Vacation Rentals By Owner In Aspen, CO

***Summer 2026 - There will be construction occurring across the street from this complex as they work to build infrastructure for a new hotel and chairlift. Discounts for Summer 2026 have been put in place due to the impact of noise from the construction***brbr* True ski-in/ski-out property with access to Aspen Mountain via the Shadow Mountain Lift – one of the few properties with this rare convenience. brbr* Stunning mountain and town views from the forth-level condo (stairs required - no elevator), offering a peaceful retreat near downtown Aspen. brbr* Comfortable and updated interior, featuring a gas fireplace, full kitchen with new countertops, and air conditioning on the main level. brbr* Ideal layout for small groups, with two private bedrooms downstairs, two full bathrooms (one upstairs and one down), and an inviting living space upstairs. brbr* Heated outdoor pool, gas grill, and fire pit for après-ski or summer evening enjoyment (pool seasonal). brbr brbrBedrooms 2 brbrBathrooms 2 brbrSleeps 4 brbr940 Square Feet brbr brbrMain Level: brbrFull kitchen with new countertops & drip coffee maker brbrDining table for 6 brbrFlat screen TV brbrGas fireplace brbrFull bath with shower brbrIncredible views of Aspen brbrAir Conditioning brbr brbrDownstairs: brbrMaster bedroom: Queen bed brbrSecond bedroom: 2 twin beds (**can be made into one king if requested at time of booking for a small fee**) brbrFull bath with shower brbrWasher and dryer brbr brbrComplimentary parking for one vehicle on site - additional vehicles need on street permit and park a number of blocks away. brbr brbrProfessionally managed by iTrip Aspen Snowmass, your partner in local vacation rental management brbr brbrShadow Mountain Condos are located right on the ski slope across from the Shadow Mountain chairlift! This beautiful vacation rental is on the fourth level of the complex affording amazing views of the surrounding mountains and the town of Aspen. While there is no elevator our team is available to help with luggage upon arrival and at departure as there are 4 flights of stairs to this condo. We'll gladly help with luggage during normal business hours. We ask that you contact in advance of your arrival to schedule this. The view is worth the effort though! During your stay you will access the home via the pool and barbecue areas or ski right into the barbecue area to access the home via one staircase. Being one of a handful of ski-in/out condo properties on Aspen Mountain the access and views are unsurpassed. To access town you can stroll down South Aspen Street where you will find Aspen's numerous shops, restaurants, bars and nightlife. Returning back to the condo you can take advantage of the on-call free Downtowner Shuttle to get you back up the hill to the complex. As the property is tucked up against the mountain it is a quiet and peaceful retreat affording easy access to skiing and downtown. brbr brbrSki in / ski out to Aspen Mountain*, the Shadow Mountain complex is the perfect spot for a great winter or summer getaway. This inviting home offers great views, inviting living space with a gas fireplace and comfortable furnishings to gather after a day of exploring all that this amazing resort has to offer. The updated kitchen is fully stocked and has everything you need to prepare great meals. Newly installed air conditioning on the upper level creates a comfortable space to unwind during the warmer summer months. The two bedrooms are located on the lower level with one full bathroom. One full bathroom is on the upper level. brbr brbrAny time of year this condo is a great choice when coming to visit the Aspen Snowmass area. It is ideal for a small family or a few friends traveling together. After enjoying a hot cup of coffee and a hearty breakfast, it is easy access to the Shadow Mountain Lift (Lift 1-A) and the start of your ski day. At the end of your day, or for a quick lunch stop, you can store your skis right outside the front door and the entry has plenty of space for boots and coats. The seasonal outdoor heated pool