In search of the perfect ski-in ski-out rental in Aspen, Colorado? We’ve done the research for you and handpicked 21 of the most stunning Aspen ski-in ski-out vacation rentals on Vrbo.

It’s no secret that Aspen is known for its world-class ski terrain, and finding accommodation near the slopes can be difficult. Those who have experienced Aspen’s winter season know that driving and parking in town and at the ski resorts is best avoided. For your next Aspen ski trip, say goodbye to crowded shuttle buses and hello to the convenience of direct ski-in ski-out access.

We’ve combed the internet and carefully selected 21 of Aspen’s most stunning ski-in ski-out rentals, all top-rated and available on Vrbo. Whether you’re looking for a cozy condo for two or a private estate for the whole family, this guide has you covered. Properties cater to a wide range of budgets and locations across Aspen Snowmass, and we’ve included several wheelchair-accessible options.

Best Ski In Ski Out Rentals in Aspen

A living room in Aspen, CO with a fireplace and mountain views.
Aspen Mountain Condo

Table of Contents

Aspen vs Snowmass: Which Is Better?

A group of people skiing in front of an apartment complex in Snowmass, Aspen.
Interlude 301

Choosing between Aspen and Snowmass comes down to preference. If culture, nightlife, and a variety of dining options are important to you, historic downtown Aspen is best. However, Snowmass offers more gradual runs, family-friendly trails, and a quieter atmosphere if you’re a beginner skier or visiting Aspen with kids. Regardless of where you base yourself, moving between the two locations is easy – Aspen and Snowmass are about 20 minutes apart by car, and free shuttles run between the resorts regularly.

Aspen Ski Season Dates for 2024/25

A balcony overlooking a ski slope at a true. ski in ski out rental in Aspen CO reservable on Vrbo.
True Ski In Ski Out

The 2024-25 ski season at Aspen Snowmass will kick off on November 28, 2024 and run through April 20, 2025, conditions permitting.

Aspen Ski In Ski Out Rental Map

See where Aspen Snowmass ski in ski out rentals are in relation to lodges and ski lifts.

A map showing the location of the best ski in ski out rentals in Aspen and Snowmass, Colorado created using google maps.
Access our interactive Ski In Ski Out Aspen Snowmass Map.
Copy as a new map in Google and add your own points of interest to see which rentals best suit your ski trip!

Other content you might like:

Best of Ski In Ski Out Aspen At A Glance

A modern kitchen with a dining table and chairs in a Snowmass penthouse rental.
Snowmass Penthouse

The best of the best. Our Ski In Ski Out Aspen shortlist.

Top-Rated Aspen Ski In Ski Out Rentals

Ski In Ski Out Vacation Rentals at Aspen Mountain.

A living room with a fireplace and large windows, located in a ski in ski out condo rental near Shadow Mountain chair lift in Aspen CO.
A dining room with a wooden table and chairs and antler chandelier at an Aspen, CO Vrbo.
A snow covered road leading to a slopeside condo complex in Aspen, CO.
A snow covered patio in Aspen located at Shadow Mountain lift.

Mountain Queen Condo

Rated 10 out of 10 on Vrbo

Sleeps 7 | 3 Bedrooms | 3 Bathrooms

Mountain Queen Condo promises easy access to the slopes with a ski-in ski-out location at the base of Shadow Mountain Chair Lift. Its three-bedroom layout, each with an ensuite, offers an ideal setup for groups or families. Kick back and relax in the open-concept living and dining area, or take in the stunning views of Aspen Mountain from the patio. Aspen’s buzzing core is three blocks away with its shops, restaurants, and nightlife.

Rates average $1,511 per night. Check availability and book on Vrbo.

Fine Print: Suitable for children of all ages. Pets are not allowed. Condo is wheelchair-inaccessible.

A living room with a fireplace and tv.
A living room with a fireplace and a view of the mountains.
A deck with tables and chairs overlooking a pool and mountains.
A ski lodge with a snowy slope in the background.

