Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite
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
4.93 out of 5 average rating, 203 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 favorite
The exterior of a converted grain silo is showcased, featuring a rustic metal roof with rust accents. A covered porch is highlighted by wooden beams and white columns. Lush greenery surrounds the entrance, framing a glass door with vintage appeal.
Farm stay in Hahira
5 out of 5 average rating, 185 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.

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
4.95 out of 5 average rating, 177 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 favorite
A cozy living area features a dark purple sofa with patterned cushions, facing a wooden coffee table. A green armchair provides additional seating. A flat-screen TV is mounted on the wall, while framed artwork and shelves with books adorn the space. Hardwood floors are present.
Apartment in Quitman
4.96 out of 5 average rating, 141 reviews

Apartment on Jefferson

This one bedroom apartment is located in the back of an early 1900's house. Private entrance, hardwood floors, high ceilings, large kitchen and living space, full bathroom, bedroom with walk in closet. WiFi, Washer/Dryer, and dishwasher. This property is perfect for travel professionals. 30 min. to SGMC, and 30 min. to Archibold in Thomasville, 5 min. or less from Brooks Co. hospital and Presbyterian nursing home. The pet fee is 50.00 and listed under additional charges on the booking page.

Top guest favorite
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.
Apartment in Lake Park
4.98 out of 5 average rating, 129 reviews

Lake Front Apartment

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 favorite
An American flag hangs prominently in front of a calm river reflecting the colors of the sunset. Tall trees, adorned with Spanish moss, frame the view, enhancing the natural landscape and providing a serene backdrop of Florida's outdoors.
Home in Mayo
4.91 out of 5 average rating, 161 reviews

Best memories are made on the Suwannee River

***SPRINGS ARE CLEAR & COOL*** Located on the banks of the historic Suwannee River. Enjoy making memories while fishing or bring your own water vessel and explore Florida's nature at its best! Visit nearby Lafayette State Blue Springs Park where you can take a dip in a cool refreshing spring or Wes Skiles Peacock Springs State Park located in Luraville where you can do a little cave diving or just relax and take in natures beauty while sitting on the dock. Come Enjoy Nature at its best.

Top guest favorite
A spacious kitchen showcases modern white cabinetry and a large island with seating for four. Stylish pendant lights hang above the island, and stainless steel appliances are integrated into the design. A cozy living area is visible in the background, providing a seamless flow to the space.
Home in Jennings
4.95 out of 5 average rating, 190 reviews

Gated 5 Acres "Walkers Run"

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 more...

Top guest favorite
An outdoor seating area is arranged around a square fire pit table, surrounded by four dark wicker chairs. The space features a chevron-patterned outdoor rug and offers views of the lake, which reflects the soft colors of dawn. Kayaks and a buoy are visible nearby.
Home in Lake Park
5 out of 5 average rating, 217 reviews

Lakefront guesthouse by I-75 and the FL/GA line

Lakefront guest house minutes from I-75 and the FL/GA line. Located on beautiful Long Pond in Lake Park, GA. Amenities include; Pedal Boat, Kayak, Fishing, Swimming, Bon Fires, and a Beach. Yard is fenced and in a quiet cul de sac. Relax on the NEW covered porch with an 85 inch TV, amazing lake views and sunsets. TV has Netflix, Disney+, and YouTube TV. Less than a mile from Winn Dixie, Taco Bell, Chick-Fil-A, Dairy Queen, and Zaxbys. Must be 21+ years of age. Dog Friendly. No

Guest favorite
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, 286 reviews

Suwannee River Paradise

Remote cozy cabin-Two riverfront acres, 2 solo kayaks + 1 tandem for use with 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 favorite
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, 115 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 favorite
A two-story studio is surrounded by lush greenery, featuring a well-maintained yard with ornamental plants and pathways. The exterior showcases large windows and a welcoming entry, while a screened porch is visible alongside the main structure.
Guest suite in Old Town
4.97 out of 5 average rating, 732 reviews

Private/Entire Studio, Private Keyless Entry

"Private Entrance" 2nd-story STUDIO w/lots of windows. Wood floors, central AC/heat, 1/2 bath, queen bed with new mattress, fridge, Krueig, microwave, WIFI, TV, closet space, ROBES FOR PRIVATE OUTDOOR HEATED SHOWER and towels. Established neighborhood less than 2 miles from FSU and downtown; 1 block to Tallahassee Memorial Hospital. Restaurants under 1/2 mile! It is on our property and we personally clean the studio. Go Noles!

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
4.95 out of 5 average rating, 116 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.

Popular amenities for Madison vacation rentals

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