Vacation rentals in Madison
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Top-rated vacation rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness, and more.
Tiny home in Live Oak
4.99 out of 5 average rating, 406 reviewsKT’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
Feb 20 – 27
Cabin in Live Oak
4.92 out of 5 average rating, 102 reviewsFlorida 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.
Jul 16 – 23
Shipping container in Live Oak
4.96 out of 5 average rating, 222 reviewsNature lover/Artist cabin peaceful Rescue Farm
Kokomo has a variety of unique accommodations including a tree house, tiny house, yurt tent, Shipping Container house, Hanging round bed glamping room & more just click on my profile picture to see all . Visit our barnyard rescue animals, relax in the Zen garden hot-tub, play yard games, paint the artwall, enjoy a community fire pit, relax in the enchanted forest hammock, or walk a trail. Try our stargazing bed to Experience a beautiful starlit sky and wakeup to the sounds of nature all around.
Nov 22 – 29
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison vacation rentals
Other great vacation rentals in Madison
Tiny home in Jasper
4.81 out of 5 average rating, 108 reviewsDeer Park Cabin
Sep 6 – 13
Home in Mayo
4.95 out of 5 average rating, 319 reviewsSmall Town Charm & Living
Feb 10 – 17
Cabin in Pavo
4.97 out of 5 average rating, 233 reviewsCabin on Lake Nichols
Dec 6 – 13
Cabin in Fort White
4.93 out of 5 average rating, 264 reviewsLog Cabin in Spring Country WiFi - TV
Mar 25 – Apr 1
Home in Branford
4.96 out of 5 average rating, 269 reviewsPapa Joe’s Lake House
Aug 7 – 14
Tiny home in Alachua
4.96 out of 5 average rating, 251 reviewsEla's Tiny House: Springs, Trails & Disc Golf!
Jun 29 – Jul 6
Guesthouse in O'Brien
4.83 out of 5 average rating, 414 reviewsRiver Retreat
Nov 27 – Dec 4
Cottage in Monticello
4.96 out of 5 average rating, 110 reviewsThe Cottage at Grand Oaks Plantation
Mar 22 – 29
Apartment in Monticello
4.94 out of 5 average rating, 18 reviewsPrivate 2 Bedroom Cabana w/ Pool View
Apr 17 – 24
Place to stay in Pinetta
4.9 out of 5 average rating, 63 reviewsA piece of heaven on Cherry Lake
Mar 19 – 26
Camper/RV in Madison
5.0 out of 5 average rating, 5 reviewsGlamping at its finest! Private 1 BR, A/C, Wifi.
Jul 12 – 19
Guesthouse in Live Oak
5.0 out of 5 average rating, 40 reviewsCozy Studio Retreat
Sep 9 – 16
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