is comforting after a long day on the mountain and there is a common area gas grill, gas fire pit and picnic area for enjoying apres ski with some burgers and beverages! The pool is closed in spring and fall. brbr brbrComplimentary parking for one vehicle in the on-site lot. Additional vehicles will need to be parked off-site. brbr brbr**Property is located on the 4th level and does not have elevator access. Please ensure you are able to navigate 4 levels before confirming your stay** There is a funicular located a flight of stairs up from the parking lot, however the funicular can be particular. No refunds if it's not operational. We'll gladly help with luggage during normal business hours. We ask that you contact in advance of your arrival to schedule this. brbr brbr***Most mountain residences, including this property, do not have central air conditioning. Air Conditioning is offered on the main living level. Fans are provided for your comfort*** brbr Portable AC units for the bedrooms are available for rent. brbr brbr*Early and late season Shadow Mountain lift access dependent upon snow conditions. Aspen Mountain Gondola is 3 blocks away. brbr brbrPermit #095712brbr***The pool will be closing on April 18, 2026 and re-opening for the summer Memorial Day weekend. Please know that there will be no refunds or discounts if the amenities are closed due to weather conditions or changes in HOA policy*** brbr brbr***Summer 2026 - There will be construction occurring across the street from this complex as they work to build infrastructure for a new hotel and chairlift. Discounts for Summer 2026 have been put in place due to the impact of noise from the construction***brbr**Smoking is strictly prohibited in all units and on balconies. Please note that many properties also enforce a no smoking on premises policy.** brbr brbr******The Homeowner Association prohibits rental guests from bringing any animals into this home, please do not ask as we are not able to make exceptions. Please be aware a fine of $1000 will be imposed for all unauthorized animals****** brbr brbrMonthly rates are available. Please contact us for pricing. brbrGuests are required to sign a rental agreement and manager may require proof of age. brbrCheckout housekeeping included. Additional housekeeping available for a fee with 48 hour notice. brbr_______________________________________________________________________________________________________________________________________________________________ brbrAspen Snowmass offers many events, cultural and physical activities, wonderful dining and shopping throughout the year that shouldn't be missed! Our in-resort team is happy to help you plan a great vacation when you book with us. Contact us with any questions or help planning your ideal vacation experience. brbr brbr**Our normal office hours are from 9:00AM-7:00PM. Off-season schedules may affect our weekend hours in April and May. Weekend message responses may be slightly delayed.** brbr brbrSummer Mountain Season 2026 Dates brbrAspen Mountain: Gondola open for summer hiking and sightseeing Memorial Day Weekend: May 24-26 ; Weekends (Sat. Sun.): May 31, June 1, 7-8, 14-15; Daily: June 21-Sept. 1; Weekends (Fri. Sat. Sun.): Sept. 5-7, 12-14, 19-21, 26-28 brbrAspen Highlands: Closed until November 2026 brbrButtermilk: Closed until November 2026 brbrSnowmass: Lifts open for summer hiking and mountain biking Daily: June 21–Sept. 1; Weekends (Fri. Sat. Sun.): Sept. 5–7, 12–14, 19–21, 26–28 brbr brbrAll iTrip Aspen Snowmass properties have WIFI and all rentals are stocked with professionally laundered linens and towels and a starter supply of the following: coffee, tea, paper towels, toilet paper, tissues, trash bags, sponge, dish detergent and soap, laundry detergent, shampoo, conditioner, body wash, lotion and hand soaps. If your home has a wood burning fireplace we provide a starter supply of wood. Additional stock of these items are available for purchase at the local grocery stores. brbr brbrAspen Pitkin County airport is located 3 miles from Aspen and 7 miles from Snowmass Village.

