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

Winter Park Creekside Chalet with Hot Tub
Experience nature in this scenic 4-bedroom, 3-bathroom chalet that is secluded amongst the trees and river yet close to everything. Choose having your morning beverage nestled in front of the fireplace or in a hot tub overlooking the river. The property is perfectly situated with downtown just 1 mile away or Winter Park Resort within a 10 minute drive and located on the Lift bus route too. Or, stay around the house with access to beautiful hiking and mountain biking trails just 1 block away!

*NEW* Luxe Waterfront Condo in Winter Park
Headwaters Hideaway, a 1,500+ sq ft Winter Park condo, boasting 180* waterfront, mountain & forest views. Just a 5-minute drive to Winter Park Resort and 100 feet to large ponds and the Fraser River trail. Enjoy a private patio, dual master suites, and room for up to 10 guests. Cook up a storm in our fully stocked kitchen, or take a 5-min walk to 10+ restaurants. In the summer, 5-Star Golf & Lake Granby are just a short drive away. This Hideaway is perfect for winter skiing or summertime events.

New! / HotTub / Fireplace /walk to WP Lift ski bus
5★ "Pristine unit with high end equipment. Most well stocked kitchen I’ve ever been in! I use Airbnb once a month" 5★ "Heated garage super nice, fit my truck" ❋ Mountain views from private hot tub ❋ Steps to Winter Park Resort ski shuttle for quick, free, no-hassle ride ❋ Indoor fireplace ❋ Main-floor condo w/Heated & attached garage ❋ Open kitchen & living area ❋ Quartz kitchen island w/seating ❋ Bright natural light ❋ Smart TVs all rooms ❋ West Elm furnishings ❋ Near shops, dining & breweries

Indulge | Majestic Views | Teepee | Hot Tub
Pioneer Retreat at Moose Lodge is a unique grand timber standalone log A-Frame with an energy all its own. Designed with post & beam architecture, this mountain escape was constructed with enormous logs that will leave you in awe. Gaze out at the amazing panoramic mountain vista views and immerse yourself in nature & all the Rockies have to offer just steps from the front door. Indulge your senses with in-house spa amenities & experience a deeper sense of connection to nature, family & friends.

Private Hot Tub, Garage + EV Charger, On Bus Line!
Welcome to your mountain home! Relax in your private 6 person hot tub on your back patio, or have your morning coffee from the patio while taking in the mountain views. Only a few minutes walk to the shuttle line, be at Winter Park in no time at all! After a day on the slopes, relax in front of the fireplace or outdoor fire pit. The primary bedroom has an attached private bathroom, while the spacious guest room features a tub + shower. Have an EV? Charge for free in your heated garage!

Luxury Mtn Cabin/Free Shuttle/ Views/Garage
Escape to Mountain Flower Cabin located in the Rendezvous community just a short walk to downtown Winter Park and a 4 mile shuttle ride (free) to Winter Park Ski Resort. Our 3BR cabin is well appointed with custom furniture, modern amenities, and breathtaking mtn views. Nestled within the Rendezvous Trail System, alongside the Fraser River, you'll find miles of hiking, biking, fishing and cross country skiing right outside your door. The free shuttle to WP is steps from the cabin.

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing
Just 10-15 minutes from Granby, Winter Park and Fraser, this chalet style home is ideal for a getaway weekend in Grand County! This house features a custom steam shower, expansive deck with hot tub, fenced in backyard, wood burning stove and plenty of beds for adults and kids! The master bedroom features a king size bed along with a double bed and the second bedroom features a queen size bed, closet and working space. There is also a comfy futon in the loft for extra sleeping space!

