Aspen Rentals Real Estate | Aspen Rentals for Rent

This dog friendly with AC Aspen jewel is situated on a tree lined street in the best neighborhood in Aspen's West End. It is a Victorian style property, approximately 3000 sq. ft. that has been beautifully restored. The Main House is on 3 levels and consists of 3 bedrooms and 4.5 bathrooms with a lower level media room that contains 2 twin beds in a trundle bed setup a queen size sleeper sofa and a full bathroom. The gourmet kitchen is equipped with all Viking stainless appliances plus a 12' island with seating up to 8. There is a 20' stone gas fireplace in the Living Area that gives an incredible warmth to the property. The Carriage house has one bedroom with a full size bed and private bath with shower. Priced at $35,000 per month plus utilities for a 6+ month rental. STR PERMIT: 075500

717 W Francis Street, Aspen

$60,000

4 Beds ⋅ 4 Baths ⋅ 168397 MLS

Nestled in the heart of Aspen core, this townhome is the perfect retreat for your next family vacation. Enjoy walking distance to Aspen Mountain gondola and the Roaring Fork River, both located just two blocks away. This spacious home offers 4-bedrooms and comfortably sleeps 8 people. The master bedroom offers a private deck with a Jacuzzi overlooking Ajax Mountain. The living room offers a surround sound audio system, wood-burning fireplace, high ceilings and another private deck. Enjoy the spectacular views of Red Mountain from the guest master bedroom. Two additional bedrooms offer double sets of twin beds each. One car garage use for vehicle or toys. Great for families or a small group who love to be able to walk everywhere! Cool off in the summertime with partial A/C. STR Permit # 084296

715 E Hopkins Avenue, Aspen

$60,000

3 Beds ⋅ 4 Baths ⋅ 154001 MLS

Obermeyer Penthouse with private elevator directly to the unit. Located in the heart of downtown Aspen, Obermeyer Place is on the park, across from the river and within walking distance to the Silver Queen Gondola. Three en suite bedrooms, powder room, generous laundry room, private garage, electric blinds, AC, workspace/office off the kitchen. Master features a walk in closet. Large balcony with gas BBQ and outdoor dining. STR Permit #: 082938 Occupancy: 6

102 Founders Place Unit #301, Aspen

$60,000

7 Beds ⋅ 6 Baths ⋅ 141653 MLS

This luxury 7 bedroom log home sits on approximately two acres and enjoys the romance and tranquility of the river on the banks of one of the loveliest areas of the Roaring Fork River. With the end of the road privacy surrounded by nature , it is located on one of the widest and deepest fishing locations along the river, so it offers a rare opportunity for fishing that is unsurpassed!

770 Twining Flats Rd, Woody Creek

$58,000

4 Beds ⋅ 3 Baths ⋅ 191670 MLS

Welcome to the newest luxury rental property at Chateau Roaring Fork. This beautifully remodeled four-bedroom residence is one-of-its-kind with high-end finishes throughout, all new Restoration Hardware furnishings and beautiful unique art. The open concept living room, dining room and kitchen offers a great gathering place for family and friends. The dining room sliding doors open onto a balcony with views of the Roaring Fork River and Independence Pass. Listen to the sounds of the river from the primary suite. A/C on the upper and lower level, a large pool, hot-tub, sauna, ski locker and newly upgraded gym makes this a great location for your Aspen stay. Just three blocks to the Gondola Plaza, central Core shopping and dining. Make this your home away from home for the season or the year!

1039 E Cooper Avenue Unit #20, Aspen

$58,000

5 Beds ⋅ 5 Baths ⋅ 181403 MLS

This contemporary architectural home has been meticulously crafted to harmonize with its natural surroundings, while boasting an unwavering commitment to quality and artistry. Nestled into the mountainside, it offers breathtaking vistas and a seamless integration of indoor and outdoor living spaces. The Living Room, Dining Room, and European Kitchen open up to sweeping mountain views and a warm wood-burning fireplace. Every room is elegantly furnished with designer pieces, characterized by their minimalistic design and soothing neutral tones. This residence features four bedrooms plus a fifth bedroom/flex room with Murphy bed, as well as a mudroom, a laundry room equipped with two washers and two dryers, a convenient powder room, a concealed pantry, and a spacious two-car garage.