Summer 2026 construction discount - special rates included. Views! Outdoor Heated Pool!

Aspen, Colorado, United States

Bed

Bath

Sleeps

$1228.2

Prior to choosing Request to Book, PLEASE read below.brbrThis luxury suite is a Saturday-to-Saturday weekly rental. You may REQUEST TO BOOK if you are booking a Saturday-to-Saturday stay. Otherwise, if you are looking to book less than the full Saturday to Saturday week, please submit an INQUIRY letting me know which dates you wish to book. Depending on the week, I may be able to accommodate a shorter stay at a slightly higher nightly rate. I respond to most inquiries within 2 hours. brbrPlease be sure to review the rental agreement, as well as the house rules, prior to booking.brbrIf you are looking to book a Sunday-to-Sunday stay, please see my 1BR Sunday-to-Sunday listing VRBO #399620.brbrThis 1 Bedroom/1 Bath Suite has recently been updated with new furnishings, fixtures, and decor. The suite features a gourmet kitchen with top-of-the-line appliances, living room with fireplace, flat-screen TV, DVD and CD player, one master bedroom with King bed, fireplace, & stone tile bath and either a balcony or a patio. Complimentary wireless internet access is available in all rooms.brbrServices & Amenities: Rental includes transportation to/from Aspen Airport, Local Shuttle Service, Housekeeping & Bike/Ski Valet, as made available by the resort. Resort Fee Paid Upon Booking: Includes use of all resort amenities - common area Pool, Hot Tubs, daily continental breakfast, Fitness Center and WiFi. $40/night for a Studio, $50/night for a 1 Bedroom, $60/night for a 2 Bedroom, $70/night for a 3 Bedroom, $80/night for a 4 Bedroom. Optional Fees: $40/night parking fee, $200 king to 2 twin beds conversion fee. No Rollaway beds are allowed. Crib rentals may be arranged through the concierge.brbrThe property has a fantastic staff of front desk agents, bellmen and concierges to assist you throughout your stay.brbrNeed more space brPlease see my 2-Bedroom VRBO #317978, my 3-Bedroom VRBO #334489 or my 4-Bedroom VRBO #895549.brNeed less space Please see my studio VRBO #443179. brbrYou will not only be thrilled with this suite and this property overall, but you will also be thrilled with the experience of working with me, and will find my responsiveness and thoroughness to be well beyond what you have experienced renting through anyone else.brbrThe Aspen Mountain Residences is truly the Best-of-the-Best! If you're looking for that picture perfect postcard image of an American ski town, Aspen is where you want to be. And with its wonderful amenities and prime location, just 50 yards from the Ajax gondola for hiking in the summer or skiing in the winter, and one block from all the shops and restaurants, the Aspen Mountain Residence is where you want to stay!brbrCondé Nast Traveler magazine recently honored the property with a spot on their 'Gold List' of the top 50 ski hotels in the United States. So whether you come for the world-class skiing and winter sports, the spring and summer festivals, or the golden hue of the mountains in autumn, your stay at the Aspen Mountain Residences will be a GRAND experience!

Apart-hotel

The Aspen Mountain Residences [Formerly Hyatt Grand Aspen] at Owner Direct Rates

Aspen, Colorado, United States

Bed

Bath

Sleeps

$1346.41

The ultimate location, everything that you need at your fingertips. Walk to shops, restaurants, grocery and the Silver Queen gondola. No car needed. The gorgeous down valley view is worth the steps. This renovated, luxury condo is ready for you to enjoy. A fully equipped kitchen includes high quality appliances (large and small) and extraordinary knives, a Vitamix blender and much more.brbrSave sales tax.... Please inquire for 30 day rental periods, the month of April, May, Sept, Oct, Nov.brbrAspen STR Permit No 094864

Modern and Sexy on Aspen Mountain

Aspen, Colorado, United States

Bed

Bath

Sleeps

$3232.66

$55,000 / MONTHLY | $3,200 / HOLIDAY NIGHTLYbr$2,800 / WINTER & SUMMER NIGHTLY | $2,800 / OFF-SEASON NIGHTLYbrbrThis private and secluded duplex in West Aspen has plenty of space for everyone to spread out. Comfortably furnished with televisions in each en-suite bedroom, a great outdoor patio, barbecue, and hot tub. Private and secluded, located at the end of a cul-de-sac with great views of Red Mountain. It is less than two miles from downtown Aspen where you can enjoy world-class skiing, biking, hiking, music festivals, fly fishing, and rafting. Close to the Rio Grande Trail and on the free bus route. AC is only located on the main and upper level.brbrKeywords: Great outdoor living and entertaining spaces. New furniture, high speed internet, flat screen TV's, barbeque and outdoor furniture. Short distance to Aspen.brSTR# 083902

