Winter Park

Make the most of your Colorado mountain getaway with a Stay Vara vacation rental in Winter Park. This year-round destination puts skiing, snowboarding, mountain biking, hiking, dining, shopping, entertainment, and outdoor adventure close to your front door.

Winter Park Resort draws visitors throughout the year, while downtown Winter Park offers restaurants, shops, events, and convenient access to the surrounding Fraser Valley.

Stay Near the Best of Winter Park

During winter, spend your days skiing and snowboarding before returning to town for dinner or après-ski. When summer arrives, explore miles of hiking and biking terrain, ride the mountain, attend local events, or spend a day discovering Grand County.

Stay Vara offers Winter Park vacation rentals for family trips, group getaways, ski vacations, summer escapes, and everything in between.

Explore available Winter Park rentals and find your home base in the Colorado Rockies.


Properties Available 44 properties available
Bear Trail Villa | Mountain View Townhome with Hot Tub & Fireplace Nestled in a tranquil hilltop setting, Bear Trail Villa is a custom three-story retreat offering sweeping views of the Arapaho National Forest. With trails at your doorstep, dog-friendly comfort, and just 4 miles to Winter Park Resort, it’s the perfect mountain escape for families
Bear Trail Villa | 4BR, Hot Tub, Dog-Friendly
House Pet Friendly
$212.00 - $1676.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (15)
500 Vasquez Road #5 | 3BR Townhome in Downtown Winter Park with Deck + Modern Comforts + Pet Friendly Welcome to 500 Vasquez #5, a beautifully designed three-bedroom, four-bath townhome located in the heart of downtown Winter Park. Perfect for families or groups, this spacious retreat accommodates up to 11 guests and blends cozy mountain charm wit
Hot HOT 13
500 Vasquez #5 | 3BR Downtown, Pet Friendly
Townhouse Pet Friendly
$127.00 - $1101.00 / per night
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 5 (7)
Trailhead Lodges is located in the heart of downtown Winter Park, Colorado. This two-bedroom condo with a bonus sleeping bunk room is the perfect location for your next Winter Park Ski or summer vacation. This oversized two-bedroom condo features a large primary bedroom with a comfortable King bed, 50” flat screen TV and a full bathroom with a w
Trailhead 211 | Downtown, Pool & Hot Tub
Condo Pet Friendly
$125.00 - $1030.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (37)
Luxurious 2nd Floor Condo with Shared Hot Tub, Pool, Private Balcony & Grill Welcome to your upscale 2 bedroom, 2 bathroom Winter Park condo, ideally located in the heart of town. Just steps from shops, restaurants, the Rendezvous Event Center, and hiking trails, this retreat combines comfort and convenience. In the winter months, hop on the free
Trailhead 324 | Hot Tub, Pool, Private Balcony
Condo
$118.00 - $935.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (4)
Trailhead Lodges 712 is a premier condominium property located in Downtown Winter Park, Colorado. With high-end amenities, and professionally decorated you’ll feel at home after a day of skiing, hiking or walking home from one the many summer events at the Rendezvous Event Center. This is a pet friendly one-bedroom condo and features a large primar
Hot HOT 10
Trailhead 721 Pet Friendly pool hot tub
Condo Pet Friendly
$85.00 - $691.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (48)
Arrow 201 in Downtown Winter Park  Experience the charm of this well-lit, spacious 2-bedroom, 2-bathroom condo nestled in the heart of downtown Winter Park.,Situated just off the main street, relish the convenience of easy access to Winter Park's vibrant dining and entertainment scene. The unit has 9-1/2 ft ceilings, luxurious vinyl plank floorin
Arrow 201 Downtown Winter Park
Condo
$145.00 - $792.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (8)
Moose Lodge Mountain Retreat Welcome to your Rocky Mountain retreat in Winter Park, Colorado! This spacious 3500 square foot single-family home, nestled at 310 Moose Trail, promises an unforgettable mountain getaway. With 5 bedrooms and 4.5 bathrooms, this rental offers the perfect blend of comfort and luxury. On the main level, you'll find a
Hot HOT 11
Moose Lodge with private hot tub
House
$301.00 - $3136.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (28)
Stunning 5-Bedroom Lakota Retreat with Private Hot Tub, Mountain Views & Luxury Amenities Welcome to Dream Catcher —a beautifully designed, three-level mountain townhome in the coveted Lakota neighborhood, just a quarter mile from Winter Park Resort. Perfect for family gatherings or group getaways, this spacious 5-bedroom, 4.5-bathroom retreat c
Hot HOT 12
143 Dreamcatcher | 5BR Hot Tub, Across from Resort
Townhouse
$300.00 - $2513.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 5 (13)
Founders Pointe – Slopeside Studio with Resort Views at Winter Park Resort Welcome to Founders Pointe, a premier slopeside condominium located directly across from the Winter Park Resort Base Village. With the 10-person gondola just 200 yards from the lobby, this studio offers exceptional ski-in/ski-out style convenience—perfect for coming back to
Founders Pointe 4569 | Ski-In/Ski-Out Winter Park
Condo
$75.00 - $1008.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (10)
After a long day of being outside, you can start to make some snacks in the modern kitchen. With white quartz countertops, stainless steel appliances, low-hanging overhead lights, and bar stools, you can chat with your guests while they sit at one of the three bar stools at the countertop. This way, you can converse and have some drinks and snacks
Hideaway Station TS 23 - Downtown Winter Park
Condo Pet Friendly
$146.00 - $740.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (40)
Sawyer Circle Chalet – Walk to Downtown Winter Park, Hot Tub & Mountain Views Close to both town and trail, Sawyer Circle Chalet is the perfect setting for your Winter Park getaway. Just steps from the Fraser River Trail and downtown’s shops, cafés, and restaurants, this 3-bedroom, 3.5-bathroom townhome blends comfort, style, and unbeatable locati
216 Sawyer | 3BR Hot Tub, Downtown
Townhouse Pet Friendly
$162.00 - $1418.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (30)
This oversized one-bedroom condo features a large primary bedroom with a King bed and a sleeping den with a Queen bed, sleeping up to 4 adults, perfect for families or couples! This unit is located on the top floor and you’ll need to be able to navigate two flights of stairs to the condo. Trailhead Lodges is conveniently located downtown Win
Trailhead 232 pool, hot tub, clubhouse
Condo
$95.00 - $691.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (29)

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