580 Medicine Bow Road, Aspen

$55,000

8 Beds ⋅ 7 Baths ⋅ 194002 MLS

There is rare, and then there is a 9,000-square-foot corner estate in Aspen's historic West End. Originally built in 1888, and masterfully refreshed in 2004, this private enclave offers something virtually unheard of in the neighborhood -- scale, seclusion, and flexibility. Surrounded by manicured, fully fenced grounds with a private hot tub and patio suitable for entertaining, the property features a substantial 5-bedroom main residence and a self-contained 3-bedroom guest house. Host extended family, house a full personal staff, or simply enjoy two distinct sanctuaries connected by lush green gardens, just steps from the free shuttle and minutes to downtown. The main house is blessed with abundant natural light, a large kitchen with adjacent sitting area, pot belly stove and flat screen television where the family will love to gather, and a media/entertainment room with large flat screen television, sectional seating, pool table, and steam room - soothing after a long day on the slopes. The floor plan features three bedrooms on the 2nd level; the living, dining, powder, and mud rooms plus kitchen on the entry level; and two bedrooms, media room, steam room, and laundry on the garden level. The adjacent guest house is perfect for the occasional house guest or extra family members: two bedrooms and one bathroom on the entry level; living space, full kitchen, and bathroom on the 2nd level; and bonus room and laundry on the garden level. Off-street parking for two vehicles is provided as well as one parking permit for the street. This is a one-of-a-kind property in a terrific location, perfect for a long summer stay or a family looking to relocate to the Roaring Fork Valley. MAIN HOUSE SLEEPING King Primary Suite: vaulted ceiling, gas fireplace, flat screen television and cozy seating, small balcony overlooking the back yard, ensuite bathroom with double vanity, water closet, whirlpool tub and separate shower, walk-in closet, and washer and dryer Guest King Bedroom: vaulted ceiling and views toward Shadow Mountain, gas fireplace, bay window, seating area and flat screen television, closet, shared bathroom with double vanity, tub/shower, and water closet Den/Office (adjacent to the Guest King Bedroom): sofa sleeper, desk for a dedicated office, gas fireplace, cable television, small closet, and shared bathroom Guest Double Twin Bedroom: vaulted ceiling, views toward Aspen Mountain, shared bathroom with single vanity and shower stall Guest Queen Bedroom: flat screen television, closet, ensuite bathroom with double vanity, water closet, and shower stall Guest Bunkroom: three Twin beds and one Queen bed, closet, ensuite bathroom with double vanity, water closet, and shower stall GUEST HOUSE SLEEPING King Bedroom: flat screen television, closet, shared bathroom with single vanity and whirlpool tub/shower Full Bedroom: armoire, shared bathroom Double Twin Bonus Area: shared bathroom

334 W Hallam Street, Aspen

$55,000

4 Beds ⋅ 5 Baths ⋅ 192241 MLS

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.

2700 Juniper Hill Road, Aspen

$55,000

4 Beds ⋅ 5 Baths ⋅ 190159 MLS

This historic gem four-bedroom, four-and-a-half-bath Victorian residence offers 3,629 square feet of elegantly reimagined living space in the very heart of Aspen. Originally constructed in 1888, this graceful home has been thoughtfully renovated and expanded to gracefully marry the home's historic character with contemporary luxury. Perfectly positioned on a desirable corner lot, just three blocks from Aspen's celebrated restaurant row and steps from the Hopkins Avenue summer bike path, the property offers a quiet yet central retreat. Inside, light-filled living areas, a sleek contemporary kitchen, and tastefully updated baths create a refined and comfortable ambiance. Outdoors, a rooftop deck with sweeping mountain views, a beautifully fenced yard with outdoor decks invite relaxation and several gathering and entertaining spaces. This rare offering combines Aspen's rich architectural heritage with modern sophistication, presenting an exceptional rental opportunity where history and lifestyle meet seamlessly.