Peaceful Mountain Retreat & Clubhouse Access
Your mountain get away close to conveniences and activities with access to shared club hot tub. Located on a quiet street. 1/2 of a duplex on a 3/4 acre lot. Heated garage to keep you warm. A spacious entryway for gear, and parking for three cars. All beds, bedding and couches are new. Crib and high chair available. Large deck. 1.3 miles to Safeway 1.5 miles to restaurants and breweries in Fraser 3.5 miles to town of Winter Park 6 miles to Winter Park Resort Permit STR21-00011

Wildhorse Chalet at Grand Elk - With Hot Tub!
This 5-bedroom (4 bedrooms + loft), ranch is located in the Grand Elk community of Granby, CO. The home offers over 2600sf of contemporary mountain decor. The home was designed to maximize both indoor and outdoor living. Whether you're looking to ski/snowboard at Granby Ranch and/or Winter Park, paddle-board at Grand Lake, golf at Grand Elk, or if you're just seeking a relaxing weekend away with friends and family, we're confident your stay will be one to remember. Permit #004096

Mountain Cozy | New w/ Hot Tub
Relax in this cozy, new build mountain retreat, ideally located minutes from world renowned Winter Park Ski Resort. This new build 2-bed, 2-bath + bunk space condo includes a private hot tub, fully equipped kitchen, smart TVs, balcony w/ mtn views, washer/dryer, and heated garage. This condo is in a perfect location, just 2 minutes from Fraser grocery/restaurants/bars, 8 minutes to Winter Park, 20 mins to Granby Ranch, and just minutes to endless hiking and biking trails.

Luxury Home w/Hot Tub & Winter Park Ski Mtn Views!
This luxurious 6-bed, 5.5-bath Fraser vacation rental house can host up to 14 guests with ease throughout 4,341 square feet! This spectacular residence includes countless upgrades, such as a private hot tub, in-floor radiant heated floors on all levels including the garage, remote control blinds, and granite countertops. With a massive interior, spectacular mountain views from the deck, and the free shuttle stop less than 1 block away, experience mountain living in style!

Spacious Cabin Retreat • Hot Tub, Fireplace, Views
Beautiful, spacious and cozy cabin conveniently located with easy access to Winter Park Ski Resort, downtown Winter Park, Fraser and less than 1hr drive to Rocky Mountain National Park and Grand Lake for year round mountain adventures! Enjoy stunning views of Byers Peak from the patio with easy access to hiking, biking or Nordic ski trails. This home boasts all season access to all Grand County has to offer while comfortably accommodating multiple adults or 2 families.
Popular amenities for house rentals in Winter Park
House rentals with a pool

Luxury Mountain Retreat with Hot Tub + Views!

Meadowridge 30-2

Chill 301 | Pool + Hot Tub

Summit Sanctuary @ MeadowRidge

Winterfell at Winter Park Resort

Cozy Modern Cabin w/ Hot Tub - Minutes to Ski Area

Alpine Vista Escape

REMI's River Retreat * FISH/SKI/HIKE/MtnLife*
Weekly house rentals

Serene Spa Retreat: Modern Home with Stunning View

Modern Downtown Home w/ Private Sauna on Bus Line

Luxury Modern A-Frame with Hot Tub

Trail Side Cabin with Mtn Views & Private Hot Tub

Fraser Luxury 5BR Cabin w/ Hot Tub, Firepit & More

Cozy Winter Park Mountain Home

Modern Mountain Home with Epic Views and Hot Tub

Family Getaway in Winter Park!
Private house rentals

Everglen Retreat-Mountain Views/Ski/Hike w/ sauna!

4BR Mountain Escape Family Friendly, Sleeps 10

Real Log Cabin at St Mary's with Incredible Views

Trailside Mountain Retreat with Private Hot Tub

Modern Mtn Retreat with Hot Tub

Lux Retreat: Free Shuttle right outside!

New condo with private hot tub

Continental Divide Views! New Log Home w/ Hot Tub!
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $406 SGD | $386 SGD | $388 SGD | $383 SGD | $328 SGD | $383 SGD | $350 SGD | $276 SGD | $258 SGD | $280 SGD | $319 SGD | $412 SGD |
| 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 house rentals in Winter Park

Total holiday rentals
Explore 330 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 5,730 verified reviews to help you choose

Family-friendly holiday rentals
320 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
330 of Winter Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool 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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- Rentals with a firepit Winter Park
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- Rentals with a fireplace Winter Park
- Family-friendly rentals Winter Park
- Rentals with pools Winter Park
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- Rentals with a patio Winter Park
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