Madison County Cottage Rentals & Holiday Homes
Find the best cottages in Madison County - We found 2 exact matches
About Madison County Luxury Rental on Top Winter Vacations
Searching for cottages to rent near Madison County? Top Winter Vacations features more than 2 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 County 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. Top Winter Vacations’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Madison County.
Are you planning to travel to the lakeside, beach, or mountain area? Top Winter Vacations’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.
Top Winter Vacations boasts of 2 holiday cottages and places to stay in Madison County. The site provides unique Airbnb, VRBO, Top Winter Vacations-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 County Cottage Rentals
What are the top rated Cottage Rentals in Madison County?
There are a lot of options in Madison County. If you plan on staying in the Madison County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Madison County:
- Micro house cabin located near Silver Mines Recreation Area.
- Alpaca Farm Stay
- The Stonehouse - Private Hot Tub - Sleeps 7
- Plain & Fancy Bed & Breakfast
- RIVER and SKY Cabin; Hot Tub
- St Francis River: The Blue Yurt and Hot Tub
- The Firehouse Loft - Sleeps 4
- Madison Inn Lodge
- 2 Bedroom Sleeps 8, Private Pond, Fire Pit & RV Sites
- Luxury Train Caboose with loft and firepit-Sleeps 4-Fredericktown, MO.
How much does it cost to rent a cottage in Madison County?
The average cost for a cottage rental in Madison County is $161 per night. Topwintervacations has a wide list of great cottages near Madison County that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Madison County that allow pets?
Yes, here are the top cottage rentals in Madison County that allow you to bring your pet:
- Private Cottage, King Bed, Kitchenette, Views for mile, Bon Fire, Hike, Fish
- Quaint Cottage ~ Close by the St. Francis River ~ Star Gazing is Spectacular ~
- Micro house cabin located near Silver Mines Recreation Area.
- Plain & Fancy Bed & Breakfast
- Madison Inn Lodge
- Alpaca Farm Stay
See all pet-friendly vacation rentals in Madison County on Topwintervacations
Do you have any rental cottages in Madison County that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Madison County to find one that works for you.
Are there quality cottages in Madison County that have indoor swimming pools?
As of 2026, the data from Topwintervacations shows that there are Over 2 private swimming pools or cottages with indoor pools in the Madison County area along with other great amenities.
