A waterfall cascading over a rocky cliff surrounded by lush green ferns and foliage.

Chipley Vacation Rentals

Q: What's the top vacation rental that Chipley has to offer?

Beach House - Sunset Paradise by PHG : You might want to consider this Chipley vacation home rental for your stay. It 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 like a coffee maker and free parking are also available for your convenience.

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Dates

November 2026

December 2026

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Our top choices for Chipley vacation rentals

An indoor swimming pool with a long, narrow shape, surrounded by walls with large windows.

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

Chipley

Gwen S.

AED 533 total

includes taxes & fees

17 Nov - 18 Nov

A living room with a brown sofa, a white sofa, and a coffee table. There is a door leading outside.

2. The Cozy Farmhouse Retreat

Chipley

AED 2,169 total

includes taxes & fees

19 Nov - 20 Nov

An indoor swimming pool with a view of the outside.

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

Chipley

Carrie P.

AED 845 total

includes taxes & fees

7 Nov - 8 Nov

A wooden boardwalk leading to a lake with trees and a gazebo.

4. 4-bedroom Lake House 45 Minutes from the Beach!

Chipley

Jennifer M.

AED 2,440 total

includes taxes & fees

7 Nov - 8 Nov

A single-story building with a gabled roof, a front porch with a bench, and a large planter with flowers.

5. Charming In-town Bungalow

Marianna

Jennifer

AED 1,144 total

includes taxes & fees

9 Nov - 10 Nov

A wooden staircase leading to a house with a deck, surrounded by trees and a lawn.

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

Altha

Alex R.

AED 1,001 total

includes taxes & fees

8 Nov - 9 Nov

A covered porch with a table and chairs, a ceiling fan, and a view of the outdoors.

7. Private - Waterfront Cottage - Panama City, FL

Panama City

celeste n.

AED 1,079 total

includes taxes & fees

9 Nov - 10 Nov

A living room with a TV, wooden coffee table, and a sofa. It has a balcony with a view of the ocean.

8. Origin At Seahaven

Panama City Beach

Gerald

AED 810 total

includes taxes & fees

12 Nov - 13 Nov

A living room with a sofa, a round coffee table, a TV, and a balcony with a view of the beach.

9. Calypso Tower 3 by Panhandle Getaways

Panama City Beach

Thomas

AED 2,187 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a sofa, a coffee table, and a large sliding glass door leading to a balcony with a view of the ocean.

10. Polynesian #104 Ground Level

Panama City Beach

kerri m.

AED 709 total

includes taxes & fees

28 Nov - 29 Nov

A beach view with a pier extending into the ocean, clear skies, and a balcony overlooking the scene.

11. Calypso Beach Resort Tower 2 by Panhandle Getaways

Panama City Beach

Brittany

A modern living room with a sofa, a coffee table, and a dining area with chairs.

12. Octa Collection on Front Beach

Long Beach

AED 1,215 total

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with dark cabinets, a white island, and red and blue bar stools.

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

Laguna Beach

TsTzero5

A deck with two chairs, a table with a fruit plate, drinks, and a view of the ocean.

14. Splash Resort 605E•Best in PCB•Beach Chairs•Crib•Fireplace

Panama City Beach

Eloise S.

AED 1,411 total

includes taxes & fees

1 Dec - 2 Dec

A hotel room with a bed, a dining table with chairs, a ceiling fan, and a view of the ocean.

15. Origin 0538- Studio - Breath Taking Gulf Views

Panama City Beach

John L.

AED 1,057 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a dresser, a nightstand, a lamp, a painting, and a window with curtains.

16. Coastal Breeze Perfect Family Getaway/ Sleep 9

Laguna Beach

Brittany K.

AED 1,204 total

includes taxes & fees

1 Dec - 2 Dec

A balcony with a view of the ocean and beach, wooden furniture, and a yellow awning.

17. Calypso Beach Resort Tower 1

Panama City Beach

Tien

AED 2,107 total

includes taxes & fees

8 Nov - 9 Nov

A beach with a clear sky, palm trees, and a boardwalk leading to the water.

18. Sea Glass Villa! Gulf front! Pool! Dog friendly! Near Pier Park! Beach loungers!

Panama City Beach

Cody D.

AED 829 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with lounge chairs and palm trees, surrounded by a building with multiple floors and balconies.

19. Ocean view from the 13th Floor. Owner Operated.

Panama City Beach

Kelli

AED 1,050 total

includes taxes & fees

9 Nov - 10 Nov

A hotel with a swimming pool, multiple balconies, and a view of the ocean.

20. Lovely 1 bedroom beach front studio, amazing beach access and location in PCB

Panama City Beach

Kyla M.

AED 840 total

includes taxes & fees

9 Nov - 10 Nov

View all properties

Find vacation rentals that suit your style

Top Chipley Hotel Reviews

A hotel room with a large bed, a wooden nightstand, a desk with a lamp, a bench, and a large mirror.

Comfort Inn & Suites Chipley

Chipley

10/10 Excellent

Jane

A hotel room with a large bed, two bedside lamps, a flat-screen TV, a desk with a chair, and a large white bathtub.

