Aspen Rentals Real Estate | Aspen Rentals for Rent

Discover a true ski-in/ski-out masterpiece perched atop Steeplechase Drive in Aspen Highlands! This stunning mountain home blends Southern hospitality with the perfect ski vacation retreat, offering seamless slope access and access to the Ritz Carlton's world-class amenities—think outdoor heated pool, hot tub, and state-of-the-art gym. Seeking privacy? Unwind in your own private hot tub, stay active in the home gym, or relax in one of three distinct entertaining spaces. With complimentary taxi service to and from the Aspen airport and downtown, you can leave the car behind and enjoy stress-free convenience. The top level boasts a luxurious Primary Bedroom and Guest Primary Bedroom suite, each featuring lavish en suite bathrooms, walk-in closets, private coffee bars, mini refrigerators, and exclusive balconies with breathtaking views. On the main level, entertain in style with a formal dining room, cozy family room, and a sprawling Chef's kitchen flowing into an open-concept living room with two-story vaulted ceilings. French doors lead out to a snow-melt patio with an in-ground hot tub—perfect for après-ski relaxation. The lower level offers two additional bedroom suites, each with en suite bathrooms and two double beds, plus a second entertaining area complete with a wet bar, pool table, and powder room. For ultimate privacy, the fifth bedroom resides in its own wing, featuring an en suite bathroom, kitchenette, and private walkout to the back patio. This is mountain living redefined—luxury, comfort, and convenience in one extraordinary home.

99 Steeplechase Drive, Aspen

$100,000

4 Beds ⋅ 5 Baths ⋅ 186220 MLS

Experience the ultimate Aspen getaway at this beautiful half duplex, just 2.5 blocks from the Aspen Mountain Gondola. Leave your car behind and immerse yourself in all that Aspen has to offer, just a short stroll away! This stunning rental boasts an upper floor living area with vaulted ceilings and breathtaking views of Aspen Mountain, perfect for cozy evenings. The modern kitchen opens up to a south-facing deck where you can enjoy views of Aspen Mountain. The main level has the primary suite while the lower level has a secondary living space and the remaining three bedrooms. With central A/C for those warmer months, a snow-melted driveway and walkways, and a convenient two-car garage, you'll have everything you need for a comfortable stay. Whether you're hitting the slopes or exploring the vibrant town, this location is ideal for your Aspen adventure!

910 E Cooper Avenue, Aspen

$100,000

4 Beds ⋅ 6 Baths ⋅ 184427 MLS

This stunning new property is located in Aspen's coveted Red Mountain area just 1 mile to down town Aspen. Guests can relax and enjoy breathtaking mountain views. The grand living room boasts high ceilings, and the gourmet kitchen flows into a dining area, all featuring luxurious finishes. The outdoor space includes a patio with seating, a water feature, custom grill, hot tub, and landscaped lawn for seamless indoor-outdoor living. The spacious primary suite offers privacy on its own level and leads to a private seating area with Aspen Mountain views. Each bedroom suite is elegantly designed for comfort. Enjoy additional entertainment in the lower-level room with a bar or the home theater. The property also features a one-car garage and air conditioning in the primary suite, main living area, and guest suite

27 Nighthawk Drive, Aspen

$100,000

6 Beds ⋅ 8 Baths ⋅ 182850 MLS

Situated on over 1.2 acres in the beautiful Five Trees neighborhood at Aspen Highlands, this exceptional mountain chalet offers privacy, mountain views and convenience to downtown Aspen. With architectural details such as exposed wood beams, reclaimed wood floors, multiple stone fireplaces and European-style furnishings, it's no surprise this home was once featured in Architectural Digest. Spread out on over 10,000 square feet, the property offers multiple living areas, a country-style kitchen and a formal dining room. Take in sunsets from the outdoor entertaining patio with built-in grill and heaters. The expansive flat lawn is ringed by gardens. Stroll through the main floor primary wing to a walk-out patio, gracious bedroom/bathroom suite and office. The east wing includes two bedrooms with a shared bathroom and sitting area. Upstairs are two more bedroom suites, while the lower level offers a sixth king suite. Providing entertainment at home, the secondary living area features a pool table, shuffle board and kitchen adjacent to the home theater and fitness room. Close to world-class skiing, hiking and biking trails and just five minutes driving distance to downtown, this home offers a unique Aspen experience.

