Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
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, 46 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

Superhost
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
4.88 out of 5 average rating, 26 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 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
4.98 out of 5 average rating, 161 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.

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
4.85 out of 5 average rating, 61 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 favourite
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, 9 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 favourite
A spacious RV is parked on a grassy area, featuring an awning for shade. A wooden deck with stairs leads to the entry, while outdoor seating options include adirondack chairs on a patterned rug. Lush greenery surrounds the RV, creating a serene outdoor space.
Camper/RV in Lee
5 out of 5 average rating, 15 reviews

RV Retreat

**Cozy RV Retreat on 14-Acre Family Farm** Nestled on a peaceful 14-acre farm near Blue Springs State Park, this fully loaded 34-ft RV offers a perfect peaceful getaway for nature lovers. Enjoy swimming, diving, kayaking, and fishing at Blue Springs, or explore nearby biking, horseback riding, and birding trails. Visit historic downtown Madison or the Edge of Town in Lee for fantastic antique shopping and a cold brew at the Bullpen. Ideal for relaxation, book your quiet adventure today!

Superhost
A spacious living area features wooden paneling and high ceilings, illuminated by natural light from large windows. The room includes a cozy seating arrangement with a leather couch and a wooden dining table surrounded by chairs, creating a welcoming environment for gatherings.
Farm stay in Jennings
4.92 out of 5 average rating, 53 reviews

Cozy 3 BR FarmHouse, Decks & Fire Pit - SorelleBnB

Our home is located off the beaten path, on 6.5 peaceful acres. There's a lot of local wildlife to keep you entertained, from curious peacocks, to tortoises, bunnies, and deer. Sit back, pour a cold drink, and relax 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 roast marshmallows over the fire pit. There's a little something for everyone!

Top guest favourite
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
4.86 out of 5 average rating, 29 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 4 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!

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, 107 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.

Guest favourite
Camper/RV in Madison
5 out of 5 average rating, 8 reviews

Glamping at its finest! Private 1 BR, A/C, Wifi.

Recharge and reconnect with nature at this private escape. Experience the pace and rhythm of nature and farm living. Spend some quality time with that special someone, look up and see the wonder of the Milky Way. Attractions: Local shops, Blue Spring State Park, Wild Adventures (Zoo, water park, rides, concerts), Suwanee River State Park all are nearby. Florida Caverns are 1.5 hours, State Capitol 1 hr.

Guest favourite
A small guest house is set among trees, featuring a wooden porch with railings. The exterior is clad in light gray with a sloped metal roof. Two windows flank a central door, inviting guests to explore the surrounding natural landscape.
Guesthouse in Madison County
5 out of 5 average rating, 5 reviews

Guest House in the Country

Nestled in over 100 acres of wooded farmland near Madison FL. Recharge and reconnect with nature on this private unforgettable property. This Guest House is the ultimate getaway for up to 3 yearning for life in the country. Experience the peace and rhythm of nature and farm living. Spend quality time with that special someone while taking in a sunset or looking up at the wonder of the Milky Way.

Guest favourite
A charming single-story home is showcased, featuring a front porch with steps leading up to the entrance. The exterior is clad in light-colored siding, and several large windows invite natural light. The surrounding area consists of open grassland, with trees visible in the background.
Home in Live Oak
4.76 out of 5 average rating, 25 reviews

20 Acres of Family Fun

Take it easy at this uniquely peaceful and tranquil getaway. Enjoy 20 acres of lush, open space—perfect for your family to explore, unwind, and spend quality time together. The land is home to friendly livestock and is lovingly cared for by our on-site groundskeeper, ensuring a well-maintained and welcoming environment throughout your stay.

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