Pet-friendly vacation rentals in Madison County

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!

Charming 2 Bedroom 2 Bath , Private Cabana

Escape to our cozy, fully furnished 2-bedroom home with queen beds—yours to enjoy in complete privacy! Unwind on the screened porch with stunning views of North Florida’s pastures and rolling hills. Enjoy peace and comfort with private parking and entrance. Fully equipped for your stay, it's the perfect blend of relaxation and adventure. Just 9 miles east of Monticello and close to outdoor fun like hiking, kayaking, and more! Enjoy our lake views , it’s the perfect spot to unwind and recharge!

Private updated Cottage, Cozy and Spacious

Escape to this charming, private 1-bedroom cottage with a queen bed and spacious living area—perfect for two! Enjoy stunning lake and orchard views from your cozy retreat, complete with a private picket fence, entrance, and patio area for outdoor relaxation. Fully equipped with all the comforts you need for ultimate peace and quiet. Just 9 miles east of Monticello, 20 minutes from Thomasville, and 35 minutes to Tallahassee. Unplug, unwind, and make unforgettable memories in this nature haven!

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!

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!

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.

Guest Suite in a Historic Home in Madison.

Private 1-bedroom guest suite in a charming historic home in Madison, FL. Enjoy a quiet, comfortable stay with a private bedroom, living space, and bath. Conveniently located within walking distance to groceries and local essentials, and just minutes from Madison Blue Spring State Park. Ideal for couples, solo travellers, or anyone looking to relax and explore North Florida. Perfect for a relaxing getaway or a quick stop.

Beautiful River Retreat.

Relax with the whole family at this peaceful river retreat. located on the historic withlacoochee river in hamilton county florida enjoy the peace of river life living. less than 2 miles from beautiful springs and set in the country between live oak and madison. three beds a woodstove and a river .....what more could one ask for. we hope you book and get to expierence the true beauty florida has to offer.

Ground Apartment Guest Unit in Historical House.

Welcome to a charming stay in a historic Madison home. Guests will enjoy a private ground-floor apartment unit with its own separate entrance for easy and independent access. The space includes a comfortable private bedroom, a cozy mini kitchen for light cooking and snacks, and a private bathroom. Perfect for travelers seeking privacy, character, and a relaxing stay in a beautifully preserved historic property.

Guest House in the Country

Nestled in over 100 acres of wooded farmland near Madison FL. Recharge and reconnect with nature on this private unforgettable property. This Guest House is the ultimate getaway for up to 3 yearning for life in the country. Experience the peace and rhythm of nature and farm living. Spend quality time with that special someone while taking in a sunset or looking up at the wonder of the Milky Way.

All Decked Out

Escape to a fully furnished lakefront retreat on Cherry Lake, just outside Madison, Florida, where relaxation and adventure meet. This spacious home comfortably sleeps up to 10 guests with three bedrooms, two bathrooms, and a cozy loft with an additional bed. Nestled beneath grand North Florida live oaks, the property exudes Southern charm and offers stunning lake views from nearly every room.

Monticello, Tallahassee, RV camp site Full Hook up

Full hookup for your RV 30 amp / 50 amp. Water and clean out hook up. . Shaded with spectacular Sun set views. 55 acres of private trails and lake. Washer/Dryer available , Total 6 large sites on property. Walking trails and large open and private areas for guests. These spaces book quickly. Please contact us for availability. Cheers Luise and Norman