Aspen Mountain Condo

Rated 9.8 out of 10 on Vrbo

Sleeps 4 | 2 Bedrooms | 2 Bathrooms

Comfort, luxury, and convenience come together at this newly renovated condo, offering ski-in ski-out access to Shadow Mountain Lift. Just a few blocks from downtown, the unit accommodates up to four and features underfloor heating, vaulted ceilings, and sweeping views of Aspen Mountain. Another perk? Complimentary on-site parking for one vehicle!

Rates average $600 per night. Check availability and book on Vrbo.

Fine Print: Family-friendly. Pets are not allowed.

A balcony in Aspen, CO with a view of snow-covered mountains.
A living room with a fireplace and large windows in Aspen, CO.
A kitchen in Aspen CO with wooden cabinets.
A bedroom in Aspen CO with a white bed and a window.

700 Monarch Condo

Rated 10 out of 10 on Vrbo

Sleeps 6 | 3 Bedrooms | 2 Bathrooms

Conditions permitting, you can ski down the skiway right up to this 700 Monarch condo and click out of your skis! It’s located a block from Shadow Mountain Lift and comes with a fully-stocked kitchen, an open-concept living area, and a wood-burning fireplace. But perhaps our favorite feature? The views of Aspen Mountain from the balcony.

Rates average $1,248 per night. Check availability and book on Vrbo.

Fine Print: Children of all ages welcome. Pets are not allowed. Condo is wheelchair-inaccessible.

A cozy living room with a stone fireplace, TV, and ski-in ski-out access in Aspen CO.
Modern kitchen with wood finishes and stainless steel appliances in Aspen CO condo rental.
Bedroom with king size bed in Aspen CO, featuring a a flat screen TV.
A ski-in, ski-out apartment complex in Aspen with a pool and trees.

Fasching Haus #4

Rated 10 out of 10 on Vrbo

Sleeps 7 | 3 Bedrooms | 3 Bathrooms

Fasching Haus #4 is located in the heart of town, just a few blocks from the Gondola and Ruby Park, and offers premium amenities at an “Aspen affordable” rate. The unit has three bedrooms (all with attached bathrooms) and a fully equipped kitchen with plenty of counter space. Other extras include a coat rack, outside ski rack, washer and dryer, WiFi, and an electronic combination lock for easy access. The apartment includes a free on-site parking space and access to the community pool and hot tub area to sweeten the deal further.

Rates average $999 per night. Check availability and book on Vrbo.

Fine Print: Kids of all ages welcome. Pets are not allowed. Unit is wheelchair-inaccessible.

A living room with stone walls and a fireplace at a ski in ski out condo rental in Aspen CO.
A kitchen with wood ceilings and bar stools in a rental in Aspen CO.
A bedroom with a ceiling fan and a bed located in a vacation rental in Aspen, CO with ski in ski out access.
A balcony in Aspen CO overlooking a wooded area with a table and chairs.

Aspen Mountain Queen

Rated 10 out of 10 on Vrbo

Sleeps 8 | 3 Bedrooms | 3 Bathrooms

Aspen Mountain Queen offers ski-in ski-out luxury with direct access to Shadow Mountain chair lift. The corner unit features vaulted ceilings, large windows, and stunning views of Aspen Mountain. With two king bedrooms and a queen bedroom with a bunk, all with ensuite bathrooms, it comfortably accommodates up to eight. The living room’s stone fireplace adds a touch of coziness.

Rates average $1,688 per night. Check availability and book on Vrbo.

Fine Print: Children of all ages welcome. Pets are not allowed. Condo is not wheelchair-accessible.

A contemporary living room with a fireplace and mountain views in Aspen CO.
A kitchen and dining room with wooden floors in an Aspen vacation rental.
A kitchen with wooden ceilings and a large center island with granite countertops.
A resort with a swimming pool and patio.

Shadow Mountain Condo

Rated 10 out of 10 on Vrbo

Sleeps 6 | 3 Bedrooms | 3 Bathrooms

Welcome to Shadow Mountain Village Condo, your gateway to one of Aspen’s best ski-in ski-out experiences. Right next to lift 1-A on Aspen Mountain, the condo comfortably sleeps six, with a king ensuite, second queen bedroom, and twin bunk room for kids. The open-style kitchen, dining, and living areas perfectly cater to groups, and large windows offer sweeping views of the valley. After a day of skiing or snowboarding, warm up by the fireplace or enjoy the shared heated pool.

