beach

$439 nightly

Jun 23 - Jun 24

Total with taxes and fees

Full-size fridge, microwave, oven, stovetop

Beach House - Whale Rested by PHG

Panama City Beach

$2,777 nightly

Jul 13 - Jul 14

Total with taxes and fees

Private beach, white sand, sun loungers, beach umbrellas

Studios at Fontainebleau Terrace

Panama City Beach

Nicholas

$330 nightly

Jul 5 - Jul 6

Total with taxes and fees

Beach House - Anchors Aweigh by PHG

Panama City Beach

$3,414 nightly

Jul 11 - Jul 12

Total with taxes and fees

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

Bayside Park

$490 nightly

Jun 27 - Jun 28

Total with taxes and fees

Coastal Condo 607 by Brightwild Beachfront

Panama City Beach

$889 nightly

Jun 23 - Jun 24

Total with taxes and fees

Tidewater Beach Resort by Panhandle Getaways

Panama City Beach

Cynthia

$636 nightly

Jun 23 - Jun 24

Total with taxes and fees

Edgewater by Book That Condo

Panama City Beach

$814 nightly

Jul 19 - Jul 20

Total with taxes and fees

House, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Barefoot Beach House by PHG

Panama City Beach

$895 nightly

Jun 26 - Jun 27

Total with taxes and fees

Georgia

Lynn Haven

Dajae

$212 nightly

Jul 15 - Jul 16

Total with taxes and fees

Condo, 3 Bedrooms, Ocean View (1708E) | View from room

Calypso Beach Resort Tower 1

Panama City Beach

$666 nightly

Jul 6 - Jul 7

Total with taxes and fees

Tidewater

Panama City Beach

Robert

$582 nightly

Jul 5 - Jul 6

Total with taxes and fees

House, 5 Bedrooms, Private Pool, Ocean View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Beach House - Shellebration by PHG

Panama City Beach

$2,487 nightly

Jul 11 - Jul 12

Total with taxes and fees

Emerald Beach 2325

Panama City Beach

Anna

$563 nightly

Jun 28 - Jun 29

Total with taxes and fees

Walk to Beach: PCB Condo w/ Oceanfront Pool Access

Panama City Beach

$370 nightly

Jun 23 - Jun 24

Total with taxes and fees

Condo, 2 Bedrooms, Ocean View (1-705) | View from room

Grand Panama Beach Resort by Panhandle Getaways

Panama City Beach

Leslie

$683 nightly

Jul 1 - Jul 2

Total with taxes and fees

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Top Chipley Hotel Reviews

The Flamingo Hotel and Tower

8/10 Good

"Very nice location, walkable to plenty of restaurants and even the pier and pier Park. The staff was friendly and always willing to help and assist with anything we may need. the one thing I would have to say is that the interior of the room is “definitely due for some renovations” as the wear and tear has become quite obvious, but I’m sure in time that will be taken care of. overall good stay. would recommen."

Sandpiper Beacon Beach Resort

10/10 Excellent

"We had a 3 double and a queen pull out. I’d probably get 4 doubles and a full pull out as the pull out was uncomfortable but worked. The staff were great and the hotel was awesome. The kitchenette is small but worked for us, we saved a lot on restaurants Probably bring your own pan though. The pool water stayed cloudy for people not washing off after going to the beach. We took our two Boston terriers. The hotel has a 25 lb weight limit on pets. Unfortunately all the grass is across the street but the crosswalk is good but limited places for them to pee. The staff around the hotel are great to deal with when you have pets. This is a great place for families and I would highly recommend it. They have several types of game activities like putt putt on the hotel boardwalk unfortunately we went at a time when we couldn’t do much on the beach because of rip tides and sargassum in the surf, but would have loved to kayak on the water. If you stay here check out pier park and shipwreck island waterpark. There’s plenty of neat activities around and the dog beach is next to the pier."

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

10/10 Excellent

"This property felt much more like a beach resort you would find outside of the US than typical hotels. It was very clean, well maintained, staff were available, and at any given time someone was cleaning or maintaining the property! One elevator was on the fritz while we were there, but that is not their fault and it was being worked on! Staff opened up the service elevator for use and walked guests to the elevator when they were seen waiting too long. Excellent!"

Holiday Inn Resort Panama City Beach by IHG

8/10 Good

"Family friendly had anything you could think of so you wouldn’t leave hotel. It could use better checking in staff. Also room was dirty even after cleaning. It didn’t get a good cleaning when I arrived to my room bathroom had piss all on the bottom area sides it was all yellow barhtub was dirty with hair. Cleaner environment for the amount of people that go there it should be worth the upgrades."

Find out more about Chipley

Everything you need to know about Chipley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chipley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chipley vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chipley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $287 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chipley rentals

At Expedia, we put the best Chipley vacation 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 vacation.

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.

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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?

2024 Remodel! One Minute Walk from the Beach and pool! Front Door Parking!: Visitors like this Chipley vacation home rental. It is located near the beach and offers a balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Chipley?

Choose from 4 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. In the larger area, you’ll find Pal's Park and Moss Hill Methodist Church.

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.

Chipley Vacation Rentals

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Check prices for these dates

Our top choices for Chipley vacation rentals

Calypso Beach Resort by Panhandle Getaways

Origin At Seahaven

Sparrow

Michigan

2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!

Beach House - Whale Rested by PHG

Studios at Fontainebleau Terrace

Beach House - Anchors Aweigh by PHG

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

Coastal Condo 607 by Brightwild Beachfront

Tidewater Beach Resort by Panhandle Getaways

Edgewater by Book That Condo

Barefoot Beach House by PHG

Georgia

Calypso Beach Resort Tower 1

Tidewater

Beach House - Shellebration by PHG

Emerald Beach 2325

Walk to Beach: PCB Condo w/ Oceanfront Pool Access

Grand Panama Beach Resort by Panhandle Getaways

Find vacation rentals that suit your style

Top Chipley Hotel Reviews

The Flamingo Hotel and Tower

Find out more about Chipley

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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