Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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Guest favorite
A view of the tranquil Withlacoochee River is framed by mature trees and greenery. Steps lead down to the water's edge, where natural beauty surrounds the inviting shoreline. Sunlight reflects off the calm water, creating a peaceful outdoor setting.
Cabin in Jasper
4.98 out of 5 average rating, 51 reviews

Peaceful cabin on the Cochee River w/ 4 acres land

Come cookout, relax, fish & kayak (included) alongside the Withlacoochee River, freshly updated home on stilts is located just 15 min upriver from the Suwannee state park & hidden springs, the elevated back deck sits 10 ft from the riverbank. The 4-acre property boats plenty or mature oaks and pines w/ an old railroad bridge pillar making for amazing photos. Property frequently visited by deer, owls, & turkey. Private drive offering plenty of privacy & just 25 min from Live Oak shopping district

A well-lit interior scene presents a doorway leading to additional rooms. A nightstand with a lamp is positioned beside a bed, while light wood flooring complements the bright white walls. A glimpse of a television is visible in the adjacent space.
Home in Live Oak
4.86 out of 5 average rating, 28 reviews

Just Blew Inn

This 2 bedroom home has 3 beds total 1 Queen 1 full n 1 twin long It is a quaint little house ,stone built , just three houses from the back gate of in Dowling Park Fl and less tan 1/2 mile to the Suwannee River in a very safe neighborhood . The Suwanee offers swimming kayaking, fishing and Boat rides only to mention a few. The property is over an acre with a carport, washroom with a washer and dryer It’s away from the traffic, a quiet area just three houses from the Advent Christian Village

Top guest favorite
A welcoming living area features a brown reclining couch and loveseat, with a cowhide rug beneath. A wooden entertainment unit displays a TV and a collection of DVDs. The kitchen and dining area are visible in the background, with wood paneling enhancing the rustic ambiance.
Ranch in Jennings
5 out of 5 average rating, 28 reviews

Wildlife Preserve Home in Jennings includes tour

Camphouse in the middle of a wildlife preserve 250 acres. During your stay, you will have the opportunity to go on a wildlife safari ride around the preserve. (Upon availability) You will have the possibility of seeing whitetail, Axis deer, fallow deer, and blackbuck antelope, & fox squirrels. Cabin will sleep 5 people comfortably up to 6 people if they share queen bed .( bunk beds in common area sleeps 4 + separate space with queen bed) Jennings is 30min from Valdosta, GA and Wild adventures

Guest favorite
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, 181 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.

Superhost
The exterior of a two-story home is showcased, featuring a large front porch with white railings and steps leading to the entrance. A white picket fence surrounds the property, and the design is complemented by lush greenery and trees nearby.
Home in Monticello
4.79 out of 5 average rating, 68 reviews

Charming 2 Bedroom 2 Bath , Private Cabana

Escape to our cozy, fully furnished 2-bedroom home with queen beds—yours to enjoy in complete privacy! Unwind on the screened porch with stunning views of North Florida’s pastures and rolling hills. Enjoy peace and comfort with private parking and entrance. Fully equipped for your stay, it's the perfect blend of relaxation and adventure. Just 9 miles east of Monticello and close to outdoor fun like hiking, kayaking, and more! Enjoy our lake views , it’s the perfect spot to unwind and recharge!

Top guest favorite
A spacious living area features a large brown leather sectional sofa complemented by a light-colored area rug. Natural light streams through the two large windows, highlighting the wooden beams on the ceiling, and a flat-screen TV is mounted on the wall above a stylish entertainment unit.
Home in Madison County
5 out of 5 average rating, 17 reviews

Val's Country Place

Take a break and unwind at your peaceful country oasis. Nestled among farms and quiet dirt roads, a great experience awaits you. Enjoy the pecan trees this lot offers as well as Madison Blue Spring State Park, just 5 minutes away! Madison is home to many antique shops and unique stores. Find historical mansions and tours in this quaint town. Bring your camera; enjoy the many different melodious birds by day, neat pine-lined sunsets at dusk, and truly spectacular star filled sky by night.

Top guest favorite
A spacious RV is parked in a wooded area, surrounded by lush greenery. The exterior features a clean design with a light color palette and multiple slide-outs, providing additional interior space. Access steps lead to the side door, offering an inviting entryway.
Camper/RV in Lee
4.89 out of 5 average rating, 71 reviews

Blue Spring Hideaway

Reconnect with nature at this unforgettable escape. Just 0.1 mile from Florida’s breathtaking Madison Blue Spring State Park and the Withlacoochee River, this private, gated RV stay is your home base for nature, comfort, and adventure. The cozy RV sleeps up to 6 guests. Bringing more than four people? No problem. You’re welcome to pitch a tent on the property. Relax in the included saltwater jacuzzi, eat at the picnic table, and gather around the fire pit — firewood provided!

Guest favorite
Farm stay in Jennings
4.93 out of 5 average rating, 56 reviews

Cozy Farmhouse w/ spacious decks

Welcome to our peaceful home on 6.5 acres! Located 10 minutes from I-75, exit467. There's ample parking for large and/or multiple vehicles and trailers. Close to it all, with room to roam. Unwind while relaxing on the back porch listening to the birds and wind chimes. Create lasting memories playing nostalgic boardgames in the loft, or enjoy the outdoors by having a fun evening playing giant Jenga and grill out on the patio. There's a little something for everyone!

Guest favorite
The interior of the RV features wooden cabinetry and an open layout. A kitchen area with a sink is visible, alongside comfortable seating arranged near windows offering views of the surrounding fields. Natural light brightens the space, enhancing a relaxed atmosphere.
Camper/RV in Madison
4.93 out of 5 average rating, 14 reviews

Delightful 5th Wheeler with covered open air deck.

5th wheeler nestled under a pole barn making the 5th wheeler cooler in the summer and warmer in the winter. It has a very nice open air deck and it situated on a working farm. One might see cows grazing in the fields or hear the chickens across the way! Hosts live on the property but house does not face the RV. Come and go as you please. Watch the sunsets or look at the night sky. This is a very comfortable RV! Parking is right at the door. Hope to see you soon!

Top guest favorite
Home in Pinetta
5 out of 5 average rating, 5 reviews

Papa’s House: Country Getaway with Pond View

Relax with the whole family at this peaceful, country home. Enjoy the beautiful view of the 10 acre pond from the back door. House fully loaded with all of the essentials. Kid-friendly with toys, pack ‘n play, and board games. Kick back at the fire pit, grill some dinner, & enjoy some relaxation in the country. 10 minutes from Wild Adventures, 15 minutes from quaint Madison Fl, 20 minutes from Lake Park GA, 25 minutes from Valdosta, GA.

Top guest favorite
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, 118 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.

Home in Madison
4.67 out of 5 average rating, 3 reviews

All Decked Out

Escape to a fully furnished lakefront retreat on Cherry Lake, just outside Madison, Florida, where relaxation and adventure meet. This spacious home comfortably sleeps up to 10 guests with three bedrooms, two bathrooms, and a cozy loft with an additional bed. Nestled beneath grand North Florida live oaks, the property exudes Southern charm and offers stunning lake views from nearly every room.

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