luxury houses for rent Pitkin County, United States (page 3)

Welcome to Starwood, the only gated community in Aspen. This beautifully appointed home has all new Restoration Hardware furnishings and new a/c in the upper-level rooms. The five-bedroom suites provide plenty of room for your family, with sweeping views from Aspen Mountain to Mt. Sopris, with Mt. Daly perfectly framed in the center. The two offices and two dens/family rooms, provide lots of spaces for your extended family. The multiple balconies, flat yard, new hot-tub and grilling area offers multiple outdoor areas to enjoy the stunning views of the mountains or nearby horses. Whether you are visiting for a month or looking for a long-term rental, 623 Johnson Drive is a great location for your next stay in Aspen.

Nestled in the heart of Aspen, this charming two-bedroom, two-bathroom Fifth Avenue condo offers both luxury and convenience. Enjoy seamless access to the downtown core, where dozens of shops, world-class restaurants, and the Silver Queen Gondola await just a short stroll away. This ground level, two-story unit includes updated finishes throughout, a wood-burning fireplace, A/C, high ceilings, and outdoor patio. The condo comes with one off-street parking space and access to the in-complex pool and hot tub. STR# 070854

This is not just a property--it's an experience. A place designed not simply for staying, but for truly living. From the moment you arrive, every detail is thoughtfully curated to create a seamless, elevated escape, complete with personalized concierge service tailored entirely to you. Set across 25 private acres, this extraordinary estate offers both serenity and space, where nature surrounds you and privacy is paramount. Four detached structures provide beautifully designed, separate living areas--perfect for hosting family and friends while still allowing everyone their own retreat. At the heart of the home, a chef's kitchen invites connection and conversation, an ideal gathering space for shared meals and unforgettable moments. Step outside to over 3,400 square feet of expansive decks that blur the line between indoor comfort and outdoor beauty--an extension of the living space where every sunrise and sunset becomes part of your experience. Year-round, the cozy outdoor room--with its inviting fireplace and comfortable seating--offers the perfect setting to unwind beneath open skies. The outdoor spa adds another layer of indulgence, a place to relax and recharge in total tranquility. And when it comes to adventure, your dedicated concierge is there to craft experiences as unique as your stay. From private ski tours and horseback riding to exclusive snowmobile excursions and in-home chef services, every moment can be tailored to your desires. Don't just come to stay--come to live. Come to experience something truly unforgettable.

This Maple Ridge luxury property, nestled amongst the trees, is your perfect vacation home! With four bedroom suites, and a new outdoor entertainment area, there is plenty of room for family and friends. The large living room with a vaulted ceiling, floor to ceiling windows and a large wood-burning fireplace is the perfect place to gather. The new 2025 deck has room for everyone and has amazing views. Just four minutes to Base Village and 12 minutes to Aspen, makes this a great location for all seasons. Visit for a month or stay for the season. STR# 051168

975 S Starwood is a beautifully appointed home exceeding 5000 square feet, situated on 2.7 acres of flat land with expansive views of the Elk Mountain Range. This 5-bedroom, 6-bathroom home in the exclusive Starwood gated community is the ultimate family retreat, offering a flat yard ideal for play and activities, along with a swimming pool and hot tub. Over 900 square feet of outdoor deck space is perfect for summer dining and entertaining. Downstairs, an entertainment and game room awaits, complete with ping pong and foosball tables, and lift slide doors that open directly onto the yard, where the pool and hot tub are located. The fifth bedroom can also serve as an office, providing flexibility for your needs. Additionally, a three-car garage offers ample space for storing vehicles and all your gear. Just a 12-minute drive from downtown Aspen, this property was designed by local architect Rally Dupps and built by Steeplechase Construction.

Tucked among the aspen trees in a peaceful, natural setting, this beautifully updated 3-bedroom, 3-bath home offers privacy, space, and comfort just minutes from downtown Aspen. The interior features high ceilings, abundant natural light, and a fresh remodel with contemporary finishes throughout. The living area includes a cozy fireplace—perfect for Aspen's cooler months—while large windows bring the outdoors in.

