Holiday Rentals in Chipley

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Our top choices for Chipley holiday rentals

Mobile Home in Chipley

Cozy Lakefront Airstream
9.8 out of 10, Exceptional, (14 reviews)
"We loved the property, enjoyed all the amenities and relaxed comfortably."
United States
Lesley H.
Cozy Lakefront Airstream
Peaceful Romantic Escape, Indoor Heated Pool, Hot tub, Breakfast, Art Studio
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
The price is €183
includes taxes & fees
12 Jan - 13 Jan
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
9.6 out of 10, Exceptional, (24 reviews)
"This is our second time visiting and we love the peace and quiet"
United States
Sonja D.
The price is €227
includes taxes & fees
16 Jan - 17 Jan
Charming waterfront barndominium on the beautiful spring-fed Chipola River.
9.8 out of 10, Exceptional, (14 reviews)
"Very nice place to stay."
United States
Howard L.
The price is €164
includes taxes & fees
12 Jan - 13 Jan
Pelican's Nest - The Hideaway in Panama City

Aparthotel in Panama City Beach

Origin At Seahaven
3.5 star property
7.0 out of 10, Good, (2,173 reviews)
"Room was great loved the contactless "
United States
Avontay
The price is €189
includes taxes & fees
12 Jan - 13 Jan
Origin At Seahaven
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 €107
includes taxes & fees
1 Feb - 2 Feb
Private Cozy bedroom with on suite living room

Condo in Panama City Beach

Grand Panama Beach Resort
4.0 star property
6.4 out of 10, (5 reviews)
"Nice!"
United States
Erik
Grand Panama Beach Resort
9.0 out of 10, Wonderful, (64 reviews)
"I loved being able to walk out the door down the deck and straight to dock to boat. It was very clean on the inside, I will stay here again"
United States
Allen G.
Dog-Friendly Retreat with Private Dock & Water Views - Great for Fishing & Boating
9.6 out of 10, Exceptional, (11 reviews)
"Enough room for 2 and wonderful bed"
United States
Angel C.
The price is €127
includes taxes & fees
12 Jan - 13 Jan
Beach Guest House Cottage Pier Park, Frank Brown Park, & 30a, private driveway
10.0 out of 10, Exceptional, (3 reviews)
"My second stay in the condo was excellent"
United States
Kristie B.
Origin 0601- Studio - Beautiful Gulf Views

Holiday Home in Panama City

The Banana, A Peaceful Getaway
9.6 out of 10, Exceptional, (24 reviews)
"Excellent stay! Will be back!"
United States
Nathan T.
The price is €192
includes taxes & fees
13 Jan - 14 Jan
The Banana, A Peaceful Getaway
9.6 out of 10, Exceptional, (62 reviews)
"Great place to stay. Parking for 2 vehicles . Three vehicles kinda sketchy. Overall excellent stay"
United States
John F.
The price is €360
includes taxes & fees
25 Jan - 26 Jan
Private Pool Private Yard "Golf Cart Rentals Available locally"
9.2 out of 10, Wonderful, (123 reviews)
"Beautiful view somewhat dated interior. Only stayed one night as we had a week planned in Seacrest and needed one additional night. Parking was full when we arrived very late ( peak season). "
United States
George Z.
The price is €379
includes taxes & fees
12 Jan - 13 Jan
BEACHFRONT CONDO NOW ACCEPTING RENTALS!!
9.4 out of 10, Exceptional, (109 reviews)
"Covered parking, nice location, clean comfortable room, close to the Pier. Great Sunset views!..... "
United States
Gerald L.
The price is €153
includes taxes & fees
23 Jan - 24 Jan
Pier Serenity **Beachfront Corner End Balcony** Sleeps 2
9.6 out of 10, Exceptional, (37 reviews)
"Perfect location for a family vacation! "
United States
Lorrie G.
Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC
2.5 star property
10.0 out of 10, Exceptional, (70 reviews)
"Excellent vacation"
United States
Brittany H.
Red Sky Nights ~ Discounted January Rates ~
10.0 out of 10, Exceptional, (1 review)
The price is €391
includes taxes & fees
12 Jan - 13 Jan
2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!

Holiday Home in Panama City Beach

Good Vibes PCB- Private and Serene Getaway
10.0 out of 10, Exceptional, (6 reviews)
"I love the house great location I will be booking again "
United States
Demetrus
The price is €378
includes taxes & fees
12 Jan - 13 Jan
Good Vibes PCB- Private and Serene Getaway
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 €153 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?

Private Luxury Ocean Front 4BR/4BA Home PCB - Walk to Pier Park - Pet Friendly!: This holiday home rental outside of Chipley is located on the beach, and has a balcony, a selection of games and a BBQ 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.

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 Pal's Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Lucas Lake 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.