Photo by Anthony Creamer

Chipley Vacation Rentals

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Vacation Rentals in Chipley

Origin at Seahaven
4.0 star property
8.6 out of 10, Excellent, (21)
"Absolutely loved this location"
The price is CA $113
CA $392 total
includes taxes & fees
Jun 18 - Jun 19
Origin at Seahaven
Emerald Beach Resort by Southern Vacation Rentals
3.5 star property
7.6 out of 10, Good, (757)
"This condo is very nice. It just needed a deeper cleaning. Wonderful stay. Right on the beach is nice and i sure got a lot of exercise walking from parking garage to room. Out of 5 stars i give 4."
Emerald Beach Resort by Southern Vacation Rentals
Edgewater Beach and Golf Resort by Southern Vacation Rentals
4.0 star property
7.4 out of 10, Good, (2166)
"Nice property "
Edgewater Beach and Golf Resort by Southern Vacation Rentals
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
4.0 star property
8.2 out of 10, Very good, (22)
"It was perfect for a family vacation! Very clean, comfortable, very well equiped. This is our second time staying at this resort and even the same condo as last time and we loved it! "
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
Newly Remodeled!! 500 Feet to Beach!!
9.8 out of 10, Exceptional, (6)
"Great location and very clean! Would recommend."
Newly Remodeled!! 500 Feet to Beach!!
Tidewater Beach Resort by Panhandle Getaways
3.5 star property
7.2 out of 10, Good, (123)
"Looking for a great stay? This is the spot in PCB. They won’t let you down."
The price is CA $301
CA $969 total
includes taxes & fees
Jun 20 - Jun 21
Tidewater Beach Resort by Panhandle Getaways
Continental Condominiums by Southern Vacation Rentals II
3.5 star property
6.8 out of 10, (453)
"Everything was good "
Continental Condominiums by Southern Vacation Rentals II
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 CA $172
CA $368 total
includes taxes & fees
Jun 27 - Jun 28
Gulf Front condo PRIVATE JACUZZI BATH and almost a mile of private gated beach.
Newly Remodeled Two bedroom Two bath! 500 Feet to Beach!
9.4 out of 10, Exceptional, (11)
"This was the most relaxing vacation rental. One of the ceiling fans didnt work. The property manager had it relaced immediately. Service at this beautiful rental is top notch! Cant wait till our next visit!"
Newly Remodeled Two bedroom Two bath! 500 Feet to Beach!
Grand Panama Beach Resort by Panhandle Getaways
3.5 star property
8.2 out of 10, Very good, (71)
"This place was very clean! The staff was nice, it’s conveniently located to grocery stores and shops! Will definitely be back. "
The price is CA $473
CA $1,266 total
includes taxes & fees
Jun 16 - Jun 17
Grand Panama Beach Resort by Panhandle Getaways
Splash Beach Resort by Panhandle Getaways
3.5 star property
7.2 out of 10, Good, (165)
"Everything was great nice room. Clean well kept property great amenities "
The price is CA $543
CA $1,278 total
includes taxes & fees
Jun 29 - Jun 30
Splash Beach Resort by Panhandle Getaways
🏖️300 feet to the beach - Remodeled - FREE Tkts to ACTIVITIES! West PCB!🏖️
9.6 out of 10, Exceptional, (8)
"This is THE hidden gem of the Emerald Coast! Booking literally took less than 20 minutes. The unit was exceptionally clean, neat and in order. You are within walking distance of Pier Park and soo much more! You can get up, get dressed and take a 5 to 10 minute walk to Coconuts for breakfast. There are so many little beach shops between this hidden gem and Pier Park that it would be near impossible to name them all. There is a beach access point directly across from the condominium parking lot...
The price is CA $108
CA $529 total
includes taxes & fees
Jun 22 - Jun 23
🏖️300 feet to the beach - Remodeled - FREE Tkts to ACTIVITIES! West PCB!🏖️
High-rise condo with pool, hot tub, central AC, & free WiFi
9.4 out of 10, Exceptional, (67)
"This condo was prefect for our stay! I was amazed at how well stocked it was-extra trash bags, extra dish detergent, etc. I usually take extras of things like that because most places only supply you with one trash bag, and one dish detergent tab, etc, but this condo had everything we needed for our stay, and we loved it! I’ll definitely be staying here again!"
High-rise condo with pool, hot tub, central AC, & free WiFi
Gulf-front condo with balcony, beach access, hot tub, pool & gym
9.2 out of 10, Wonderful, (28)
"We enjoyed everything about this place."
Gulf-front condo with balcony, beach access, hot tub, pool & gym
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
9.6 out of 10, Exceptional, (197)
"Location was amazing. :)"
The price is CA $302
CA $647 total
includes taxes & fees
Jun 30 - Jul 1
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
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!
Calypso 902 West - 3 Bedroom, 2 Bathroom Beach Front Condominium
6.4 out of 10, (27)
"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
Laguna Beach 1 bedroom 1 bath, private entrance in the back of my home!!
9.4 out of 10, Exceptional, (40)
"If I could give more than 5 stars I would. Being in a home it was outstanding. Everything we needed. Even down to coffee pods and q-tips"
Laguna Beach 1 bedroom 1 bath, private entrance in the back of my home!!
Tidewater Beach Luxury Penthouse w/ Resort Amenities and a View!
9.2 out of 10, Wonderful, (24)
"Loved the place and location but the elevators were the worst, took us 30 minutes every time we had to use it and being on the 25th floor did not help. We had to take the stairs a couple times which was absolute hell carrying items up and down to the beach."
The price is CA $379
CA $904 total
includes taxes & fees
Jun 21 - Jun 22
Tidewater Beach Luxury Penthouse w/ Resort Amenities and a View!
Edgewater Beach and Golf Resort by Southern Vacation Rentals VII
3.5 star property
8.4 out of 10, Very good, (15)
"Condo and area very kid friendly. Plenty of grocery stores and activities to do with the family "
Edgewater Beach and Golf Resort by Southern Vacation Rentals VII
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

Other types of properties in Chipley you may be interested in

Seahaven Beach Hotel
2.0 star property
5.4 out of 10, (1376)
"I like that its "old school". No frills but clean safe and great beach front. Never a problem here. Ive stayed half a dozen times and never a problem. It is an older hotel so if u want fancy. Keep looking. But i love this place for price, location and beach view/access"
The price is CA $246
CA $294 total
includes taxes & fees
Jun 20 - Jun 21
Seahaven Beach Hotel
Radisson Panama City Beach - Oceanfront
3.0 star property
7.4 out of 10, Good, (1534)
"Right on the beach and very close to lots of restaurants and pier park."
The price is CA $198
CA $263 total
includes taxes & fees
Jun 16 - Jun 17
Radisson Panama City Beach - Oceanfront
Palmetto Beachfront Hotel, a By the Sea Resort
2.0 star property
8.8 out of 10, Excellent, (1013)
"The property across the road from the beach front is dated, but clean. Parking can be limited when coming back late at night. Overall was a good experience for the price. "
The price is CA $109
CA $160 total
includes taxes & fees
Jun 16 - Jun 17
Palmetto Beachfront Hotel, a By the Sea Resort
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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chipley vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chipley vacation rentals we have selected for you start as low as CA $108 per night. Entering your travel dates in the search wizard 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.

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