Holiday Rentals in Chipley

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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 €150
includes taxes & fees
20 Apr - 21 Apr
Cozy Lakefront Airstream

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 €141
includes taxes & fees
21 Apr - 22 Apr
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

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, (3 reviews)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
The price is €184
includes taxes & fees
15 Apr - 16 Apr
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

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, (25 reviews)
"Amazing place"
United States
Alex R.
The price is €228
includes taxes & fees
15 May - 16 May
Charming waterfront barndominium on the beautiful spring-fed Chipola River.

Private Cozy bedroom with on suite living room

Private Cozy bedroom with on suite living room
Panama City
9.8 out of 10, Exceptional, (29 reviews)
"According to our friends the stay was very peaceful and very relaxing for them."
United States
Ken N.
The price is €131
includes taxes & fees
29 Apr - 30 Apr
Private Cozy bedroom with on suite living room

Pelican's Nest - The Hideaway in Panama City

Pelican's Nest - The Hideaway in Panama City
Panama City
9.8 out of 10, Exceptional, (15 reviews)
"Very nice place to stay."
United States
Howard L.
The price is €162
includes taxes & fees
19 Apr - 20 Apr
Pelican's Nest - The Hideaway in Panama City

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
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay especially if you have your puppy. It was a really great location "
United States
Christina
The price is €284
includes taxes & fees
15 Apr - 16 Apr
Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!

Sterling Breeze by Panhandle Getaways

Sterling Breeze by Panhandle Getaways
3.5 star property
Panama City Beach
8.4 out of 10, Very good, (32 reviews)
"Great place.. near the pier "
United States
Tina
The price is €409
includes taxes & fees
29 Apr - 30 Apr
Sterling Breeze by Panhandle Getaways

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, (245 reviews)
"Great stay while in town for baseball. "
United States
Jessica T.
The price is €242
includes taxes & fees
15 Apr - 16 Apr
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!

🐾🏖️Summer Deals!! Free Activities for Summer ! DOG Friendly🏖️🐾

🐾🏖️Summer Deals!! Free Activities for Summer ! DOG Friendly🏖️🐾
Panama City Beach
9.4 out of 10, Exceptional, (32 reviews)
"The location was great. The access to the pool was awesome. Everything was in walking distance. The couch and chairs needs to be replaced and it had dog hair everywhere. "
United States
Bianca S.
The price is €473
includes taxes & fees
15 Apr - 16 Apr
🐾🏖️Summer Deals!! Free Activities for Summer ! DOG Friendly🏖️🐾

Charming 1-bedroom condo on lovely Panama City Beach

Charming 1-bedroom condo on lovely Panama City Beach
Panama City
10.0 out of 10, Exceptional, (10 reviews)
"Great location and would definitely book again. Highly recommend to anyone looking for a cozy, hassle free getaway!"
United States
Greg R.
Charming 1-bedroom condo on lovely Panama City Beach

#101 Somerset PETS WELCOMED

#101 Somerset PETS WELCOMED
Bahama Beach
8.4 out of 10, Very good, (20 reviews)
"Very clean and a great price for the location!"
United States
Matthew
The price is €233
includes taxes & fees
19 Apr - 20 Apr
#101 Somerset PETS WELCOMED

Polynesian #104 Ground Level

Polynesian #104 Ground Level
Panama City Beach
9.0 out of 10, Wonderful, (54 reviews)
"Our stay was exactly what we expected. A nice place to stay close to everything yet far enough away for the beech to no be too crowded. "
United States
heather h.
Polynesian #104 Ground Level

Free Beach Chair Service + Free Activities! Summer Deals! 17th Floor!

Free Beach Chair Service + Free Activities! Summer Deals! 17th Floor!
Panama City Beach
9.0 out of 10, Wonderful, (129 reviews)
"We had a lovely stay and everything was perfect. "
United States
Renee H.
Free Beach Chair Service + Free Activities! Summer Deals! 17th Floor!

Good Vibes PCB- Private and Serene Getaway

Good Vibes PCB- Private and Serene Getaway
Panama City Beach
10.0 out of 10, Exceptional, (8 reviews)
"I love the house great location I will be booking again "
United States
Demetrus
The price is €384
includes taxes & fees
27 Apr - 28 Apr
Good Vibes PCB- Private and Serene Getaway

Overlooking the Gulf! Pools, Arcade + Free Beach Service & Attraction Tickets

Overlooking the Gulf! Pools, Arcade + Free Beach Service & Attraction Tickets
Panama City Beach
9.2 out of 10, Wonderful, (118 reviews)
"We had a very enjoyable stay"
United States
Robert F.
The price is €265
includes taxes & fees
20 Apr - 21 Apr
Overlooking the Gulf! Pools, Arcade + Free Beach Service & Attraction Tickets

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 €233
includes taxes & fees
27 Apr - 28 Apr
Origin 0538- Studio - Breath Taking Gulf Views

gulf view! only 30 steps to the HEATED pool and hot tub!!

gulf view! only 30 steps to the HEATED pool and hot tub!!
Panama City Beach
10.0 out of 10, Exceptional, (63 reviews)
"Perfect week away for my wife and i.....pool and hot.tub are steps away !!!"
United States
JEFF K.
gulf view! only 30 steps to the HEATED pool and hot tub!!

Perfect Little Paradise !! VERY COZY UNIT WITH SPECTACULAR VIEW!!!

Perfect Little Paradise !! VERY COZY UNIT WITH SPECTACULAR VIEW!!!
Panama City Beach
9.6 out of 10, Exceptional, (97 reviews)
"This little place was perfect for our little family! Very clean and cozy. Overall just a wonderful experience. "
United States
Alexis T.
Perfect Little Paradise !! VERY COZY UNIT WITH SPECTACULAR VIEW!!!

Grand Panama Beach Resort

Grand Panama Beach Resort
4.0 star property
Panama City Beach
6.4 out of 10, (5 reviews)
"Nice!"
United States
Erik
The price is €420
includes taxes & fees
15 Apr - 16 Apr
Grand Panama Beach Resort
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 €208 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?

Street Legal Golf Cart Included! Park right at the front door.: This holiday home rental outside of Chipley offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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.