Chipley Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

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$882
HK$1,304 total
includes taxes & fees
9 Jun - 10 Jun
Cozy Lakefront Airstream
Indoor pool, a heated 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, (4 reviews)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
The price is HK$952
HK$1,841 total
includes taxes & fees
2 Jun - 3 Jun
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
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$886
HK$1,438 total
includes taxes & fees
2 Jun - 3 Jun
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
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, (27 reviews)
"Amazing place"
United States
Alex R.
The price is HK$1,175
HK$2,046 total
includes taxes & fees
2 Jun - 3 Jun
Charming waterfront barndominium on the beautiful spring-fed Chipola River.
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, (16 reviews)
"Great!"
United States
Richard
The price is HK$744
HK$1,456 total
includes taxes & fees
8 Jun - 9 Jun
Pelican's Nest - The Hideaway in Panama City
Outdoor pool, a heated pool

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, (182 reviews)
"Nice view. Good communication with escala host"
United States
Lori V.
The price is HK$910
HK$4,659 total
includes taxes & fees
7 Jun - 8 Jun
Bring your Pet! Amazing 3rd floor unit! Outstanding Views and Amenities!
Interior

3BR Canal-front Home w/ Wifi & Boat Dock

3BR Canal-front Home w/ Wifi & Boat Dock
3.0 star property
Bayside Park
The price is HK$846
HK$3,840 total
includes taxes & fees
7 Jun - 8 Jun
3BR Canal-front Home w/ Wifi & Boat Dock
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$697
HK$2,323 total
includes taxes & fees
2 Jun - 3 Jun
Origin 0538- Studio - Breath Taking Gulf Views
View from room

Splash Beach Resort by Panhandle Getaways

Splash Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
7.4 out of 10, Good, (211 reviews)
"View was excellent. "
United States
Ronald
The price is HK$947
HK$4,175 total
includes taxes & fees
2 Jun - 3 Jun
Splash Beach Resort 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, (252 reviews)
"Great stay while in town for baseball. "
United States
Jessica T.
The price is HK$1,093
HK$2,880 total
includes taxes & fees
8 Jun - 9 Jun
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
Property grounds

Ocean-front Master Bedroom with Spectacular View!!!

Ocean-front Master Bedroom with Spectacular View!!!
Panama City Beach
9.4 out of 10, Exceptional, (146 reviews)
"Excellent stay, great view. "
United States
Richard T.
The price is HK$1,559
HK$3,426 total
includes taxes & fees
30 Jun - 1 Jul
Ocean-front Master Bedroom with Spectacular View!!!
Living area

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,186 reviews)
"It was a nice stay. Room was really nice. "
United States
Paul
The price is HK$792
HK$2,093 total
includes taxes & fees
3 Jun - 4 Jun
Origin At Seahaven
A heated pool

Fountain of Youth Edgewater Villa 955-Tranquil Pond Views! Free Beach Tram! Remodeled Condo!

Fountain of Youth Edgewater Villa 955-Tranquil Pond Views! Free Beach Tram! Remodeled Condo!
Panama City Beach
10.0 out of 10, Exceptional, (10 reviews)
"Great place"
United States
Benjamin C.
The price is HK$1,454
HK$4,818 total
includes taxes & fees
27 Jun - 28 Jun
Fountain of Youth Edgewater Villa 955-Tranquil Pond Views! Free Beach Tram! Remodeled Condo!
Smart TV, books

Beach getaway just 100 yards from the beach.

Beach getaway just 100 yards from the beach.
Laguna Beach
10.0 out of 10, Exceptional, (100 reviews)
"Would stay again, nice place"
United States
Leigh
The price is HK$1,332
HK$3,006 total
includes taxes & fees
6 Jun - 7 Jun
Beach getaway just 100 yards from the beach.
2 bedrooms, iron/ironing board, WiFi, bed sheets

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, (26 reviews)
"Perfect location for a family vacation! "
United States
Lorrie G.
The price is HK$1,552
HK$3,882 total
includes taxes & fees
10 Jun - 11 Jun
Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC
Outdoor dining

Dog-Friendly Poolside Retreat Near the Beach with Room for the Family

Dog-Friendly Poolside Retreat Near the Beach with Room for the Family
Panama City Beach
9.4 out of 10, Exceptional, (33 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$1,826
HK$5,774 total
includes taxes & fees
21 Jun - 22 Jun
Dog-Friendly Poolside Retreat Near the Beach with Room for the Family
Interior

Beautiful PCB Townhome: Balcony & Resort Amenities

Beautiful PCB Townhome: Balcony & Resort Amenities
4.0 star property
Panama City Beach
10.0 out of 10, Exceptional, (2 reviews)
"Yes, everything was good and I like how the places to shop and eat were also close by."
United States
Ketline
The price is HK$846
HK$3,342 total
includes taxes & fees
3 Jun - 4 Jun
Beautiful PCB Townhome: Balcony & Resort Amenities
Outdoor pool, a heated pool

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, (133 reviews)
"Very nice smaller condo right near the beach, convenient to everything."
United States
David H.
The price is HK$1,262
HK$3,829 total
includes taxes & fees
2 Jun - 3 Jun
Magnificent View of the Gulf of America Near Pier Park. BOOK YOUR VACATION NOW!
View from room

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, (106 reviews)
"Our room had a beach front view. The room was very clean and spacious. The bed slept great! We would definitely stay again. "
United States
Leslie
The price is HK$1,878
HK$6,344 total
includes taxes & fees
6 Jun - 7 Jun
Grand Panama Beach Resort by Panhandle Getaways
Property grounds

Beachfront!! Free Beach Chairs!! Over 297 Five Star Reviews!

Beachfront!! Free Beach Chairs!! Over 297 Five Star Reviews!
Miramar Beach
10.0 out of 10, Exceptional, (298 reviews)
"Very nice condo right on Panama City Beach. Property was clean and nice and having two pool options was a real plus. The beach was beautiful and not too crowded at any point of the trip. I would recommend this rental for sure."
United States
Tom
The price is HK$1,371
HK$3,979 total
includes taxes & fees
18 Jun - 19 Jun
Beachfront!! Free Beach Chairs!! Over 297 Five Star Reviews!
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

Seahaven Beach Hotel

Seahaven Beach Hotel

4/10 Poor
"Checked us in 20 minutes late. Key card would not open door. Room had sand and dirt on floor."
Russell 1-night trip
Posted less than an hour ago
Seahaven Beach Hotel

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?

❃ Walkable to Food & Fun ❃ Beach-Front Pool ❃ Canal-Side Home ❃ No Pet Fee: This holiday home rental outside of Chipley is located on the waterfront, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.