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Fielder's Choice - 1940s Brick Home Full of Fun

Have fun with the whole family in this stylish place conveniently located near Downtown, Chipola College, and the M.E.R.E (travel ball families-complex 4.5 miles). Fielder’s Choice, a 1940s brick home, is a perfect mix of new and old and packed with fun and games inside and outside! Jackson County’s ecotourism is thriving; 9 bodies of water for fishing, paddling, and tubing; adventure trails-walking and horseback; and Caverns. Explore new flavors in locally curated ice cream & craft beers. Pets!

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, Starz, Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, & 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 & no smoking allowed. Home is sanitized between guests.

Peaceful & Beautiful Lake Cabin, Boat House/Dock

Located on beautiful Lake Seminole, a short distance from the hosts main house. Includes use of boat house & dock (you'll need your own boat). 2 boat landings within a mile. Across the lake from Lake Seminole State Park. Within 2 miles of gas station, Dollar General & restaurant. 45min to FL ST Caverns. Free wifi. Full Kitchen is equipped with dishes, pots pans, full size oven/range, refrigerator, microwave, coffee maker. Large flat screen TV, screened in porch and back deck near fire pit

Merritt's Mill Pond Hideaway

Escape to our peaceful Merritt's Mill Pond Hideaway! Nestled on 2.5 private acres with 300ft of gorgeous waterfront, this rural retreat offers a balance of nature and comfort. Swim, kayak, or snorkel from your dock. Watch wildlife from deer to eagles, then marvel at starry skies so clear you'll spot the Milky Way. Just minutes from Florida Caverns State Park and a short drive to Jackson Blue Springs. A true North Florida gem where family meals and nature's soundtrack create memories that last.

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!

Millstone on the Millpond-6 miles of Springs

Welcome to Millstone, a luxurious 3BR/3.5BA waterfront retreat designed for relaxation and style. Enjoy mid‑century décor, expansive windows with water views, a gourmet kitchen, and 4 Smart TVs. Steps from the water, enjoy peaceful mornings and elevated comfort. Enjoy unforgettable moments in Millstone. Natural light fills every room. Thoughtfully curated touches enhance both comfort and luxury throughout your stay. Millstone is a space where every moment feels beautifully effortless.

Mimi's Cottage Cozy, relaxing, King bed, snacks!

Conveniently located 6 minutes off I-10. Tournament goers, this home is a short 15-minute drive. Away from it all, yet close enough to Marianna to grab a bite or make it for early games. Visiting to take in all Jackson County has to offer? We are 8 minutes from your boat being launched in Lake Seminole or 10 minutes from the Apalachicola River. *45 min. to Dothan, AL *1 hr. to Tallahassee *1hr 15min. from the World's Most Beautiful Beaches We'd love to host your family!

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 private 1/2 acre equipped with large smart TV's in both the living room and bedroom with Prime video.

Cabin close to FL Caverns Pool, WI-FI & Hot Tub

Handcrafted, owner-built cabin in a peaceful rural setting near Marianna, Cottondale, and Chipley. Ideal for guests who enjoy nature-forward stays rather than hotel-style luxury. Relax in the stock tank pool, gather around the outdoor fire area, and explore the local springs and Florida Caverns State Park just 14 minutes away. Located near Hwy 90, guests may occasionally hear light road noise consistent with a rural highway setting.

Charming In-Town Bungalow

Unique and stylish home located in a historic Marianna neighborhood. Overflowing with sidewalks, the urban setting is walkable to many city amenities and businesses. Quiet, quaint, and quality! This home is thoughtfully restored to preserve character while adding modern comforts. Spacious and functional! Whether your travel is for business or pleasure, your stay will be cozy and clean.

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.

The Cottage! 5 star! Hottub•fishing•dock/lift

Cozy cottage located on Lake Seminole known for it’s Award winning bass fishing! Open floor plan with light and airy colors throughout! Large screen porch overlooking Lake Seminole! Home is less than 50 feet from the shoreline. The lake is visible from almost every room in the home! Come and enjoy the peace and tranquility of Lake Seminole!