
Holiday houses in Winter Park
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Top-rated holiday rentals in Winter Park
Guests agree: these stays are highly rated for location, cleanliness and more.

Charming Rocky Mountain A-Frame
The Woodland A-Frame Retreat is NEWLY RENOVATED as of December 2021. It features a tranquil and private setting tucked amongst the 1 acre lot's aspens and pines. Byer’s Peak mountain views from the front deck. Located on the free shuttle route (the Lyft stop is two houses away!) and a bike ride away from Idlewild Trail system. Open living area with loft, granite countertops, stainless steel appliances, washer/dryer and a cozy wood stove. Enjoy all the modern comforts with a rustic a-frame charm.

Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ loft) space can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

Cozy Cabin in Perfect Location
You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

Top Floor Condo Steps From Free Shuttle w/Hot Tub
Two bedroom, Two bath, top floor condo with three private balconies. Our fully equipped kitchen comes complete with all the amenities you need to prepare your favorite meals, and we provide complimentary toiletries for your convenience. 15 minute walk to main street bars and restaurants and on the free ski shuttle line to the Mountain or Main Street. Take advantage of our free parking in front of the building and unwind after a long day on the slopes or trails in the community outdoor hot tub.

Homebase Snowblaze
Enjoy the magic of the Fraser River Valley and charm of downtown Winter Park from our well-equipped, completely remodeled studio. Only an hour and thirty minute drive from Denver International Airport. Walking distance to Winter Park's Main St. lined with shops and dining and a quick 5 minute drive to the world class slopes of Winter Park resort. Take advantage of the free "Lift" bus, with a stop right out front of the building and a ride to the resort in less than 5 minutes. WP STR # 009036.

Charming Suite in Old Town Winter Park
Charming European suite steps away from a major ski resort. Located in the heart of Old Town Winter Park this beautiful European Country home is a welcoming retreat for mountain visitors. OUR LARGE PRIVATE SUITE IS IN THE LOWER LEVEL OF OUR HOME, complete with separate bedroom, kitchenette, hot tub, bathroom/shower & FREE PARKING! Take a 10-15 minute walk or short bus ride to the base of the Winter Park Resort to experience incredible skiing and boarding at any of the Resort's Territories.

Luxury Winter Park Cabin w/Hot Tub & Pet Friendly
The Wildflower is a private luxurious home in Winter Park next to beautiful national forest and less than 5 min to downtown WP for restaurants, shopping, and more! Skiing at Winter Park is 5 min away with hiking and biking out the front door! Come enjoy the private oversized hot tub after a long day of fun or walk to downtown for dinner and shopping. Fully stocked kitchen and pet friendly with a private 2-car garage and high-speed WiFi. 2 master bedrooms and extra living area for the kids!

Main Street Luxury- Downtown with Hot Tub & Trails
You'll feel right at home at the hearth of this updated condo. You'll be on the slopes in 2 bus stops with pickup just outside. On Main Street, across from Cooper Creek and the Rendezvous Event Center, the town awaits. Host family style feasts with the fully equipped kitchen and dine up to nine. Relax in the hot tubs, on the huge couch by the big screen digital cable TV with streaming services, on the deck and in the hot tubs. Decadent Cal King bed in master. Ski lockers.

Mountain Getaway Condo w/ Pool and Hot Tub
Freshly Updated- 2 Bedroom, 1 Bath Meadow Ridge Condo with space for the whole family or your favorite group to enjoy a mountain getaway! Located right on the FREE shuttle route to Winter Park Ski Resort, adventure awaits in every direction from this perfectly located condo. Start hiking or biking right out the front door. Guests have access to all the amenities at Club MeadowRidge, located steps away from the condo. Stay, Play, Relax at our wonderful Mountain Getaway!

Fall in to winter at Madge’s. Pets welcome!
Whether it be play time or quiet time (or both!), we offer our guests (and pets) the comfort of a large studio and yard at the end of a dead end street. You have a beautiful mountain setting with easy access to all your favorite winter activities; Fraser Valley has them in spades! After enjoying a perfect Colorado winter day, come back to your spacious room for a drink by your cozy fireplace to think about what restaurant to enjoy to cap a wonderful day.

Calm vibes and a great view at the Alpen Rose
Currently available for weekly and longer rentals. Will review any other requests. Welcome! I'm sharing with you my home away from home. A stay here comes with wonderful views of the Continental Divide and Winter Park Resort. The Lyft (free bus) stops just a few steps from the house. Cook with a view and fully stocked kitchen. The living space has a comfy sofa and wood-burning stove. Molekule air filters & Dyson fan to keep you comfortable.

Studio~Ski Granby/Winter Park. Pool/Hot Tubs
This 2nd floor studio is located at the Inn at Silvercreek in Granby Ranch. It is 495 sq ft. Inside the studio has been updated and is stylish and cozy. The resort offers many amenities including pool, hot tubs, an arcade, a gym and even a barber shop. The location is about 5 min from the Granby Ski area, 20 min to Grand Lake and 30 min to either RMNP or Winter Park. There is a free “Lift” shuttle to Winter Park during the ski season.
Popular amenities for Winter Park holiday rentals
Other great holiday rentals in Winter Park

Trailhead 232 pool, hot tub, clubhouse

4BR Mountain Escape Family Friendly, Sleeps 10

New | Dog-Friendly Snowscape | Hot Tub

The Retreat

Winter Park/Fraser Condo W/Hot Tub & Mountain View

NEW Ski In/Out Condo w/ Hot Tub & Balcony

Hot Tub | Mountain Views | Steps to Trails

The Rustic Moose
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $457 NZD | $452 NZD | $464 NZD | $296 NZD | $278 NZD | $294 NZD | $329 NZD | $343 NZD | $313 NZD | $301 NZD | $320 NZD | $476 NZD |
| Avg. temp | -7°C | -7°C | -3°C | -1°C | 4°C | 9°C | 13°C | 12°C | 8°C | 2°C | -3°C | -7°C |
Quick stats about holiday rentals in Winter Park

Total holiday rentals
Explore 1,470 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $18 NZD per night before taxes and fees

Verified guest reviews
Over 45,410 verified reviews to help you choose

Family-friendly holiday rentals
1,120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 250 rentals that welcome pets

Holiday rentals with a pool
580 properties feature pools

Rentals with dedicated workspaces
860 properties have a dedicated workspace

Wi-Fi availability
1,460 of Winter Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Winter Park rentals

4.8 Average rating
Winter Park stays are highly rated by guests—averaging 4.8 out of 5!
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- Breckenridge Ski Resort
- Rocky Mountain National Park
- Beaver Creek Resort
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Fillmore Auditorium
- Denver Zoo
- Elitch Gardens
- City Park
- Pearl Street Mall
- Denver Botanic Gardens
- Water World
- Ogden Theatre
- Loveland Ski Area
- Golden Gate Canyon State Park
- Ski Cooper
- Arrowhead Golf Course
- Downtown Aquarium
- Carousel of Happiness