
Ski-in/Ski-out holiday rentals in Winter Park
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Winter Park
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

Cozy Condo on the Fraser River
Bright airy western sunset view with no obstructions looking down on Fraser river 25' in front of building. Walking distance to all of Winter Park. One year old new Rec Center with pool, hot tubs, pool table, Computer, guitar, great locker rooms with showers. Free town bus comes by hourly and pick up is right at our building. Car not really needed once your here. Winter Park is great Skiing with all the summertime activities as well. Sorry we are not pet friendly. We just installed a new stove.

❤️ NEW PRIVATE 8 Person *HOTTUB* ROCKY Mnt Park 🏞❤️
📸 ❤️ Add us on the Gram First! : @moosetrackscondo You will be able to watch videos and pics of Guests and so much more! ❤️ STUNNING MOUNTAIN VIEWS! Sought after valley side condo on the slopes of Granby Ranch Ski Resort. 8 person hot tub in the Second bedroom. Floor to ceiling windows allow for breathtaking views of Granby Ranch golf course and peaks of Rocky Mountain Natl Park. Perfectly located between Winter Park, Grand Lake, Ski-in/Ski-out Mountain Bike In/Out unit is ready for fun 🤩

Beautiful Spacious 2 Bedroom & Loft Mountain Condo
Located right in the middle of all things Rocky Mountains. You're just 30 minutes from Grand Lake/Rocky Mountain National Park/Winter Park and 2 mins from skiing, fishing, golf, and mountain biking at Granby Ranch. This corner unit has lots of space at 1200 square feet. Between the king size bed in the master, a queen bed in the 2nd bedroom, and a queen size sleeper sofa in the upstairs loft, the condo is able to sleep 6. We only allow 4 guests, but could accommodate on a case-by-case basis.

Ski In/Ski Out - Modern Cozy Condo in Winter Park
Welcome to Leone’s Den. This newly renovated studio condo located at the base of Winter Park Resort. Walk less than 150 yards to the slopes! Shops, restaurants, and bars at the Village Base just across the street and a pool sized hot tub! Marvel at the beautiful mountain views from the largest hot tub in Winter Park, brand new in 2025. Enjoy the view of village and mountain landscape while enjoying the warmth of the fireplace. The studio has everything you need for an unforgettable stay.

The Mountainside at Granby Ranch
This is truly mountainside living with trail & ski access right out the door! We remodeled over 4 months & added a 14 ft live edge bar, 100 year old hardwood vanities and many other touches to make the mountainside a memorable Colorado experience. While staying you can enjoy all that Granby Ranch has to offer in every season or access Winter Park or Grand Lake in quick 20 minute drives. A grocery store and gas station are only 5 minutes away and Granby is right around the corner. Enjoy!

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub
1st floor condo with views and sounds of Fraser River. Walking distance to downtown Winter Park grocery store, coffee shop, restaurants, breweries, retail stores, bars, movie theater, and bowling alley. Community amenities include an indoor pool, hot tubs, workout room, lounge with pool table, laundry facilities, and outdoor playground. Free bus to resort nearby. It is a great place to curl up next to the electric fireplace, relax, and unwind after a full day of outdoor activities.

One Bedroom Condo - Winter Park Resort Base Area
Hit the slopes early on a powder day! If you need to pop back for a quick lunch, our condo’s convenient location makes it perfect for families. After an adventure-filled day, unwind in the oversized hot tub! As a spacious corner unit, this condo offers more room than standard 1-bedrooms. You’ll sleep comfortably on the king-size Tempurpedic bed, and the living room sofa easily converts into a queen pull-out bed for extra guests. Winter Park Short-Term Rental Registration No. [004361}

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.

Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
Enjoy your stay right next to the Gondola here at the Zephyr Mountain Lodge - Winter Park Resort's premier ski-in/ski-out base lodging. This 1-bedroom, 1-bathroom condo is ideal for a small family or couple seeking mountainside convenience and complimentary amenities. Enjoy a direct ski-in/ski-out location, where winter adventures and summer endeavors are easily in reach! End each day with ease - whether you're soaking in the community hot tub or warming up by the unit’s fireplace.

Luxury Ski-In/Out | Ski to Winter Park Resort
Elevate your getaway in this cozy mountain condo, wrapped in mid-century charm and breathtaking views. Enjoy the mini Pub, snuggle up by the fireplace, or take in the mountain views. Sleep in luxurious comfort, and dine with a ski lift mural as your photo-worthy backdrop. Put a vintage record on, host a game night marathon, or soak in the infinity-style hot tub. The slope is located directly behind the building and you can walk or ski to the Winter Park Resort village center.

