Places to stay in Chipley

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Chipley

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A wooden gazebo is set in a lush green setting, featuring a small table with two chairs. The open structure showcases decorative railing and is surrounded by trees, creating a peaceful outdoor seating area.

Cottage in Marianna

5 out of 5 average rating, 137 reviews

Chipola Woods quiet & cozy near Caverns, Bear Paw

No cleaning fees! Our one & only peaceful, quiet golf cart friendly location conveniently between I-10/US90 yet the Caverns, Bear Paw river float, Merritts Mill Pond, Hinson Nature Preserve, Blue Springs and all shops, cinema, boat launches & restaurants within a 10 min drive. Golfing, beach, & airports within 1 hour. Modern cottage on a 1/2 acre equipped with large smart TV's in both the living room and bedroom with Prime video. Queen pullout sofa w/mattress topper for extra comfort *on request

Top guest favorite

An outdoor pool area is enclosed by a white fence, featuring a large blue swimming pool complemented by a spa. Comfortable lounge chairs are arranged around the deck, and a gazebo provides shaded seating. Tall trees and clear blue skies create a serene backdrop.

Guesthouse in Chipley

4.95 out of 5 average rating, 346 reviews

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, and a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets and no smoking allowed. Home is sanitized between guest.

Guest favorite

The exterior of a single-story remodeled home is shown, with a light-colored facade and dark shutters. A welcoming front porch is visible, framed by a spacious lawn surrounded by trees, offering a peaceful rural setting.

Home in Vernon

4.92 out of 5 average rating, 156 reviews

Entire home with lakefront access

Looking for a tranquil getaway? Come relax in this beautifully remodeled lakeside home, set amidst the peaceful rural surroundings. Whether you enjoy canoeing, kayaking or fishing, the beautiful Hicks Lake awaits you. And if you're craving a day at the beach, Panama City Beach is just a short 45-minute drive away! But that's not all - you're also just minutes away from several breathtaking natural springs, including Cypress Springs, Vortex Springs, Wiliford Springs, and spring-fed Ecofina Creek

Top guest favorite

A travel trailer is anchored on a grassy area, featuring a modern exterior with a sleek design. The trailer includes an awning for outdoor shade and is surrounded by natural scenery, including trees and open space, inviting exploration and relaxation in a rural setting.

Farm stay in Graceville

5 out of 5 average rating, 8 reviews

Let’s Camp - Florida Edition!

Come to a place of grace in Graceville! Enjoy nature and the drink the well water that taps into the natural spring reservoir! We have 5 acres for you to explore with a trail into a majestic forest! Plenty of space for kids to run in a safe location! We are in a central location to Ponce De Leon Springs, Morrison Springs, Florida Cavern State Park and so much more! No pet fee for pets staying outside. Too rural for WiFi, so you can get off your devices and enjoy each other! Happy camping!

Top guest favorite

A charming cottage exterior features a welcoming front porch with four white bistro chairs and a small table. Decorative plants frame the entrance, and a teal door is adorned with a wreath. Lush green grass surrounds the structure, complemented by tall pines in the background.

Cottage in Cottonwood

4.98 out of 5 average rating, 88 reviews

Cozy Cottage in the Pines

Enjoy a quiet stay just outside of town on a farm! Listen to the breeze whisper through the pines and relax in this peaceful country setting. The cottage is 2 miles north of Cottonwood and is just under 10 miles to The Ross Clark Circle in Dothan. Dothan has a lot to do…..shopping, dining, and entertainment. Also, the cottage is only a few miles from the Florida line and the Georgia line if you’re going there for something fun! WiFi is fast so working from the cottage is easy as well!

Guest favorite

A stone patio features a circular table with an integrated fire pit at its center, surrounded by four black metal chairs. Lush greenery and colorful flowers frame the scene, while a charming cottage is visible in the background under tall trees.

Cottage in Dothan

4.95 out of 5 average rating, 255 reviews

The Oak Nest Garden District

Our cozy cottage home is 900 square feet and it is located behind our home in the beautiful garden district-a quiet, peaceful neighborhood. This adorable cottage has a full, spacious kitchen(sink, refrigerator,stove/oven, microwave, dishwasher basic cooking needs),living room, dining room, bar seating,bedroom with a queen-sized bed, walk-in closet, and stack unit washer/dryer. We are convenient to ACOM and 30 minutes to Fort Rucker. There are 2 nearby parks as well as hospitals.