Magnificent Lg Home Sleeps 12 - 2 miles to Aspen Skiing Biking Golf

Aspen, Colorado, United States

Bed

Bath

12

Sleeps

$1042.16

No other condominium hotel in Aspen is closer to the base of Aspen Mountain and the gondola. At North of Nell, you’ll find yourself in the heart of downtown Aspen’s vibrant shopping and dining scene, just steps away from the gondola that whisks you to the summit of Aspen Mountain. Guests return year after year not only for the prime location but also for the friendly staff and the genuine warmth that makes you feel like family.brbrThis gold-rated 1-bedroom condominium offers around 900 square feet of living space, complete with a fully equipped kitchen, a cozy living area with a fireplace, and a balcony featuring charming mountain-style decor. Enjoy views of Shadow Mountain from your condo. The bathroom is ADA compliant, making it ideal for guests with disabilities or mobility challenges. The bedroom is furnished with a king bed, and the living room includes a pull-out sofa. Both the bedroom and living room are equipped with flat-screen TVs and cable access.brbrThe Aspen Mountain Gondola is just a short walk away, and the Ruby Park Transit Station, offering complimentary skier shuttles to Aspen Highlands, Buttermilk, and Snowmass, is also nearby. Enjoy Aspen’s renowned nightlife, shops, and restaurants right at your doorstep. Additional amenities include complimentary Wi-Fi, concierge services, daily maid service, and secured underground parking to enhance your stay.brbrYou’ll have quick and easy access to Aspen’s most exciting attractions, without the need to rent a vehicle. You’ll also find golf, shopping, restaurants, and nightlife, all within a few minutes. If it’s skiing you like, the bus station is across the road. Buses run constantly between Aspen Highlands, Buttermilk (X-Games), and Snowmass Village so you’ll have abundant transportation options throughout the Aspen valley.brbrVacation like a local when you stay at North of Nell Condominiums. brbrWe are happy to make note of special requests but caution that specific units or views can not be guaranteed. Sorry, no pets permitted.

Gold-rated 1BR condo in the heart of downtown Aspen - across from gondola!

Aspen, Colorado, United States

Bed

Bath

Sleeps

$3883.77

Prior to choosing Request to Book, PLEASE read below.brbrThis luxury suite is a Sunday-to-Sunday weekly rental. You may REQUEST TO BOOK if you are booking a Sunday-to-Sunday stay. Otherwise, if you are looking to book less than the full Sunday-to-Sunday week, please submit an INQUIRY letting me know which dates you wish to book. Depending on the week, I may be able to accommodate a shorter stay at a slightly higher nightly rate. I respond to most inquiries within 2 hours.brbrPlease be sure to review the rental agreement, as well as the house rules, prior to booking.brbrIf you are looking to book a Saturday-to-Saturday stay, please see my other 2BR listings VRBO #317978 or #924986.brbrThis 2-Bedroom/2-Bath Suite has recently been updated with new furnishings, fixtures, and decor. The suite features a gourmet kitchen with top-of-the-line appliances, living room with fireplace, flat-screen TV, DVD and CD player, two master bedrooms with King bed, fireplace, & stone tile bath, and either a balcony or a patio. Complimentary wireless internet access is available in all rooms.brbrServices & Amenities: Rental includes transportation to/from Aspen Airport, Local Shuttle Service, Housekeeping & Bike/Ski Valet, as made available by the resort. Resort Fee Paid Upon Booking: Includes use of all resort amenities - common area Pool, Hot Tubs, daily continental breakfast, Fitness Center and WiFi. $40/night for a Studio, $50/night for a 1 Bedroom, $60/night for a 2 Bedroom, $70/night for a 3 Bedroom, $80/night for a 4 Bedroom. Optional Fees: $40/night parking fee, $200 king to 2 twin beds conversion fee. No Rollaway beds are allowed. Crib rentals may be arranged through the concierge.brbrThe property has a fantastic staff of front desk agents, bellmen and concierges to assist you throughout your stay.brbrNeed more space Please see my 3-Bedroom VRBO #334489 or my 4-Bedroom VRBO #895549.brNeed less space Please see my 1-Bedroom VRBO #399620 or my studio VRBO #443179. brbrYou will not only be thrilled with this suite and this property overall, but you will also be thrilled with the experience of working with me, and will find my responsiveness and thoroughness to be well beyond what you have experienced renting through anyone else.brbrThe Aspen Mountain Residences is truly the Best-of-the-Best! If you're looking for that picture perfect postcard image of an American ski town, Aspen is where you want to be. And with its wonderful amenities and prime location, just 50 yards from the Ajax gondola for hiking in the summer or skiing in the winter, and one block from all the shops and restaurants, the Aspen Mountain Residences is where you want to stay!brbrCondé Nast Traveler magazine recently honored the property with a spot on their 'Gold List' of the top 50 ski hotels in the United States. So whether you come for the world-class skiing and winter sports, the spring and summer festivals, or the golden hue of the mountains in autumn, your stay at the Aspen Mountain Residences will be a GRAND experience!

