Ski-in/Ski-out holiday rentals in Winter Park

4.99 out of 5 average rating, 204 reviews

The exterior of the corner unit loft showcases a welcoming entrance with wooden steps leading to a covered porch. Lush greenery surrounds the building, complemented by slender aspen trees and meticulously maintained landscaping that enhances the natural setting.

Loft in Granby

Beautiful Spacious 2 BR & Loft Mountain Condo

Welcome to your perfect mountain escape! From breathtaking views through the large windows & private deck, to easy access to the slopes. Our condo has so much to offer. 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 is very spacious. The condo is able to sleep 6. We only allow 4 guests-with special exceptions.

4.86 out of 5 average rating, 103 reviews

The kitchen features wooden cabinetry and contemporary appliances. A spacious island is complemented by a mosaic backsplash, while natural light brightens the area from a nearby window. A dining table with seating for six is positioned adjacent, adorned with a decorative runner.

Townhouse in Fraser

Beautiful Townhouse--Amazing views--Sleeps 10!

Come enjoy all Fraser valley/Winter Park with this amazing townhome with million dollar views! This large and inviting home features ample space to host any large family or multiple family gathering. It boasts two living areas and is a great set up for kids. Every bedroom is on its own floor, plus bunkbeds in the lower living room for kids. The kitchen is a dream for entertaining and the whole complex is only 3 units. 2 decks, ski closet, on the free winter park bus line, and tons of parking.

4.98 out of 5 average rating, 152 reviews

Condo in Granby

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!

A cozy living room features a full sofa, a comfy chair, and a rustic coffee table set on a striped rug. A gas fireplace is set into a stone wall, while large windows offer mountain views. Blinds provide adjustable light control.

5.0 out of 5 average rating, 104 reviews

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!

A serene outdoor space features smooth stones lining the banks of a gentle stream. Two wooden Adirondack chairs are positioned on the grass, offering views of the water. Lush greenery and trees frame the scene, contributing to a peaceful natural setting.

4.89 out of 5 average rating, 397 reviews

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.

The image captures a scenic view of a mountain resort village, featuring multiple buildings and a ski slope in the background. Snow-covered trees line the pathway, while outdoor seating with umbrellas is visible in the foreground, inviting relaxation in the crisp mountain air.

4.91 out of 5 average rating, 278 reviews

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.

A cozy living area features a brown sofa adorned with decorative pillows and a striped armchair near a window. A dining space with wooden chairs and a table is visible, while a snowy outdoor view includes a bridge decorated with a festive wreath.

4.97 out of 5 average rating, 143 reviews

Amazing Condo at the Base of Winter Park Resort

Our home at the base of the Winter Park Resort (100 meters from the Gondola) is updated (paint, furniture, lighting, bedding, kitchen supplies), clean, and modern to provide a cozy and comfortable base for every mountain activity: Ski, bike, play, hike, relax, and renew with a hot tub only 2 meters away. King bed, comfortable queen sleeper and a port-a-crib if you need it make this great for a family/group retreat. Winter Park Short-Term Rental Registration No. 4328

The exterior of the condo complex is visible, showcasing multiple levels adorned with windows. Snow blankets the landscape, while a heated outdoor area features seating and a hot tub. Mountain views provide a scenic backdrop, emphasizing the peaceful surroundings.

4.88 out of 5 average rating, 219 reviews

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

4.94 out of 5 average rating, 35 reviews

Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View

Cozy mountain studio on the Mary Jane Corridor near Trestle Bike Park and Winter Park Village. Perfect for summer mountain biking, hiking, and outdoor adventures. Features a queen bed, sofa bed, full kitchen, electric fireplace, fast Wi Fi, and spacious bathroom with tub and separate shower. Enjoy the outdoor hot tub, gym, free laundry, grill area, trail access, uncovered parking, and pet-friendly accommodations. The Studio doesn’t have AC unit.

A tastefully arranged sleeping area features a dark green accent wall and a modern bed with neutral bedding. A stylish nightstand with a small plant and clock is positioned beside the bed, illuminated by a sleek wall-mounted lamp.

4.9 out of 5 average rating, 245 reviews

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.

The living area features a comfortable sofa and armchair, centered around a coffee table. A round dining table with four chairs sits in view of a kitchen bar with pendant lighting. Natural light enters through large windows, enhancing the cozy atmosphere.

4.96 out of 5 average rating, 164 reviews

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.

The living area features a spacious sofa adorned with patterned pillows, and a coffee table sits on a patterned rug. Large windows allow natural light to fill the room, offering views of the surrounding mountains. A fireplace is positioned beneath the mounted television.

4.89 out of 5 average rating, 337 reviews

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!

Popular amenities for Winter Park ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

4.94 out of 5 average rating, 104 reviews

A warm and inviting open concept living space features a leather couch with decorative pillows facing a dining area and a kitchen. The kitchen showcases wooden cabinetry and stainless steel appliances, while large windows allow natural light to brighten the room.

Home in Fraser

Wonderful,Hot tub Steam Shower,1 acre,wifi 600mbps

5.0 out of 5 average rating, 25 reviews

A modern kitchen and dining area features a large central island with seating for four. Light wood cabinetry complements the neutral decor. Floor-to-ceiling windows provide expansive views of the outdoors, while a stone accent wall adds a touch of warmth to the space.

