Winter Park Villas - Vacation Rentals in Windham Mountain Resort
House
9.0
(
64 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1500 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $233
/Night
7 Nights - $1,633
House
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2647.92 ft²
-
Parking
-
Balcony/Terrace
-
View -
Kitchen
US $510
/Night
7 Nights - $3,567
Cabin
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $542
/Night
7 Nights - $3,796
House
10.0
(
43 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1750 ft²
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $495
/Night
7 Nights - $3,467
Ski Chalet
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1905.21 ft²
-
Hot Tub
-
Parking
-
Skiing -
Balcony/Terrace
US $569
/Night
7 Nights - $3,983
Bed & Breakfast
9.0
(
138 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Skiing
-
Balcony/Terrace
US $146
/Night
7 Nights - $1,021
House
10.0
(
38 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2160 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $544
/Night
7 Nights - $3,810
House
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1205.56 ft²
-
Oceanfront -
Parking
-
Ocean View -
View
US $343
/Night
7 Nights - $2,401
House
9.8
(
56 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
975 ft²
-
Parking
-
Pool -
Skiing
-
Balcony/Terrace
US $230
/Night
7 Nights - $1,607
House
8.6
(
20 Reviews
)
5 Bedrooms
3 Bathrooms
17 Guests
3200 ft²
-
Hot Tub
-
Parking
-
Skiing
-
Balcony/Terrace
US $638
/Night
7 Nights - $4,465
House
10.0
(
76 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1400 ft²
-
Hot Tub
-
Parking
-
Spa -
Balcony/Terrace
US $688
/Night
7 Nights - $4,816
House
10.0
(
68 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2784 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $544
/Night
7 Nights - $3,810
House
10.0
(
63 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
3000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $806
/Night
7 Nights - $5,640
House
10.0
(
31 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
3700 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $754
/Night
7 Nights - $5,278
Cabin
10.0
(
31 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1900 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $606
/Night
7 Nights - $4,242
Condo
10.0
(
25 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
1812 ft²
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $883
/Night
7 Nights - $6,180
Condo
10.0
(
16 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,014
/Night
7 Nights - $7,099
House
10.0
(
15 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
2200 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $779
/Night
7 Nights - $5,455
House
10.0
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $487
/Night
7 Nights - $3,412
House
10.0
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1928 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $482
/Night
7 Nights - $3,372
Condo
10.0
(
14 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $259
/Night
7 Nights - $1,811
House
10.0
(
12 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Child Friendly
US $400
/Night
7 Nights - $2,797
Ski Chalet
10.0
(
10 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
3213 ft²
-
Private Pool -
Hot Tub
-
Parking
-
Pool
US $1,644
/Night
7 Nights - $11,511
House
10.0
(
10 Reviews
)
8 Bedrooms
5 Bathrooms
18 Guests
7000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,414
/Night
7 Nights - $9,896
★ 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 Windham Mountain Resort.
Weather in Windham Mountain Resort
View the weather forecast for Windham Mountain Resort before booking your Windham Mountain Resort 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
Windham Mountain Resort Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Windham Mountain Resort?
There are a lot of options in Windham Mountain Resort. If you plan on staying in the Windham Mountain Resort area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windham Mountain Resort:
- SECLUDED-PRIVATE LUXURY ESCAPE 5BR 4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER
- Cozy Caboose in the city
- Mountain View Chalet Near Skiing
- Mountain house with Scandinavian BBQ hut and Hot tub
- Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
- Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
- Red Fox Townhouse & alpine spa hot tub, fire pit & BBQ grill
- 'The Mountain House:' Windham Retreat w/Hot Tub!
- Windham Immaculate Ski Chalet w/ Secluded Fire Pit Available 25/26 Ski Season!
- River & Golf Mountain Retreat
How many vacation rentals are available in Windham Mountain Resort?
Currently, the total number of properties listed in 2026 is over 476 in the Windham Mountain Resort area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windham Mountain Resort.