200 W Hopkins Avenue, Aspen

$55,000

5 Beds ⋅ 7 Baths ⋅ 189846 MLS

Welcome to your private mountain spa retreat! This stunning 5-bedroom, 7-bath contemporary residence on Oak Ridge Road captures the essence of Colorado living with panoramic Snowmass Valley views framed by soaring floor-to-ceiling windows. Thoughtfully designed for both elegance and comfort, the home features an open floor plan, two inviting living areas, and three fireplaces to cozy up to. Each en suite bedroom offers privacy and comfort, while additional spaces—including an office, fitness room, massage room, and den—create the perfect balance of productivity, wellness, and relaxation. Outdoor living shines with expansive patios and terraces, a sunken hot tub, fire pit, and gas BBQ, all designed to maximize year-round enjoyment. In winter, enjoy world-class skiing just moments away; in summer, immerse yourself in the authentic Western culture of the rodeo, endless hiking and biking trails, and the pool, tennis, and pickleball courts at the Snowmass Rec Center. After a day of adventure, return home to soak beneath the stars in the hot tub or indulge in a private in-home massage. This Oak Ridge retreat offers unparalleled luxury, privacy, and year-round lifestyle experiences—the ultimate mountain getaway in the heart of Snowmass.

272 Oak Ridge Road, Snowmass Village

$55,000

3 Beds ⋅ 4 Baths ⋅ 182222 MLS

Exceptionally remodeled Historic Victorian home is the perfect chic Aspen escape. Gourmet kitchen enjoys custom appliances, gas stove, vaulted ceilings, marble countertops and accent wall, and a beautiful center island with breakfast bar adjacent to the dining area with seating for eight. Sunny and bright living area enjoys plush, comfortable seating around a gas fireplace with large flat screen TV. Main level has two en suite guest bedrooms, laundry room, storage for skis, and a powder room. Top floor primary suite enjoys king bed, en suite bathroom with steam shower and soaking tub, and walks out to a private deck with pergola and lounge chairs. Exquisite West End home is located across the street from the Yellow Brick playground, 3 blocks to Hotel Jerome, 4 blocks to Restaurant Row and all activities Downtown Aspen has to offer. Additional Amenities include Central AC, Off-Street Parking for Two Cars, In-Unit Washer and Dryer, Gas Fireplace, and Grill.

131 W Bleeker Street, Aspen

$55,000

4 Beds ⋅ 4 Baths ⋅ 182047 MLS

Step into this approximately 3,500 square foot home and experience mountain modern at a whole new level. Originally designed as ''The Aspen Studio'', this harmonious home attracted musical artists from LA to NYC to enjoy Aspen and the mountains as they recorded their newest songs. Stunning renovations, completed in 2022 by Hansen Construction, compliment the original exposed wood and river rock stone throughout, an outdoor hot tub, and breathtaking mountain views from Aspen Mountain to Independence Pass. Indulge in the luxurious steam shower, relish the ultimate viewing experience in the media room, and enjoy entertaining all your guests from the beautiful chef's kitchen. 3 A/C Split Units. 1 for each of the 2 bedrooms on the top level and 1 in the living area. The four bedrooms include a custom bunkroom and four bathrooms. The Aspen Core is just 1 mile away from this exceptional Aspen gem. Pets Considered. STR# 013117

164 Eastwood Road, Aspen

$55,000

3 Beds ⋅ 5 Baths ⋅ 173229 MLS

The Obermeyer Penthouse has the best view of the whole complex. It is located on the end of the Rio Grande Building on the top floor with floor to ceiling windows and a 180 degree view. The Penthouse is one of the largest units in the building and it has private access.

501 Rio Grande Place Unit #206, Aspen

$55,000

5 Beds ⋅ 6 Baths ⋅ 127594 MLS

Set just five minutes from Aspen's world-class skiing, hiking, biking and river-rafting, 1232 Mountain View Drive, Unit B offers an ideal blend of convenience and comfort. This spacious townhome features 5 bedrooms, 5.5 bathrooms, and 4,164 sq ft of living space — designed for families or groups looking for both together-time and personal space. Inside, you'll find generous rooms and thoughtful living areas: the main living room opens easily to an outdoor patio and barbeque zone, while an outdoor hot tub and water feature provide a relaxing retreat after a day in the mountains. Located on a landscaped cul-de-sac with a 0.4-acre lot and built in 2008, this home offers a clear sense of privacy and space while remaining just minutes from town. Ideal for extended stays, high-end seasonal rentals, or executive retreats, this Aspen residence balances upscale amenities with a location that connects you directly to the very best of the mountain lifestyle. STR Permit : 083902

