
Ski-in/Ski-out holiday rentals in Winter Park
Find and book unique ski-in/out homes on Airbnb
Quick stats about holiday rentals that are ski-in/out in Winter Park

Total holiday rentals
Explore 400 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 9,660 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
80 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
400 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!
Top-rated ski-in/out rentals in Winter Park
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

Winter Park Penthouse
Keep it simple at this peaceful and centrally-located place walking distance to restaurants, and shops!! This condo is close distance to the Hideaway Park/Amphitheater, and transit to the Winter Park ski resort! If you Dream of Panoramic Views of the Continental Divide and the Ski Slopes from a Private Rooftop Deck. THIS 2-Bedroom plus Den, 3-Bath, condo is your Mountain Retreat! Relax in a private hot tub with your fav drink next to a full outdoor kitchen and, a gas powered table fire pit!!

Cozy Condo - 20 miles to RMNP w/ Hot Tub & Firepit
Freshly remodeled in July 2025, Sundog Condo is your cozy ski-in/ski-out retreat at Granby Ranch – just 30 mins to Rocky Mountain National Park, Grand Lake & Winter Park. Enjoy a king bed with Brooklinen linens, fully stocked kitchen (Nespresso, quality cookware), gas fireplace, Roku TV, and patio with firepit. Year-round hot tub steps away; pool & gym access available. Walk to ski lifts; trails, golf, fishing, biking, hiking & skiing/Nordic trails right outside your door - adventure awaits!

Cozy DT condo mins from slopes
Welcome to your perfectly located ski getaway! This updated 2BD/2BA Beaver Village condo has its own shuttle line with the bus stop just a few steps from your door, bringing you directly to the Winter Park Ski Resort Village! The shops and restaurants of Cooper Creek and DT Winter Park are a short walk away. The well-equipped kitchen is upgraded with all new appliances, and fiber internet allows for remote work and streaming TV. Finally, warm your bones in the multiple hot tubs and sauna!

Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub
Recently remodeled 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. This riverfront condo is perfect for relaxing and unwinding after a full day of outdoor activities.

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.

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

Ski In/Ski Out - Modern Cozy Condo in Winter Park
Leone’s Den | A Boutique Mountain Retreat at the Base of Winter Park Resort Step into refined alpine comfort at Leone’s Den, an elegant studio just steps from the slopes. Located across from the Village Base, enjoy easy access to dining, shopping, and après-ski, then retreat to a warm space with a cozy fireplace and elevated finishes. Relax in Winter Park’s largest hot tub and return to plush linens and beautiful mountain and village views.

Founders Pointe 4355 Ski In Ski Out Winter Park
Founders Pointe is located across from the Base at Winter Park Resort Village and is considered ski in ski out condominium. The 10-person gondola at Winter Park Ski Resort is 200 yards from the lobby door of Founders Pointe. Take a break from skiing and walk back to the condo for lunch or to warm up. Winter Park Resort Base Village also has shopping, restaurants, and bars for your entertainment Permit Number: 017522

Top floor, larger 1 bedroom in Winter Park Village
Conveniently located in the Winter Park Village at Fraser Crossing, this updated and oversized 1 bedroom condo sleeps 4 comfortably with a FULL KITCHEN!!! Enjoy the views that come with this peaceful and conveniently located penthouse unit. Close to entertainment, activities, restaurants, ice skating rink, and adventure! Most importantly, a short 2 minute walk to the Gondola...park your car and forget about it.

Oversized 1bed Ski In/Out MTN VIEWS King&Qn beds
Oversized 1 bed in Zephyr Lodge, WP's only ski in/out condos. 20% larger than other 1 Beds w/ views of the mtn slopes & village. King bed in Bedroom + queen murphey in living room. Amenities: Window AC unit, ground level ski locker, outdoor hot tubs & fitness center. One Private underground parking for guests (summer free/winter $30 /day). Near starbucks, ski rental, shops, & restaurants!

The Mountains are calling!
Cute studio with everything you need. The bed is a murphy bed, very comfortable. Comfy couch with ottoman. Kitchenette, bathroom. This property is very simple. Close to trails to trails and the town of Winter Park and Fraser. You might even see some wild life! Leave your worries behind and get in the zone! Rise with the sun, Sleep with the stars, Always create fireworks!
Popular amenities for Winter Park ski-in/out rentals
Ski-in/out house rentals

Luxury Home with Stunning Views - Ski In/Ski Out!

Modern Mountain Retreat w/ EV

Chill 301 | Pool | Hot Tub

Family Ski Lodge | Sleeps 16 · Epic Views · Arcade

Granby Ranch Home- Hot tub, Grill, Easy Ski Access

Mountain Escape Minutes From WP | Hot Tub Access

Ski-in retreat w/ hot tub & fireplace

Fraser Mercantile
Family-friendly, ski-in/out home rentals

Ski In/Out Founders Pointe 1-Bedroom with Bunk Bed

Walk to the slopes

Ski in / Ski out at Winter Park - pool & hot tub

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

Into the Ultimate Summer & Endless Discovery

2BR/2BA | 2 King Beds, Ski in-ski out

The Coop: Trestle Bike Park +Ski In Ski Out Studio

Large studio condo downtown Winter Park, CO
Ski-in/out apartment rentals

WildLilly Mountain Retreat

Remodeled Ski In/Out Condo. 30 Sec Walk To Slope!

Remodeled Studio at WP Base-Steps from Gondola

Grey Fox ~2 bed/2 BA Ski in/out Granby Ranch, RMNP

1BR Ski In/Out | Hot tub | Fast WiFi | Views

Ski-In/Ski-Out Winter Park Condo w/ Pool Access!

Michael’s Dream Condo #15 Winter Park

Ski-in/out & Bike-in/out @ Granby Ranch
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $359 SGD | $405 SGD | $390 SGD | $242 SGD | $169 SGD | $194 SGD | $198 SGD | $194 SGD | $169 SGD | $184 SGD | $226 SGD | $411 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 |
Destinations to explore
- Rentals with pools Winter Park
- Rentals with a firepit Winter Park
- Flat rentals Winter Park
- Rentals with an EV charger Winter Park
- Family-friendly rentals Winter Park
- Rentals with a kayak Winter Park
- Rentals with a fireplace Winter Park
- Rentals with an accessible-height toilet Winter Park
- House rentals Winter Park
- Townhouse rentals Winter Park
- Rentals with a sauna Winter Park
- Luxury rentals Winter Park
- Chalet rentals Winter Park
- Rentals with lake access Winter Park
- Cabin rentals Winter Park
- Rentals with a patio Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Fitness-friendly rentals Winter Park
- Hotel rooms Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with a washing machine and dryer Winter Park
- Ski-in/ski-out rentals Grand County
- Ski-in/ski-out rentals Colorado
- Ski-in/ski-out rentals United States
- Rocky Mountain National Park
- Red Rocks Amphitheatre
- Breckenridge Ski Resort
- Coors Field
- Empower Field at Mile High
- Arapahoe Basin Ski Area
- Vail Ski Resort
- City Park
- Colorado Convention Center
- Keystone Resort
- Ball Arena
- Beaver Creek Resort
- Loveland Ski Area
- Winter Park Resort
- Pearl Street Mall
- Denver Zoo
- Granby Ranch
- Ski Cooper
- University of Denver
- Fillmore Auditorium
- St. Mary's Glacier
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Elitch Gardens





