Places to stay in Chipley

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Top-rated places to stay in Chipley

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

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Top guest favorite

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 seating area is highlighted by a vibrant floral-patterned rug. A low table is centered between a cozy couch and two armchairs, offering a relaxing space under a shaded gazebo. Red and orange cushions add color to the neutral furniture.

Guesthouse in Chipley

4.95 out of 5 average rating, 332 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

A serene swimming area features crystal-clear water surrounded by lush greenery. Individuals of various ages are engaged in recreational activities, while a wooden dock is visible on the left side. Sunlight reflects on the water, creating a calming atmosphere.

Tiny home in Graceville

4.96 out of 5 average rating, 23 reviews

The Tiny House of Healing - Rustic Rural Edition

Let the honey bees restore what the locusts destroyed in your life! Take a step back in time, when there was no wifi, everyone had well water, gardens at everyone's house and God was held in reverence. Put the phone down and get to know each other again or finish writing that book in the quiet. Board games, a swing and walking trail provided. No wifi but usually 1-2 bars of service (so it is possible to use a mobile hotspot) Fully equipped kitchen. King bed, recliner and queen bed in loft

Guest favorite

Home in Vernon

4.91 out of 5 average rating, 152 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 close-up of a striped chicken stands prominently in the foreground, showcasing its vibrant red comb and vivid orange eye. In the background, additional chickens can be seen foraging in a natural setting, surrounded by greenery and straw.

Guest suite in Enterprise

4.98 out of 5 average rating, 552 reviews

BEST VALUE - No Cleaning Fee

"Relaxing, calm, quiet, peaceful"--all used to describe the 1,200 sq. feet of guest space attached to our home--Read a complete description under "The Space." The private guest suite includes a family room, two bedrooms and bath on our micro-farm just 4 minutes from Fort Rucker and Enterprise. Southern hospitality at its best--Read our reviews! Ammenities include personal-size fridge, coffee, microwave, pool table, WiFi, TV, DVD, Wii, games and toys; laundry room; Handicap/ADA accessible;

Top guest favorite

An indoor pool area features a large, tranquil swimming pool surrounded by smooth, light-colored flooring. Sunlight streams through expansive windows lining one wall, illuminating the bright blue and white striped walls and creating a refreshing atmosphere.

Guest suite in Chipley

5 out of 5 average rating, 26 reviews

Relaxing Retreat | Pool, Spa, Art Studio, Brkfst

Escape to Camelot’s Private Master Suite, It has a luxurious king bed in one room and a queen bed in the other. Enjoy a homemade breakfast, relax by the waterfall, or unwind in the indoor pool and outdoor hot tub. Relax on the scenic patio or fire up the grill in the outdoor cooking area. Get creative in the on-site art studio (fees apply). Need more space? Other suites are available. Elegance, comfort & nature's beauty. You won't want to leave this charming, one-of-a-kind retreat.

Top guest favorite

Tranquil waters reflect the tall, slender trunks of trees, creating a mirrored effect. The lush greenery in the background offers a serene natural setting. The calm surface of the water enhances the peaceful atmosphere of the surroundings.

Apartment in Ponce de Leon

4.93 out of 5 average rating, 146 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 wooden dock extends into a calm lake, bordered by lush greenery and reflective water. Two fishing structures are visible to the left and right, with a clear sky filled with clouds overhead. Reeds and aquatic plants surround the shoreline.

Home in Donalsonville

4.98 out of 5 average rating, 186 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 screened porch features a cozy seating area with a cushioned sofa, offering views of a serene pond surrounded by greenery. Large windows provide an unobstructed view of the tranquil landscape, reflecting the calm water and tree line.

Cottage in Dothan

4.99 out of 5 average rating, 193 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

A serene outdoor scene captures a donkey in the foreground, with lush green grass and trees surrounding a spacious pasture. In the background, several horses graze peacefully, framed by a clear blue sky filled with scattered clouds.

Apartment in Dothan

4.91 out of 5 average rating, 447 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.

Guest favorite

A charming cottage features a large front porch with comfortable seating and decorative potted plants. Lush greenery frames the entrance, and steps lead up to the porch. Natural light illuminates the space, creating a welcoming atmosphere in the heart of nature.

Home in Marianna

4.94 out of 5 average rating, 122 reviews

"The Marianna"- Cute Cottage in Historic Downtown

Our cottage is centrally located in downtown Marianna. You will be walking distance to restaurants and shopping. The cottage is uniquely decorated and has all of the amenities you need. There is a large front porch and also a back yard area for enjoying your morning coffee or afternoon sunset. Smart TV's are in the living room and both bedrooms. The bedroom both have queen beds.

Top guest favorite

Home in Altha

4.99 out of 5 average rating, 125 reviews

Wandering Waters Cabin

FISH-HUNT-BIKE-SWIM-KAYAK-GLAMP Come stay on the beautiful Chipola River in the Florida Panhandle. This inviting cabin overlooks the river with a spacious dock that can be used for a variety of water activities. The house is centrally located approximately one hour from Tallahassee, Dothan, and Panama City Beach-the World's Most Beautiful Beaches.

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Popular amenities for Chipley places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Chipley

Superhost

A sign marking the entrance to a public beach access is visible. Lush palm trees line the path leading to the sandy beach. The gentle curve of the road directs attention toward the ocean, with cloudy skies partially in view above the horizon.

Home in Panama City Beach

4.74 out of 5 average rating, 126 reviews

Casa Marlin Beach House PCB, FL

DavidRating, 5 stars1 week ago

Great place that was so close to the beach. Pool was very clean and the water temperature was perfect. If I’m ever back in the area I’ll definitely book this place again.

Top guest favorite

Condo in Sandestin

4.98 out of 5 average rating, 49 reviews

Boardwalk Breeze - 2 bedroom

CourtneyRating, 5 stars2 months ago

This place surpassed my expectations! The hosts were absolutely amazing and the home was everything that I could have hoped for and more. Viewing the sunrise/sunset from the balcony was such a beautiful experience! Also, the walk to local eateries and the access to the beach was perfect. I highly recommend for anyone looking for the perfect place to stay on vacation!

Guest favorite

Townhouse in Biltmore Beach

4.84 out of 5 average rating, 229 reviews

Gulf coast vacation townhome

JadynRating, 5 stars2 weeks ago

We had so much fun on our trip at Jerry’s AirBnb. he was very helpful in listing local recommendations and the house was super close to the beach, maybe 5 minute walk. we were very close to all the local tourism spots and had so much fun, and loved the back patio for hanging out! Beautiful place!

Superhost

A laundry area features a stacked washer and dryer along a narrow hall. Light-colored walls create a bright atmosphere, while a door at the end of the hallway leads to additional areas. Natural light filters through nearby windows, illuminating the clean, modern design.

Bungalow in Panama City

4.8 out of 5 average rating, 109 reviews

Minutes To Beach And Everywhere Else

DerekRating, 5 stars2 months ago

Thanks for the dog toy. It's nice the lady across the drive checks in and is friendly when we run into her. Love that she included soap for the laundry this time. Nice place and this was our second stay. Looking forward to booking this place again next year.

Guest favorite

Apartment in Panama City Beach

4.94 out of 5 average rating, 103 reviews

Oceanfront Cottage Style +PCB Best Prime Location

SequoiaRating, 5 stars1 week ago

Our stay was great! The location being directly on the beach was great for my family. I have small kids, so being able to be steps away from the beach was perfect. The hosts were great communicators they literally responded in seconds. I would definitely stay here again and recommend anyway stay here. It was family friendly and inviting.

Superhost