Winter Park Villas - Vacation Rentals in Madison County Courthouse
Cabin
10.0
(
98 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $121
/Night
7 Nights - $845
Bed & Breakfast
9.6
(
42 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
340.86 ft²
-
Oceanfront -
Hot Tub -
Pool -
Ocean View
US $149
/Night
7 Nights - $1,043
US $88
/Night
7 Nights - $619
House
10.0
(
12 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
1088 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $212
/Night
7 Nights - $1,482
House
1 Bedroom
2 Bathrooms
4 Guests
-
Hot Tub
-
Parking
-
Air Conditioner
-
Internet
US $212
/Night
7 Nights - $1,487
House
10.0
(
12 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $136
/Night
7 Nights - $950
House
2 Bedrooms
1 Bathroom
2 Guests
-
EV Charge Station -
Parking
-
Air Conditioner
-
Internet
US $115
/Night
7 Nights - $802
House
10.0
(
4 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $214
/Night
7 Nights - $1,495
New
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
-
Child Friendly
US $221
/Night
7 Nights - $1,549
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
-
Child Friendly
US $221
/Night
7 Nights - $1,545
US $173
/Night
7 Nights - $1,214
House
9.8
(
7 Reviews
)
1 Bedroom
1 Bathroom
5 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $209
/Night
7 Nights - $1,463
Cabin
8.8
(
27 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Air Conditioner
-
Child Friendly
-
Bedding/Linens -
Security/Safety
US $231
/Night
7 Nights - $1,620
Cabin
8.0
(
1 Review
)
2 Bedrooms
1 Bathroom
7 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
US $213
/Night
7 Nights - $1,492
Cabin
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $188
/Night
7 Nights - $1,313
US $176
/Night
7 Nights - $1,229
Cabin
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
5 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
US $171
/Night
7 Nights - $1,196
Cabin
2 Bedrooms
2 Bathrooms
7 Guests
-
Hot Tub
-
Breakfast -
Parking
-
Balcony/Terrace
US $330
/Night
7 Nights - $2,313
Cabin
1 Bedroom
1 Bathroom
5 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $290
/Night
7 Nights - $2,032
New
House
1 Bedroom
1 Bathroom
4 Guests
-
Child Friendly
US $230
/Night
7 Nights - $1,609
US $194
/Night
7 Nights - $1,357
US $173
/Night
7 Nights - $1,214
House
10.0
(
12 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
3350 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $685
/Night
7 Nights - $4,795
Cabin
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $229
/Night
7 Nights - $1,605
★ Pro Tip: Winterparkvillas makes it easy to compare the best listings on Winterparkvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winterparkvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Madison County Courthouse.
Weather in Madison County Courthouse
View the weather forecast for Madison County Courthouse before booking your Madison County Courthouse Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Madison County Courthouse Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Madison County Courthouse?
There are a lot of options in Madison County Courthouse. If you plan on staying in the Madison County Courthouse area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Madison County Courthouse:
- Micro house cabin located near Silver Mines Recreation Area.
- Picturesque, renovated country home w/beautiful views!
- Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool
- Cozy Camper in the Woods w/Trails & Fishing Pond - showcased by HGTV!
- Authentic Train Caboose with Loft & Firepit Near Elephant Rocks
- Escape to Hahn’s Mill House – A Rustic Riverfront Retreat
- 3 bed, 2 bath private wooded retreat on 12 acres
- Iron Mountain Villa - Sleeps 5 - Fire Pit
- Conestoga Covered Wagon at Cherrywood Farms - Hearthstone
- Conestoga Covered Wagon on Working Farm - Willowmere
How many vacation rentals are available in Madison County Courthouse?
Currently, the total number of properties listed in 2026 is over 50 in the Madison County Courthouse area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Madison County Courthouse.
