Vacation rentals with outdoor seating in Jackson County

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

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, 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.

Millstone on the Millpond-6 miles of Springs

This 3 bedroom, 3.5 bath house is so cozy you will feel right at home! It located in a well developed sub-division with approximately 125 feet from the water. This Millpond home is over the top with mid-century modern decor inside! Millstone has large windows that overlook the water and dock. This house is perfect for a family vacation, fishing trip, or a weekend getaway. Millstone is fully stocked and equipped with all the modern amenities you may need. Home comes with 4 Smart TV’s with WiFi!

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.

“The Q'whack Shack" on Lake Seminole with Dock

Aptly named, “The Q'Whack Shack,” our quaint lakefront home is the perfect host accommodation for a charming weekend or weeklong reprieve. Ideally situated on the heart of Lake Seminole, The Q’Whack Shack is a water enthusiasts dream hideaway. Enjoy boating, angling, an array of watersports (skiing, tubing, etc.), grade-A bass fishing and duck hunting with convenient private dock access just steps from the back door. Waterfront restaurants and other provisions just a quick boat/car ride away.

The Studio

The Studio is an apartment set up with an Ikea couch easily converted to a queen size bed & a twin size bed. It has a private entrance &yard. My place is close to Florida Caverns State Park, Bellamy Bridge, Blue Springs Recreational Area. You’ll love my place because of the quiet area and coziness. It's good for couples, solo adventurers, business travelers, families, and furry friends (pets). See our other listings, Florida Caverns Cottage Single Room & Bunk Rooms if you have a large group.

The Rodeo Inn

Relax with the whole family at this peaceful place to stay. The Rodeo Inn features all things rodeo and country. Nestled near the heart of Graceville and just 30 mins south of Dothan, AL, you are surrounded by a lot of farmland. Wake up to birds chirping and watch beautiful sunsets off the front porch at night. Tons of antique shops near by, as well as natural springs in every direction including The FL state Caverns (underground caves). If you need some quiet time & relaxation, this is it.

Big Home with HotTub on Lake Seminole

Lakefront house has 4 Large Bedrooms & 2½ Baths. 10 people can comfortably sleep in this spacious 2250 square foot house. You will enjoy a massive fireplace, cathedral ceiling with cypress beams, and a large sun-room offering a wonderful view of the lake, two miles from Seminole State Park & a slip for boats nearby. The lake is perfect for all boating activities including fishing, skiing, and pulling kids on tubes. Pets are welcome. There is a $100 pet fee. Hot tub will be filled and ready!

LouLouBell's Getaway

This unique place has a style all its own. A quiet getaway only 1 mile from Lake Seminole. We have space to park your boat in the grass. Goats on the property for petting, or feeding cheerios. Firepit and swings at night. It is a close drive to Alabama, Georgia, or the Panama City Beaches. Historic Marianna is only 20 minutes away with caverns, tubing, and shopping. Sneads has immediate amenities including groceries, gas, and restaurants, and is only 1 mile from BNB.

Windmill Way

A cozy remodeled farmhouse in a quiet rural country setting, but only 2 miles to town. It's surrounded by open fields, barns, cows and windmills. Enjoy the fresh air, nature and the wind blowing through your hair. Windmill Way is inviting with farmhouse decor, soft lighting, comfortable furniture and new appliances to make the space feel like a true home. It's the kind of place where you can just relax, read a book or sit on the porch and enjoy the view.

Camping near FL Caverns & springs

Always wanted to go camping but you don't have experience. My property is within the city limits of Marianna, FL (near Florida Caverns), but it is like being in the middle of the woods. You will experience birds, the sound of a stream; fire pit; charcoal or propane grill; mini frig, induction burner, some dishes & utensils, Inside bathroom. Electric/Water +$5 Pet with approval <20lbs. Must send pic with request.