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Chipley Vacation Rentals

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Our top choices for Chipley vacation rentals

Mobile Home in Chipley

Cozy Lakefront Airstream
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 ¥17,593
¥26,025 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy Lakefront Airstream
10.0 out of 10, Exceptional, (3)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
The price is ¥21,056
¥40,059 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
9.6 out of 10, Exceptional, (23)
"Great stay! Very peaceful river setting! Great host! "
United States
Mike A.
The price is ¥23,396
¥39,169 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Charming waterfront barndominium on the beautiful spring-fed Chipola River.
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 ¥12,322
¥19,642 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Private Cozy bedroom with on suite living room

Aparthotel in Panama City Beach

Origin At Seahaven
3.5 star property
7.0 out of 10, Good, (2171)
"Room was great loved the contactless "
United States
Avontay
The price is ¥9,670
¥34,087 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Origin At Seahaven
9.6 out of 10, Exceptional, (11)
"Enough room for 2 and wonderful bed"
United States
Angel C.
The price is ¥17,202
¥22,394 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Beach Guest House Cottage Pier Park, Frank Brown Park, & 30a, private driveway
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 ¥12,946
¥50,521 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Dog-Friendly Retreat with Private Dock & Water Views - Great for Fishing & Boating

Vacation Home in Panama City

~ La Conchita 🐚 ~ w private pool!
9.8 out of 10, Exceptional, (49)
"Very clean and comfortable. Would definitely recommend for a family."
United States
Neil L.
The price is ¥8,422
¥49,806 total
includes taxes & fees
Jan 4 - Jan 5, 2026
~ La Conchita 🐚 ~ w private pool!

Condo in Panama City Beach

Grand Panama Beach Resort
4.0 star property
6.4 out of 10, (5)
"Nice!"
United States
Erik
The price is ¥15,032
¥64,698 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Grand Panama Beach Resort
9.6 out of 10, Exceptional, (62)
"Great place to stay. Parking for 2 vehicles . Three vehicles kinda sketchy. Overall excellent stay"
United States
John F.
The price is ¥13,292
¥63,959 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Private Pool Private Yard "Golf Cart Rentals Available locally"

Aparthotel in Panama City Beach

Landmark Holiday Beach
3.5 star property
8.6 out of 10, Excellent, (222)
"Kitchen has everything you need along with washer and dryer.. Beautiful beachfront view ."
United States
Judy
Landmark Holiday Beach

Vacation Home in Panama City

The Banana, A Peaceful Getaway
9.6 out of 10, Exceptional, (24)
"Excellent stay! Will be back!"
United States
Nathan T.
The price is ¥21,111
¥33,715 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Banana, A Peaceful Getaway
9.4 out of 10, Exceptional, (108)
"Covered parking, nice location, clean comfortable room, close to the Pier. Great Sunset views!..... "
United States
Gerald L.
The price is ¥10,165
¥27,101 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Pier Serenity **Beachfront Corner End Balcony** Sleeps 2
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 ¥10,138
¥37,999 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Origin 0538- Studio - Breath Taking Gulf Views

Apartment in Panama City Beach

Newly renovated studio on the beach # 304
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 ¥4,691
¥34,969 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Newly renovated studio on the beach # 304
9.2 out of 10, Wonderful, (68)
"Amazing find. Very clean updated room . Comfortable bed . On the beach ,close walk to water . Near Sharkey's restaurant. I would love to stay here again on my next visit. "
United States
Kimberly C.
The price is ¥13,881
¥44,225 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Oceanfront studio with shared pool & washer/dryer - steps from the 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 ¥14,074
¥67,629 total
includes taxes & fees
Jan 5 - Jan 6, 2026
BEACHFRONT CONDO NOW ACCEPTING RENTALS!!
9.4 out of 10, Exceptional, (79)
"Condo was very comfortable and beautiful view of the ocean. "
United States
Anonymous traveler
The price is ¥17,029
¥81,591 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sea Breeze-PCB-Deluxe Beachfront King Main Suite-2 baths-Sea Breezes Await!
9.2 out of 10, Wonderful, (52)
"Pool,condo , beach& the Whole property was wonderful & had everything we wanted & needed."
United States
Linda T.
The price is ¥13,881
¥89,656 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Oceanfront Paradise! with Beach Chairs, and Free Activities Each Day +More
9.0 out of 10, Wonderful, (126)
"This was an awesome place stay. We will keep on our favorites list. "
United States
Kenneth W.
Free Beach Chair Service + Free Activities! Summer Deals! 17th Floor!
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

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:

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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?

"Tide Life" - Perfect Sized Family Beach House: You might want to consider this vacation home rental near Chipley, which is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Chipley?

Choose from 8 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.