Ski-in/out rentals in Aspen Highlands Ski Resort

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals near Aspen Highlands Ski Resort

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The living area is designed with a cozy gas fireplace, complemented by a mounted television above the mantel. A sectional couch and a leather armchair are arranged for comfort, while a wooden coffee table sits in the center, surrounded by tasteful decor and a patterned area rug.

Apartment in Snowmass Village

4.96 out of 5 average rating, 129 reviews

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking

Newly remodeled and centrally located 2bd/2ba condo. Walk to the Assay Hill lift and the Snowmass Center (grocery store, restaurants, & liquor store) or pick up a free shuttle to anywhere in the village right outside your front door. Pool and Hot Tub for guests at the Seasons Four welcome center. Incredible open concept kitchen with lovely natural light and space to entertain. New appliances and re done bathrooms will have you not wanting to go home. Wifi, Smart TV's, in unit laundry & parking.

Top guest favourite

The exterior of The Aspen Mountain Residences showcases a brick facade with multiple balconies adorned with wrought iron railings. A covered entrance is highlighted by columns, and a parked vehicle is visible in the foreground, offering a welcoming view of the building.

Flat in Aspen

4.89 out of 5 average rating, 118 reviews

Aspen Mountain Residences Saturday Studio

The Aspen Mountain Residences is just steps away from the Ajax Mountain Gondola as well as the shops and restaurants in the picturesque town of Aspen. Rental includes transportation to/from Aspen Airport, Local Shuttle Service, Housekeeping, wifi, Bike/Ski Valet, use of common area Pool, Hot Tubs and Fitness Center, as made available by the resort. This unit is owned in Saturday-to-Saturday intervals so please do not request to book anything that crosses ownership weeks without first inquiring

Superhost

A bright living area is presented with large windows showcasing sweeping mountain views. A comfortable leather sofa and wooden chairs are arranged around a coffee table, complemented by a cozy faux fur throw. A wall-mounted television and a modern fireplace add to the ambiance.

Apartment in Aspen

4.67 out of 5 average rating, 21 reviews

Aspen Ajax | Shadow Mountain #18 | 2B/2B

Welcome to Aspen Ajax | Shadow Mountain #18 — a slopeside retreat with breathtaking views and unbeatable access. This updated 2-bed, 2-bath condo offers ski-in/ski-out convenience, a cozy fireplace, full kitchen, and heated pool — all just a short walk from downtown dining and nightlife. Please note: stairs are required, and 4WD is recommended. 📍 Aspen Mountain ⛷️ Ski-In / Ski-Out 🔥 Fireplace 🩳 Heated Pool 🍽️ Full Kitchen 🧺 Washer + Dryer 🚗 Free Parking ⚠️ Requires Stairs ❄️ Requires 4WD

Guest favourite

A modern studio kitchen is visible, featuring stainless steel appliances and a breakfast bar with three stools. A fireplace with a warm glow is positioned against a stone wall, while a large television hangs nearby. Natural light is captured through overhead fixtures.

Apartment in Aspen

4.88 out of 5 average rating, 452 reviews

COZY CHALET CHIC' ON THE SLOPES

Virtual ski in ski out to your stunning mini studio chalet in the heart of Snowmass Village... Walk 50 meters and clip in to your skis or your board! Brand newly refurbished mini chalet , with all the toys... gorgeous fire place ,great outdoor jacuzzi and sauna waiting for you after your great day of skiing on the worlds best slopes .. 20 meters walk to some great apres ski bars and a free 30min bus to Aspen, Highlands and Buttermilk! This is your 'ski no brainer!' Winter or Summer we got you!

Superhost

The exterior of a two-story condominium building is depicted, featuring a modern design with wooden accents. A balcony is visible on the second floor, surrounded by greenery. An entrance with stair access leads to the upper level, with a sign identifying the property.

Apartment in Aspen

4.65 out of 5 average rating, 266 reviews

Gorgeous Aspen Condo By Lift #1 Ski In/out Parking

Fully furnished 1 bedroom/1 bath Aspen condo located 50 yards from Lift #1 and steps from the heart of downtown Aspen. Ski right to your condo at the end of the day. Three minute walk to Gondola where you will find shopping and amazing entries. Newly remodeled, stainless steel appliances, granite counter tops an underground parking spot in our covered garage. Will sleep up to 4 comfortably (1 Queen bed and 1 Queen sofa-bed). Do not miss out being in the heart of Aspen, steps from the lift.

Guest favourite

A spacious living area features a combination of comfortable seating, including a dark leather sofa and soft fabric couches adorned with cushions. Large windows allow for natural light and showcase scenic mountain views, while wooden beams add architectural interest to the ceiling.

Townhouse in Snowmass Village

4.9 out of 5 average rating, 140 reviews

Awesome TOP Floor unit!Great views. Walk to it all

Great condo in snowmass pool hot tubs and work out room with sauna ! FANTASTC LOCATION! Only a 2min walk to slopes, Free bus to Aspen, mall with shopping and restaurants. Wake to a beautiful sunrise over the Rocky Mountains .Nature trails are a short walk out the door. Free parking during the spring ,summer and fall and a small daily fee during the winter months.Mall and free bus is only 1easy block! ski locker on the main level so no need to lug equipment up the stairs 3 rd floor views!