855 Moore Drive, Aspen

$100,000

5 Beds ⋅ 7 Baths ⋅ 179686 MLS

This inviting and comfortable home is a Colorado classic that exudes warmth and tranquility; the perfect home for gathering and creating lasting memories with family & friends. Privacy, large flat lawns, beautiful gardens & outdoor decks/patios surrounded by towering spruce & cottonwood trees create the quintessential ''camp'' setting for long summer evening BBQ's. When you're not on the slopes, snowy winter days can be enjoyed while soaking in the private outdoor hot-tub, curled up with a good book or playing games in front of the massive stone fireplace. The location seems a world away but is only a 5-min walk or bike ride to downtown & other loved attractions such as Rio Grande Park, Aspen Theater on The Park, the John Denver sanctuary and Herron Park. Available seasonally &, monthly Available seasonally, monthly or for school year (till +/-June 15, 2024). $50,000/month + utilities for 10-month school year rental; and $100,000 for Holiday month (12/1/23 - 1/1/24); and $85,000/winter (non-holiday) month.

730 Bay Street, Aspen

$100,000

6 Beds ⋅ 6 Baths ⋅ 179135 MLS

This stunning mountain contemporary home in Aspen, Colorado is a true masterpiece that perfectly blends modern luxury with natural beauty. The open floor plan and floor-to-ceiling windows provide ample natural light and breathtaking views of the surrounding mountains. The home is filled with magnificent artwork that adds a touch of sophistication and elegance to the space. The gourmet kitchen features top-of-the-line appliances and plenty of counter space, making meal prep a breeze. The outdoor living space is equally impressive, with a large deck with hot tub and fire pit that are perfect for entertaining guests or enjoying quiet evenings under the stars.Overall, this mountain contemporary home is a true gem in the heart of Aspen. With its sleek and contemporary design, breathtaking views, and luxurious amenities, it offers the perfect balance of modern luxury and natural beauty. Don't miss your chance to rent this stunning property and experience the best that Colorado living has to offer. Has STR Permit and is not in COA so STR tax rate is 6.9%. Overall, this mountain contemporary home is a true gem in the heart of Aspen. With its sleek and contemporary design, breathtaking views, and luxurious amenities, it offers the perfect balance of modern luxury and natural beauty. Don't miss your chance to rent this stunning property and experience the best that Colorado living has to offer. Has STR Permit and is not in COA so STR tax rate is 6.9%.

75 Glen Eagle Drive, Aspen

$100,000

6 Beds ⋅ 6 Baths ⋅ 167459 MLS

This Harry Teague designed, Luxe Modern Villa is situated on a private ranch, abutting 10,000 acres of the White River National Forest. Appreciate this Historic Erikson Ranch-Village House, traveling up a 200-year old dirt ranch road. Just 5 minutes to the Ajax Gondola, this beautiful 6 bedroom, 7,000 sq. ft. residence is equipped with Christian Liaigre furnishings, 11-20' ceilings and magnificent, polished hardwood flooring.

720 Nell Erickson Road, Aspen

$100,000

4 Beds ⋅ 5 Baths ⋅ 169692 MLS

Housekeeping is $55 per person, per hour.

825 Ute Avenue Unit #Unit A, Aspen

$100,000

5 Beds ⋅ 5 Baths ⋅ 175244 MLS

This home is a truly iconic modern ski lodge, perched on a hill with the most incredible mountain views from every room. The home, designed by acclaimed architect, Jeff Kovel of SkyLab Architecture, is luxe while still feeling the perfect amount of comfortable and inviting. The openness of the upper levels invites guests and families to dine, conversate, game, and lounge in large communal spaces that flow effortlessly into one another. The home was expertly designed to include two primary suites, a guest suite, and two bunk rooms - one of which has a king bed and can be used as an additional guest suite. Take in the exceptional view from the steam room or outdoor hot tub, on a deck overlooking the valley. A shuttle stops just down the street....(see more)and provides access to the Snowmass Village mountain within minutes. This is the ultimate Snowmass Village vacation home. STR# 44804 and provides access to the Snowmass Village mountain within minutes. This is the ultimate Snowmass Village vacation home. STR# 44804

27 Turkey Trot Court, Snowmass Village

$100,000

6 Beds ⋅ 6 Baths ⋅ 173300 MLS

Located on a corner lot in the heart of the West End, with 4 bedrooms, all with ensuite baths, and an additional sleeping space that includes a king sized bed, 3 twin beds, wet bar, and ensuite bath, there is plenty of space throughout for a large gathering. Enjoy a fenced yard with outdoor entertaining space, hot tub, grill, and fire pit. If you want to spend your time indoors, the home offers an eat-in kitchen, living room, family room, and a quiet space to enjoy yoga or exercise. *Wood-burning fireplace in living room is not functional STR 085932