Rates average $1,800 per night. Check availability and book on Vrbo.

Fine Print: Children welcome. Pets are not allowed.

A living room in Aspen, CO featuring a fireplace and vaulted ceiling.
A kitchen with wood cabinets and a stainless steel stove at a ski in ski otu apartment in Aspen CO.
A bedroom with a large bed and a window in Aspen CO.
Exterior of ski in ski out apartment complex at 718 S. Mill St in Aspen CO.

Fasching Haus #3

Rated 10 out of 10 on Vrbo

Sleeps 6 | 3 Bedrooms | 3 Bathrooms

Fasching Haus #3 is a block from the Gondola, two blocks from the 1-A base, and walkable to downtown Aspen. The vacation rental features two master queen bedrooms with ensuites and a twin room perfect for kids. An expansive wrap-around deck overlooks Aspen Mountain, and a spacious gear room caters to ski and snowboard storage. With a shared pool and hot tub and a complimentary parking space right at the apartment entrance, this property merges comfort and convenience, making it hard to top in terms of value for money.

Rates average $999 per night. Check availability and book on Vrbo.

Fine Print: Family-friendly. Pets are not allowed. Apartment is not ADA-compliant.

A cozy living room in a ski in ski out condo at Aspen Mountain with couches and a fireplace.
A modern apartment in Aspen CO with a kitchen and dining area.
A bedroom with a king bed and large windows overlooking Aspen Mountain at a ski in ski out condo.
A swimming pool in Aspen with snowy mountains in the background.

Fifth Avenue Condo

Rated 10 out of 10 on Vrbo

Sleeps 10 | 3 Bedrooms | 3 Bathrooms

While not technically ski in, ski out, this Fifth Avenue Aspen condo is located just two blocks from Gondola Plaza and Lift 1-A. It can comfortably accommodate up to ten and comes with high-end amenities like memory foam mattresses, luxury linens, and premium toiletries. When you’re not on the slopes, enjoy breathtaking mountain views from the private balcony, relax in the on-site heated pool and hot tub, or catch up on your favorite series on one of the Smart TVs. Booking includes a parking spot, with the option to request a second.

Rates average $1,501 per night. Check availability and book on Vrbo.

Fine Print: Kids of any age welcome. Pets are not allowed. Condo is not wheelchair accessible.

Top-Rated Snowmass Ski In Ski Out Rentals

Ski In Ski Out Vacation Rentals at Snowmass Mountain.

A balcony overlooking a ski slope at a true. ski in ski out rental in Aspen CO reservable on Vrbo.
A contemporary living room with a stone fireplace and mountain view at a true ski in ski out condo rental in Aspen CO
A modern kitchen with black cabinets and stainless steel appliances.
A community hot tub surrounded by trees in a wooded area.

True Ski In Ski Out

Rated 10 out of 10 on Vrbo

Sleeps 5 | 2 Bedrooms | 2 Bathrooms

Offering direct trail access to Fanny Hill, this renovated ski-in ski-out Snowmass condo ticks all the boxes with its prime location and two ensuite bedrooms (both with memory foam mattresses and luxury linens). Enjoy mountain views from every window and perks, including a gas fireplace in the living area, a private deck with a grill, a personal ski locker, and year-round hot tub access.

Rates average $1,109 per night. Check availability and book on Vrbo.

Fine Print: Children of any age welcome. Pets are not allowed. Condo is wheelchair-accessible with elevator access. Walk-in shower (not roll-in) and bath/shower combo.

A living room with a fireplace and a flat screen tv at an Aspen CO ski in ski out vacation rental.
A kitchen with wood cabinets and a microwave.
A balcony with chairs and a view into an apartment through an open balcony door.
A hot tub in the courtyard of an apartment building.

