Photo by Official flight chick

Chipley Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Chipley

Microwave, oven, stovetop
Charming 2-bedroom house in welcoming Chipley Florida

Holiday Home in Chipley

2.0 star property
The price is HK$855
HK$1,944 total
includes taxes & fees
7 Dec - 8 Dec
Charming 2-bedroom house in welcoming Chipley Florida
Terrace/patio
Cozy Lakefront Airstream

Mobile Home in Chipley

9.8 out of 10, Exceptional, (14)
"We loved the property, enjoyed all the amenities and relaxed comfortably."
United States
Lesley H.
The price is HK$875
HK$1,294 total
includes taxes & fees
30 Nov - 1 Dec
Cozy Lakefront Airstream
Outdoor spa tub
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

Mobile Home in Chipley

10.0 out of 10, Exceptional, (3)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
The price is HK$1,050
HK$1,998 total
includes taxes & fees
28 Nov - 29 Nov
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
Property grounds
Charming waterfront barndominium on the beautiful spring-fed Chipola River.

Cabin in Altha

2.0 star property
9.6 out of 10, Exceptional, (21)
"Great stay! Very peaceful river setting! Great host! "
United States
Mike A.
The price is HK$1,166
HK$2,015 total
includes taxes & fees
9 Dec - 10 Dec
Charming waterfront barndominium on the beautiful spring-fed Chipola River.
Property grounds
Private Cozy bedroom with on suite living room

Holiday Home in Panama City

10.0 out of 10, Exceptional, (27)
"According to our friends the stay was very peaceful and very relaxing for them."
United States
Ken N.
The price is HK$474
HK$829 total
includes taxes & fees
2 Dec - 3 Dec
Private Cozy bedroom with on suite living room
A heated pool
Red Sky Nights ~ Discounted Thanksgiving Rates ~

Condo in Panama City Beach

2.5 star property
10.0 out of 10, Exceptional, (70)
"We loved our stay! The condo is updated, clean, and had everything we needed for our stay. "
United States
Andrea B.
The price is HK$890
HK$5,174 total
includes taxes & fees
29 Nov - 30 Nov
Red Sky Nights ~ Discounted Thanksgiving Rates ~
Marina
Dog-Friendly Retreat with Private Dock & Water Views - Great for Fishing & Boating

Holiday Home in Bayside Park

9.0 out of 10, Wonderful, (64)
"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 HK$646
HK$2,527 total
includes taxes & fees
30 Nov - 1 Dec
Dog-Friendly Retreat with Private Dock & Water Views - Great for Fishing & Boating
A heated pool
~ Cozy Coastal Vibes @ Edgewater ~

Condo in Panama City Beach

2.5 star property
10.0 out of 10, Exceptional, (33)
"Everything was fabulous. Great communication from Shelly every time I sent a text and had questions. Condo was beautiful and had everything you need to make your trip relaxing and carefree. Beach Chairs, towels, sand toys, all kitchen appliances you need! A all around. Will definitely be utilizing Shelly and her properties at Edgewater in the future. "
United States
Kimberly B.
The price is HK$890
HK$5,175 total
includes taxes & fees
29 Nov - 30 Nov
~ Cozy Coastal Vibes @ Edgewater ~
Beach/ocean view
Landmark Holiday Beach Resort

Aparthotel in Panama City Beach

3.5 star property
8.6 out of 10, Excellent, (219)
"Kitchen has everything you need along with washer and dryer.. Beautiful beachfront view ."
United States
Judy
Landmark Holiday Beach Resort
Outdoor dining
The Banana, A Peaceful Getaway

Holiday Home in Panama City

9.6 out of 10, Exceptional, (24)
"Great! a taste of Old Florida. Friendly owners. Really clean rooms. Going back again soon. "
United States
Richard
The price is HK$1,050
HK$1,654 total
includes taxes & fees
28 Nov - 29 Nov
The Banana, A Peaceful Getaway
Private kitchen
#101 Somerset PETS WELCOMED

Condo in Bahama Beach

8.4 out of 10, Very good, (19)
"Overall great getaway! "
United States
Cassandra S.
#101 Somerset PETS WELCOMED
2 bedrooms, individually decorated, individually furnished
Origin At Seahaven

Aparthotel in Panama City Beach

3.5 star property
7.0 out of 10, Good, (2169)
"My stay was wonderful very clean and pleasant and the staff was friendly and helpful "
United States
Jamie
The price is HK$552
HK$2,182 total
includes taxes & fees
28 Nov - 29 Nov
Origin At Seahaven
Pool
2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!

