Winter Park Villas - Vacation Rentals in Highland County Courthouse
Cabin
10.0
(
46 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2500 ft²
-
Hot Tub -
Parking -
Balcony/Terrace -
Kitchen
US $249
/Night
7 Nights - $1,740
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
9 Guests
1399.31 ft²
-
Hot Tub
-
Parking
-
Internet -
Wellness Facilities
US $304
/Night
7 Nights - $2,128
US $84
/Night
7 Nights - $586
Apartment
10.0
(
29 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
603 ft²
-
Hot Tub
-
Parking
-
Ocean View -
Balcony/Terrace
US $178
/Night
7 Nights - $1,246
US $88
/Night
7 Nights - $617
House
10.0
(
19 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $282
/Night
7 Nights - $1,975
House
9.5
(
4 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
602.78 ft²
-
Hot Tub
-
Parking
-
Air Conditioner
-
Internet
US $141
/Night
7 Nights - $989
House
10.0
(
14 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
4000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $650
/Night
7 Nights - $4,551
House
10.0
(
10 Reviews
)
2 Bedrooms
3 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $468
/Night
7 Nights - $3,277
House
10.0
(
9 Reviews
)
7 Bedrooms
5 Bathrooms
18 Guests
5899 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $912
/Night
7 Nights - $6,387
House
10.0
(
3 Reviews
)
3 Bedrooms
4 Bathrooms
8 Guests
4720 ft²
-
Hot Tub
-
Parking
-
Pool -
Spa
US $553
/Night
7 Nights - $3,868
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $361
/Night
7 Nights - $2,526
Cabin
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $315
/Night
7 Nights - $2,202
Cabin
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $271
/Night
7 Nights - $1,894
Cabin
9.8
(
87 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $179
/Night
7 Nights - $1,250
Cabin
9.8
(
71 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
450 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $179
/Night
7 Nights - $1,250
House
9.8
(
30 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $190
/Night
7 Nights - $1,327
House
9.8
(
10 Reviews
)
3 Bedrooms
4 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Spa
-
Balcony/Terrace
US $750
/Night
7 Nights - $5,248
House
9.8
(
10 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
440 ft²
-
Air Conditioner
-
Internet
-
Pet Friendly -
Child Friendly
US $155
/Night
7 Nights - $1,085
House
9.8
(
7 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
452 ft²
-
Hot Tub
-
Ocean View
-
Balcony/Terrace
-
View
US $290
/Night
7 Nights - $2,030
House
9.4
(
37 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $400
/Night
7 Nights - $2,800
House
9.2
(
14 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
1400 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $352
/Night
7 Nights - $2,461
House
9.0
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $302
/Night
7 Nights - $2,116
★ 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 Highland County Courthouse.
Weather in Highland County Courthouse
View the weather forecast for Highland County Courthouse before booking your Highland 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
Highland County Courthouse Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Highland County Courthouse?
There are a lot of options in Highland County Courthouse. If you plan on staying in the Highland 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 Highland County Courthouse:
- All season getaway. Relax at The "Wilberness" Log Cabin close to Rocky Fork Lake
- Rustic Lodge with private cabins/6 person hot tub and camp fire
- Meadowview Guest House
- Amish Country Farm Stay: Family-Friendly Getaway by Rocky Fork Lake
- Boxwood House - Secluded Farm Retreat - Minutes from Rocky Fork Lake
- Lakeside Escape ~ Waterfront w/Hot Tub (NEW DOCK!)
- Family Farm Retreat: 2 Homes + Private Pond, Minutes to Rocky Fork Lake
- Country Cornerstone Retreat, Pool | Game Room | Theater | Hot Tub | Massage
- 3-bedroom House, Private Lake Access and Game Room
- 3-bedroom 2.5 bath Log Lodge in beautiful Hillsboro. Near Rocky Fork Lake.
How many vacation rentals are available in Highland County Courthouse?
Currently, the total number of properties listed in 2026 is over 59 in the Highland County Courthouse area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Highland County Courthouse.