Laurelwood 304

Rated 10 out of 10 on Vrbo

Sleeps 4 | Studio | 1 Bathroom

Laurelwood 304 is a cozy, well-furnished studio steps from Snowmass Ski Area. It offers a comfortable queen bed, a queen pull-out sofa, and a full kitchen. Enjoy evenings in front of the wood-burning fireplace in the living room, or relax in the shared two-tier hot tubs. With coin-operated washers and dryers available for guest use and a full-service front desk, the unit combines comfort and practicality at an unbeatable price.

Rates average $491 per night. Check availability and book on Vrbo.

Fine Print: Children welcome. Pets are not allowed. Studio is wheelchair-inaccessible.

A modern living room with a fireplace and a view of the mountains in Snowmass, Aspen.
A modern kitchen with a large island and bar stools.
A bedroom with large windows overlooking Snowmass, Aspen at a ski in ski out penthouse.
A lounge area in Aspen CO with couches and a fire pit.

Alpine Vista

Rated 10 out of 10 on Vrbo

Sleeps 8 | 3 Bedrooms | 3 Bathrooms

Alpine Vista is a luxurious corner penthouse offering unparalleled views of Snowmass Mountain, Mount Daly, and The Plaza through expansive wall-to-wall windows. It features a chef’s kitchen with top-end European appliances; each bedroom has blackout curtains, and each bathroom has been upgraded with spa-inspired finishes. The private ski locker (complete with a boot and glove dryer) and a shared rooftop terrace with a fire pit and infinity-edge spa are the cherries on top.

Rates average $3,200 per night. Check availability and book on Vrbo.

Fine Print: Children of all ages permitted. Pets are not allowed. Accessibility: Wheelchair-accessible entrance with elevator access. Walk-in shower (not roll-in) with shower seat.

A living room with a fireplace and a couch.
A kitchen with stainless steel appliances and a refrigerator.
A bedroom with a bed and a tv.
A hot tub in front of an apartment building.

Laurelwood 101

Rated 9.8 out of 10 on Vrbo

Sleeps 4 | Studio | 1 Bathroom

Comfort and affordability collide at Laurelwood 101, a newly renovated, first-floor condo steps from the Snowmass Ski Area and the complex’s two-tier hot tubs. With a full kitchen, a sleeper sofa in the living room, and a bedroom separated by a hard wall, it offers the feel of a one-bedroom despite being a studio. Another perk? Laurelwood’s full-service front desk team is available to assist with requests daily between 8:00 a.m. and 9:00 p.m.

Rates average $524 per night. Check availability and book on Vrbo.

Fine Print: Children of any age welcome. Pets are not allowed. Condo is not advertised as being wheelchair accessible. Wheelchair-accessible entrance to this ground-floor unit. Shower is a bath/shower combo.

A patio overlooking a valley at a private Wildcat Ranch estate near Aspen CO with a large stone patio and outdoor furniture.
A spacious living room with wood finishes in a Wildcat Ranch estate 5 minute from Snowmass skiing in Aspen CO.
A large living room with a fireplace and large windows at a private ski-in ski-out estate near Aspen CO.
View from a private estate in Wildcat Ranch near Aspen CO at sunset.

The MacKenzie

Rated 10 out of 10 on Vrbo

Sleeps 18 | 10 Bedrooms | 10.5 Bathrooms

Dreams do come true. Set on 512 private acres, The MacKenzie is a Wildcat Ranch estate a mere 5-minute drive from Snowmass and 20 minutes from downtown Aspen. Featured in the New York Times Home section, the architectural marvel has ten bedrooms, 10.5 bathrooms, and a host of luxury amenities, including a private theater, outdoor pool and hot tub, and exercise room. For the adventurous, private cross-country ski trails, sledding, snowshoeing, and ice-fishing opportunities are aplenty. With housekeeping, transportation, and concierge services available, the property promises an unrivaled Aspen ski-in ski-out experience.

Rates average $10,000 per night. Check availability and book on Vrbo.

Fine Print: Children of all ages welcome. Pets are not allowed. Property is wheelchair-inaccessible.

A modern living room with vaulted ceilings and a fireplace in a ski-in ski-out Vrbo penthouse in Snowmass CO with gondola views.
A modern kitchen with a dining table and chairs in a Snowmass penthouse rental.
A balcony with a view of the mountains and snow in Snowmass Village CO.
A hot tub with steam coming out of it.