401 W Bleeker Street, Aspen

$100,000

5 Beds ⋅ 6 Baths ⋅ 172236 MLS

Beautiful West End home meticulously crafted by local developer to pay homage to Aspen's historic heritage, with amenities and details for today. Nestled into 3rd and West Bleeker Street, this property is located in the heart of Aspen's favorite neighborhood - close enough to all of your favorite shops and restaurants while maintaining the charming peace of the West End. Incorporating fine millwork and exquisite finishes throughout, the house was designed with privacy in mind thoughtfully placing windows and skylights to invite abundant natural light. Built in 2008 with a gourmet kitchen, two living rooms, five bedrooms (plus a media bunk room), six bathrooms, and 5,135 sq ft of livable space. There is room for everyone and all of your favorite activities! Tenant will not have access to the elevator. STR 085028 Housekeeping $57/hour/housekeeper

330 W Bleeker Street, Aspen

$100,000

4 Beds ⋅ 6 Baths ⋅ 171293 MLS

Ski right out your front door and then sit by the fire each night to take in the gorgeous mountain sunsets. Designed by world-renowned architecture firm, Skidmore, Owings & Merrill, this home was recently renovated top to bottom and is located directly on Adams' Avenue ski run. It is centrally located and only a few minutes to the new Base Village as well as the SM Mall. Enjoy an expansive primary suite which takes up the entire top floor. Guest suites each have their own bathroom and Elevator access accommodates every level of the home. Exceptional outdoor spaces designed by Design Workshop include two large decks, ski terrace, wood fire pit, gas firepit, two hot tubs and outdoor spa area. Everything you will want in a mountain getaway!! Nightly Rate: $6,000 | Holiday Nightly Rate: $9,200 | Holiday Monthly: $155,000 Summer Monthly: $100,000 | Winter Monthly: $105,000

546 Edgewood Lane, Snowmass Village

$100,000

3 Beds ⋅ 5 Baths ⋅ 163229 MLS

World-renowned architect Chad Oppenheim created this mountain chalet to be the perfect family enclave. The modern interiors feature reclaimed barnwood accents with floor-to-ceiling windows showcasing dramatic views of Aspen's ski hills. The gourmet kitchen is a cook's dream with Staub cookware, Viking range, dual ovens and a coal or wood-fired grill. Enjoy a dip in the infinity-edge hot tub from the privacy of the backyard complete with mountain stream running through it. There are three bedroom suites and a bonus loft with its own bathroom. A rare design gem on Red Mountain within minutes of town and all outdoor recreation.

178 Bennett Bench, Aspen

$95,000

4 Beds ⋅ 5 Baths ⋅ 193673 MLS

This wonderful four-bedroom, four- and one-half bath duplex is the perfect family home, situated on three spacious levels in the West End. The upper level has high vaulted ceilings, featuring an open floor plan with living room, dining room and updated kitchen. The cozy living room offers a gas fireplace and access to the glass enclosed balcony which overlooks the front yard. The expansive primary suite is privately located on the upper level and two guest bedrooms perfect for children are located on the main level. The lower level has a large room equipped with bunk beds and play area for kids. An additional king suite is located on the lower level for guests. Offered fully furnished and equipped with outdoor hot-tub and two car garage, offering convenience and comfort. The location is just minutes away from Aspen schools, downtown and the renowned ski areas of Aspen Mountain, Highlands and Buttermilk. Don't miss out on this incredible rental opportunity in one of Aspen's most desirable neighborhoods.

901 W Francis Street, Aspen

$95,000

4 Beds ⋅ 5 Baths ⋅ 193336 MLS

Experience the best of Aspen living in this beautifully appointed 4-bedroom, 4.5-bathroom half-duplex located on desirable Cooper Avenue. Just a short walk from downtown Aspen's world-class dining, shopping, and entertainment, this exceptional property offers the perfect blend of convenience and luxury. Enjoy stunning views from the living space and outdoor areas, creating an inviting setting to relax and unwind after a day on the slopes or exploring the surrounding mountains. The spacious floor plan features four well-appointed bedrooms, each designed for comfort and privacy, along with 4.5 bathrooms to accommodate family and guests with ease. This home provides an ideal Aspen lifestyle with easy access to all that town has to offer while maintaining a peaceful and private atmosphere. A rare opportunity to enjoy luxury living in one of Aspen's most sought-after locations. Available long term $45,000/month, plus utilities

