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Our top choices for Chipley holiday rentals

1. 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 £100
includes taxes & fees
18 Oct - 19 Oct
Sparrow

2. 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 £121
includes taxes & fees
28 Sept - 29 Sept
Georgia

3. 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 £119
includes taxes & fees
18 Oct - 19 Oct
Michigan

4. 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, (201 reviews)
"Immaculate view"
United States
Marcus
The price is £417
includes taxes & fees
26 Sept - 27 Sept
Tidewater Beach Resort by Panhandle Getaways

5. Calypso Tower 3 by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways
3.5 star property
Panama City Beach
9.2 out of 10, Wonderful, (39 reviews)
"The property was very clean and in an excellent location . We weren’t on the beach , but we had a great view of the ocean and the pools I would highly recommend"
United States
Thomas
The price is £441
includes taxes & fees
27 Sept - 28 Sept
Calypso Tower 3 by Panhandle Getaways

6. Calypso Beach Resort Tower 1

Calypso Beach Resort Tower 1
4.5 star property
Panama City Beach
9.4 out of 10, Exceptional, (13 reviews)
"My wife and I loved that everything was close by. Qill definitely stay again 10/10"
United States
shawn
The price is £477
includes taxes & fees
16 Oct - 17 Oct
Calypso Beach Resort Tower 1

7. 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 £361
includes taxes & fees
30 Sept - 1 Oct
3BR Canal-front Home w/ Wifi & Boat Dock

8. Calypso Resort and Towers by Book That Condo

Calypso Resort and Towers by Book That Condo
4.0 star property
Panama City Beach
9.4 out of 10, Exceptional, (9 reviews)
"My stay was excellent however I think we needed linen replacements for the duration of the stay"
United States
andre
The price is £634
includes taxes & fees
9 Oct - 10 Oct
Calypso Resort and Towers by Book That Condo

9. Beachwalk 10B by Avantstay PCB Condo Across From the Beach + Pool & Tennis Court

Beachwalk 10B by Avantstay PCB Condo Across From the Beach + Pool & Tennis Court
4.0 star property
Panama City Beach
10.0 out of 10, Exceptional, (1 review)
"Great area !!"
United States
Diana
The price is £310
includes taxes & fees
4 Oct - 5 Oct
Beachwalk 10B by Avantstay PCB Condo Across From the Beach + Pool & Tennis Court

10. Beach House - Sky’s the Limit

Beach House - Sky’s the Limit
3.5 star property
Panama City Beach
The price is £748
includes taxes & fees
9 Oct - 10 Oct
Beach House - Sky’s the Limit

11. Grand Panama Beach Resort - PET Friendly by Panhandle Getaways

Grand Panama Beach Resort - PET Friendly by Panhandle Getaways
3.5 star property
Panama City Beach
6.6 out of 10, (8 reviews)
"Great location nice room "
United States
Joshua
The price is £470
includes taxes & fees
27 Sept - 28 Sept
Grand Panama Beach Resort - PET Friendly by Panhandle Getaways

12. Calypso Beach Resort Tower 2 by Panhandle Getaways

Calypso Beach Resort Tower 2 by Panhandle Getaways
3.5 star property
Panama City Beach
8.8 out of 10, Excellent, (193 reviews)
"Gorgeous view of the ocean. The condo was really nice and modern. This was our first time staying at the Calypso. We will definitely be back!"
United States
Cheryl
The price is £467
includes taxes & fees
12 Oct - 13 Oct
Calypso Beach Resort Tower 2 by Panhandle Getaways

13. 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 £164
includes taxes & fees
5 Oct - 6 Oct
Studios at Fontainebleau Terrace

14. 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 £360
includes taxes & fees
29 Sept - 30 Sept
Tidewater

15. Coastal Condo 807 by Brightwild Beachfront

Coastal Condo 807 by Brightwild Beachfront
2.0 star property
Panama City Beach
The price is £429
includes taxes & fees
25 Oct - 26 Oct
Coastal Condo 807 by Brightwild Beachfront

16. Aquavista 804e

Aquavista 804e
2.5 star property
Panama City Beach
The price is £289
includes taxes & fees
30 Sept - 1 Oct
Aquavista 804e

17. Beach House - Sunset Paradise by PHG

Beach House - Sunset Paradise by PHG
3.5 star property
Bahama Beach
Beach House - Sunset Paradise by PHG

18. Cottage on Cabana Private Gated Neighborhood

Cottage on Cabana Private Gated Neighborhood
3.0 star property
Panama City Beach
The price is £452
includes taxes & fees
5 Oct - 6 Oct
Cottage on Cabana Private Gated Neighborhood

19. Sandbar Serenade by Avantstay Beachside Home + Pool + Tennis Court + Beach Access + Near Pier Park

Sandbar Serenade by Avantstay Beachside Home + Pool + Tennis Court + Beach Access + Near Pier Park
3.0 star property
Panama City Beach
6.0 out of 10, (1 review)
The price is £283
includes taxes & fees
25 Sept - 26 Sept
Sandbar Serenade by Avantstay Beachside Home + Pool + Tennis Court + Beach Access + Near Pier Park

20. Octa Collection on Front Beach

Octa Collection on Front Beach
4.5 star property
Long Beach
The price is £331
includes taxes & fees
4 Oct - 5 Oct
Octa Collection on Front 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 holiday rentals

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

Chipley holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chipley holiday rentals we have selected for you start as low as £142 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 holiday 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 holiday.

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 holiday rentals in Chipley?

Yes, there are holiday rentals close to the most popular sights in Chipley, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Chipley has to offer?

Beach House - Sunset Paradise by PHG: This holiday home rental outside Chipley is located by the ocean, and offers a private balcony, air conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience.

How many holiday rentals are there in Chipley?

Choose from 7 Expedia holiday rentals in Chipley for a memorable holiday.

What can I see and do in Chipley?

Falling Waters State Park and Pal's Park are a couple of lovely local spots to get outside and enjoy nature. Lucas Lake and River Lake are other places to visit while you're in town.

What are holiday rentals like in Chipley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chipley. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.