Snowmass Penthouse

Rated 10 out of 10 on Vrbo

Sleeps 8 | 3 Bedrooms | 3 Bathrooms

This lofty penthouse sits on the top floor of one of Snowmass’ best hotels and offers 270-degree mountain views from enormous windows and two spacious decks. Its three king bedrooms (two with attached ensuites and one with an in-room fireplace) comfortably accommodate six, but the unit can sleep an additional two guests on rollaway beds if needed. On-site perks include complimentary breakfast, ski storage, spa access, and a fitness center.

Rates average $3,620 per night. Check availability and book on Vrbo.

Fine Print: Kids of any age welcome. Pets are not allowed. Accessibility: Wheelchair-accessible with elevator access. Spacious walk-in shower (not roll-in) with shower seat.

A contemporary living room and kitchen with white furniture in Aspen, CO with ski in ski out access to Snowmass Mountain.
A white kitchen with black stools and a white island at a vrbo condo rental in Aspen, CO
A snowy balcony in Aspen CO with a table and chairs.
A hot tub surrounded by rocks, snow, and trees in Aspen, CO.

Shadowbrook 103

Rated 10 out of 10 on Vrbo

Sleeps 6 | 2 Bedrooms + Sleeper Den | 3 Bathrooms

Shadowbrook 103 offers direct ski-in ski-out access to Snowmass Mountain. The rental comfortably sleeps six across two bedrooms (one king ensuite and one double queen) and a sleeper den with a private room divider. The open-concept living area has a fireplace and a full kitchen with a breakfast bar. Guests also have access to Shadowbrook’s heated outdoor pool and hot tubs, and a parking spot directly in front of the condo is included. Insider tip: Act fast – this condo books up quickly!

Rates average $487 per night. Check availability and book on Vrbo.

Fine Print: Children of all ages welcome. Pets are not allowed. Condo is wheelchair-inaccessible.

A cozy living room in an Aspen ski in ski out Vrbo rental with a fireplace and a flat screen TV.
A living room with wood ceilings and a couch at a Vrbo listing in Aspen CO.
A hot tub in a snowy Aspen, CO.
A skier in Snowmass Aspen on a snowy slope with a ski in ski out condo complex in the background.

 Laurelwood 114

Rated 10 out of 10 on Vrbo

Sleeps 4 | 1 Bedroom | 1 Bathroom

Laurelwood 114 is a top-floor studio steps from Snowmass Ski Area. This newly renovated ski-in ski-out rental is one of the most affordable in the area and comes with a full kitchen and cozy living room complete with a wood-burning fireplace. Additional features include a balcony and grill, access to Laurelwood’s on-site hot tubs, and a full-service front desk team.

Rates average $499 per night. Check availability and book on Vrbo.

Fine Print: Children of all ages welcome. Pets are not allowed. Studio is not wheelchair-accessible.

A modern home sits on top of a hill in the woods near Snowmass, Aspen.
A living room with a fireplace and large windows at a ski in ski out luxury home in Aspen CO.
A bedroom with a large bed and a large window with trees outside.
A hot tub sits in the middle of a wooded area at a ski in ski out luxury vacation rental near Aspen CO.

Mountain Contemporary

Rated 10 out of 10 on Vrbo

Sleeps 24 | 6 Bedrooms | 5 Bathrooms

This award-winning architectural home is set in the heart of Snowmass Village. It boasts 270-degree mountain views, best enjoyed from the expansive outdoor patios or the in-ground hot tub. The home has a true chef’s kitchen and luxurious sleeping arrangements that comfortably accommodate 24 guests, making it perfect for large gatherings. Add in an oversized garage, snowmelt driveway and walkways, and optional daily maid service, and this home is a standout choice for an unforgettable Aspen winter vacation.

Rates average $3,750 per night. Check availability and book on Vrbo.

Fine Print: Family-friendly. Pets are not allowed.

A modern living room in a ski in ski out condo in Aspen, CO located at Snowmass Gondola with a fireplace and tv.
A kitchen with stainless steel appliances and granite counter tops.
A hot tub in front of an apartment building in Snowmass, Aspen CO.
A snowy mountain view from a balcony in a ski in ski out condo in Aspen, CO.

