Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Guest favourite
A wooden deck features a glass table surrounded by teal chairs, offering a view of the lake. Stone pavers lead through lush green plants and palm trees, enhancing the outdoor space. A large red umbrella provides shade, complementing the tranquil lakeside setting.
Flat in Lake Park
4.95 out of 5 average rating, 152 reviews

Lake Front Apartment ~Creek side~

Come relax at the lake. This newly renovated efficiency apartment is nestled away on tranquil Dykes Pond. With water on two sides, a babbling brook and full lake access it’s perfect for watching fish and other wildlife, swimming or kayaking. There’s a dock for fishing or for just enjoying the lake view. The apartment, in a multi unit house, is just for you. A tandem kayak is available for your use. Only 8 min to I-75, 19 min to Wild Adventures, VSU, & SGMC Please note that there ISN’T A KITCHEN!

Top guest favourite
Tiny home in Live Oak
4.99 out of 5 average rating, 522 reviews

KT’s Cottage Tiny Home near the Suwannee River

KT’s Cottage is located just minutes outside the city limits of Historical Downtown Live Oak and the beautiful Suwannee River. If you are passing through for business or to enjoy the area, I hope you will find our cottage’s accommodations are more than satisfactory. There is a queen bed downstairs as well as a queen in the loft, with plenty of extra pillows and blankets for your comfort. Coffee, tea & bottled water are included. Enjoy grilling while relaxing in the swing or sitting by a campfire

Guest favourite
A wooden dining table is surrounded by six rustic chairs, positioned in a warmly lit space. Natural light filters through the blinds of a large window, illuminating the wooden walls. A wooden cabinet is present in the corner, enhancing the cabin feel.
Cabin in Live Oak
4.92 out of 5 average rating, 221 reviews

Florida Country Cabin Getaway

Nestled in the heart of rural North Florida, this picturesque log cabin on 3 acres offers a tranquil retreat enveloped by majestic oaks and towering pines. Stepping inside, they find themselves embraced by the warmth of a cozy interior, where comfortable furnishings invite relaxation. However, the true allure lies where a sprawling outdoor deck beckons guests to unwind amidst the serenity of nature while enjoying their morning deink from the extensive selection of coffee, tea and hot chocolate.

Top guest favourite
The cottage is elevated on stilts, featuring a wrap-around porch that provides access from two wide staircases. The front façade is bright and inviting, with white railings and a landscaped area below surrounded by trees.
Cottage in Live Oak
4.95 out of 5 average rating, 133 reviews

Serenity on the Suwannee River Retreat

Take some time to relax and watch the river and your cares roll away. Home has high speed fiber internet. The front porch overlooks the Suwannee river and faces west for perfect sunsets while listening to the sounds of nature. This two bedroom one bath cottage has 4 acres of fully fenced land that is yours exclusively. Stroll the grounds and look for deer, rabbit or in the evening lighting bugs. Take a trip to the many springs that the area has to offer for swimming or world class cave diving.

Top guest favourite
The exterior of a converted grain silo is presented, featuring a rustic metal facade with a round roof and a weathered wooden porch. Surrounding landscaping includes green shrubs and flowering plants, creating a welcoming transition to the surrounding pastureland. The sky is overcast, providing a soft light over the setting.
Farm stay in Hahira
5 out of 5 average rating, 186 reviews

The Silo~Oak Hill Farm~Outdoor Tub Under the Stars

The Silo at Oak Hill Farm is located on a multi-generational Centennial family farm in rural South Georgia. Overlooking beautiful pastureland 5 miles from interstate 75, this converted grain silo is a perfect getaway for those who enjoy a farm setting. Designed with a modern farmhouse feel, it has all of the amenities of home with a little twist. *Please read about extra amenities/concierge services in “The Space” section* Come enjoy southern hospitality in a one of a kind overnight experience.

Top guest favourite
A cozy A-frame Hobbit House is set amidst natural surroundings. A fire pit, surrounded by a circular stone base, holds logs ready for a fire. Nearby, a picnic table and wooden chairs provide seating under the shade of large oak trees.
Campsite in Lee
4.96 out of 5 average rating, 185 reviews

A-frame near Madison Blue Springs

Get away from it all when you stay under the stars. Our A-frame Hobbit House is cozy and dry and sleeps 2 . The Aframe has electricity and AC in the summer months and heater for the cooler months. There is an outdoor bathhouse that is shared with the other people on the property. Outside, there is a picnic table, chairs, gas grill with burner, and firepit. You are welcome to use the firewood found on our property. Please note we have two very friendly golden retrievers and chickens on property.

