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Chipley Vacation Rentals

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Our top choices for Chipley vacation rentals

Calypso Beach Resort by Panhandle Getaways

Calypso Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
8.8 out of 10, Excellent, (181 reviews)
"Great stay"
United States
John
The price is CA $365
CA $1,108 total
includes taxes & fees
Jul 21 - Jul 22
Calypso Beach Resort by Panhandle Getaways

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2,189 reviews)
"Super nice!! Family friendly! Great location!"
United States
Kennedy
The price is CA $166
CA $406 total
includes taxes & fees
Jun 24 - Jun 25
Origin At Seahaven

Sparrow

Sparrow
3.0 star property
Lynn Haven
8.6 out of 10, Excellent, (4 reviews)
"Great neighborhood. I didn’t know what to expect with it being a converted garage area but it was great! Had everything we needed for our weekend stay."
United States
Cateria
The price is CA $130
CA $224 total
includes taxes & fees
Jul 22 - Jul 23
Sparrow

Michigan

Michigan
3.5 star property
Lynn Haven
4.0 out of 10, (1 review)
"The listing was misleading. I did not realize I was renting the pool house in the backyard. A family and I both pulled up in the driveway at the same time. They had the house that I thought I was renting and I was in the pool house. It was definitely awkward. The property definitely needs some maintenance and updating. The entire unit smelled like a weed festival."
United States
cynthia
The price is CA $228
CA $537 total
includes taxes & fees
Jul 6 - Jul 7
Michigan

2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!

2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!
2.0 star property
Panama City Beach
The price is CA $221
CA $701 total
includes taxes & fees
Jun 23 - Jun 24
2BR Townhome Walk to Beach Near Pier Park + Free Attraction Tickets!

Beach House - Whale Rested by PHG

Beach House - Whale Rested by PHG
4.0 star property
Panama City Beach
The price is CA $2,497
CA $4,343 total
includes taxes & fees
Jul 13 - Jul 14
Beach House - Whale Rested by PHG

Studios at Fontainebleau Terrace

Studios at Fontainebleau Terrace
3.5 star property
Panama City Beach
7.0 out of 10, Good, (4 reviews)
"Nice employees clean room would have been perfect if it had a private balcony will come visit again! "
United States
Nicholas
The price is CA $248
CA $450 total
includes taxes & fees
Jul 5 - Jul 6
Studios at Fontainebleau Terrace

Beach House - Anchors Aweigh by PHG

Beach House - Anchors Aweigh by PHG
4.0 star property
Panama City Beach
The price is CA $3,490
CA $5,466 total
includes taxes & fees
Jul 11 - Jul 12
Beach House - Anchors Aweigh by PHG

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 CA $256
CA $804 total
includes taxes & fees
Jun 27 - Jun 28
3BR Canal-front Home w/ Wifi & Boat Dock

Coastal Condo 607 by Brightwild Beachfront

Coastal Condo 607 by Brightwild Beachfront
2.0 star property
Panama City Beach
The price is CA $681
CA $1,424 total
includes taxes & fees
Jun 23 - Jun 24
Coastal Condo 607 by Brightwild Beachfront

Tidewater Beach Resort by Panhandle Getaways

Tidewater Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
7.4 out of 10, Good, (184 reviews)
"Love everything about this condo "
United States
Cynthia
The price is CA $314
CA $937 total
includes taxes & fees
Jun 24 - Jun 25
Tidewater Beach Resort by Panhandle Getaways

Edgewater by Book That Condo

Edgewater by Book That Condo
4.0 star property
Panama City Beach
The price is CA $541
CA $1,284 total
includes taxes & fees
Jul 19 - Jul 20
Edgewater by Book That Condo

Barefoot Beach House by PHG

Barefoot Beach House by PHG
4.0 star property
Panama City Beach
The price is CA $310
CA $1,433 total
includes taxes & fees
Jun 26 - Jun 27
Barefoot Beach House by PHG

Georgia

Georgia
3.0 star property
Lynn Haven
2.0 out of 10, (1 review)
"The place looked a little better in the photos. Only stayed an hour because there were mosquitoes everywhere in our room and we were getting eaten alive. Waist of money."
United States
Dajae
The price is CA $162
CA $296 total
includes taxes & fees
Jul 15 - Jul 16
Georgia

Calypso Beach Resort Tower 1

Calypso Beach Resort Tower 1
3.5 star property
Panama City Beach
The price is CA $334
CA $1,052 total
includes taxes & fees
Jul 6 - Jul 7
Calypso Beach Resort Tower 1

Tidewater

Tidewater
3.5 star property
Panama City Beach
6.0 out of 10, (3 reviews)
"Road construction directly in front of condo was bad. The staff and the people at the desk were very friendly and helpful. The property was kept clean. "
United States
Robert
The price is CA $313
CA $936 total
includes taxes & fees
Jul 5 - Jul 6
Tidewater

Beach House - Shellebration by PHG

Beach House - Shellebration by PHG
4.0 star property
Panama City Beach
The price is CA $2,178
CA $3,982 total
includes taxes & fees
Jul 11 - Jul 12
Beach House - Shellebration by PHG

Emerald Beach 2325

Emerald Beach 2325
3.0 star property
Panama City Beach
10.0 out of 10, Exceptional, (1 review)
"Amazing"
United States
Anna
The price is CA $391
CA $827 total
includes taxes & fees
Jun 28 - Jun 29
Emerald Beach 2325

Walk to Beach: PCB Condo w/ Oceanfront Pool Access

Walk to Beach: PCB Condo w/ Oceanfront Pool Access
4.0 star property
Panama City Beach
The price is CA $208
CA $588 total
includes taxes & fees
Jun 23 - Jun 24
Walk to Beach: PCB Condo w/ Oceanfront Pool Access

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 CA $310
CA $932 total
includes taxes & fees
Jul 6 - Jul 7
Grand Panama Beach Resort by Panhandle Getaways
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?

2024 Remodel! One Minute Walk from the Beach and pool! Front Door Parking!: 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Chipley?

Choose from 4 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.