Winter Park Villas - Vacation Rentals in Jackson Peak
House
10.0
(
74 Reviews
)
18 Bedrooms
19 Bathrooms
50 Guests
17000 ft²
-
Private Pool -
Hot Tub -
Parking -
Pool
US $4,225
/Night
7 Nights - $29,574
House
10.0
(
2 Reviews
)
1 Bedroom
2 Bathrooms
8 Guests
1700.7 ft²
-
Oceanfront -
Parking
-
Ocean View -
Balcony/Terrace
US $171
/Night
7 Nights - $1,198
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Kitchen -
Air Conditioner -
Internet -
Pet Friendly
US $360
/Night
7 Nights - $2,521
House
10.0
(
95 Reviews
)
2 Bedrooms
1 Bathroom
2 Guests
728 ft²
-
Parking
-
Kitchen
-
Internet
-
Child Friendly
US $238
/Night
7 Nights - $1,668
House
9.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
14 Guests
2798.62 ft²
-
Parking
-
Pool
-
Internet
-
Sports/Activities
US $315
/Night
7 Nights - $2,203
Cabin
9.6
(
30 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Skiing -
Balcony/Terrace
US $186
/Night
7 Nights - $1,299
Cabin
10.0
(
70 Reviews
)
5 Bedrooms
3 Bathrooms
15 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $704
/Night
7 Nights - $4,926
House
8.7
(
3 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1603.82 ft²
-
Parking
-
Pool
-
Spa -
Balcony/Terrace
US $282
/Night
7 Nights - $1,972
Cabin
10.0
(
57 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1600 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $256
/Night
7 Nights - $1,791
Cabin
10.0
(
51 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
1200 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $324
/Night
7 Nights - $2,266
Cabin
10.0
(
36 Reviews
)
8 Bedrooms
5 Bathrooms
24 Guests
4400 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
US $1,130
/Night
7 Nights - $7,907
Cabin
10.0
(
36 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
1200 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $231
/Night
7 Nights - $1,617
House
10.0
(
34 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $346
/Night
7 Nights - $2,419
Cottage
10.0
(
33 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $143
/Night
7 Nights - $1,002
New
Cabin
10.0
(
29 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
975 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $277
/Night
7 Nights - $1,939
Cabin
10.0
(
29 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
975 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $277
/Night
7 Nights - $1,939
House
10.0
(
28 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
300 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $309
/Night
7 Nights - $2,165
Cabin
10.0
(
28 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
975 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $277
/Night
7 Nights - $1,939
Cabin
10.0
(
26 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1765 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $359
/Night
7 Nights - $2,510
Cabin
10.0
(
22 Reviews
)
4 Bedrooms
3 Bathrooms
15 Guests
3200 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $627
/Night
7 Nights - $4,389
Cabin
10.0
(
18 Reviews
)
5 Bedrooms
3 Bathrooms
13 Guests
4000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,393
/Night
7 Nights - $9,748
House
10.0
(
18 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $456
/Night
7 Nights - $3,193
Cabin
10.0
(
16 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
3000 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $749
/Night
7 Nights - $5,240
Cabin
10.0
(
13 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $449
/Night
7 Nights - $3,146
★ 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 Jackson Peak.
Weather in Jackson Peak
View the weather forecast for Jackson Peak before booking your Jackson Peak 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
Jackson Peak Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Jackson Peak?
There are a lot of options in Jackson Peak. If you plan on staying in the Jackson Peak area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jackson Peak:
- Clean and Cozy Home Away from Home!
- The Ultimate Lodge for retreats, family reunions or Destination Weddings
- Beautiful mountain home with hot tub over looking Scriver Creek meadow.
- Snow Springs Pool House w/PRIVATE heated, hotsprings pool! 5 bedrooms,Sleeps 15
- Hillside Hideaway: Warm & Cozy Terrace Lakes Cabin
- Cozy home with HOT TUB, River View & Fire Pit!
- The Hillside Hideaway UNIQUE MIX OF RETRO & MODERN - Steps to Pool, Food & Golf
- Stunning Cabin with Clubhouse on River! Wooded Retreat with Kayaks! Pickleball!
- STUGÄ cabin, walk 2 hot spring's pool & food
- / frame · breathtaking · view · luxurious · romantic
How many vacation rentals are available in Jackson Peak?
Currently, the total number of properties listed in 2026 is over 281 in the Jackson Peak area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Jackson Peak.
