Chipley Holiday Rentals

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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 AU$259
includes taxes & fees
9 Mar - 10 Mar
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 AU$219
includes taxes & fees
9 Mar - 10 Mar
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 AU$318
includes taxes & fees
30 Mar - 31 Mar
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, (24 reviews)
"Amazing place"
United States
Alex R.
The price is AU$367
includes taxes & fees
7 Mar - 8 Mar
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
10.0 out of 10, Exceptional, (27 reviews)
"According to our friends the stay was very peaceful and very relaxing for them."
United States
Ken N.
The price is AU$250
includes taxes & fees
6 Apr - 7 Apr
Private Cozy bedroom with on suite living room

#101 Somerset PETS WELCOMED

#101 Somerset PETS WELCOMED
Bahama Beach
8.4 out of 10, Very good, (19 reviews)
"Nice place"
United States
Bonnie F.
#101 Somerset PETS WELCOMED

Calypso Beach Resort by Panhandle Getaways

Calypso Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
8.8 out of 10, Excellent, (170 reviews)
"Stayed for the local Ironman event. Perfect location for the event. We really enjoyed our stay and would recommend!"
United States
Peter
The price is AU$908
includes taxes & fees
7 Mar - 8 Mar
Calypso Beach Resort by Panhandle Getaways

Luxury Beachfront Condo Sleeps 6 Resort Pool Next to Pier

Luxury Beachfront Condo Sleeps 6 Resort Pool Next to Pier
Panama City Beach
9.8 out of 10, Exceptional, (121 reviews)
"ALWAYS the most enjoyable experience with Dawn's Rentals at Reef Memories! See ya at the beach next time!"
United States
Beverly T.
The price is AU$502
includes taxes & fees
9 Mar - 10 Mar
Luxury Beachfront Condo Sleeps 6 Resort Pool Next to Pier

The Banana, A Peaceful Getaway

The Banana, A Peaceful Getaway
Panama City
9.6 out of 10, Exceptional, (24 reviews)
"Very clean inside, easy check in, and a beautiful view. Definitely would recommend!"
United States
Emma F.
The price is AU$311
includes taxes & fees
16 Mar - 17 Mar
The Banana, A Peaceful Getaway

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,174 reviews)
"Room was great loved the contactless "
United States
Avontay
The price is AU$335
includes taxes & fees
15 Mar - 16 Mar
Origin At Seahaven

2 Bedroom Duplex with Backyard, One Block from Laguna Beach Sand, Pet-Friendly

2 Bedroom Duplex with Backyard, One Block from Laguna Beach Sand, Pet-Friendly
Laguna Beach
10.0 out of 10, Exceptional, (47 reviews)
"Very clean everything you need for you and your puppies walking distance to the beach. Had a wonderful time. Would recommend it five stars."
United States
LaDawn
2 Bedroom Duplex with Backyard, One Block from Laguna Beach Sand, Pet-Friendly

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, (59 reviews)
"Perfect week away for my wife and i.....pool and hot.tub are steps away !!!"
United States
JEFF K.
The price is AU$494
includes taxes & fees
8 Mar - 9 Mar
gulf view! only 30 steps to the HEATED pool and hot tub!!

Newly renovated studio on the beach # 304

Newly renovated studio on the beach # 304
Panama City Beach
9.2 out of 10, Wonderful, (10 reviews)
"Room was typical of a hotel stlye room. Wish there was a place to put clothes and a place for soap/wash cloth etc in the shower. Full sized refrigerator was nice to hold all of our families food stuffs. View was spectacular. No heated pool or hot tub but id imagine during the warmer season that doesnt matter."
United States
herbert
The price is AU$386
includes taxes & fees
8 Mar - 9 Mar
Newly renovated studio on the beach # 304

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, (243 reviews)
"Loved this place had a great stay"
United States
Tracie C.
The price is AU$458
includes taxes & fees
15 Mar - 16 Mar
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!

126 Seagrass Way - Perfect Family Beach Getaway

126 Seagrass Way - Perfect Family Beach Getaway
Panama City Beach
9.4 out of 10, Exceptional, (72 reviews)
"Very nice place!!! Would stay here again!! Communication was excellent!!"
United States
Robert W.
The price is AU$592
includes taxes & fees
8 Mar - 9 Mar
126 Seagrass Way - Perfect Family Beach Getaway

ONE MINUTE WALK TO BEACH FROM CONDO DOOR. 2 bd/1 bath Sleeps 6 ground floor unit

ONE MINUTE WALK TO BEACH FROM CONDO DOOR. 2 bd/1 bath Sleeps 6 ground floor unit
Panama City Beach
9.4 out of 10, Exceptional, (61 reviews)
"Everything was nice and as listed"
United States
Ronnie B.
The price is AU$510
includes taxes & fees
19 Mar - 20 Mar
ONE MINUTE WALK TO BEACH FROM CONDO DOOR. 2 bd/1 bath Sleeps 6 ground floor unit

Grand Panama 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, (101 reviews)
"The whole experience has been amazing. The condo was clean and had all the amenities needed for our family of 9. Kids had a blast in the heated pool. Even though it was in the 50-60 degrees, the heated pool was a plus. And the hot tub as well. The beach was clean and comfortable. Beautiful views!"
United States
Nohemi
The price is AU$1,004
includes taxes & fees
22 Mar - 23 Mar
Grand Panama Beach Resort by Panhandle Getaways

BEACHFRONT!! FREE BEACH CHAIRS!! LOW 9TH FLOOR!! Over 146 Five Star Reviews!

BEACHFRONT!! FREE BEACH CHAIRS!! LOW 9TH FLOOR!! Over 146 Five Star Reviews!
Miramar Beach
10.0 out of 10, Exceptional, (180 reviews)
"The place was perfect and the view is so amazing! We loved our stay and the condo had everything we needed. Would absolutely stay again!"
United States
Tom M.
The price is AU$559
includes taxes & fees
10 Mar - 11 Mar
BEACHFRONT!! FREE BEACH CHAIRS!! LOW 9TH FLOOR!! Over 146 Five Star Reviews!

~ La Conchita ~ w private pool & Firepit

~ La Conchita ~ w private pool & Firepit
Panama City
9.8 out of 10, Exceptional, (51 reviews)
"Very clean and comfortable. Would definitely recommend for a family."
United States
Neil L.
~ La Conchita ~ w private pool & Firepit

Origin 1402 - Studio - Direct Beach View

Origin 1402 - Studio - Direct Beach View
Panama City Beach
9.2 out of 10, Wonderful, (13 reviews)
"Great condo!!! Everything was perfect."
United States
Chad F.
The price is AU$374
includes taxes & fees
16 Mar - 17 Mar
Origin 1402 - Studio - Direct Beach View
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, 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 favourite 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 depend 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 AU$267 per night. Entering your travel dates in the search wizard might find you 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?

4 bedrooms, Heated pools, Street Legal Golf Cart included, Beach Community: This holiday home rental outside of Chipley is located on the beach, and has an outdoor pool, a patio and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Chipley?

Choose from 7 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.