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Top Holiday Rentals in Chipley

Landmark Holiday Beach Resort
3.5 star property
8.6 out of 10, Excellent, (219)
"Kitchen has everything you need along with washer and dryer.. Beautiful beachfront view ."
United States
Judy
Landmark Holiday Beach Resort
Splash Beach Resort by Panhandle Getaways
3.5 star property
7.4 out of 10, Good, (199)
"Nice place to stay"
United States
Debbie
Splash Beach Resort by Panhandle Getaways
Calypso Beach Resort by Panhandle Getaways
3.5 star property
8.8 out of 10, Excellent, (166)
"Love! Can’t wait to go back "
United States
Chrisoula
Calypso Beach Resort by Panhandle Getaways
Grand Panama Beach Resort by Panhandle Getaways
3.5 star property
8.4 out of 10, Very good, (99)
"Good location, big units. "
United States
Andrew
Grand Panama Beach Resort by Panhandle Getaways
Tidewater Beach Resort by Panhandle Getaways
3.5 star property
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
Margaritaville Beach Cottage Resort PCB
4.5 star property
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
Edgewater Beach and Golf Resort by Southern Vacation Rentals
4.0 star property
7.4 out of 10, Good, (2201)
"Everything was exactly what we hoped for and needed!"
United States
Robert
Edgewater Beach and Golf Resort by Southern Vacation Rentals
Sterling Breeze by Panhandle Getaways
3.5 star property
8.4 out of 10, Very good, (31)
"Everything was adequate. We didn’t spend much time in the condo. Really no place to put luggage. The staff was friendly and helpful. "
United States
Gabriele
Sterling Breeze by Panhandle Getaways
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
4.0 star property
8.2 out of 10, Very good, (61)
"Although the the gulf was not visible from my room it was so close to the pedestrian bridge to walk to the beach and if you didn’t want to walk there were courtesy gulf cart trams to transport you. Very satisfied. "
United States
Denise
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
Edgewater Beach & Golf Resort by Panhandle Getaways
3.5 star property
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 Southern Vacation Rentals
3.5 star property
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
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
Emerald Beach Resort by Panhandle Getaways
3.5 star property
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
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
Splash Resort
3.5 star property
8.0 out of 10, Very good, (3)
"Very nice with children"
United States
Susan
Splash Resort
Aquavista Beach Resort By Panhandle Getaways
3.5 star property
8.4 out of 10, Very good, (14)
"My family would stay there again. "
United States
William
Aquavista Beach Resort By Panhandle Getaways
Aqua Beach Resort by Panhandle Getaways
3.5 star property
9.4 out of 10, Exceptional, (12)
"The sunsets were perfect."
United States
Nick
Aqua Beach Resort by Panhandle Getaways
Edgewater Beach and Golf Resort by Southern Vacation Rentals V
4.0 star property
8.8 out of 10, Excellent, (19)
"Condo, pool and beach "
United States
Ricky
Edgewater Beach and Golf Resort by Southern Vacation Rentals V
Southwind Condo Rentals by Panhandle Getaways
3.5 star property
8.2 out of 10, Very good, (31)
"This property was good for us. 3 adults and 2 small children. The location was good. Beach was walkable from the condo. The decor was dated and the laundry machines were old. Everything worked though. The water pressure in the second bath sink was a trickle. Showers were good tho. Beds were comfy and layout was nice and open. Worth the cost. "
Canada
Becky
Southwind Condo Rentals by Panhandle Getaways
Emerald Beach by Southern Vacation Rentals
3.5 star property
8.2 out of 10, Very good, (33)
"Extremely friendly helpful staff."
United States
K
Emerald Beach by Southern Vacation Rentals
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

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

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.

How many holiday rentals are there in Chipley?

Choose from 10 Expedia holiday rentals in Chipley for a memorable holiday.

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 wider area, you’ll find Pal's Park and Moss Hill Methodist Church.

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.