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Our top choices for Chipley holiday rentals

Cozy Lakefront Airstream

Cozy Lakefront Airstream
Chipley
9.8 out of 10, Exceptional, (14 reviews)
"We loved the property, enjoyed all the amenities and relaxed comfortably."
United States
Lesley H.
The price is £129
includes taxes & fees
30 Jun - 1 Jul
Cozy Lakefront Airstream

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

Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
Chipley
10.0 out of 10, Exceptional, (5 reviews)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
The price is £181
includes taxes & fees
28 Jun - 29 Jun
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

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

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
Chipley
The price is £137
includes taxes & fees
30 Jun - 1 Jul
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Calypso Beach Resort Tower 1

Calypso Beach Resort Tower 1
3.5 star property
Panama City Beach
The price is £513
includes taxes & fees
30 Jun - 1 Jul
Calypso Beach Resort Tower 1

Pelican's Nest - The Hideaway in Panama City

Pelican's Nest - The Hideaway in Panama City
Panama City
9.8 out of 10, Exceptional, (16 reviews)
"Great!"
United States
Richard
The price is £144
includes taxes & fees
29 Jun - 30 Jun
Pelican's Nest - The Hideaway in Panama City

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

Charming waterfront barndominium on the beautiful spring-fed Chipola River.
Altha
9.6 out of 10, Exceptional, (29 reviews)
"Super clean and quiet. My cat was welcome to join us. The owner was easy to contact."
United States
Sharon
The price is £199
includes taxes & fees
28 Jun - 29 Jun
Charming waterfront barndominium on the beautiful spring-fed Chipola River.

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

Bring your Pet! Amazing 3rd floor unit! Outstanding Views and Amenities!
Panama City Beach
9.4 out of 10, Exceptional, (183 reviews)
"Pet friendly. Clean room. "
United States
amanda l.
The price is £431
includes taxes & fees
29 Jun - 30 Jun
Bring your Pet! Amazing 3rd floor unit! Outstanding Views and Amenities!

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

Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!
Laguna Beach
8.8 out of 10, Excellent, (23 reviews)
"Great place to stay especially if you have your puppy. It was a really great location "
United States
Christina
The price is £315
includes taxes & fees
14 Jul - 15 Jul
Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!

Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC

Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC
Sunnyside
9.6 out of 10, Exceptional, (27 reviews)
"Perfect location for a family vacation! "
United States
Lorrie G.
The price is £369
includes taxes & fees
28 Jun - 29 Jun
Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC

Charming 1-bedroom condo on lovely Panama City Beach

Charming 1-bedroom condo on lovely Panama City Beach
Panama City
9.8 out of 10, Exceptional, (19 reviews)
"It was amazing!"
United States
dusty s.
The price is £174
includes taxes & fees
12 Jul - 13 Jul
Charming 1-bedroom condo on lovely Panama City Beach

Walk to Beach + Restaurants: PCB Resort Condo!

Walk to Beach + Restaurants: PCB Resort Condo!
3.0 star property
Panama City Beach
9.0 out of 10, Wonderful, (10 reviews)
"Thank you great experience with my stay."
United States
Vanessa
Walk to Beach + Restaurants: PCB Resort Condo!

Origin 0538- Studio - Breath Taking Gulf Views

Origin 0538- Studio - Breath Taking Gulf Views
Panama City Beach
9.2 out of 10, Wonderful, (32 reviews)
"great place to stay, will definately be staying there again"
United States
John L.
The price is £263
includes taxes & fees
28 Jun - 29 Jun
Origin 0538- Studio - Breath Taking Gulf Views

Sterling Breeze by Panhandle Getaways

Sterling Breeze by Panhandle Getaways
3.5 star property
Panama City Beach
8.4 out of 10, Very good, (34 reviews)
"Not clean , had a water leak in the kitchen they fixed next day. No internet or WF that all, need your own WF or hotspot. Only 2 elevators in the building, pool it was ok but nothing else was offered that ice cream. For someone who called this resort …. Not resort they all. Just regular apartment building!"
United States
Slavica
The price is £422
includes taxes & fees
28 Jun - 29 Jun
Sterling Breeze by Panhandle Getaways

Magnificent View of the Gulf of America Near Pier Park. BOOK YOUR VACATION NOW!

Magnificent View of the Gulf of America Near Pier Park. BOOK YOUR VACATION NOW!
Panama City Beach
9.8 out of 10, Exceptional, (135 reviews)
"Very nice smaller condo right near the beach, convenient to everything."
United States
David H.
The price is £373
includes taxes & fees
28 Jun - 29 Jun
Magnificent View of the Gulf of America Near Pier Park. BOOK YOUR VACATION NOW!

Ocean-front Master Bedroom with Spectacular View!!!

Ocean-front Master Bedroom with Spectacular View!!!
Panama City Beach
9.4 out of 10, Exceptional, (148 reviews)
"Excellent stay, great view. "
United States
Richard T.
The price is £299
includes taxes & fees
30 Jun - 1 Jul
Ocean-front Master Bedroom with Spectacular View!!!

Emerald Bch Resort, Oceanfront! 6th Floor! Free Beach Chairs! Starbucks! Skybar!

Emerald Bch Resort, Oceanfront! 6th Floor! Free Beach Chairs! Starbucks! Skybar!
Panama City Beach
10.0 out of 10, Exceptional, (136 reviews)
"I traveled last minute to this location with my 4 children. The host was very nice and friendly. The room was exactly like the pictures! The view of the ocean was absolutely amazing! Everything was very clean and up to date! The host communicated with me throughout the entire trip. She provided very useful information daily! The check in and check out process was very easy! This is the perfect location. Seconds away from the beach and the best pizza spot in PCB (Zollo’s Pizza) was right across...
United States
Shrnedra C.
The price is £381
includes taxes & fees
28 Jun - 29 Jun
Emerald Bch Resort, Oceanfront! 6th Floor! Free Beach Chairs! Starbucks! Skybar!

Gulf front Master Bedroom with Amazing View!

Gulf front Master Bedroom with Amazing View!
Panama City Beach
9.6 out of 10, Exceptional, (137 reviews)
"Great location,shops, restaurants,means of entertainment within walking distance. Condominium was extraordinary. The host had everything we needed inside the rooms. Great view of beach and ocean, would recommend using this host in the future."
United States
Christopher C.
The price is £309
includes taxes & fees
1 Jul - 2 Jul
Gulf front Master Bedroom with Amazing View!

"Oceanfront Master Suite: Newly Renovated at Emerald Beach Resort!"

"Oceanfront Master Suite: Newly Renovated at Emerald Beach Resort!"
Panama City Beach
9.8 out of 10, Exceptional, (103 reviews)
"Perfect location and fun for all the kids"
United States
Michelle H.
The price is £572
includes taxes & fees
12 Jul - 13 Jul
"Oceanfront Master Suite: Newly Renovated at Emerald Beach Resort!"

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,190 reviews)
"Super nice!! Family friendly! Great location!"
United States
Kennedy
The price is £226
includes taxes & fees
28 Jun - 29 Jun
Origin At Seahaven

Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!

Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
Panama City Beach
9.4 out of 10, Exceptional, (252 reviews)
"Great stay while in town for baseball. "
United States
Jessica T.
The price is £310
includes taxes & fees
20 Jul - 21 Jul
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
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 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 £226 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?

Margaritaville Resort | 6BR Beach Oasis | Pool: This holiday home rental outside of Chipley is located on the beach, and offers a private balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 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.