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WINTER PARK VACATION RENTALS AND CABINS

Compare 109 vacation rentals. Enter your trip dates to get started.
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USA > Colorado > Winter Park


MAKE WINTER PARK YOUR NEXT GETAWAY—CHOOSE FROM 109 GREAT VACATION RENTALS

Nestled on the cusp of Colorado's Continental Divide in the Arapaho National
Forest, our Winter Park vacation rentals and condos offer the most rustic of
mountain living, seclusion, and a small town feel rich in mountain history and
legend. Just under two hours from Denver International Airport, a little over an
hour to Keystone, and an hour and a half to Vail, this year-round mountain
escape offers guests of all walks of life and all levels of activity to find a
place to play hard, no matter the type of year - it won't surprise any visitor
to hear this getaway lovingly called "Colorado's Favorite Playground".


EXPLORE WINTER PARK CONDO RENTALS, TOWNHOUSES, STUDIOS, AND MORE


CONDO RENTALS

View 57 Condo rentals



TOWNHOUSES

View 32 Townhouses



STUDIOS

View 13 Studios


WINTER PARK VACATION RENTALS FOR EVERY GETAWAY

Popular
Dog-friendly Hot tub Internet
1 Bedroom | 1 Bath | Sleeps 2


HI COUNTRY HAUS GETAWAY - WINTER PARK, CO


From $61

1 Bedroom | 1 Bath | Sleeps 4


HI COUNTRY 9-3 - WINTER PARK, CO


From $64

3 Bedroom | 3.5 Bath | Sleeps 10


BEAR TRAIL 865 - WINTER PARK, CO


From $250

4 Bedroom | 3.5 Bath | Sleeps 12


BEAR TRAIL VILLA - WINTER PARK, CO


From $350

2 Bedroom | 2 Bath | Sleeps 7


SLOPES & SERENITY - WINTER PARK, CO


From $75

View 104 more homes


BROWSE MORE VACATION RENTAL AMENITIES IN WINTER PARK

Pool | Riverfront | Ski-in/ski-out | Water view | Waterfront | A/C | Fireplace |
Washer/dryer | Balcony | Bikes


RECENT WINTER PARK VACATION RENTAL REVIEWS

The convenience to the lifts was great ! Cozy cute loved it !
Christi L. | Apr 2022


Perfect for weekend with kids
David C. | Apr 2022


Lovely location, literally steps from the slopes. Room was a fine size for 2
people and worked well for a weekend. Located very close to Winter park and
town. Nice to have a garage to park, that usually had an open spot with the
exception of once after dinner. Building was quiet and overall, generally
well-maintained. It was very bare-boned: We were only given 1 towel for a
reservation of two people. The pillows didn't have cases on them, and the
blankets weren't on the bed, so we had to go through the cabinet to assemble
everything; if there had been more than 2 of us we would not have had enough
pillow cases or blankets. They gave us a small bottle of shampoo and
conditioner, but no soap. It would have been nice if they included instructions
in the room or emails of where the ski in / ski out door was located, we were
literally down the hall from it (amazing!) but didn't know it the first day.
Overall I'd stay here again.
Katie W. | Apr 2022


BOOK CONFIDENTLY. STAY COMFORTABLY.

24/7 support
Easy check-in
Professional cleaning


WINTER PARK SKI RESORT

One of the oldest operated ski resorts in Colorado, Winter Park Resort is
actually four slopes in one resort, with a grand total of over 3,000 acres of
skiing and riding terrain. Our Winter Park ski in ski out rentals offer easy
access to the "Seven Territories", with a place for all levels of snow sport
enthusiasts.
Never touched snow in your life, or traveling with young ones? Enjoy Winter
Park's family-friendly terrain and customer-oriented Ski and Ride School,
offering private and group lessons for all ages, a renowned adaptive ski
program, and childcare.

Want some truly gorgeous views with a bit more pitch? Take the ride up to
Parsenn Bowl - 12,000 feet up, with spectacular views and good intermediate
terrain. Feeling frisky? Take a few runs on Vasquez Ridge, where glades hide
pockets of powder for the intermediate white gold-seekers; or try Mary Jane,
Winter Park's infamous bumpy wonderland.

Advanced skiers and riders won't be able to get enough of Eagle Wind's thick
glades and steep trails, and the Cirque's back-country chutes. Need a bit of
air? Try out one of the six various terrain parks on Winter Park's main slope.

When it's time to catch your breath, take a pit stop at Lunch Rock Cafe up at
the top of Mary Jane, or stop in the Village at Winter Park's base for more
dining options. Pamper yourself with Alpenglow Spa in the Village - you may even
be able to have a massage therapist come to your Winter Park lodging with their
In-Room Service!

If skiing/riding isn't your thing, never fear - there's tubing at the Coca-Cola
tubing hill, ski bike lessons, ice skating, and s'mores nights in the Gazebo
Plaza, plus plenty of shopping in the Village if you need a souvenir or a new
pair of gloves.


WINTER PARK SUMMER ACTIVITIES

Locals in Winter Park have a saying: "Came for the winter, stayed for the
summer". The Continental Divide, which collects up to 29 feet of snow per
season, becomes a venerable oasis of outdoor summer activity during the warm
months. Known as Mountain Biking USA, Winter Park and Fraser Valley turn from
winter wonderland into 600 miles of bike trails for novices and professionals
alike. Hiking and chairlift rides offer scenic exploration, and visitors will
marvel at the abundance this Rocky Mountain hideaway has to offer, from wildlife
to wildflowers.

Horseback riding, hot air balloon rides, mini-golf, and an Alpine Slide keep
adventurers busy outside, and when the sun begins to set, Winter Park's
nightlife begins. Take your pick from trivia nights, happy hours,
family-friendly art classes, and a summer concert series highlighting local
artists.


WINTER PARK DAY TRIPS

Don't stop in your exploration in town: our Winter Park condos and cabin rentals
put you in one of the best spots to enjoy the Colorado Front Range and Summit
County - enjoy the bustle of summer in Frisco, on the shores of Dillon
Reservoir. Visit quirky, fun-loving Boulder, a little over an hour and a half
away. Take a day trip to Estes Park and Rocky Mountain National Forest, or drive
through Nederland behind Boulder's Flat Irons to spot old mining and ranching
homes, and to see the Continental Divide from every angle.

Whether you're here for a celebration of family and/or friends, a holiday
getaway with the kids, or taking some well-deserved time off, a stay in our
Winter Park vacation rentals is the open door to your play time - go! Who knows
what you might find?


DISCOVER WINTER PARK

Best 14ers in Colorado for Beginners and Beyond

The best Colorado Summer Resorts


PEOPLE ALSO SEARCH FOR

Northwest Colorado   |   Hi Country Haus - Winter Park   |   Iron Horse Resort -
Winter Park   |   Snowblaze - Winter Park   |   Fraser   |   Tabernash   |  
Granby   |   Keystone   |   Dillon   |   Silverthorne   |   Grand Lake   |  
Allenspark   |   Frisco   |   Heeney   |   Colorado

Show more  

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