Home in Granby

Modern Mountain Retreat w/ EV

4.76 out of 5 average rating, 37 reviews

Home in Winter Park

Ski In Out Condo 4283 - Huge Hot Tub I Great Views

4.9 out of 5 average rating, 42 reviews

Home in Fraser

Modern Mountain Adventure | 2 Secluded Acres

5.0 out of 5 average rating, 30 reviews

A spacious townhome is displayed against a backdrop of rolling green hills and a forested area. The building features a combination of wood and stone accents, with multiple balconies and large windows, allowing for ample natural light.

Home in Winter Park

5-10 min walk to lifts. Luxury home in Winter Park

4.85 out of 5 average rating, 75 reviews

A warm kitchen area features granite countertops with a sink and seating for two at the breakfast bar. The adjacent dining space includes a wooden table set for six, surrounded by natural light filtering through nearby windows, complemented by rustic decor on the walls.

Home in Winter Park

Beautiful Ski-In Home, with Hot Tub!

4.98 out of 5 average rating, 46 reviews

A modern custom home features a mix of stone and wood exteriors, framed by a gently sloping driveway. The design highlights large windows and slanted roofs, with solar panels visible on the roof. Surrounding natural landscaping adds to the mountain setting.

Home in Granby

Colorado's Coolest Ski In/Out Home

4.98 out of 5 average rating, 52 reviews

Snow-covered rooftops line the foreground, with a view of distant mountains capped in white. Evergreen trees dot the landscape, and a railway track runs along the bottom of the image, suggesting the proximity to outdoor adventures.

Home in Fraser

Fraser Mercantile

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

A multi-story lodge is viewed from a distance, featuring a mix of stone and wood exteriors. Snow-covered slopes ascend in the background, with greenery along the hillside. The building's balconies are visible, offering outdoor space, while ski lift towers are seen nearby.

5.0 out of 5 average rating, 60 reviews

Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!

A spacious living area features a dark leather sofa and a light-colored armchair, complemented by a coffee table on a colorful rug. Natural light streams in through three windows adorned with white blinds, while an artwork hangs on the wall near a ceiling fan.

4.98 out of 5 average rating, 83 reviews

Fraser Crossing Ski/in Out #3422

4.94 out of 5 average rating, 18 reviews

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

A dog is seen lounging beside a clear hot tub, with a snowy backdrop of evergreen trees. Outdoor seating is arranged nearby, and a fencing surrounds the area, providing a sense of privacy and comfort. Snow-covered ground reflects the serene winter landscape.

5.0 out of 5 average rating, 51 reviews

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

A modern building is visible on the left, surrounded by snow-covered ground and tall evergreen trees. A clear blue sky is overhead, with the sun shining brightly in the upper right corner. A snow-packed path leads through the winter landscape, inviting exploration.

5.0 out of 5 average rating, 48 reviews

Modern New build ski in/out. 1br + den.

4.94 out of 5 average rating, 34 reviews

Founders Pointe 4355 Ski In Ski Out Winter Park

5.0 out of 5 average rating, 53 reviews

Arcade | Ski-In/Out | Retro Camp Vibes | TreeCondo

The exterior of the apartment complex is set against a backdrop of tall trees and a gently flowing stream. Green grass and a picnic area enhance the outdoor space, with a swing set and several chairs visible for relaxation.

4.95 out of 5 average rating, 38 reviews

Ski condo on River in downtown Winter Park!

Ski-in/ski-out condo rentals

An outdoor heated pool is featured alongside two hot tubs, surrounded by a scenic landscape of snow-covered trees and mountains. The area is paved with a spacious deck for relaxation, with clear skies above enhancing the serene atmosphere of the retreat.

4.93 out of 5 average rating, 193 reviews

Ski-in/Ski-out, Luxury amenities +Free parking

4.92 out of 5 average rating, 156 reviews

The exterior of the Grey Fox Condo features a charming wooden design with a welcoming entrance. Decorative flower pots and a well-maintained pathway invite guests inside. Two chairs are positioned on the patio, offering a spot to relax and take in the surroundings.

Condo in Granby

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

An airy studio condominium features a curtain-draped sleeping area with a queen-sized bed, adorned in a patterned quilt. In the living area, a gray sofa and a wooden coffee table are positioned near a dining space, which includes four chairs and a view into a kitchen.

4.93 out of 5 average rating, 97 reviews

Large studio condo downtown Winter Park, CO

4.83 out of 5 average rating, 36 reviews

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

A spacious living area features a large sectional sofa adorned with red and neutral pillows. A coffee table sits in front of the sofa, complemented by a dining table set for four. Sunlight filters through a skylight and large windows, revealing snow-covered scenery outside.

4.73 out of 5 average rating, 40 reviews

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

A rooftop deck presents a hot tub adjacent to a full outdoor kitchen, equipped with a grilling area. Seating arrangements are available, surrounded by wooden paneling and beams. The surrounding landscape features distant mountains under a clear blue sky, highlighting the inviting outdoor space.

4.88 out of 5 average rating, 8 reviews

Winter Park Penthouse

A spacious living area features leather sofas arranged around an inviting fireplace. Two ottomans and a large television are positioned nearby, while natural light streams in through large windows adorned with wooden frames.

4.94 out of 5 average rating, 69 reviews

10 Minute Walk to the Winter Park Gondola 6 beds.

The open concept living area features a sleek leather sofa and stylish armchair, complemented by a large coffee table. A well-equipped kitchen is visible in the background, along with modern lighting and a staircase leading to the upper levels.