1154 E Cooper Avenue Unit #Unit B, Aspen

$95,000

3 Beds ⋅ 5 Baths ⋅ 192409 MLS

Tucked into Aspen's highly sought-after West End, this beautifully updated 3-bedroom home offers the perfect blend of charm, comfort, and unbeatable location. Just under two blocks from the vibrant Aspen Core, you'll enjoy easy access to world-class dining, shopping, and skiing. The open living is filled with natural light, creating an ideal setting for relaxing or entertaining. A standout feature is the gourmet kitchen, thoughtfully designed with high-end appliances, sleek countertops, and ample space for cooking and gathering. The three well-appointed bedrooms provide comfort and privacy, while the additional media room, complete with a pullout sofa and its own en suite bath, offers flexible space for guests, movie nights, or a cozy retreat. Outdoor living is just as inviting, with a private rooftop hot tub offering the perfect place to unwind under the stars after a day on the mountain. A charming porch with a cozy firepit creates an intimate setting for morning coffee or evening cocktails year-round. Whether you're enjoying a quiet evening at home or stepping out for everything Aspen has to offer just moments away, this property delivers the best of mountain living in an exceptional location. Housekeeping is $57/hour/housekeeper Holiday Monthly Rate is $120,000

204 N Monarch Street, Aspen

$95,000

4 Beds ⋅ 6 Baths ⋅ 192115 MLS

A striking contemporary home by David Johnston, set along a private stretch of the Roaring Fork River and thoughtfully designed to capture the surrounding landscape, available to rent for a month over the holidays in December/January. Designed for both gathering and retreat, the home features a spacious great room ideal for hosting, a main-level primary suite, and three additional guest suites upstairs. Enjoy private river frontage with direct access to fly fishing, along with immediate access to the Rio Grande Trail just outside the front door, groomed in the winter for nordic skiing. The kitchen and great room open seamlessly to a terrace complete with a hot tub, pizza oven, outdoor fireplace, fire pit, BBQ, and outdoor heaters; an ideal setting for winter evenings. A lower-level theatre room with full bath provides additional space to relax and unwind. Located just 20 minutes from Aspen Mountain and Snowmass Village, this is a rare opportunity to enjoy a thoughtfully designed riverfront home during the most sought-after time of year.

2556 Lower River Road, Snowmass

$95,000

4 Beds ⋅ 5 Baths ⋅ 190177 MLS

Situated on a secluded lot with unobstructed mountain views and a cascading waterfall, this newly renovated two-story Meadowood home provides the perfect backdrop for a family retreat. Recently featured in Modern Luxury Magazine, the home boasts vaulted ceilings, rustic beams, floor to ceiling windows, contemporary artwork and luxury furnishings. An open concept kitchen/dining area features a large marble island, Wolf appliances and dining table for eight. The great room is flooded with natural light, double height ceilings, and a gas fireplace, providing a comfortable space to gather and socialize. The main-level primary suite is serene and private, with views overlooking Starwood. The en-suite bathroom has a free-standing soaking tub, double vanities and walk-in shower. On the second level, two more bedroom with en-suite bathrooms and a family room offer a wonderful space for extra guests. The fourth bedroom serves as an 'in-law suite' with a queen bed, en-suite bathroom, and it's own private entrance. Situated on over half an acre, the beautifully landscaped yard offers a large patio with dining table, grill, and hot tub. The neighborhood provides easy access to the bike path and hiking trails, and amenities include private tennis courts, pickle ball courts, and play area.

123 Larkspur Lane, Aspen

$95,000

6 Beds ⋅ 6 Baths ⋅ 188682 MLS

Freshly updated for modern Aspen living, this 6-bedroom home offers light-filled interiors, a newly renovated kitchen, and effortless indoor-outdoor flow. Located off Cemetery Lane on the free Aspen shuttle route--just minutes to the Aspen Golf Course, trails, and the Aspen Institute--it's an ideal summer retreat for families and guests. A rare combination of space, location, and comfort--perfect for a full Aspen summer 2026 stay.

777 Castle Creek Drive, Aspen

$95,000

4 Beds ⋅ 4 Baths ⋅ 177609 MLS

This remodeled ''to the studs'' West End duplex has been reincarnated as a light-filled contemporary gem. Designed throughout in a clean, minimalist style, the great room features soaring ceilings, views of Shadow Mountain and a two-story stone fireplace. The upper level contains the primary suite, complete with a walkout deck. The lower level lives like its own apartment with a private entrance, full kitchen, laundry, living room with fireplace and two more bedrooms. Situated on a large, manicured lot in Aspen's most charming neighborhood just two blocks to the Benedict Music Tent and the Aspen Institute Campus. $65,000 long-term rate available for six (6) months or longer.

