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Chipley Vacation Rentals

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Vacation Rentals in Chipley

Landmark Holiday Beach Resort

3.5 star property
Panama City Beach
8.6 out of 10, Excellent, (219)
"Kitchen has everything you need along with washer and dryer.. Beautiful beachfront view ."
United States
Judy
$96 nightly
The price is $109
Nov 18 - Nov 19
Total with taxes and fees
Landmark Holiday Beach Resort

Splash Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
7.4 out of 10, Good, (199)
"Splash is a great place to stay with kids. The pools, lazy river, and splash pads are super fun for them. The on-site restaurant and bars are good too. "
United States
m.
Splash Beach Resort by Panhandle Getaways

Grand Panama Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
8.4 out of 10, Very Good, (99)
"Good location, big units. "
United States
Andrew
Grand Panama Beach Resort by Panhandle Getaways

Margaritaville Beach Cottage Resort PCB

4.5 star property
Panama City Beach
9.4 out of 10, Exceptional, (10)
"This property was amazing. The restaurant had great tasting food with nice size portions. The bungalow was cute, clean and the bed was so comfortable. I traveled with my family and we will be returning soon. This place gets 5 stars from me!!"
United States
Malion
Margaritaville Beach Cottage Resort PCB

Calypso Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
8.8 out of 10, Excellent, (167)
"Love! Can’t wait to go back "
United States
Chrisoula
Calypso Beach Resort by Panhandle Getaways

Tidewater Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
7.2 out of 10, Good, (175)
"The view was amazing!! The staff was very helpful and friendly. We had some minor issues with the elevators (a new system has been installed) but everything was fixed promptly and we had a wonderful time. We will definitely be back sooner than later."
United States
Cameila
Tidewater Beach Resort by Panhandle Getaways

Sterling Breeze by Panhandle Getaways

3.5 star property
Panama City Beach
8.4 out of 10, Very Good, (31)
"Beach view"
United States
Sonja
Sterling Breeze by Panhandle Getaways

Edgewater Beach and Golf Resort by Southern Vacation Rentals

4.0 star property
Panama City Beach
7.4 out of 10, Good, (2201)
"I love their pools. Pools is large, beautiful and multiple choices. "
United States
Phuong
Edgewater Beach and Golf Resort by Southern Vacation Rentals

Edgewater Beach & Golf Resort by Panhandle Getaways

3.5 star property
Panama City Beach
7.6 out of 10, Good, (39)
"Balcony overlooking pool was amazing! Spacious, clean and perfect for our group!"
United States
Kara
Edgewater Beach & Golf Resort by Panhandle Getaways

Emerald Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
8.4 out of 10, Very Good, (28)
"Condo was great, very clean."
United States
Jelena
Emerald Beach Resort by Panhandle Getaways

Emerald Isle Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
9.0 out of 10, Wonderful, (45)
"Stayed in 1902. Beautiful condo! Enjoyed sitting on the balcony every morning while drinking my coffee. Loved getting 2 beach chairs and umbrella as part of the package. Will stay here again!!"
United States
Sandra
Emerald Isle Beach Resort by Panhandle Getaways

Emerald Beach Resort by Southern Vacation Rentals

3.5 star property
Panama City Beach
7.6 out of 10, Good, (811)
"The rental was a nice and cozy little spot. "
United States
TARA
Emerald Beach Resort by Southern Vacation Rentals

Calypso Tower 3 by Panhandle Getaways

3.5 star property
Panama City Beach
8.6 out of 10, Excellent, (18)
"First, I would like to say that Matthew, one of the staff members was so nice, helpful and engaging. There was also another young man in the Tower1 and 2 gift shop (Mikel?) that was super pleasnt as well. Calypso Tower 3 is located right across the street from the Gulf with great Gulf and strip views. It is located next to Pier Park which has tons of dining, shopping, and entertainment options. There is a walkway over the road to safely get to the beach. The pool is huge with some of it being...
United States
Shelley
Calypso Tower 3 by Panhandle Getaways

Splash Resort

3.5 star property
Panama City Beach
7.0 out of 10, Good, (4)
"Very nice with children"
United States
Susan
Splash Resort

BEACHFRONT-4 Bedrm 4 BA Condo-Open SEPTEMBER-Save $$$-500 sq ft Beach BALCONY!

Panama City Beach
8.8 out of 10, Excellent, (32)
"We stayed in unit 507 and it was exactly as the pictures listed on VRBO. The condo was spacious and the patio was the biggest I have ever seen. The property owner's were so nice and helpful. I would highly recommend this unit. We will definitely be back. "
United States
Debbie C.
BEACHFRONT-4 Bedrm 4 BA Condo-Open SEPTEMBER-Save $$$-500 sq ft Beach BALCONY!

"Tide Life" - Perfect Sized Family Beach House

Laguna Beach Estates
10.0 out of 10, Exceptional, (25)
"Right in front of clean white sand beach with lovely pool! Pool is large and 5 ft deep!"
United States
JITESH K.
"Tide Life" - Perfect Sized Family Beach House

Beachfront Condo with Amazing Views and Beach Service Included!

Panama City
10.0 out of 10, Exceptional, (2)
"The unit was clean and beautiful. My elderly in laws were very comfortable in the living room and outdoor seating options! All the beds were comfortable, even the pull out sofa got good reviews from my 9yr old! The owner was absolutely wonderful to work with and easily available and eager to help with a wifi issue we had and any questions! We will definitely be coming back next year! "
United States
Bill S.
Beachfront Condo with Amazing Views and Beach Service Included!

Aqua Beach Resort by Panhandle Getaways

3.5 star property
Panama City Beach
9.4 out of 10, Exceptional, (12)
"The sunsets were perfect."
United States
Nick
Aqua Beach Resort by Panhandle Getaways

PANORAMIC Oceanfront Views 4 bd Condo at 2 bd rates FREE RESERVED Beach service

Panama City Beach
9.4 out of 10, Exceptional, (106)
"Highly recommend this place to stay in PCB, very clean and equipped with everything we needed for our week long stay. Spacious and extremely comfortable for our family. "
United States
Felicia P.
PANORAMIC Oceanfront Views 4 bd Condo at 2 bd rates FREE RESERVED Beach service

Edgewater Beach and Golf Resort by Southern Vacation Rentals VI

4.0 star property
Panama City Beach
8.2 out of 10, Very Good, (61)
"Very clean and close to the beach. Truly felt safe and lots of options for food and fun."
United States
Bradley
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
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

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 $109 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.

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?

Gulf-Front Beauty-Sleeps 12-Superb Beach Access-Heartfelt Hospitality: Visitors like this Chipley vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Chipley?

Choose from 10 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.