Top guest favourite
Home in Jennings
4.96 out of 5 average rating, 205 reviews

Gated 5 acres with fitness, 5 tvs, king bed

There's plenty of boat and trailer parking on gated property. 3 types of coffee makers. Keurig ( with pods), French press, Drip. Quiet, secluded, New custom home on 5+ acres. 6-7 min off I75 Kick back and relax in this calm, stylish space. Peaceful Country Living meets Luxury and Style. Nearby Fun: 1. Jennings GP- Motor Track 2. Spirit of the Suwanee 3. Madison State Blue Park -Madison River 4 Wild Adventures - 30 Min 6. Cross Roads Metroplex 7. The Florida HikingTrail and much more...

Top guest favourite
A serene lakefront view captures the tranquility of dawn. Silhouetted by graceful trees draped in Spanish moss, two chairs face a calm lake reflecting the soft colors of sunrise. The peaceful scene invites moments of relaxation and connection with nature.
Home in Lake Park
4.97 out of 5 average rating, 192 reviews

Enjoy beautiful sunsets at "Turtle Cove"!

Relax and unwind in our charming 2-bedroom, 1-bath private lakefront home—perfect for a peaceful getaway. Enjoy full lake access, whether you want to swim, fish, kayak, or simply relax on the dock and take in the views. The home offers a quiet, comfortable setting while still being close to local attractions. Convenient location:    •   11 miles to Wild Adventures    •   10 miles to downtown Valdosta & VSU    •   20 miles to Moody Air Force Base    •   4 miles to Quail Branch Lodge    

Top guest favourite
The cabin is set on manicured grounds, overlooking a calm pond. Lush greenery surrounds the property, with tall trees framing the scene. A clear blue sky dotted with clouds reflects on the water's surface, enhancing the natural beauty of the landscape.
Cabin in Valdosta
4.97 out of 5 average rating, 109 reviews

Amazing Private Cabin w Pool & Fishing Pond

A serene stay awaits you as the beauty of nature overwhelms and true privacy surrounds on acres of land. Stay in this secluded log cabin, which includes a stocked pond & sparking pool. Just a short drive to I-75 or to town. Gated entrance that leads you down a paved road that opens up to a large, well-maintained lawn & pond with the cabin in the background. The cabin itself has exposed beams & rustic beauty. The wrap-around porch has a lovely view of the pond & pool. Memories Await;)

Top guest favourite
A wooden fence features an uplifting mural with colorful flowers and a quote about faith. A smiling sun is painted on one side, while whimsical mushroom sculptures complement the scene. The background shows a rustic structure surrounded by greenery.
Farm stay in Live Oak
4.97 out of 5 average rating, 152 reviews

Hummingbird Farm Stay Alpacas Mini Donkeys & Goats

Come and enjoy peace and serenity at this farm stay. Feel free to play with our mini-donkeys, goats and chickens. Conveniently located close to the Suwannee River Music Park, 10 minutes to closes river input, close to tons of springs. Wellness and Anti-Aging Spa on premisise, appointments accomodated with advanced reservation. Keurig coffee maker with Kcups, BBQ outside picnic area with fire pit. Wifi 80" TV with Fire stick. Very private, very safe

Top guest favourite
A bright living room features two striped chairs and a comfortable sofa, with decorative pillows arranged neatly. A white coffee table sits at the center, complemented by a natural wood fireplace and a large television mounted above. Soft lighting from a standing lamp enhances the relaxing ambiance.
Home in Lake Park
4.99 out of 5 average rating, 147 reviews

•3 King Beds •4 TVs •1 Mile to I-75 •Pets Allowed

Welcome to this beautiful home nestled in a golf course community, that is minutes away from the heart of Lake Park, Georgia. While this beautiful home is the perfect getaway for you and your family, its location makes it easy for you to get around to everything that South Georgia has to offer! You are only: 3 Minutes to I-75 3 Minutes to Long Pond 8 Minutes to Quail Branch Lodge 14 minutes to Wild Adventures 17 minutes to Valdosta

Top guest favourite
A serene lakeside view is framed by tall cypress trees covered in Spanish moss. The tranquil water reflects soft pink and orange hues of the sunset, while a grassy area leads toward the lake, enhancing the peaceful atmosphere.
Place to stay in Pinetta
4.94 out of 5 average rating, 124 reviews

A piece of heaven on Cherry Lake

A piece of heaven at Cherry Lake will have you feeling heavenly during your stay! On the waterfront property sit a two bedroom, one and a half bath trailer that has the feel of a cozy home. Dogs welcome with a one time pet fee. Cherry Lake is located in Madison County, south of Valdosta GA. The city of Madison has a historic district and one of the cutest downtowns in Florida lined with antique shops and locally owned eateries.

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