Chipley Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Chipley vacation rentals

Property grounds

Cozy Lakefront Airstream

Cozy Lakefront Airstream
Chipley
9.8 out of 10, Exceptional, (14 reviews)
"We loved the property, enjoyed all the amenities and relaxed comfortably."
United States
Lesley H.
The price is ￥17,858
￥26,417 total
includes taxes & fees
May 20 - May 21
Cozy Lakefront Airstream
Indoor pool, a heated pool

Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful

Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
Chipley
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in. Breakfast was delicious. Quite county setting. "
United States
Deborah H.
The price is ￥19,287
￥37,928 total
includes taxes & fees
May 20 - May 21
Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful
Pool

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
Chipley
The price is ￥17,620
￥28,784 total
includes taxes & fees
May 18 - May 19
Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery
Property grounds

Charming waterfront barndominium on the beautiful spring-fed Chipola River.

Charming waterfront barndominium on the beautiful spring-fed Chipola River.
Altha
9.6 out of 10, Exceptional, (27 reviews)
"Amazing place"
United States
Alex R.
The price is ￥23,811
￥41,611 total
includes taxes & fees
May 26 - May 27
Charming waterfront barndominium on the beautiful spring-fed Chipola River.
Exterior

Pelican's Nest - The Hideaway in Panama City

Pelican's Nest - The Hideaway in Panama City
Panama City
9.8 out of 10, Exceptional, (16 reviews)
"Great!"
United States
Richard
The price is ￥15,080
￥29,502 total
includes taxes & fees
May 18 - May 19
Pelican's Nest - The Hideaway in Panama City
House (3 Bedrooms) | Interior

3BR Canal-front Home w/ Wifi & Boat Dock

3BR Canal-front Home w/ Wifi & Boat Dock
3.0 star property
Bayside Park
3BR Canal-front Home w/ Wifi & Boat Dock
A heated pool

Fountain of Youth Edgewater Villa 955-Tranquil Pond Views! Free Beach Tram! Remodeled Condo!

Fountain of Youth Edgewater Villa 955-Tranquil Pond Views! Free Beach Tram! Remodeled Condo!
Panama City Beach
10.0 out of 10, Exceptional, (10 reviews)
"Great place"
United States
Benjamin C.
The price is ￥14,302
￥79,601 total
includes taxes & fees
May 18 - May 19
Fountain of Youth Edgewater Villa 955-Tranquil Pond Views! Free Beach Tram! Remodeled Condo!
TV

Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!

Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!
Laguna Beach
8.8 out of 10, Excellent, (22 reviews)
"Great place to stay especially if you have your puppy. It was a really great location "
United States
Christina
The price is ￥12,048
￥55,548 total
includes taxes & fees
May 21 - May 22
Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun!
On the beach

Overlooking the Gulf! Pools, Arcade + Free Beach Service & Attraction Tickets

Overlooking the Gulf! Pools, Arcade + Free Beach Service & Attraction Tickets
Panama City Beach
9.0 out of 10, Wonderful, (120 reviews)
"We had a very enjoyable stay"
United States
Robert F.
Overlooking the Gulf! Pools, Arcade + Free Beach Service & Attraction Tickets
Beach nearby

Origin 0538- Studio - Breath Taking Gulf Views

Origin 0538- Studio - Breath Taking Gulf Views
Panama City Beach
9.2 out of 10, Wonderful, (32 reviews)
"great place to stay, will definately be staying there again"
United States
John L.
The price is ￥13,334
￥44,482 total
includes taxes & fees
May 18 - May 19
Origin 0538- Studio - Breath Taking Gulf Views
Balcony

Sterling Breeze by Panhandle Getaways

Sterling Breeze by Panhandle Getaways
3.5 star property
Panama City Beach
8.4 out of 10, Very Good, (32 reviews)
"Not clean , had a water leak in the kitchen they fixed next day. No internet or WF that all, need your own WF or hotspot. Only 2 elevators in the building, pool it was ok but nothing else was offered that ice cream. For someone who called this resort …. Not resort they all. Just regular apartment building!"
United States
Slavica
The price is ￥29,526
￥94,274 total
includes taxes & fees
Jun 11 - Jun 12
Sterling Breeze by Panhandle Getaways
On the beach

Pier Serenity **Beachfront Corner End Balcony** Sleeps 2

Pier Serenity **Beachfront Corner End Balcony** Sleeps 2
Panama City Beach
9.4 out of 10, Exceptional, (120 reviews)
"The views were Amazing ..My quate little condo was just the right size for myself n my guests .. definitely will recommend for a little getaway for 2"
United States
Deanna
The price is ￥16,033
￥34,561 total
includes taxes & fees
May 26 - May 27
Pier Serenity **Beachfront Corner End Balcony** Sleeps 2
Beach nearby

gulf view! only 30 steps to the HEATED pool and hot tub!!