Top guest favorite

A functional kitchen space features black cabinetry, a white stove, and a stainless steel sink. Counter space is available for food preparation. A microwave and additional appliances are visible on the countertop, complementing the tile flooring throughout the area.

Apartment in Ponce de Leon

4.94 out of 5 average rating, 156 reviews

Backyard Bungalow

Bring the whole family to this great place with lots of room to spread out. Less than 5 minutes from Ponce de Leon Spring State park. Only 10 minutes to get to Vortex Springs or Morrison Springs. Drive 45 minutes to the beautiful white sand beaches in Panama City beach, or Grayton beach in Santa Rosa. Make yourself at home and rest and reset in a country atmosphere. We look forward to hosting you. PET FEE is $25. NO CLEANING FEE. This Airbnb is behind our home, where we live.

Top guest favorite

A pair of bright red adirondack chairs is positioned on a wooden deck, overlooking a calm lake surface scattered with lily pads. The clear blue sky reflects on the water, creating a serene atmosphere in this lakeside setting.

Home in Donalsonville

4.98 out of 5 average rating, 190 reviews

The R & R Lake House on Lake Seminole

Fish, Hunt, Grill, or Chill with direct access to the big lake in just 8 minutes by boat.. Lake Seminole contains 37,500 acres of water, and a shoreline of 376 miles. Bass-Masters annual event attracts anglers from all 50 states. The fish include largemouth bass, crappie, chain pickerel, catfish, striped bass and others. Home is nicely decorated with a lake theme. Awesome Sunsets and views of the lake from the screened-in porch, backyard, 80ft dock, and boat house.

Top guest favorite

A wooden swing is suspended from a sturdy tree branch, overlooking a peaceful pond surrounded by lush greenery. The water reflects the clear blue sky, and the distant tree line creates a serene backdrop, inviting relaxation and contemplation.

Cottage in Dothan

4.99 out of 5 average rating, 195 reviews

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

Guest favorite

An indoor swimming pool is enclosed by large windows, allowing natural light to illuminate the space. The pool features a clear blue surface, with a gentle gradient in depth. Light blue walls and gray flooring create a serene atmosphere, complementing the bright, airy environment.

Guesthouse in Chipley

5 out of 5 average rating, 7 reviews

Romantic Country Escape Pool Hot Tub Breakfast

Come and enjoy this beautiful, cozy, and tranquil getaway. Suite has 1 queen bed, kitchenette, bathroom with shower, smart tv. So many things to do on the property like enjoy the indoor pool, outdoor hot tub, 2 fire pits, goldfish pond with sitting area, chicken coop and vegetable garden , outdoor swing, outdoor movie nights, breakfast, and cottage bakery on property. All situated on a beautiful and peaceful country estate. Come and enjoy yourselves!

Guest favorite

A softly colored bedroom features a spacious bed with a decorative quilt and a wooden headboard. Natural light streams in from large windows, illuminating the room. A sliding glass door leads to a private deck, adding to the bright and open feel of the space.

Apartment in Dothan

4.91 out of 5 average rating, 453 reviews

Claire’s Cottage with privacy gate

Everything you need in a quaint, modern space located on 7 secluded acres with a privacy gate only minutes from the Ross Clark Circle and downtown, Wi-Fi, Smart TV with YouTube TV subscription included (over 70 channels), brand new fridge, spacious rooms. Washer and dryer available. We allow pets on a case by case basis and charge a one time $10 fee per pet upon guests arrival. We also offer EV level 2 charging (40 amp) for a flat $10 fee.

Top guest favorite

A cozy living area showcases a brown sofa, positioned near a light-colored area rug. New kitchen appliances are visible in the background, with ample natural light streaming through a nearby window. A staircase leads to the loft, providing additional sleeping space.

Tiny home in Slocomb

4.98 out of 5 average rating, 144 reviews

Comfortable Tiny House In Wicksburg

Comfortable tiny home in Wicksburg, Alabama offers a loft with a queen size bed. The downstairs has another sleeping area that includes a twin size sleeper sofa. The spacious kitchen has new appliances. There is a scenic view for a peaceful stay, but only about 1 hours drive from places like Panama City Beach Florida. Also, Dothan is 14 miles and Ft Novosol is 12 miles away.