
Family-friendly holiday rentals in Jackson County
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Top-rated family-friendly rentals in Jackson County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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!

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

“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.

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.

Cabin close to FL Caverns! Pool, WI-FI, & Firepit
Cozy Retreat | Cabin Getaway🌲 Unplug and relax at this peaceful cabin surrounded by nature. Enjoy outdoor scenary, outdoor games, and having a Fire under the stars. Great for couples, solo travelers, or families—camper on-site available for extra guests. A perfect escape to recharge and reconnect. And conventionally located just 14 minutes from the Florida Caverns State Park! For a group bigger than four ask about our group option available.

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.
Popular amenities for Jackson County family-friendly rentals
Family-friendly home rentals with a hot tub

Tent Site - Accessable Bathroom kitchen is extra.

RV Deluxe Executive Edition II -Pool - Indoor

RV Deluxe Executive - Edition IV - In-Door Pool

Merritt's Mill Pond Hideaway

The Conrad Apartment. 2 Bedrooms

Executive Hide-a-way Home Cottondale FL 32431

Delightful RV Executive Edition I - In-Door Pool

Lux Country Retreat
Family- and pet-friendly home rentals

Uncle Buddy's Place

Three Rivers Stay

#2 Tiny home cabin with water access.

Cozy Barndominium

Charming 3 bedroom home

Cozy & quiet House in the country

Millstone on the Millpond-6 miles of Springs

Sure Hope Lakehouse
Family-friendly home rentals with a pool

Luxury Cabin #11

Camper rental

Luxury Cabin #10

RV Lot with pool

Farm tent Sites ,Bring your tents

Little Blue Farm: 50+ Acres

Sunny Florida Abode - Patio, Pool, & Fire Pit

Courgar
Destinations to explore
- Rentals with pools Jackson County
- House rentals Jackson County
- Pet-friendly rentals Jackson County
- Rentals with lake access Jackson County
- Rentals with a firepit Jackson County
- Rentals with outdoor seating Jackson County
- Rentals with a fireplace Jackson County
- Family-friendly rentals Florida
- Family-friendly rentals United States