Apart-hotel

The Aspen Mountain Residences [Formerly Hyatt Grand Aspen] at Owner Direct Rates

Aspen, Colorado, United States

Bed

Bath

Sleeps

$1041.98

Escape to the heart of Aspen in this inviting 3-bedroom condo. Nestled in the vibrant downtown area, you'll be less than a 5-minute walk to the gondola, where you can hit the slopes or explore the charming town. For a change of scenery, venture via free skiier shuttle to Aspen Highlands, Buttermilk Mountain or Snowmass Mountain, offering endless outdoor adventures.brbrBack at the condo, you can unwind in the outdoor pool or soak in the hot tub, all while enjoying the free WiFi and cozy fireplace. Cook up a delicious meal in the fully stocked kitchen, complete with a stove, oven, refrigerator, and all the necessary appliances and utensils. Enjoy your culinary creations at the dining table, or step out onto the balcony and dine al fresco.brbrWhen it's time to relax, curl up on the living room sofa and catch a movie on the smart TV with satellite/cable channels. Or, take advantage of the in-unit washer and dryer to keep your vacation wardrobe fresh. With air conditioning, heating, and access to the fitness room, you'll have all the comforts of home and more during your stay in this exceptional Aspen condo.

Discover Downtown Aspen, just steps away from Aspen Mountain. 3 bdr/3 bath

Aspen, Colorado, United States

Bed

Bath

Sleeps

$1017.44

Summary:brbrPerfectly located in the heart of Aspen’s vibrant Main Street, this charming 2-bedroom, 2-bath condo offers an unbeatable setting. After a day exploring everything Aspen, by the fireplace or unwind on the private balcony with a glass of wine and take in the stunning views of Aspen Mountain.brbrbrbrThe Space:brbrThis property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.brbrbrbrThe convenience of private, covered parking and a building elevator ensures that every day of your stay is effortless and enjoyable. Convenience highlights this condo with a short walk to the gondola and surrounded by an array of restaurants, shopping, and vibrant nightlife. During the summer months, explore the abundant hiking and biking routes just moments away, or immerse yourself in the renowned Aspen Farmer's Market, mere steps from your door. Air conditioning adds to the comfort of this condo on those warm summer nights.brbrbrbrStay connected with our high-speed Wi-Fi, perfect for streaming, working remotely, or keeping in touch with loved ones. Unwind and enjoy your favorite shows, movies, and sports events on our Xfinity cable Smart TVs.brbrbrbrLocation:brbrIdeally situated in the heart of downtown AspenbrbrSteps away from a vibrant array of restaurants, shopping, nightlife, and the gondolabrbrEnjoy year-round relaxation in the hot tubbrbrPrivate patio with a BBQ grill and outdoor seatingbrbrCovered parking within the building for your conveniencebrbrIn-unit washer and dryerbrbrbrbrKitchen:brbrComfortable seating for four at the kitchen counterbrbrThe dining table seats six brbrA well-appointed kitchen with all the essentials for a delightful home-cooked meal.brbrbrbrLiving Area:brbrGas Fireplace brbrA generously proportioned, open-concept living spacebrbrPlush sofa with ample seatingbrbrSmart TV with streaming services and Xfinity CablebrbrStunning mountain viewsbrbrSonos speakersbrbrbrbrAll beds are made with luxury 100% cotton linens from Garnier-Thiebaut, professionally laundered and pressed for comfort. Plush down pillows are standard; if you have allergies, we’re happy to provide a down alternative upon request. brbrbrbrIn the bathrooms, soft white towels, plush robes, hairdryers, and premium toiletries, including shampoo, conditioner, body wash, lotion, and more, are provided for your comfort. brbrbrbrPrimary Bedroom:brbrKing-size bed with luxury linens, ensuring restful nightsbrbrSmart TV with streaming services and Xfinity CablebrbrCeiling fan brbrbrbrPrimary En-suite Bathroom:brbrGlass walk-in shower with benchbrbrSoft white towels, premium shampoo, conditioner, body wash, lotion, and more.brbrbrbrSecond Bedroom:brbrQueen-size bed with luxury linensbrbrSmart TV with streaming services and Xfinity CablebrbrCeiling fanbrbrbrbrSecond Bathroom:brbrShower/tub combobrbrSoft white towels, premium shampoo, conditioner, body wash, lotion, and more.brbrbrbrGuest Access:brbrGuests will have exclusive access to the unit and building amenities including, covered parking and hot tub.brbrbrbrAspen Vacations guests enjoy exclusive, complimentary access to the members-only Caribou Club.brbrbrbrThe Neighborhood:brbrLocated in the heart of Downtown Aspen, this condo is within walking distance of everything Aspen offers, including the gondola, restaurants, shopping, nightlife, and many hiking trails.brbrbrbrGetting Around:brbrEverything in downtown Aspen is easily accessible on foot.brbrbrbrIf you prefer not to walk, the City of Aspen offers a complimentary, on-demand ride service called the Downtowner. It works just like Uber. Simply download the app and request a ride anywhere in town.brbrbrbrLocated just across the street, the Ruby Park Transit Center offers convenient, complimentary bus service to the other three mountains (Aspen Highlands, Buttermilk, and Snowmass), as well as to the Aspen Airport. You can also ride downvalley to popular destinations like the Glenwood Hot Springs. In the summer months, shuttles provide easy access to the Aspen Music Festival tent, making it simple to enjoy all the culture and recreation Aspen has to offer.brbrbrbrOther Things to Note:brbrImportant Note About A/C Units:brbrbrbrAll mini-split A/C units must be set to the same mode (cool, heat, or fan) in order to function properly. If they are set to different modes, none of the units will operate correctly.brbrbrbrCity of Aspen STR Permit #: 083436

