Madison Cottage Rentals & Holiday Homes
Find the best cottages in Madison - We found 19 exact matches
About Madison Luxury Rental on Wine Country Villas
Searching for cottages to rent near Madison? Wine Country Villas features more than 19 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Madison have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Wine Country Villas’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Madison.
Are you planning to travel to the lakeside, beach, or mountain area? Wine Country Villas’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Wine Country Villas boasts of 19 holiday cottages and places to stay in Madison. The site provides unique Airbnb, VRBO, Wine Country Villas-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Madison Cottage Rentals
How much does it cost to rent a cottage in Madison?
The average cost for a cottage rental in Madison is $267 per night. Winecountryvillas has a wide list of great cottages near Madison that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Madison that allow pets?
Yes, here are the top cottage rentals in Madison that allow you to bring your pet:
- The Magnolia House
- Cabin Hatfield McCoy Ivy Branch
- Ivy Branch Cottage - Danville
- Cozy 4-bedroom Hobet House less than 1 mile to Ivy Branch Trailhead.
See all pet-friendly vacation rentals in Madison on Winecountryvillas
Do you have any rental cottages in Madison that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Madison to find one that works for you.
Are there quality cottages in Madison that have indoor swimming pools?
As of 2026, the data from Winecountryvillas shows that there are Over 19 private swimming pools or cottages with indoor pools in the Madison area along with other great amenities.
Do any cottages in Madison have hot tubs?
About 19 cottages in Madison boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in Madison on Winecountryvillas