Holiday houses in Madison

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Top-rated holiday rentals in Madison

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

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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
4.96 out of 5 average rating, 23 reviews

Val's Country Place

3rd-4th guests only $95/person/night Take a break and unwind at your peaceful country oasis. Nestled among farms and quiet dirt roads, a great experience awaits you. Enjoy the yard’s pecan trees and close-by Madison Blue Spring State Park. Madison is home to many antique shops and unique stores. Find historical mansions and tours in this quaint town. Bring your camera; enjoy the melodious birds by day, neat pine-lined sunsets at dusk, and truly spectacular star filled sky by night. Enjoy!

LocationValueQuiet

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, 194 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.

ValueLocationLayout

Top Guest favourite
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
4.96 out of 5 average rating, 209 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...

FamilyValueRiver

Guest favourite
A spa is featured beneath a wooden deck, with water swirling actively. Soft lighting adorns the overhead structure, and a flight of wooden stairs is visible in the background. Lush greenery surrounds the area, enhancing the serene atmosphere.
Guesthouse in Monticello
4.92 out of 5 average rating, 109 reviews

Private Hot tub, Adjusting Kingbed, Gated Property

Read All to get Pet Discount! Walk to Historic District: famous for Ghost Tours, Good eats, Antique shopping, Live theatre, and Music on Fri. Nite @ THE Social. Returning Guests - before booking, send an "inquiry" for 50% Less Pet Fee! Also applies to "One Nite" booking with Pet! - Please Be Sure To Add Pets & Any Guest with you Upon Booking (list service animals as guest for insurance purposes). Pet fees are per stay, not per nite. - Any Smoking: Outside Only! [Medical also outside Only].

LocationValueIndoor spaces

Top 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, 54 reviews

Peaceful cabin on the Cochee River w/ 4 acres land

Cookout, relax, fish & kayak (included) alongside the Withlacoochee River. Updated home on stilts located just 15 min upriver from the Suwannee state park & hidden springs (The River is accessible, but it is not easily accessible because the water fluctuates so much). The back deck sits 10 ft from the riverbank. The 4-acre property boasts plenty of mature trees w/ an old railroad bridge pillar for great photos. Frequently visited by deer, owls, & turkey. Just 25 min from Live Oak shopping!

LocationFamilyCheck-in

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.
Campervan/RV in Lee
5 out of 5 average rating, 30 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!

ValueLocationGetting around

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.
Apartment in Lake Park
4.95 out of 5 average rating, 164 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. Kayaks are 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!

LocationFamilyTV

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, 195 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    

ValueFamilyCondition

Top Guest favourite
Farm stay in Live Oak
4.99 out of 5 average rating, 105 reviews

Potter on the Farm Alpacas, Mini-Donkeys & Goats

Harry Potter fans, wizards and muggles will love this magically themed spot! We are situated on 5 acres in the country in a very peaceful and safe location. Which house will you be selected for; the sorting hat will see to that! We have a huge butterfly garden on property, we have three firepit areas, tree swings, and a great area to take photos in the Area 51, where Aliens and Bigfoot hangout. Catch sight of wild deers, turkeys, cardinals, hummingbirds and of course our farm animals!

ValueLocationComfort

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.
Campervan/RV in Lee
4.89 out of 5 average rating, 99 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!

FamilyLocationOutdoor spaces

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
4.95 out of 5 average rating, 128 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.

LocationValueKitchen

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, 372 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.

FamilyValueDecor

Popular amenities for Madison holiday rentals

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