Quality Inn Chipley I-10 at Exit 120

Chipley

10/10 Excellent

Taking it easy

A hotel room with two beds, a desk, a chair, a television, and a bathroom mirror.

Super 8 by Wyndham Chipley

Chipley

10/10 Excellent

Bonnie

A spacious living area with a fireplace, seating, and a high ceiling with fans.

Magnolia Creek Lodge

Cottonwood

10/10 Excellent

Dean

A multi-story hotel with a prominent 'Holiday Inn Express' sign, a covered entrance, and a parking lot.

Holiday Inn Express & Suites Bonifay by IHG

Bonifay

10/10 Excellent

Anonymous traveler

A modern cafe interior with a central wooden table, hanging light fixtures, and a chalkboard wall with menu items.

Hampton Inn Marianna I-10

Marianna

10/10 Excellent

Barbara

A lobby with a central seating area, a reception desk, and a dining area in the background.

Fairfield Inn & Suites Marianna

Marianna

10/10 Excellent

Henry

A hotel room with a bed, a desk, and a chair.

Ponce De Leon Motel

Ponce De Leon

10/10 Excellent

John A.

A spacious lobby with a reception desk, seating area, and a kitchenette in the background.

Homewood Suites by Hilton Panama City Beach

Panama City Beach

10/10 Excellent

Byron

A spacious lobby with a high ceiling, a chandelier, and a seating area with blue and red chairs.

Comfort Inn & Suites Marianna I-10

Marianna

10/10 Excellent

Anonymous traveler

A modern bathroom with a large mirror, a sink, a shower, and a vanity with a towel rack.

Residence Inn Panama City Beach Pier Park

Panama City Beach

10/10 Excellent

Kenny

A swimming pool with lounge chairs and umbrellas, surrounded by buildings with balconies and a waterfall feature.

Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG

Panama City Beach

10/10 Excellent

We had an amazing stay at this beach hotel with our family! From the moment we arrived, the staff was friendly, welcoming, and super helpful. The location couldn’t be better — just steps away from the beach with beautiful ocean views right from our room. The rooms were clean, spacious, and perfect for a family stay. Our kid loved the pool and the beach access, and we appreciated the little touches like beach towels, complimentary breakfast, and nearby dining options that made everything...

Delayni

A poolside area with lounge chairs and a view of the ocean at dusk.

Holiday Inn Club Vacations Panama City Beach Resort by IHG

Panama City Beach

10/10 Excellent

Teresa

A spacious lobby with a grey sofa, round coffee table, and a patterned rug.

Wingate by Wyndham Panama City Area Lynn Haven

Lynn Haven

10/10 Excellent

Mr. Rob at the front desk was very friendly, as was the owner, very nice man. The room was clean, no weird smells, spacious and the beds and bedding were very comfortable. A/C worked beautifully. (We like to sleep at 68*)The grandkids enjoyed the indoor pool while the adults relaxed in the hot tub. There is a sauna as well, but we didn't use it. We highly recommend this hotel and will definitely stay here again.

Ronnyanne

A hotel with a modern design, featuring a prominent sign for 'TownePlace Suites by Marriott'.

TownePlace Suites by Marriott Panama City Beach Pier Park

Panama City Beach

10/10 Excellent

SERGE

A hotel room with a checkered floor, a bed with patterned bedding, a desk, and a wall-mounted TV.

Best Value Inn Motel Sandusky

Marianna

10/10 Excellent

Anonymous traveler

A spacious indoor area with a central water feature surrounded by planters, large windows offering views of the sea, and a modern architectural design.

Hyatt Place Panama City Beach

Panama City Beach

10/10 Excellent

Cynthia

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?

Beach House - Sunset Paradise by PHG: You might want to consider this Chipley vacation home rental for your stay. It 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 like a coffee maker and free parking are also available for your convenience.

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 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 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.

Chipley Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chipley vacation rentals

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

2. The Cozy Farmhouse Retreat

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

4. 4-bedroom Lake House 45 Minutes from the Beach!

5. Charming In-town Bungalow

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

7. Private - Waterfront Cottage - Panama City, FL

8. Origin At Seahaven

9. Calypso Tower 3 by Panhandle Getaways

10. Polynesian #104 Ground Level

11. Calypso Beach Resort Tower 2 by Panhandle Getaways

12. Octa Collection on Front Beach

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

14. Splash Resort 605E•Best in PCB•Beach Chairs•Crib•Fireplace

15. Origin 0538- Studio - Breath Taking Gulf Views

16. Coastal Breeze Perfect Family Getaway/ Sleep 9

17. Calypso Beach Resort Tower 1

18. Sea Glass Villa! Gulf front! Pool! Dog friendly! Near Pier Park! Beach loungers!

19. Ocean view from the 13th Floor. Owner Operated.

20. Lovely 1 bedroom beach front studio, amazing beach access and location in PCB

Find vacation rentals that suit your style

Top Chipley Hotel Reviews

Comfort Inn & Suites Chipley

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Chipley?

What's the top vacation rental that Chipley has to offer?

How many vacation rentals are there in Chipley?

What can I see and do in Chipley?

What are vacation rentals like in Chipley?