Snowmass Gondola Condo

Rated 9.8 out of 10 on Vrbo

Sleeps 5 | 1 Bedroom | 1 Bathroom

Strategically located steps from Elk Camp Gondola, this Snowmass Gondola Condo sleeps four (but can accommodate five with a rollaway twin) with a king bedroom, a king-size sofa bed, and a full kitchen equipped with brand-new stainless steel appliances and a dishwasher. The unit features a gas fireplace and a spacious balcony with breathtaking mountain views. With complimentary parking, ski storage, and access to the complex’s hot tubs and fitness center included, it provides excellent value for money. Reserve early; the unit tends to book out far in advance!

Rates average $674 per night. Check availability and book on Vrbo.

Fine Print: Children of all ages welcome. Pets are not allowed. Accessibility: Wheelchair-accessible entrance with elevator access. Shower is walk-in (not roll-in).

Spacious living area featuring a gray sofa, coffee table, and a modern stone fireplace that extends to the ceiling. The room flows into a dining area with seating for eight. Decor includes a large framed deer print and mounted vintage snowshoes. Vrbo rental in Aspen Snowmass, CO.
Stylish living room in an Aspen Ski In Ski Out rental with a modern, open design featuring a spiral staircase leading to an upper loft. The room is furnished with a gray sofa, wooden coffee table, and ski-themed decor, including mounted vintage skis on the wall. There are large windows and a high ceiling.
Sleek kitchen area with light gray cabinetry, open shelving, and a textured stone backsplash. The hallway leads to an entryway with a patterned rug and hooks for coats. Ski In Ski Out rental in Aspen Snowmass.
A group of people skiing in front of an apartment complex in Snowmass, Aspen.

Interlude 301

Rated 10 out of 10 on Vrbo

Sleeps 10 | 3 Bedrooms | 3 Bathrooms

Interlude 301 is a top-floor condo offering ski-in ski-out access to Snowmass Mountain. It accommodates up to ten in a king master and two queen upstairs bedrooms. The kitchen has been beautifully remodeled, and the large private balcony is perfect for après ski. Additional amenities include a shared on-site hot tub, ski storage, and covered parking.

Rates average $1,487 per night. Check availability and book on Vrbo.

Fine Print: Famly-friendly. Pets are not allowed. Condo is not wheelchair-accessible.

Exterior of modern Aspen CO home with snow on the roof and snow on the ground. Ski In Ski Out Aspen CO vacation rental.
A living room with a fireplace and couches with snowy mountain views out the window. Part of a guide to the best Ski In Ski Out Rentals in Aspen CO
A kitchen with wood cabinets and granite counter tops.
A bedroom with a large bed with a quilted blanket, chair, and TV.

Slopeside Snowmass

Rated 10 out of 10 on Vrbo

Sleeps 9 | 4 Bedrooms | 4.5 Bathrooms

Enjoy mountain living at Slopeside Snowmass, a freestanding ski-in ski-out home rental that comfortably sleeps nine. This 3,000 sq ft property has two king bedrooms, a convertible twin room, a sofa bed, and a gourmet kitchen. Unwind by the indoor gas fireplace or soak in the private spa after a day of skiing. The property includes laundry facilities, WiFi, and an outdoor gas grill.

Rates average $2,122 per night. Check availability and book on Vrbo.

Fine Print: Kid-friendly. Pets are not allowed. Home is not wheelchair-accessible.

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Our editors independently select all properties featured in Up and Away Magazine. However, we may earn an affiliate commission (at no additional cost to you) if you book a stay through our links. In this way, we are able to bring you content for free. Your continued support is greatly appreciated. Adventure on!

Jenna is the Founder and CEO of Up and Away Magazine, an online publication geared towards showcasing America's most beautiful outdoor spaces through curated lodging and road trip guides. As a SoCal native, Jenna grew up camping and backpacking in California's Eastern Sierra and has visited almost every national park west of the Rockies. Her writing has been featured on MSN, East End Taste Magazine, Wealth of Geeks, and numerous others.

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