Vacation rentals in Castleberry

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Top-rated vacation rentals in Castleberry

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming tiny house features a blue exterior and white columns supporting the porch. A welcoming yellow door invites guests, while the surrounding area is landscaped with mulch and small plants. Two chairs are positioned on the porch, offering a spot to relax.
Tiny home in Milton
4.98 out of 5 average rating, 121 reviews

The Sunset Cottage

Come make memories you won’t forget in our beautiful, romantic tiny house. Watch the sunrise over the fields while sipping a cup of coffee. You will Enjoy exploring the nearby Coldwater Creek during the day, Or if you rather relax on the most beautiful beaches in Florida, it is a short drive. After a busy day, enjoy a magnificent view of the sunset or watch the deer as they approach the fields from the East. Please understand we are still improving the outdoors with additional landscaping.

Top guest favorite
A charming renovated home is displayed, featuring a blue exterior with white trim. The front porch is enclosed with multiple windows, allowing for ample light. Surrounding greenery adds a natural touch, and steps lead to the welcoming entrance.
Home in Brewton
4.97 out of 5 average rating, 30 reviews

Mady's Happy Place

Please make yourself at home in our cozy renovated nearly 100 year old home. Just minutes from historic downtown Brewton, parks, shopping and restaurants. Plan a day trip to the pristine white beaches in Pensacola located just 1 hour and 15 minutes away. Then head back to your warm and inviting home to enjoy the sunset on the enclosed porch or just curl up on the couch in front of the 65" TV. Whatever you decide to do, Mady's Happy Place is here to make your getaway a wonderful experience.

Top guest favorite
An open kitchen area features modern appliances, including a stove and refrigerator. A small round table with two stools occupies the center, while natural light filters through a window adorned with a fabric treatment. Light-colored walls and wood-like flooring create a clean and functional space.
Apartment in East Brewton
4.95 out of 5 average rating, 115 reviews

W&W Airbnb

Kick back and relax in our studio Apt . Brewton is a small town with lots of charm. Jennings Park is close by and has a paved walking trail Plenty of restaurants ElReys Mexican, Happy kitchen Chinese. David’s Catfish, Camp 31 BBQ, simply donuts and so much more. There is a laundry mat conveniently located less than a mile. We are not responsible for water, Power or Internet service issues that may occur during your stay. THINGS TO NOTE: We do have a rooster that is fond of crowing. Lol

Top guest favorite
A red brick farmhouse is positioned under a large tree, surrounded by expansive green grass. The front porch is adorned with inviting seating, and the property is bordered by open farmland. The setting conveys a peaceful countryside atmosphere.
Home in Andalusia
4.97 out of 5 average rating, 140 reviews

Quiet, Cozy Farmhouse

Take a load off in this peaceful farmhouse from a simpler time. Get back to nature in a home surrounded by dozens of acres of farmland and Conecuh National Forest. The house is located on a farm that has been active for 4 generations. If you're looking for activities, there's no shortage here! This property is conveniently located for those with an interest: hunting, fishing,walking trails, and just 70 miles from Florida beaches! Also, 15 miles from the ATV park, Boggs and Boulders.

Top guest favorite
Cabin in Evergreen
4.97 out of 5 average rating, 37 reviews

"The Owl's Nest", located in rural Evergreen, Ala

The "Owl's Nest" is nestled in the peaceful countryside of Evergreen, Alabama, just 3 1/2 miles from I-65 and 6 miles from downtown. This rustic, spacious cabin features a cozy queen-size bed, a large bathroom, a living room with a sofa bed, a fully equipped kitchen, laundry facilities, a front porch, and an expansive deck ideal for enjoying the natural surroundings. Guests may spot whitetail deer or hear the soothing hoot of an owl, making it the perfect retreat for a relaxing getaway!

Top guest favorite
A serene lakeside view is presented at dusk, showcasing a vibrant sunset with hues of pink and purple reflecting on the water's surface. Silhouetted trees frame the scene, and a boathouse is visible along the shoreline, creating a peaceful atmosphere.
Cottage in Andalusia
4.97 out of 5 average rating, 105 reviews

Gantt Wait - Your lake paradise is waiting!

