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Chipley Vacation Rentals

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Vacation Rentals in Chipley

Condo, 2 Bedrooms | Beach | Beach nearby
Origin at Seahaven
4.5 star property
8.8 out of 10, Excellent, (16)
"The property was nice and pleasant "
The price is $64
$252 total
includes taxes & fees
May 28 - May 29
Origin at Seahaven
Condo, Multiple Beds, Balcony, Ocean View (1131) | 1 bedroom, individually decorated, individually furnished
Emerald Beach Resort by Southern Vacation Rentals
3.5 star property
7.6 out of 10, Good, (752)
"Everything is clos"
Emerald Beach Resort by Southern Vacation Rentals
Condo, 3 Bedrooms, Beachfront (817) | Balcony view
Tidewater Beach Resort by Panhandle Getaways
3.5 star property
7.2 out of 10, Good, (119)
"I just didn’t like elevator it takes too long of waiting "
The price is $182
$731 total
includes taxes & fees
Jun 5 - Jun 6
Tidewater Beach Resort by Panhandle Getaways
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Aerial view
Newly Remodeled!! 500 Feet to Beach!!
9.6 out of 10, Exceptional, (4)
"We chose this property because our son was participating in the Iron Man competition. After studying the route on the IRONMAN website, I felt like this was in close proximity to the course. Little did I know, the running portion of the race goes directly in front of the house! It worked out perfectly! The property was clean and comfortable. A little bit small, but worked very well for us. It was myself, my husband, one adult child and one grandchild. Definitely recommend this spot! Convenience...
Newly Remodeled!! 500 Feet to Beach!!
Pool
Edgewater Beach and Golf Resort by Southern Vacation Rentals
4.0 star property
7.4 out of 10, Good, (2162)
"The condo was perfect for our stay. 2 bathrooms is awesome. The balcony with ocean and beach view made for the perfect perch when not down by the water. The main pool area had some policies that I did not care for. Specifically, are not permitted to be turned to face the sun. Of course if you want to rent a cabana then there are perks. 🙄 Great stay and I look forward to a return trip."
Edgewater Beach and Golf Resort by Southern Vacation Rentals
Pool
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
4.0 star property
8.2 out of 10, Very Good, (19)
"Great resort!"
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
Aerial view
Newly Remodeled Two bedroom Two bath! 500 Feet to Beach!
9.2 out of 10, Wonderful, (10)
"We loved the place, it was very clean and really close to the beach. The checking in and checking out process was very easy. Also, the place is very close to many restaurants and stores, we didn’t have to drive very far. You can even walk to the stores and restaurants if you want to. The only thing I would recommend changing it would be the beds, they were not very comfortable. Other then that everything was great 👍"
Newly Remodeled Two bedroom Two bath! 500 Feet to Beach!
Exterior
Gulf Front condo PRIVATE JACUZZI BATH and almost a mile of private gated beach.
8.6 out of 10, Excellent, (41)
"Nice room with a nice view! The weather and the waves were perfect. The laundry was right by us which was handy so no dirty clothes to bring home!"
The price is $89
$222 total
includes taxes & fees
May 28 - May 29
Gulf Front condo PRIVATE JACUZZI BATH and almost a mile of private gated beach.
On the beach, white sand
Continental Condominiums by Southern Vacation Rentals II
3.5 star property
6.8 out of 10, (448)
"This was our second year staying at this property. The people and staff are absolutely wonderful!"
Continental Condominiums by Southern Vacation Rentals II
Condo, 2 Bedrooms, Sea View (1-307) | View from room
Grand Panama Beach Resort by Panhandle Getaways
3.5 star property
8.2 out of 10, Very Good, (67)
"Updated decor, clean "
The price is $210
$696 total
includes taxes & fees
May 31 - Jun 1
Grand Panama Beach Resort by Panhandle Getaways
A heated pool
Gulf-front condo with balcony, beach access, hot tub, pool & gym
9.2 out of 10, Wonderful, (27)
"We enjoyed everything about this place."
Gulf-front condo with balcony, beach access, hot tub, pool & gym
On the beach
High-rise condo with pool, hot tub, central AC, & free WiFi
9.4 out of 10, Exceptional, (64)
"Absolutely love the Emerald Isle Resort. Staff is friendly and the beach is gorgeous. This is our second year there and we will be back next year!!"
High-rise condo with pool, hot tub, central AC, & free WiFi
Beach nearby
Steps to the beach! 2 br/1 bath Sleeps 6, ground floor Condo
9.6 out of 10, Exceptional, (40)
"The unit was exactly as pictured. Everything was clean and well appointed. We had return home sooner than expected due to unforeseen issues, so we weren't able to explore the whole area like we had planned."
Steps to the beach! 2 br/1 bath Sleeps 6, ground floor Condo
Interior
2-Bed Condo Just Steps from the Sand!
7.6 out of 10, Good, (7)
"Great all but owners wouldn't contact me back"
2-Bed Condo Just Steps from the Sand!
Fridge, microwave, oven, stovetop
Calypso 902 West - 3 Bedroom, 2 Bathroom Beach Front Condominium
6.4 out of 10, (26)
"I have been stuck at home for six months and this was my first time out since my health crisis. We have stayed at the Calypso in many different units over the years, we have been coming to the Calypso for going on 13 years always a great time staying here have not had a problem at any other units. I would say that there is very little deck furniture only one chair. And the beds are hard but other than that it’s all good. PS the dryer takes forever to dry your clothes."
Calypso 902 West - 3 Bedroom, 2 Bathroom Beach Front Condominium
Exterior
TIDEWATER 8th Fl 2BR/3BA + Bunk Beachfront near Pier Park & Beach Chairs too!
9.0 out of 10, Wonderful, (163)
"Quiet, wonderful place to be at the beach. Easy check in and out also parking a breeze."
TIDEWATER 8th Fl 2BR/3BA + Bunk Beachfront near Pier Park & Beach Chairs too!
On the beach, sun loungers
Beachfront Condo With Free Beach Chairs & Umbrella Set Up
9.8 out of 10, Exceptional, (62)
"The propriety was close to the event we attended. Beach access was very good. I would book it again."
Beachfront Condo With Free Beach Chairs & Umbrella Set Up
Beach nearby
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
9.6 out of 10, Exceptional, (195)
"Love this place perfect location. Quite location but we have stayed here twice and both times we have had cleaning issues. Not owner fault. The owners are amazing people. We will definitely stay again and again"
The price is $249
$508 total
includes taxes & fees
Jun 7 - Jun 8
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
Property grounds
Beachfront!! Free Beach Chairs!! Over 241 Five Star Reviews!
10.0 out of 10, Exceptional, (252)
"The place was as advertised, couple of minor issues that were addressed immediately. Properly manager was in continuous cotact just making sure everything was perfect. Would stay again, thanks."
The price is $145
$469 total
includes taxes & fees
May 23 - May 24
Beachfront!! Free Beach Chairs!! Over 241 Five Star Reviews!
On the beach
Tidewater Beach Luxury Penthouse w/ Resort Amenities and a View!
9.2 out of 10, Wonderful, (22)
"It was great! We had such a great time can’t wait to go back. The condo was very nice. The view from the balcony and master was amazing! So close to everything! Hopefully going back next year."
The price is $254
$632 total
includes taxes & fees
May 31 - Jun 1
Tidewater Beach Luxury Penthouse w/ Resort Amenities and a View!
Don't see what you're looking for?
See all available properties in Chipley
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.

