Holiday rentals in Madison

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Madison

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

%{current} / %{total}1 / 1
Top guest favourite
A red cottage is nestled among trees, featuring a metal roof. The front porch is shaded by a canopy, offering seating options. A grassy lawn surrounds the space, complemented by a fire pit and seating area, creating an inviting outdoor atmosphere.
Tiny home in Live Oak
4.99 out of 5 average rating, 515 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
4.91 out of 5 average rating, 210 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.

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, 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.

Guest favourite
A rustic cabin exterior is framed by surrounding trees, featuring a wooden facade and a green metal roof. A welcoming front porch with steps leads to the entrance, while a hose and water source are visible on the side of the cabin.
Cabin in Live Oak
4.8 out of 5 average rating, 294 reviews

Suwannee River Paradise

Remote cozy cabin-Two riverfront acres, 2 solo kayaks + 1 tandem for use with $300 loss and injury liability waiver Private walk 500 ft through woods path to the riverfront. The well water is sulfur and tanic, so please bring drinking water! Sleeping loft for two more guests upstairs. Springs galore in this section of the Suwannee. Diver's paradise, "Peacock Springs" network is a short drive. Springs map provided. Conditions vary with river. It is advised to check with your host a week prior.

Top guest favourite
Home in Jennings
4.95 out of 5 average rating, 197 reviews

Gated 5 Acres, 6 tvs, fitness, 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 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 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
4.97 out of 5 average rating, 141 reviews

Lake Front Apartment ~Creek side~

Come relax at the lake. This newly renovated efficiency apartment surrounded by moss draped magnolias 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

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, 187 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    

Guest favourite
A cabin with a welcoming front porch is surrounded by tall trees, showcasing a rustic design with red accents. Several friendly peacocks gather on the steps, creating a charming scene in a natural setting.
Cabin in Jennings
4.89 out of 5 average rating, 265 reviews

Rustic Farm Cabin, Romantic & Private.

Country roads take you home to this amazing Cabin. Enjoy a unique hobby farm with lots of farm animals and roaming peacocks all very friendly and welcome their guest with fun and entertainment. This lovely quiet property is 8 Miles from Madison Blue Springs State Park. The surrounding areas in Jennings and Jasper offer kayaking, rafting, fishing, boating, horseback trails for your horses and hunting opportunities. Come enjoy the peace and quiet of the country life..

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
4.96 out of 5 average rating, 135 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 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, 117 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.

Top guest favourite
The charming exterior of a blue house is displayed, featuring a gabled roof and an inviting orange door. A landscaped walkway with newly planted greenery leads up to the covered porch, which includes a small seating area. Sunlight brightens the scene.
Home in Quitman
4.96 out of 5 average rating, 358 reviews

small town living

Enjoy the laid back. simple, life of a small southern town. Our old house with hardwood floors, nice comfortable furniture, and vintage decorating choices is perfect for a leisurely get away or business. Great stay for travel nurses or others working temporarily in the area, or just a layover during travels. An air mattress and pack and play are also available. We do allow pets with a pet fee and rules.

Popular amenities for Madison holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Madison County
  5. Madison