Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Top guest favorite

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, 484 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 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, 189 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

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

4.99 out of 5 average rating, 152 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 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, 100 reviews

Lake Front Apartment at The Moss & Magnolia House

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

4.9 out of 5 average rating, 154 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.

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, 167 reviews

Gated 5 Acres "Walkers Run"

Plenty of boat and trailer parking on gated property. Quiet, secluded, New custom home just built in 2023 on 5+ acres. Just 6-7 min off I75 Kick back and relax in this calm, stylish space. Peaceful Country Living meets Luxury and Style. This home is very quiet and peaceful. Nearby you'll find 1. Jennings GP- Motorcycle 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...

Guest favorite

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

4.9 out of 5 average rating, 240 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 and secluded 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 favorite

The exterior of a two-story structure is visible, featuring a double garage door and a sloped roof. Lush greenery surrounds the building, including palm trees and hanging moss. A paved driveway leads up to the entrance, framed by manicured landscaping.

Guest suite in Lake Park

4.96 out of 5 average rating, 642 reviews

Paradise

Approximately 850 sq ft upstairs guest suite, suitable for corporate travelers and vacationers alike. Available for short or extended stays. All ceilings and walls cypress wood and floors poplar wood. Decor coastal / lake . Beautiful relaxing view of lake and lush landscaping. 5 minutes or less to interstate 75,Home Depot distribution center and Quail Branch Plantation venue. Located within 15 minutes of Wild Adventures theme park , PCA and also Valdosta Georgia regional airport.

Superhost

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

4.79 out of 5 average rating, 273 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 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, 175 reviews

Enjoy beautiful sunsets at "Turtle Cove"!

Come visit our charming 2 bedroom/1 bath lakefront home! If relaxing, quiet, and comfortable is what you're looking for, look no further. You will enjoy full lake access: swimming, fishing, kayaking or just relaxing on the dock! It is near Wild Adventures, Valdosta, and the Georgia/Florida line. 11 miles from Wild Adventures 10 miles from downtown Valdosta and VSU 20 miles from Moody Air Force Base 4 miles from Quail Branch Lodge

Top guest favorite

An outdoor grilling area features a modern gas grill positioned next to a comfortable seating arrangement. A wooden coffee table rests on a concrete surface, providing a space for outdoor dining or relaxation. Lush greenery and tall trees create a natural backdrop.

Home in Lake Park

4.98 out of 5 average rating, 113 reviews

•3 King Beds •4 TVs •1 Mile to I-75 •Pets Allowed

Welcome to this beautiful home nestled in a golf course community, that is minutes away from the heart of Lake Park, Georgia. While this beautiful home is the perfect getaway for you and your family, its location makes it easy for you to get around to everything that South Georgia has to offer! You are only: 3 Minutes to I-75 3 Minutes to Long Pond 8 Minutes to Quail Branch Lodge 14 minutes to Wild Adventures 17 minutes to Valdosta

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

4.94 out of 5 average rating, 102 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.