Condo in Panama City Beach

4.0 star property
10.0 out of 10, Exceptional, (1)
The price is HK$844
HK$3,705 total
includes taxes & fees
30 Nov - 1 Dec
2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!
Beach nearby
gulf view! only 30 steps to the pool and hot tub!!

Condo in Panama City Beach

10.0 out of 10, Exceptional, (59)
"Easy check in and overall great stay. Will be back!!"
United States
JEFF K.
The price is HK$894
HK$2,767 total
includes taxes & fees
30 Nov - 1 Dec
gulf view! only 30 steps to the pool and hot tub!!
A heated pool
Gulf view, luxury resort w/ pools, hot tub, tiki bar!

Condo in Panama City Beach

2.0 star property
10.0 out of 10, Exceptional, (15)
"Vacation was a success one of the best year and we loved the property we will def be back "
United States
Christina N.
The price is HK$894
HK$3,054 total
includes taxes & fees
30 Nov - 1 Dec
Gulf view, luxury resort w/ pools, hot tub, tiki bar!
A heated pool
BEACHFRONT CONDO NOW ACCEPTING RENTALS!!

Condo in Panama City Beach

9.2 out of 10, Wonderful, (123)
"Beautiful view somewhat dated interior. Only stayed one night as we had a week planned in Seacrest and needed one additional night. Parking was full when we arrived very late ( peak season). "
United States
George Z.
The price is HK$1,050
HK$3,806 total
includes taxes & fees
1 Dec - 2 Dec
BEACHFRONT CONDO NOW ACCEPTING RENTALS!!
On the beach, sun-loungers, beach towels
Newly renovated studio on the beach # 304

Apartment in Panama City Beach

2.0 star property
9.4 out of 10, Exceptional, (9)
"Everything was as promised and the communication with the property manager was perfect as well!!"
United States
Christy T.
The price is HK$194
HK$1,719 total
includes taxes & fees
30 Nov - 1 Dec
Newly renovated studio on the beach # 304
On the beach
Oceanfront Paradise! with Beach Chairs, and Free Activities Each Day +More

Condo in Panama City Beach

9.2 out of 10, Wonderful, (52)
"The condo was perfect. The view was absolutely beautiful. "
United States
PatrickAlisha M.
The price is HK$622
HK$4,375 total
includes taxes & fees
28 Nov - 29 Nov
Oceanfront Paradise! with Beach Chairs, and Free Activities Each Day +More
Fridge, microwave, oven, stovetop
Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC

Holiday Home in Sunnyside

9.6 out of 10, Exceptional, (37)
"Excellent place. "
United States
Steve M.
The price is HK$1,190
HK$3,671 total
includes taxes & fees
30 Nov - 1 Dec
Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC
Beach nearby
Origin 0538- Studio - Breath Taking Gulf Views

Condo in Panama City Beach

9.2 out of 10, Wonderful, (32)
"In the middle of everything. Easy to get around and to get to beach. "
United States
Suzy V.
The price is HK$505
HK$1,879 total
includes taxes & fees
28 Dec - 29 Dec
Origin 0538- Studio - Breath Taking Gulf Views
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chipley Hotel Reviews

Hampton Inn & Suites Panama City Beach-Beachfront

Hampton Inn & Suites Panama City Beach-Beachfront

10/10 Excellent
"Friendly service, clean, safe, fun times. Hotel right on the beach. Pool was nice! "
william 1-night trip
Posted 12 hours ago
Hampton Inn & Suites Panama City Beach-Beachfront

Find out more about Chipley

Search for holiday rentals in Chipley on Expedia! You can easily find your home rentals, villas, holiday apartments in Chipley using one of the methods below:

  • View our selection of featured holiday rentals in Chipley
  • Use the map to find apartments and other holiday homes in the Chipley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chipley while they last

Look no further and take a look at our great range of rental properties in Chipley!

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?

AWESOME BEACHFRONT townhouse! RENOVATED, Spectacular VIEWS! Pet Friendly!: This holiday home rental outside of Chipley is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Chipley?

Choose from 10 Expedia holiday rentals in Chipley for a memorable holiday.

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 wider area, you’ll find Pal's Park and Moss Hill Methodist Church.

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.