1232 Mountain View Drive Unit #B, Aspen

$55,000

4 Beds ⋅ 5 Baths ⋅ 165634 MLS

Located just outside the commercial core of Aspen in the spectacular residential neighborhood of Aspen Highlands is this stunning town home offering ample square footage for you and your guests with all the amenities and conveniences of being in the center of town just minutes away. Two car garage, vaulted ceilings and abundant natural light create open spaces and a warm welcoming atmosphere. From the entry, there is an elevator to service all three living levels of the home providing assistance with luggage to each floor and groceries to the kitchen.

81 Thunderbowl Lane, Aspen

$55,000

3 Beds ⋅ 4 Baths ⋅ 165638 MLS

Warm and inviting Swiss Chalet awaits, just outside the downtown core. The split level design and open floor plan incorporates three living levels and three bedroom suites. Glimpse Independence Pass and the glades of Aspen Mountain from the sunny outdoor entertainment area off the living /dining rooms. Vaulted wood ceilings, stacked stone fireplace and gentle wood tones warm the more contemporary elements of the home even on the most bitter winter days. Baulthaup kitchen is a work of art with glass cabinetry, Caesarstone counter tops and floor to ceiling wine fridge. Private Master Suite is on the top level with gas fireplaces in the bedroom and at the jetted soaking tub. STR Permit #: 083260 Occupancy: 6

217 S Third Street, Aspen

$55,000

3 Beds ⋅ 3 Baths ⋅ 167959 MLS

Beautifully remodeled core condo with views of Aspen mountain located steps from Main Street and across from the Rio Grande Park. Gorgeous, open living area with limestone gas fireplace flows seamlessly into a spacious kitchen and dining area with seating for six. Gourmet kitchen designed for the cooking enthusiast featuring top of the line stainless steal appliances, and an ample amount of storage. Luxurious master suite enjoys beautifully appointed master bath featuring steam shower, double vanities, soaking tub, and walk in closet. Overly spacious outdoor patio includes built in grill, firepit, cozy seating area, and direct views of Aspen Mountain.

101 Founders Place Unit #202, Aspen

$55,000

4 Beds ⋅ 4 Baths ⋅ 173214 MLS

This smartly renovated, 4-bedroom home is located in the private neighborhood of Knollwood, just one mile from City Market, easily connected to downtown by road and bike path. Enter through the walled-in patio garden to the main floor with open kitchen, dining and living room all framing views of Independence Pass. The principal suite is down the hall with a steam shower and soaking tub. The upper level has new A/C throughout. Downstairs is an office and three guest bedrooms; this area stays cool naturally. Enjoy fresh mountain air and tranquility from one of multiple decks. Barn board accents and an open, airy layout make this modern chalet an ideal mountain oasis. STR 015111

122 Eastwood Drive, Aspen

$55,000

4 Beds ⋅ 4 Baths ⋅ 175426 MLS

At the base of Aspen Mountain, this one level chic euro-style condo lives more like a home with a sprawling living room with multiple seating areas, vaulted ceilings, real fireplace, and three en-suite bedrooms. One can ski-in right off the Little Nell run to a private deck area with barbeque. Its location is just steps from the gondola and Little Nell Hotel, yet it feels so private. Master bedroom has a real fireplace and private deck. Circular private dining area, two breakfast nooks... so divine! This property has access to the Aspen Alps amenities including the heated outdoor pool, hot tub, full gym, Pilates room, steam room, sauna, massage rooms and tennis courts.

700 S Ute Avenue Unit #202, Aspen

$55,000

4 Beds ⋅ 5 Baths ⋅ 172494 MLS

Gorgeous contemporary home in a quiet West Aspen setting, with views of Aspen Highlands and the Maroon Creek Valley. The well-designed floor plan includes an open main level with kitchen, dining, living and a spacious enclosed outdoor lounge with built-in heaters and grill station. The primary suite on the mid level is luxurious and has a separate office and fitness area, as well as access to the backyard terrace and hot tub. Downstairs are three additional en-suite bedrooms and a media room. Two car garage and a quick drive or ride to downtown on the bike path. Available short-term only, 5 night minimum.

