Chipley Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Chipley holiday rentals

Property grounds

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 HK$917
HK$1,343 total
includes taxes & fees
20 Apr - 21 Apr
Cozy Lakefront Airstream
Pool

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 HK$713
HK$1,247 total
includes taxes & fees
21 Apr - 22 Apr
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
Pool

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 HK$846
HK$1,763 total
includes taxes & fees
20 Apr - 21 Apr
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
Property grounds

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 HK$1,175
HK$2,053 total
includes taxes & fees
6 May - 7 May
Charming waterfront barndominium on the beautiful spring-fed Chipola River.
Interior

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 HK$705
HK$1,079 total
includes taxes & fees
29 Apr - 30 Apr
Private Cozy bedroom with on suite living room
Exterior

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 HK$744
HK$1,456 total
includes taxes & fees
19 Apr - 20 Apr
Pelican's Nest - The Hideaway in Panama City
Beach nearby

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

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 HK$674
HK$3,766 total
includes taxes & fees
29 Apr - 30 Apr
Sterling Breeze by Panhandle Getaways
Outdoor dining

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 HK$557
HK$2,147 total
includes taxes & fees
19 Apr - 20 Apr
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
Outdoor dining

🐾🏖️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 HK$752
HK$4,358 total
includes taxes & fees
17 Apr - 18 Apr
🐾🏖️Summer Deals!! Free Activities for Summer ! DOG Friendly🏖️🐾
Property grounds

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
Outdoor dining

#101 Somerset PETS WELCOMED

#101 Somerset PETS WELCOMED
Bahama Beach
8.4 out of 10, Very good, (21 reviews)
"Very clean and a great price for the location!"
United States
Matthew
The price is HK$588
HK$2,117 total
includes taxes & fees
19 Apr - 20 Apr
#101 Somerset PETS WELCOMED
Living area

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.
The price is HK$588
HK$1,843 total
includes taxes & fees
23 Apr - 24 Apr
Polynesian #104 Ground Level
A heated pool

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.
The price is HK$879
HK$4,358 total
includes taxes & fees
21 Apr - 22 Apr
Free Beach Chair Service + Free Activities! Summer Deals! 17th Floor!
Beach

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 HK$948
HK$3,330 total
includes taxes & fees
21 Apr - 22 Apr
Good Vibes PCB- Private and Serene Getaway
On the beach

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 HK$593
HK$2,403 total
includes taxes & fees
20 Apr - 21 Apr
Overlooking the Gulf! Pools, Arcade + Free Beach Service & Attraction Tickets
Beach nearby

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 HK$627
HK$2,052 total
includes taxes & fees
22 Apr - 23 Apr
Origin 0538- Studio - Breath Taking Gulf Views
Beach nearby

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.
The price is HK$823
HK$2,620 total
includes taxes & fees
19 Apr - 20 Apr
gulf view! only 30 steps to the HEATED pool and hot tub!!
Property grounds

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!!!
Beach nearby

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 HK$937
HK$3,885 total
includes taxes & fees
21 Apr - 22 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

Radisson Beachfront Hotel - Panama City Beach

Radisson Beachfront Hotel - Panama City Beach

8/10 Good
"Loved the area...would stay again"
Cheryl 1-night trip
Posted 3 hours ago
Radisson Beachfront Hotel - Panama City Beach

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:

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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.

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.