A waterfall cascading over a rocky cliff surrounded by lush green ferns and foliage.

Chipley Vacation Rentals

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Our top choices for Chipley vacation 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 SAR 422
SAR 625 total
includes taxes & fees
5 Jul - 6 Jul
Cozy Lakefront Airstream

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, (5 reviews)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
The price is SAR 484
SAR 936 total
includes taxes & fees
23 Jul - 24 Jul
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

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 SAR 443
SAR 710 total
includes taxes & fees
13 Jul - 14 Jul
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Calypso Beach Resort Tower 1

Calypso Beach Resort Tower 1
3.5 star property
Panama City Beach
The price is SAR 1,040
SAR 2,718 total
includes taxes & fees
31 Jul - 1 Aug
Calypso Beach Resort Tower 1

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 SAR 357
SAR 698 total
includes taxes & fees
5 Jul - 6 Jul
Pelican's Nest - The Hideaway in Panama City

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, (29 reviews)
"Super clean and quiet. My cat was welcome to join us. The owner was easy to contact."
United States
Sharon
The price is SAR 563
SAR 984 total
includes taxes & fees
19 Jul - 20 Jul
Charming waterfront barndominium on the beautiful spring-fed Chipola River.

Private - Waterfront Cottage - Panama City, FL

Private - Waterfront Cottage - Panama City, FL
Drummond And Ware
10.0 out of 10, Exceptional, (14 reviews)
"Perfect stay "
United States
Jess C.
The price is SAR 507
SAR 1,239 total
includes taxes & fees
6 Jul - 7 Jul
Private - Waterfront Cottage - Panama City, FL

Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis

Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis
3.5 star property
Panama City Beach
The price is SAR 618
SAR 2,540 total
includes taxes & fees
2 Aug - 3 Aug
Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis

Walk to Beach + Restaurants: PCB Resort Condo!

Walk to Beach + Restaurants: PCB Resort Condo!
3.0 star property
Panama City Beach
9.0 out of 10, Wonderful, (10 reviews)
"Thank you great experience with my stay."
United States
Vanessa
The price is SAR 357
SAR 1,287 total
includes taxes & fees
5 Jul - 6 Jul
Walk to Beach + Restaurants: PCB Resort Condo!

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
8.8 out of 10, Excellent, (23 reviews)
"Great place to stay especially if you have your puppy. It was a really great location "
United States
Christina
The price is SAR 476
SAR 1,558 total
includes taxes & fees
14 Jul - 15 Jul
Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!

Studio Home Just a Minute Walk from the Beach! Book before gone!

Studio Home Just a Minute Walk from the Beach! Book before gone!
Panama City Beach
9.0 out of 10, Wonderful, (21 reviews)
"Just a nice place to stay while in Pcb."
United States
Benjamin P.
The price is SAR 466
SAR 1,210 total
includes taxes & fees
14 Jul - 15 Jul
Studio Home Just a Minute Walk from the Beach! Book before gone!

Charming 1-bedroom condo on lovely Panama City Beach

Charming 1-bedroom condo on lovely Panama City Beach
Panama City
9.8 out of 10, Exceptional, (21 reviews)
"perfect for budget trip"
United States
Liam B.
Charming 1-bedroom condo on lovely Panama City Beach

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 SAR 514
SAR 1,360 total
includes taxes & fees
9 Jul - 10 Jul
Origin 0538- Studio - Breath Taking Gulf Views

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,190 reviews)
"Super nice!! Family friendly! Great location!"
United States
Kennedy
The price is SAR 387
SAR 1,012 total
includes taxes & fees
2 Aug - 3 Aug
Origin At Seahaven

Sterling Breeze by Panhandle Getaways

Sterling Breeze by Panhandle Getaways
3.5 star property
Panama City Beach
8.4 out of 10, Very Good, (34 reviews)
"Not clean , had a water leak in the kitchen they fixed next day. No internet or WF that all, need your own WF or hotspot. Only 2 elevators in the building, pool it was ok but nothing else was offered that ice cream. For someone who called this resort …. Not resort they all. Just regular apartment building!"
United States
Slavica
The price is SAR 714
SAR 2,201 total
includes taxes & fees
17 Jul - 18 Jul
Sterling Breeze by Panhandle Getaways

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, (102 reviews)
"This little place was perfect for our little family! Very clean and cozy. Overall just a wonderful experience. "
United States
Alexis T.
The price is SAR 695
SAR 1,699 total
includes taxes & fees
8 Jul - 9 Jul
Perfect Little Paradise !! VERY COZY UNIT WITH SPECTACULAR VIEW!!!

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, (254 reviews)
"Great stay while in town for baseball. "
United States
Jessica T.
The price is SAR 591
SAR 1,464 total
includes taxes & fees
12 Jul - 13 Jul
Gorgeous beachfront 2BR Condo Steps from the beach with a 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, (136 reviews)
"Very nice smaller condo right near the beach, convenient to everything."
United States
David H.
The price is SAR 605
SAR 1,842 total
includes taxes & fees
8 Jul - 9 Jul
Magnificent View of the Gulf of America Near Pier Park. BOOK YOUR VACATION NOW!

Calypso Tower 3 by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways
3.5 star property
Panama City Beach
9.0 out of 10, Wonderful, (29 reviews)
"excellent location - very clean and fun pool area "
United States
Dave
The price is SAR 736
SAR 2,552 total
includes taxes & fees
7 Jul - 8 Jul
Calypso Tower 3 by Panhandle Getaways

Pier Serenity **Beachfront Corner End Balcony** Sleeps 2

Pier Serenity **Beachfront Corner End Balcony** Sleeps 2
Panama City Beach
9.4 out of 10, Exceptional, (124 reviews)
"Room had an excellent view. Very clean, we will definitely be back!"
United States
Shirley B.
The price is SAR 657
SAR 1,159 total
includes taxes & fees
25 Jul - 26 Jul
Pier Serenity **Beachfront Corner End Balcony** Sleeps 2
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

Frequently asked questions

Can I find vacation rentals in Chipley?

Yes, there are vacation rentals close to popular points of interest in Chipley, or you can go with a secluded option if you'd like a relaxing place to 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's the top vacation rental that Chipley has to offer?

Margaritaville Resort | 6BR Beach Oasis | Pool: Visitors like this Chipley vacation home rental. It is located on the beach and offers a private balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Chipley?

Choose from 6 Expedia vacation rentals in Chipley for a memorable vacation.

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 larger area, you’ll find Pal's Park and Moss Hill Methodist Church.

What are vacation rentals like in Chipley?

Vacation rentals are private accommodations you can book for a couple days or more in Chipley. Vacation rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.