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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)
"We loved the property, enjoyed all the amenities and relaxed comfortably."
United States
Lesley H.
$153 nightly
The price is $166
Jan 6 - Jan 7
Total with taxes and fees
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, (3)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
$190 nightly
The price is $208
Jan 6 - Jan 7
Total with taxes and fees
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

Peaceful Romantic Escape, Indoor Heated Pool, Hot tub, Breakfast, Art Studio

Peaceful Romantic Escape, Indoor Heated Pool, Hot tub, Breakfast, Art Studio
2.0 star property
Chipley
$163 nightly
The price is $178
Jan 6 - Jan 7
Total with taxes and fees
Peaceful Romantic Escape, Indoor Heated Pool, Hot tub, Breakfast, Art Studio

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
2.0 star property
Chipley
$157 nightly
The price is $172
Jan 6 - Jan 7
Total with taxes and fees
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Charming waterfront barndominium on the beautiful spring-fed Chipola River.

Charming waterfront barndominium on the beautiful spring-fed Chipola River.
2.0 star property
Altha
9.6 out of 10, Exceptional, (24)
"Great stay! Very peaceful river setting! Great host! "
United States
Mike A.
$243 nightly
The price is $259
Jan 6 - Jan 7
Total with taxes and fees
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)
"According to our friends the stay was very peaceful and very relaxing for them."
United States
Ken N.
$113 nightly
The price is $120
Feb 1 - Feb 2
Total with taxes and fees
Private Cozy bedroom with on suite living room

Pelican's Nest - The Hideaway in Panama City

Pelican's Nest - The Hideaway in Panama City
Panama City
9.8 out of 10, Exceptional, (14)
"Very nice place to stay."
United States
Howard L.
$175 nightly
The price is $186
Jan 6 - Jan 7
Total with taxes and fees
Pelican's Nest - The Hideaway in Panama City

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2173)
"Room was great loved the contactless "
United States
Avontay
$193 nightly
The price is $219
Jan 6 - Jan 7
Total with taxes and fees
Origin At Seahaven

Dog-Friendly Retreat with Private Dock & Water Views - Great for Fishing & Boating

Dog-Friendly Retreat with Private Dock & Water Views - Great for Fishing & Boating
Bayside Park
9.0 out of 10, Wonderful, (64)
"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.
$305 nightly
The price is $324
Jan 6 - Jan 7
Total with taxes and fees
Dog-Friendly Retreat with Private Dock & Water Views - Great for Fishing & Boating

Private Pool Private Yard "Golf Cart Rentals Available locally"

Private Pool Private Yard "Golf Cart Rentals Available locally"
Sunnyside
9.6 out of 10, Exceptional, (62)
"Great place to stay. Parking for 2 vehicles . Three vehicles kinda sketchy. Overall excellent stay"
United States
John F.
$370 nightly
The price is $409
Jan 25 - Jan 26
Total with taxes and fees
Private Pool Private Yard "Golf Cart Rentals Available locally"

Newly renovated studio on the beach # 304

Newly renovated studio on the beach # 304
2.0 star property
Panama City Beach
9.4 out of 10, Exceptional, (9)
"Everything was as promised and the communication with the property manager was perfect as well!!"
United States
Christy T.
$200 nightly
The price is $224
Jan 10 - Jan 11
Total with taxes and fees
Newly renovated studio on the beach # 304

Landmark Holiday Beach

Landmark Holiday Beach
3.5 star property
Panama City Beach
8.6 out of 10, Excellent, (222)
"Kitchen has everything you need along with washer and dryer.. Beautiful beachfront view ."
United States
Judy
Landmark Holiday Beach

Beach Guest House Cottage Pier Park, Frank Brown Park, & 30a, private driveway

Beach Guest House Cottage Pier Park, Frank Brown Park, & 30a, private driveway
Sunnyside
9.6 out of 10, Exceptional, (11)
"Enough room for 2 and wonderful bed"
United States
Angel C.
$130 nightly
The price is $143
Jan 6 - Jan 7
Total with taxes and fees
Beach Guest House Cottage Pier Park, Frank Brown Park, & 30a, private driveway

Free Starbucks~ La Conchita 🐚 ~ w private pool!

Free Starbucks~ La Conchita 🐚 ~ w private pool!
Panama City
9.8 out of 10, Exceptional, (49)
"Very clean and comfortable. Would definitely recommend for a family."
United States
Neil L.
$289 nightly
The price is $322
Jan 6 - Jan 7
Total with taxes and fees
Free Starbucks~ La Conchita 🐚 ~ w private pool!

"Envy of the Gulf" PCB #606 1 Bedroom Sleeps 6

"Envy of the Gulf" PCB #606 1 Bedroom Sleeps 6
Panama City Beach
9.6 out of 10, Exceptional, (10)
"Nice condo, nice resort, close to everything. "
United States
David C.
$308 nightly
The price is $344
Jan 6 - Jan 7
Total with taxes and fees
"Envy of the Gulf" PCB #606 1 Bedroom Sleeps 6

Coral Casa in Laguna Beach, 2B/2B, Pet friendly

Coral Casa in Laguna Beach, 2B/2B, Pet friendly
Panama City
10.0 out of 10, Exceptional, (26)
"We had a great time! The Coral Casa was exactly as it looks in photos. Very well equipped! The owner was very responsive to questions. We hope to visit again soon! We enjoyed our stay very much! "
United States
Tammy C.
$348 nightly
The price is $382
Jan 21 - Jan 22
Total with taxes and fees
Coral Casa in Laguna Beach, 2B/2B, Pet friendly

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, (108)
"Covered parking, nice location, clean comfortable room, close to the Pier. Great Sunset views!..... "
United States
Gerald L.
$165 nightly
The price is $173
Jan 9 - Jan 10
Total with taxes and fees
Pier Serenity **Beachfront Corner End Balcony** Sleeps 2

Coastal Serenity Retreat - Perfect for Families!

Coastal Serenity Retreat - Perfect for Families!
Panama City Beach
9.4 out of 10, Exceptional, (58)
"Very clean and spacious. Enjoyed the deck and the location was very good"
United States
kecia j.
$285 nightly
The price is $315
Feb 1 - Feb 2
Total with taxes and fees
Coastal Serenity Retreat - Perfect for Families!

The Banana, A Peaceful Getaway

The Banana, A Peaceful Getaway
Panama City
9.6 out of 10, Exceptional, (24)
"Excellent stay! Will be back!"
United States
Nathan T.
$201 nightly
The price is $214
Jan 11 - Jan 12
Total with taxes and fees
The Banana, A Peaceful Getaway

Oceanfront studio with shared pool & washer/dryer - steps from the beach

Oceanfront studio with shared pool & washer/dryer - steps from the beach
Panama City Beach
9.2 out of 10, Wonderful, (68)
"Amazing find. Very clean updated room . Comfortable bed . On the beach ,close walk to water . Near Sharkey's restaurant. I would love to stay here again on my next visit. "
United States
Kimberly C.
$255 nightly
The price is $282
Jan 6 - Jan 7
Total with taxes and fees
Oceanfront studio with shared pool & washer/dryer - steps from the beach
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chipley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chipley vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chipley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $173 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chipley rentals

At Expedia, we put the best Chipley vacation 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 vacation.

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 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?

Private Luxury Ocean Front 4BR/4BA Home PCB - Walk to Pier Park - Pet Friendly!: You might want to consider this vacation home rental near Chipley, which is located on the beach and has a balcony, a selection of games, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Chipley?

Choose from 8 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.