Escape the hustle and bustle of everyday life and visit this quiet, charming, 2/2 cottage on Gantt Lake in Andalusia, AL. This lake paradise is the perfect place to relax, reflect and recharge. There is plenty of seating to appreciate the breathtaking sunsets, water toys to enjoy the lake, and tv's/wifi for those that need to stay connected. Pontoon boat rentals are available at a nearby campground on the lake. The boathouse has an open boat slip for your use. Come kick back and relax!

Top guest favorite
The exterior of the home features a brick facade and a large covered carport. A spacious driveway leads to the front entrance, which is framed by manicured landscaping and tall trees in the background. The roofline accents the inviting structure under a partly cloudy sky.
Home in Brewton
4.99 out of 5 average rating, 167 reviews

The Dogwood - Luxury home

A cozy & luxurious home away from home. Living room & Each bedroom with TV. Master has king bed with separate tub and shower. Spacious open floor plan with electric fireplace. Covered back porch with great privacy, fire pit area in back yard & attached carport. Guest bedrooms have queen beds. New build which opened December 20,2019. Great location for those visiting family, on business or just a relaxing getaway. 1 adult/guest must be 25 years old to book this house.

Guest favorite
The exterior of the house is presented, featuring a two-story structure with large windows and a spacious deck. Steps lead down from the deck to the patio area, where umbrellas and seating can be seen. Surrounding greenery adds a natural backdrop.
Cottage in Andalusia
4.96 out of 5 average rating, 134 reviews

Gorgeous Gantt Lake House - King bed + Kayaks!

This stunning lakefront retreat offers a truly immersive experience. From every window—whether in the kitchen, either bedroom, or the garden-level living room—you are greeted by panoramic views of the water. Step directly onto the veranda or walk out the back door for immediate access to the lake. The property is perfect for a small getaway, accommodating a maximum of four guests with two dedicated parking spots. Pontoon boat rentals are also available nearby for your convenience.

Top guest favorite
The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.
Home in Milton
4.95 out of 5 average rating, 259 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Top guest favorite
Home in Beatrice
4.97 out of 5 average rating, 37 reviews

Little Bella Cottage

Little Bella Cottage is nestled in Beatrice, a small town in Monroe County, AL. Truly a southern jewel, the town is surrounded by picturesque landscapes, making it an ideal spot for nature walks, photography or just a leisurely stroll. It is an absolute paradise for hunting & fishing. Beatrice is tucked away in southwest Alabama, only 18 miles from Historic Monroeville, Literary Capital of Alabama & home of Harper Lee and the play “To Kill a Mockingbird”.

Top guest favorite
Cabin in Andalusia
5.0 out of 5 average rating, 200 reviews

Gantt Complain

Beautiful, cozy cabin on Gantt Lake, AL. It has a queen bed in the master bedroom and one in the loft, along with a rollaway bed already set up. Two additional rollaway beds are located in the attic. There is no pullout sofa. 1.5 bathrooms, washer, dryer, and a fully operational kitchen. Two delightful electric heaters create a charming ambiance all year round. The cabin has a fenced in yard, gated covered porch, and a great boathouse.

Top guest favorite
A serene lakeside view captures rising mist over the water, with the sun peeking above the horizon. The tranquil atmosphere showcases a canopy of trees lining the shore, reflecting soft light on the water's surface. A small covered area with kayaks can be seen in the foreground.
Chalet in Dozier
5.0 out of 5 average rating, 154 reviews

Lakeside Chalet on Beautiful Gantt Lake!

Come relax and stay awhile at this peaceful oasis on spectacular Gantt lake. You’re not gonna wanna leave. Our chalet has breath taking panoramic lakeside views: Best on the lake!!! You can spend time with your family and friends while kayaking, pedal boating, fishing a plenty, playing games or just relaxing. Full size kitchen appliances and dining area. Chalet also has multiple deck areas perfect for outdoor eating and lounging.

Popular amenities for Castleberry vacation rentals