Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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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
4.92 out of 5 average rating, 233 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 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, 24 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!

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, 195 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 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, 210 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...

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.
Guest house 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].

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!

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
4.95 out of 5 average rating, 165 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!

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    

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 van/Motorhome in Lee
4.88 out of 5 average rating, 101 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!

Top guest favourite
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, 225 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

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
4.97 out of 5 average rating, 173 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
4.95 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.

Popular amenities for Madison holiday rentals

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