1635 Silver King Drive, Aspen

$55,000

4 Beds ⋅ 5 Baths ⋅ 156851 MLS

This Fox Crossing Mountain Contemporary home is a top-notch property which located just minutes away from Aspen's downtown core. It boasts expansive Aspen Mountain views from the entire top level and living space areas. The main level primary bedroom with walk-in closet, large primary bathroom and hot tub provide ultimate relaxation. The lower level includes 3 guest bedrooms each with an en-suite bathroom. The large 2nd living room or media room located on the lower level is perfect for kids to play or the whole family to gather for an afternoon movie. There isn't a better property for your family's vacation than this single-family home just a minutes away from the world class dining, shopping and outdoor activities. STRC 80494 SEE ADDITIONAL REMARKS FOR PRICING AND BED CONFIGURATION

566 Race Street, Aspen

$55,000

4 Beds ⋅ 5 Baths ⋅ 144864 MLS

Beautifully maintained home located in the historic West End. Walking distance to town, the Music Tent, hiking trails, and more. The spacious four-bedroom, four full and one half-bathroom, three-level floor plan is perfect for entertaining, all while offering privacy. Enjoy the fabulous views of Aspen Mountain from the deck while sipping your morning coffee or your evening glass of wine. Central A/C. Pets will be considered. STR 083786

207 N Second Street, Aspen

$54,000

4 Beds ⋅ 5 Baths ⋅ 167478 MLS

Welcome to this sophisticated and elegantly appointed four-bedroom half duplex, conveniently located just one mile east of downtown Aspen and adjacent to the North Star Preserve. Step into the stunning open living space, featuring dining for seven, a gourmet kitchen, and a living room designed with floor-to-ceiling windows and a covered patio offering breathtaking views of Independence Pass. The master suite boasts a cozy sitting area with a coffee and beverage bar, opening up to a private patio complete with seating and a gas fireplace. This exceptional Aspen vacation home is sure to create lasting memories!

42701 Highway 82 Unit #Unit #A, Aspen

$50,000

4 Beds ⋅ 4 Baths ⋅ 194507 MLS

Newly renovated 4 bedroom, 3.5 bath retreat with sweeping mountain views and seamless indoor-outdoor living. Soaring ceilings and a fireplace anchor the main living space, while expansive glass doors open directly to the deck and fill the room with tons of natural light. The kitchen is fully equipped with new Thermador appliances including a wet bar and wine fridge and flows into dining for 10. The living space continues outdoors with a large deck featuring outdoor dining, a BBQ grill, hot tub, and outdoor fireplace. After a day on the slopes, relax by the fire or soak in the hot tub and enjoy the peaceful mountain setting. Set above the main living area, the lofted primary suite features a private deck and cozy reading nook. The primary bath offers dual vanities, a sauna, and steam shower. A sliding door and blackout drapes provide added privacy when desired. Three additional bedrooms are located on the lower level, including a king room, a room with two queen beds, and a queen-over-queen bunk room. The lower level also features a second ''den'' with a TV, Peloton, and two twin sleeper sofas, giving guests another comfortable space to relax and spread out. Two full bathrooms and a dedicated laundry room complete the level. With plenty of space to gather, relax, and recharge, this home is an ideal base camp for enjoying the mountains in every season.

202 Lemond Place, Snowmass Village

$50,000

5 Beds ⋅ 7 Baths ⋅ 193703 MLS

Offering the home for a discounted $50k/month (regularly $75k) for the off-season! Freshly refreshed and ready for its next residents, this beautifully updated West End residence offers the ideal blend of comfort, flexibility, and Aspen living. Four spacious ensuite bedrooms are complemented by a private one-bedroom ADU that can function independently or integrate seamlessly with the main home via an interior connection--perfect for guests, extended family, or a dedicated office or caretaker suite. The light-filled great room opens to a sunny south-facing patio, creating an effortless indoor-outdoor lifestyle, while the bright galley kitchen features a wine refrigerator and abundant natural light. Outside, a fully fenced front yard with a tranquil water fountain provides a private setting for relaxing and unwinding. Just moments from the Aspen Core, this thoughtfully designed home offers the charm of the West End with the convenience and versatility to suit every season.

506 W Hallam Street, Aspen

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