Chipley Vacation Rental Travel Info

Popular accommodation
Chipley private vacation homes
Known landmarks
Falling Waters State Park
International airports
Panama City, FL (ECP-Northwest Florida Beaches Intl.) and Tallahassee, FL (TLH-Tallahassee Intl.)

Other types of properties in Chipley you may be interested in

Iron/ironing board, free WiFi, bed sheets
Palmetto Beachfront Hotel, a By the Sea Resort
2.0 star property
8.8 out of 10, Excellent, (1003)
"Very nice establishment only thing I wished the bed was a little softer. "
The price is $85
$123 total
includes taxes & fees
May 23 - May 24
Palmetto Beachfront Hotel, a By the Sea Resort
View from room
Radisson Panama City Beach - Oceanfront
3.0 star property
7.4 out of 10, Good, (1502)
"Shower was leaking, suspect the room has painted over mold. Allergies were off the chart for us both."
The price is $124
$169 total
includes taxes & fees
May 23 - May 24
Radisson Panama City Beach - Oceanfront
Outdoor pool, sun loungers
Seahaven Beach Hotel
2.0 star property
5.4 out of 10, (1334)
"Beach access is amazing. Staff is extremely friendly. "
The price is $119
$135 total
includes taxes & fees
May 23 - May 24
Seahaven Beach Hotel
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.

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 $64 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?

2000.00 a month Winter Rental! Newly Remodeled!! 500 Feet to Beach!!: You might want to consider this vacation home rental near Chipley, which is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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. Pal's Park and Moss Hill Methodist Church are other places to visit while you're in town.

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.

Recent reviews of Chipley properties
Expedia verified reviews

Holiday Inn Resort Panama City Beach, an IHG Hotel

Holiday Inn Resort Panama City Beach, an IHG Hotel

5/5 Excellent
"We enjoyed it"
A verified traveler stayed at Holiday Inn Resort Panama City Beach, an IHG Hotel
Posted 20 hours ago
Holiday Inn Resort Panama City Beach, an IHG Hotel