503 N Fourth Street, Aspen

$95,000

4 Beds ⋅ 5 Baths ⋅ 177214 MLS

A modern townhome in the heart of Aspen, this 3,526 square foot home features an open floor plan with a kitchen, living room, and dining room on the upper level as well as white oak flooring throughout. The property also includes four bedrooms. A Sub Zero wine refrigerator, a Viking 6-burner gas stove, and a large prep island with bar stools are just a few of the professional-grade stainless steel appliances included in this open kitchen. The massive dome light bulb atop the middle island adds a touch of modern style to the kitchen. STR PERMIT #080696

410 S West End Street Unit #101, Aspen

$95,000

4 Beds ⋅ 4 Baths ⋅ 176602 MLS

Look no further, this beautifully unique single family home exudes luxury and convenience in Aspen's central core. Open concept entry level is ideal for entertaining and enjoys a seamless flow between the living area with gas fireplace, dining area with seating for eight and kitchen with breakfast bar. Newly updated kitchen is complete with contemporary cabinetry and fixtures, new countertops, stainless steel appliances and a large center island providing seating for four. Master bedroom provides ultimate privacy, boasting a private rooftop deck with outdoor seating and views of Aspen Mountain. Additional amenities include lower level media room, secondary laundry area, heated one car garage and patio with grill. Centrally located to the Gondola and Aspen's famous downtown.

922 E Cooper Avenue, Aspen

$95,000

3 Beds ⋅ 5 Baths ⋅ 172828 MLS

Nestled on a serene half-acre lot, this contemporary custom home offers luxury, privacy, and convenience with a spa-like feel. This one of a kind Castle Creek Riverfront property boasts an open floor plan, gourmet chef's kitchen, and floor to ceiling windows offering dramatic views of the river. The home also offers a detached garage with an upstairs guest apartment that includes electric sliding doors, which allow the serenity of the river to be enjoyed while indoors. The property also offers all en suite baths, an upstairs media/office space, outdoor fire pit, and a large deck overlooking the river. STR 085152

575 Sneaky Lane, Aspen

$95,000

4 Beds ⋅ 5 Baths ⋅ 150033 MLS

Just Updated, Mountain Contemporary Stunner, Aspen Core location with easy walk to town, Available for long term, seasonal, monthly or weekly rentals. 2 blocks to the Silver Queen Gondola and all of Aspen. But in a quiet neighborhood for such a close location. 4 bedroom, 3.5 bath, 2 car garage. Top floor Living with Aspen Mountain Views. Open Kitchen, dining, living rooms. Air Conditioned throughout. Main level with 2 oversize master suites. Both with king bedding,3rd bedroom with king bed, 4th Bedroom Bunk room containing 2 x bunk beds, 1 x Queen size bed. Office has sleep sofa. TV/Xfinity in each bedroom, Living room and office. Short walk to any location in Aspen. Also handily on the Aspen ''Downtowner'' free car service route. 4120sq ft plus garage and decks. STR Permit: 085970

421 S West End Street, Aspen

$90,000

4 Beds ⋅ 5 Baths ⋅ 193883 MLS

Discover unparalleled luxury in this stunning winter ski rental located in the heart of Aspen's downtown ''Core'', just one block from the Silver Queen Gondola. Accommodations include four spacious bedrooms, each with their own en-suite bathrooms, large or walk-in closets and flat screen tv's. The serene Primary Suite occupies the top level with a dedicated workspace, and breathtaking views looking out towards the rooftop deck and mountains. Unwind in the exclusive rooftop hot tub or gather around the outdoor fireplace, soaking in the views. Walk down one floor to the main living level with a fully equipped kitchen, dining room, powder room and living space and additional gas fireplace. The third bedroom and Guest Primary suite are located on the entry level with another private patio. The lowest level boasts a versatile entertainment area, additional fireplace, full laundry room, separate entrance and the fourth bedroom suite providing ample space for relaxation, additional privacy and convenience. This exceptional resident is steps away from world-class skiing, restaurants, shopping and nightlife. STRC 088254

714 S Galena Street Unit #B, Aspen

Properties for Rent

TBE Real Estate Team

Search

Resources

About