Chipley Vacation Rentals

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Our top choices for Chipley vacation rentals

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 CA $93
CA $183 total
includes taxes & fees
Feb 9 - Feb 10
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

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 CA $133
CA $289 total
includes taxes & fees
Feb 8 - Feb 9
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

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, (24 reviews)
"This is our second time visiting and we love the peace and quiet"
United States
Sonja D.
The price is CA $206
CA $358 total
includes taxes & fees
Feb 7 - Feb 8
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 reviews)
"According to our friends the stay was very peaceful and very relaxing for them."
United States
Ken N.
The price is CA $113
CA $178 total
includes taxes & fees
Feb 9 - Feb 10
Private Cozy bedroom with on suite living room

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,173 reviews)
"Room was great loved the contactless "
United States
Avontay
The price is CA $103
CA $321 total
includes taxes & fees
Mar 9 - Mar 10
Origin At Seahaven

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 CA $132
CA $635 total
includes taxes & fees
Feb 7 - Feb 8
Grand Panama Beach Resort

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, (111 reviews)
"The views were Amazing ..My quate little condo was just the right size for myself n my guests .. definitely will recommend for a little getaway for 2"
United States
Deanna
The price is CA $89
CA $237 total
includes taxes & fees
Feb 7 - Feb 8
Pier Serenity **Beachfront Corner End Balcony** Sleeps 2

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 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.
The price is CA $114
CA $444 total
includes taxes & fees
Feb 7 - Feb 8
Dog-Friendly Retreat with Private Dock & Water Views - Great for Fishing & Boating

Origin 1402 - Studio - Direct Beach View

Origin 1402 - Studio - Direct Beach View
Panama City Beach
9.2 out of 10, Wonderful, (13 reviews)
"Great condo!!! Everything was perfect."
United States
Chad F.
The price is CA $103
CA $353 total
includes taxes & fees
Feb 10 - Feb 11
Origin 1402 - Studio - Direct Beach View

Good Vibes PCB- Private and Serene Getaway

Good Vibes PCB- Private and Serene Getaway
Panama City Beach
10.0 out of 10, Exceptional, (7 reviews)
"I love the house great location I will be booking again "
United States
Demetrus
The price is CA $165
CA $589 total
includes taxes & fees
Feb 10 - Feb 11
Good Vibes PCB- Private and Serene Getaway

Sixth Floor Oceanfront Studio with Ocean Views, Shared Pool, & High-Speed WiFi

Sixth Floor Oceanfront Studio with Ocean Views, Shared Pool, & High-Speed WiFi
Panama City Beach
8.6 out of 10, Excellent, (60 reviews)
"The location on the beach was fantastic! Loved the beautiful beach view from the balcony. Lots to do in the area. Panama Beach Pier Park is really nice!"
United States
maybay T.
The price is CA $81
CA $387 total
includes taxes & fees
Feb 7 - Feb 8
Sixth Floor Oceanfront Studio with Ocean Views, Shared Pool, & High-Speed WiFi

~ La Conchita ~ w private pool & Firepit

~ La Conchita ~ w private pool & Firepit
Panama City
9.8 out of 10, Exceptional, (49 reviews)
"Very clean and comfortable. Would definitely recommend for a family."
United States
Neil L.
The price is CA $86
CA $459 total
includes taxes & fees
Feb 8 - Feb 9
~ La Conchita ~ w private pool & Firepit

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, (241 reviews)
"Loved this place had a great stay"
United States
Tracie C.
The price is CA $62
CA $341 total
includes taxes & fees
Feb 18 - Feb 19
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!

#101 Somerset PETS WELCOMED

#101 Somerset PETS WELCOMED
Bahama Beach
8.4 out of 10, Very good, (19 reviews)
"Nice place"
United States
Bonnie F.
The price is CA $103
CA $375 total
includes taxes & fees
Mar 1 - Mar 2
#101 Somerset PETS WELCOMED

Waterfront Suite with Shared Pool, Easy Beach Access, Free WiFi, Access to Washer/Dryer

Waterfront Suite with Shared Pool, Easy Beach Access, Free WiFi, Access to Washer/Dryer
Panama City Beach
7.8 out of 10, Good, (39 reviews)
"Great place to stay"
United States
Tanja M.
The price is CA $81
CA $387 total
includes taxes & fees
Feb 7 - Feb 8
Waterfront Suite with Shared Pool, Easy Beach Access, Free WiFi, Access to Washer/Dryer

2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!

2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!
4.0 star property
Panama City Beach
10.0 out of 10, Exceptional, (1 review)
The price is CA $148
CA $651 total
includes taxes & fees
Feb 10 - Feb 11
2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!

Ocean View Condo w/ a Shared Pool, Hot Tub, & High-Speed WiFi

Ocean View Condo w/ a Shared Pool, Hot Tub, & High-Speed WiFi
Panama City Beach
7.8 out of 10, Good, (49 reviews)
"The one day we was able to go to the beach and our door was locked and not having to worry about someone getting it"
United States
Michael L.
The price is CA $94
CA $512 total
includes taxes & fees
Feb 7 - Feb 8
Ocean View Condo w/ a Shared Pool, Hot Tub, & High-Speed WiFi

The Banana, A Peaceful Getaway

The Banana, A Peaceful Getaway
Panama City
9.6 out of 10, Exceptional, (24 reviews)
"Excellent stay! Will be back!"
United States
Nathan T.
The price is CA $185
CA $299 total
includes taxes & fees
Mar 1 - Mar 2
The Banana, A Peaceful Getaway

Coastal Breeze Perfect Family Getaway/ Sleep 9

Coastal Breeze Perfect Family Getaway/ Sleep 9
Laguna Beach
9.4 out of 10, Exceptional, (77 reviews)
"Our family had a great time in Panama City for spring break. What made it even better was our accomadations. Our stay was relaxing and the owners were kind and very helpful. We will no doubt be back again!!!!"
United States
brooke B.
The price is CA $116
CA $449 total
includes taxes & fees
Feb 10 - Feb 11
Coastal Breeze Perfect Family Getaway/ Sleep 9

Steps away from beach - New 1B/1B - Pool View

Steps away from beach - New 1B/1B - Pool View
Panama City Beach
9.4 out of 10, Exceptional, (18 reviews)
"Amazing place! Very clean! Will definitely be coming back!! "
United States
blakley c.
The price is CA $121
CA $398 total
includes taxes & fees
Feb 7 - Feb 8
Steps away from beach - New 1B/1B - Pool View
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chipley. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Beach House! Spacious 4BR Retreat, Steps to Beach, Gulf Views & Viewing Deck!: Visitors like this Chipley vacation home rental. It is located near the beach and offers a balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable 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.