Holiday rentals in Cypress

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.

Cozy, modern 2 bedroom, 2 bath cottage

Close to Lake Seminole (2 min to fishing ramp) cozy, newly remodeled home. 2 bdrms, MB w/Queen, 2nd BR w/2 twins, 2 new baths. Modern kitchen. Screened porch with water/forest view to the south. Washer/ Dryer. Wheelchair lift to top level. Full patio below home; firepit and patio next to home. Propane grill/propane provided. 2 covered pkg spaces; 30 amp service avail. Private community next to park. N of Chattahoochee by 6 mi; 30 mi S of Bainbridge. Personal transp is necessary.

Uncle Buddy's Place

Bring you family or your hunting partners to Uncle Buddy's Place for world class hunting & fishing in Grand Ridge, Florida. This is only a 5 minute drive to Lake Seminole, a 20 minute drive to the MERE Sports Complex, 15 minutes to Jackson Blue Springs, and 20 minutes to the Florida Caverns State Park. Centrally located between the Apalachicola and Chipola Rivers. This home sleeps 8 people with 1 king bed, 2 queens and a bunk bed. Outdoor seating area with a tv and game cleaning area included.

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

Lake House Retreat

Nestled on the serene shores of Lake Seminole, this charming lake house offers an idyllic retreat for nature lovers and outdoor enthusiasts. The property boasts stunning waterfront views and direct access to the lake. The house features spacious living areas, modern amenities, and cozy, comfortable bedrooms, ensuring a relaxing stay. A public boat landing is 2 minutes away. Whether for a weekend or longer, this lake house on Lake Seminole promises a perfect blend of tranquility and adventure.

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.

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.

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.

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.

2 Loose Scrooze houseboat on Lake Seminole

You’ll treasure your time at this memorable place. Located on the Chatahoochie river leading into lake Seminole Ga. One of the best bass fishing lakes around. Evening sunsets are amazing and peaceful. Perfect place to relax and unwind for awhile. Bring your boat and tie up to the front of the house. Pops dockside grill is a restaurant located at the entrance to the docks. Boat ramp also available at restaurant. Golf cart friendly area.