Guest favourite

A charming log cabin is featured, surrounded by nature with a well-kept lawn. Soft lighting from string lights provides a warm ambiance at dusk. An outdoor hot tub is positioned on the deck, inviting relaxation, with mountain views in the background.

Cabin in Glenwood Springs

4.99 out of 5 average rating, 148 reviews

Hot Tub & Sauna, Firepit, Patio, Views, Romantic

Experience the famous Glenwood Springs Canyon in our historic cabin, this charming cabin has been lovingly restored and modernized to offer you a blend of charm and modern amenities. You can expect to enjoy... ✔️ Glenwood Hot Springs & Downtown ✔️ Stunning Canyon Views ✔️ Private Serene Nature in the Hot Tub Spa ✔️ Private Barrel 4 Person Sauna ✔️ Glenwood Canyon bike trail ✔️ Patio & Firepit Perfect for nature lovers to immerse yourself in the beauty and serenity of this unique cabin!

Guest favourite

A cozy living area is highlighted by a soft gray sofa, with decorative cushions. A modern coffee table sits in the center, accompanied by stylish lighting fixtures. The fireplace, set with a warm fire, is complemented by an accent wall featuring artwork and a wall clock.

Apartment in Snowmass Village

4.92 out of 5 average rating, 241 reviews

Stunning 2BD Slopeside Retreat, Heart of Snowmass!

Welcome to the finest two bedroom residence Snowmass has to offer. Remodeled in 2022, this stunning unit has been exquisitely designed from top to bottom with impeccable attention to detail and all the amenities to provide up to six guests with the ultimate Snowmass experience. In the Winter/Spring, this retreat is virtually ski-in/ski-out just steps away from Assay Hill and the Village Express. In the Summer/Fall enjoy boundless hiking and biking trails right in your backyard!

Superhost

A spacious living area features a large sectional sofa facing expansive windows, providing mountain views. A light wood coffee table occupies the center, while a lamp and a chair are positioned nearby. Natural light fills the space, highlighting the wood ceiling and walls.

Apartment in Snowmass Village

4.83 out of 5 average rating, 179 reviews

Cozy Slope-side Studio

This top floor corner unit at the Aspenwood Condominiums is a cute ski condo with incredible views. The unit is directly next to the ski mountain and has two hot tubs and a heated pool. Perfect for a couple or two couples that are looking to enjoy a comfortable stay close to the Snowmass Village Mall. A short walk away to many restaurants and shops in the Snowmass Village Mall. Take the free bus straight from the airport to the unit or from the unit into Aspen.

Guest favourite

A spacious studio is illuminated by natural light from multiple large windows, offering scenic views of surrounding trees. A comfortable sofa and chair provide seating, while a wooden coffee table sits in the middle. A queen bed is positioned thoughtfully in the corner, creating a cozy sleeping area.

Apartment in Snowmass Village

4.83 out of 5 average rating, 134 reviews

Mountainside Studio ~ Laurelwood 115

This top floor studio is just steps away from Snowmass Ski Area and a short walk from shops and restaurants in the Village Mall. Enjoy your own private balcony or cozy up in front of your own personal wood-burning fireplace after a full day of skiing. To relax, take advantage of our on-site, two-tier hot tubs. Featuring a queen bed and a queen sleeper sofa, this studio is perfect for families of 4, romantic getaways, or ski trips with friends.

Top guest favourite

The living area features a mix of gray and black seating arrangements surrounding a wooden coffee table. Above, skylights provide natural light, while the walls display a clean, white panel design. A decorative arrangement of vibrant flowers complements the modern decor.

Apartment in Snowmass Village

4.97 out of 5 average rating, 135 reviews

Summit's Rest

Make this beautiful Snowmass Village condo your adventure hub or relax comfortably. Enjoy biking / hiking rim trail from the complex or short shuttle ride to the ski slopes (can also ski across bridge). 20 min from Aspen. Brand new renovation. 3 smart TVs. New furniture and bedding. Washer / Dryer, private deck with grill Pool, large hot tub, sauna, town shuttle, bus route, free parking, ONE DOG per rental, unbelievable views

Guest favourite

A spacious living area features a modern design with wide-plank wooden floors and a gas fireplace. Above, a large flatscreen TV is mounted on a light-colored wall. Natural light filters in through glass doors, which open to a dining space overlooking the slopes.

Apartment in Snowmass Village

4.85 out of 5 average rating, 108 reviews

Timberline 304 Studio Loft Premier

Timberline Condominiums is a lodge that manages privately owned condos in the gorgeous Rocky Mountains of Snowmass Village that sits at an altitude of 8,800 feet. You will enjoy sitting at the swimming pool and hot tub while taking in the view of the area. A short walk down the hill are shops and restaurants. Timberline offers free shuttle rides around the village including the grocery store only 5 minutes away.