This light and bright East Aspen home is a great family retreat. Its large open concept living room and dining room has a soaring beamed ceiling and is surrounded by three sides of tall sliders and windows. From the living room, go outside onto the wrap-around deck, furnished with lounge chairs, an outdoor dining table, with a Blackstone grill + traditional grill. The eat-in kitchen with new appliances is just steps away. Five bedrooms and bathrooms provide plenty of room for your family and guests. The upper-level extra-large ensuite bedroom is connected to a den with a large flatscreen TV, which makes this area a great kid hang-out. This Knollwood home is on Northway Drive, which has virtually no traffic and is just one mile from downtown Aspen. Call Dial-A-Ride to schedule a pickup in front the home day and night or ride your bike on the bike path that goes directly to town. This great spacious home is the perfect retreat for your family or group! STR# 013169

Discover the ultimate Aspen Highlands lifestyle in this exceptional 6-bedroom mountain home, perfectly positioned for true ski-in/ski-out convenience. Nestled slopeside on Thunderbowl ski run, this residence blends refined alpine elegance with year-round adventure right outside your door. Step inside to soaring ceilings, expansive windows that provide unparalleled mountain views, and a warm great room anchored by a dramatic mirrored double-sided fireplace. The layout flows effortlessly into an elegant dining room, perfect for fireside dining, and gourmet chef’s kitchen featuring premium appliances, marble countertops, custom cabinetry, breakfast table, and a spacious island ideal for gathering after a day on the mountain. The home offers six beautifully appointed bedrooms, including a luxurious primary suite with private office, spa-inspired bath, and panoramic views of Thunderbowl. Multiple guest suites ensure comfort and privacy for family and friends. Entertain with ease in the lower-level game lounge, that includes a billiards table, shuffleboard, and well-equipped bar, or if you want to have a movie night after a day on the slopes, settle into the private theater room. The lower level also includes a gym for your morning workouts. Unwind outdoors on the generous slope side patio with a hot tub, grill, and dining area that celebrate Aspen’s iconic scenery. Additional amenities include a dedicated ski locker room with direct slope access, heated driveway, and attached garage. Whether you’re hosting apres-ski evenings, exploring endless hiking trails, or simply soaking in the tranquility of the Rockies, this remarkable home is your front-row seat to the best of Aspen Highlands. Rentals include access to the Ritz Carlton pool, spa, and fitness center.

Awaken to breathtaking Aspen Mountain views in this recently renovated, spacious 3-bedroom townhome, just minutes from the Central Core. Sunlight fills the ground-floor living areas through southern windows and high ceilings, offering stunning views throughout the day. The fully equipped kitchen, dining area, and expansive patio provide ideal spaces for entertaining. The upstairs primary and guest bedrooms both feature vaulted ceilings and en-suite baths. Additional conveniences include a ground-floor en-suite bedroom, washer/dryer, and a one-car garage. Perfectly located near walking paths and right across from the Hunter Creek Trailhead. The Galena Street shuttle to the Aspen Core and Ruby Park bus station stops every 10 minutes, making this rental perfect for an unforgettable Aspen holiday.

Discover your perfect mountain retreat in this charming two-story, two bedroom, two and a half bathroom Meadow Ranch condominium. Enjoy breathtaking views of the surrounding nature from your private patio, ideal for morning coffee or evening relaxation. Inside, indulge in the convenience of updated kitchen and bathrooms, offering modern amenities and style. With convenient access to outdoor adventures and Snowmass Base Village, this condominium promises a delightful blend of comfort and adventure. Long Term Monthly $9,500 + Electric Seasonal Monthly $12,500

This newly renovated single-family home off Cemetery Lane offers updated finishes, furnishings, and convenience. Enjoy an open-concept living space with four bedrooms, four bathrooms, a media room, a second living area with a kitchenette, an office with a pullout couch, and a spacious mudroom. The home is complete with Apple HomeKit controls and Sonos throughout. The large, partially fenced yard includes a tranquil creek, hot tub, deck, grill, and outdoor furniture, perfect for outdoor relaxation and entertainment. Tot Lot Park is just down the street, providing additional outdoor space steps away. The home boasts a two-car garage and off-street parking for six additional cars. Downtown Aspen is easily accessible by bike, a short drive, or a bus ride, with a RFTA bus stop conveniently located adjacent to the property. STR# 092956 Seasonal Monthly $50,000 Long Term Monthly $30,000 + Utilities