Michael’s Dream Views in Winter Park, CO condo #15
Located in Downtown WP, Condo 15, top floor, awesome views, in Hi Country Haus Condominiums, Lic#009357. Check out WP resort website for exciting improvements. World class skiing, biking, hike, fish, restaurants, shops, breweries, Hideway Park (sledding hill, Concerts, skateboard). WALK TO Fireside Grocery Market, Foundry Movies/Bowling/Pizza, Grand Park Rec Center and more. HCH has exclusive Rec center. WP RESORTS FREE BUS, pick up across our parking lot.

One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
Located in the Winter Park Village, walking distance to The Gondola this condo has it all! The bedroom features a King bed with a memory foam pull out Queen in the living area. Complete Kitchen, full size fridge, dishwasher, large bathroom, and private covered patio with views of the Mountain. Walking distance to shopping, restaurants, & activities! One of only a handful of units with direct outdoor access. UPDATE: New hot tub is OPEN! Permit #009238
Popular amenities for Winter Park ski-in/out rentals
Ski-in/out house rentals

Devil's Thumb - Modern Mountain Retreat

Modern Mountain Retreat w/ EV

Chill 301 | Pool + Hot Tub

Colorado's Coolest Ski In/Out Home

Beautiful Ski-In Home, with Hot Tub!

Rustic retreat w/ hot tub & fireplace

Winter Park Free Ski Shuttle+MountainViews+Hot Tub

5-10 min walk to lifts. Luxury home in Winter Park
Family-friendly, ski-in/out home rentals

2BR Ski-In Ski-Out w/ Desirable Amenities

Winter Park Resort Ski Mountain Base Condo

Top floor, larger 1 bedroom in Winter Park Village

Ski-in/out Condo

Condo in Winter Park Ski and Mountain Views

Ski-In/Ski-Out Cozy Studio Retreat

Winter Park Ski-In/Out Studio | Hot Tubs + Views

Zephyr Mountain Lodge 1420 Ski-In/Ski-out
Ski-in/out cabin rentals

Chic Ski Cabin, 1Mi to Gondola

Moose Pads Near Winter Park-30 Day Minimum!

Cozy Forest Lodge | Hot Tub, Trails, Pet Friendly

Custom Ski-in/Ski-Out Log Home in Breckenridge

Breckenridge Cabin

Ski in Ski out House with stunning mountain views!

Couples Private Getaway- Hot Tub /Views / Ski

Ski in/out - mountain biking-hiking and more!!
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 | $414 SGD | $439 SGD | $243 SGD | $170 SGD | $195 SGD | $199 SGD | $195 SGD | $170 SGD | $204 SGD | $206 SGD | $397 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 holiday rentals that are ski-in/out in Winter Park

Total holiday rentals
Explore 380 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 8,660 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
370 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!
Destinations to explore
- Denver Holiday rentals
- Breckenridge Holiday rentals
- Colorado Springs Holiday rentals
- Northern New Mexico Holiday rentals
- Aspen Holiday rentals
- Vail Holiday rentals
- Santa Fe Holiday rentals
- Steamboat Springs Holiday rentals
- Estes Park Holiday rentals
- Boulder Holiday rentals
- Moab Holiday rentals
- Telluride Holiday rentals
- Rentals with a sauna Winter Park
- Rentals with beach access Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a firepit Winter Park
- Cottage rentals Winter Park
- Rentals with a cinema Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with an EV charger Winter Park
- Rentals with pools Winter Park
- Townhouse rentals Winter Park
- Cabin rentals Winter Park
- Rentals with a fireplace Winter Park
- Waterfront rentals Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
- Chalet rentals Winter Park
- Rentals with a patio Winter Park
- Rentals with a kayak Winter Park
- Rentals with lake access Winter Park
- Rentals with an accessible-height toilet Winter Park
- House rentals Winter Park
- Family-friendly rentals Winter Park
- Flat rentals Winter Park
- Ski-in/ski-out rentals Grand County
- Ski-in/ski-out rentals Colorado
- Ski-in/ski-out rentals United States
- 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
- City Park
- Elitch Gardens
- Pearl Street Mall
- Denver Botanic Gardens
- Loveland Ski Area
- Water World
- Ogden Theatre
- Ski Cooper
- Golden Gate Canyon State Park
- Arrowhead Golf Course
- Downtown Aquarium
- Carousel of Happiness