gulf view! only 30 steps to the HEATED pool and hot tub!!
Panama City Beach
10.0 out of 10, Exceptional, (66 reviews)
"Perfect week away for my wife and i.....pool and hot.tub are steps away !!!"
United States
JEFF K.
gulf view! only 30 steps to the HEATED pool and hot tub!!
Outdoor pool, a heated pool

[5 O'Clock Somewhere] Gorgeous Edgewater Beach Resort Panama City Beach, Florida

[5 O'Clock Somewhere] Gorgeous Edgewater Beach Resort Panama City Beach, Florida
Panama City Beach
9.6 out of 10, Exceptional, (133 reviews)
"Beautiful property great place to stay "
United States
David H.
[5 O'Clock Somewhere] Gorgeous Edgewater Beach Resort Panama City Beach, Florida
Outdoor pool, a heated pool

Bring your Pet! Amazing 3rd floor unit! Outstanding Views and Amenities!

Bring your Pet! Amazing 3rd floor unit! Outstanding Views and Amenities!
Panama City Beach
9.4 out of 10, Exceptional, (181 reviews)
"Nice view. Good communication with escala host"
United States
Lori V.
The price is ￥22,716
￥98,903 total
includes taxes & fees
May 24 - May 25
Bring your Pet! Amazing 3rd floor unit! Outstanding Views and Amenities!
Apartment (2 Bedrooms) | Front of property

Beautiful PCB Townhome: Balcony & Resort Amenities

Beautiful PCB Townhome: Balcony & Resort Amenities
4.0 star property
Panama City Beach
10.0 out of 10, Exceptional, (2 reviews)
"Yes, everything was good and I like how the places to shop and eat were also close by."
United States
Ketline
The price is ￥17,144
￥67,695 total
includes taxes & fees
May 21 - May 22
Beautiful PCB Townhome: Balcony & Resort Amenities
Property grounds

Beachfront!! Free Beach Chairs!! Over 241 Five Star Reviews!

Beachfront!! Free Beach Chairs!! Over 241 Five Star Reviews!
Miramar Beach
10.0 out of 10, Exceptional, (298 reviews)
"Very nice condo right on Panama City Beach. Property was clean and nice and having two pool options was a real plus. The beach was beautiful and not too crowded at any point of the trip. I would recommend this rental for sure."
United States
Tom
The price is ￥20,477
￥70,940 total
includes taxes & fees
May 20 - May 21
Beachfront!! Free Beach Chairs!! Over 241 Five Star Reviews!
On the beach

BEACHFRONT!! FREE BEACH CHAIRS!! LOW 9TH FLOOR!! Over 146 Five Star Reviews!

BEACHFRONT!! FREE BEACH CHAIRS!! LOW 9TH FLOOR!! Over 146 Five Star Reviews!
Miramar Beach
10.0 out of 10, Exceptional, (185 reviews)
"The place was perfect and the view is so amazing! We loved our stay and the condo had everything we needed. Would absolutely stay again!"
United States
Tom M.
The price is ￥20,477
￥68,418 total
includes taxes & fees
May 19 - May 20
BEACHFRONT!! FREE BEACH CHAIRS!! LOW 9TH FLOOR!! Over 146 Five Star Reviews!
Living area

Polynesian #104 Ground Level

Polynesian #104 Ground Level
Panama City Beach
8.8 out of 10, Excellent, (57 reviews)
"Our stay was exactly what we expected. A nice place to stay close to everything yet far enough away for the beech to no be too crowded. "
United States
heather h.
The price is ￥15,715
￥42,133 total
includes taxes & fees
May 26 - May 27
Polynesian #104 Ground Level
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

Palmetto Beachfront Hotel, a By the Sea Resort

Palmetto Beachfront Hotel, a By the Sea Resort

2/10 Terrible
"We were only staying one night so an ocean view was not important. They put us in the building across the street and it was terrible. The door had a hug gap, the shelf was falling down, there was mold in the bathroom and the tile that the smoke detector was on was misplaced. Not even sure the smoke detector worked. Checked out after a couple hours because we couldn't stay there. Had to find another hotel."
Cynthia D 1-night trip
Posted 2 hours ago
Palmetto Beachfront Hotel, a By the Sea Resort

Find out more about Chipley

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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?

❃ Walkable to Food & Fun ❃ Beach-Front Pool ❃ Canal-Side Home ❃ No Pet Fee: You might want to consider this vacation home rental near Chipley, which is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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. 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.