Apartment

Center of Aspen 2BR, 2BA with AC!

Aspen, Colorado, United States

Bed

Bath

6

Sleeps

$23470.3

Situated in a private community of four homes on 100 acres, this exquisite 7-bedroom estate on Red Mountain defines mountain luxury, boasting expansive south-facing views through large windows that flood the home with natural light and capture stunning vistas of the surrounding peaks. The main level offers a gourmet kitchen, an elegant dining room, a spacious living room, a private office, and a luxurious primary suite. Outside, enjoy the tranquility of a private pond, and an outdoor terrace.

Red Mountain Retreat

Aspen, Colorado, United States

Bed

Bath

Sleeps

$969.32

Summary:brbrIdeally located just behind the St. Regis Hotel, this spacious one-bedroom features a large wraparound deck, air conditioning, and offers unbeatable access to all Aspen has to offer. World-class dining, shopping, skiing, and trails are all just steps away.brbrbrbrThis property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.brbrbrbrThe Space:brbrAmenities:brbrAC to keep you cool in the summer months brbrWood burning fireplace for relaxing after a day on the slopes brbrDedicated on-site parking for added ease and conveniencebrbrSonos speaker system for listening to your favorite tunes brbrHigh-speed WiFi, ideal for remote work or streamingbrbrSpacious private wrap-around deck, perfect for relaxing or entertainingbrbrIn-unit washer and dryer for added convenience during your staybrbrbrbrKitchen:brbrStainless appliances including a refrigerator, oven, stove, and microwavebrbrDrip coffee maker, complete with filters and coffeebrbrSeating for four at the counterbrbrAppointed with everything you'll need to make a delicious home-cooked mealbrbrbrbrLiving Room:brbrComfortable queen sleeper sofa and two chairsbrbrSmart TV with Xfinity cable and streaming servicesbrbrWood burning fireplace (firewood provided)brbrDesk and chair for those who need to work remotelybrbrbrbrBedroom:brbrQueen-size bed made with luxury 100% cotton linens from Garnier-Thiebaut, professionally laundered and pressed for your comfort. Plush down pillows are standard; if you have allergies, we’re happy to provide a down alternative upon request.brbrThe closet and dresser provide ample storage for your belongingsbrbrSmart TV with Xfinity cable and streaming servicesbrbrbrbrBathroom:brbrExtra large bathroom with a bathtub/shower combobrbrSoft white towels and premium toiletries, including shampoo, conditioner, body wash, lotion, and more, are provided for your comfort.brbrWasher/DryerbrbrbrbrGuest Access:brbrGuest have private access to the entire unit, private deck and a designated parking spot. brbrbrbrAspen Vacations guests enjoy exclusive, complimentary access to the members-only Caribou Club.brbrbrbrThe Neighborhood:brbrLocated in the heart of Downtown Aspen, this condo is within walking distance to everything Aspen has to offer, including the gondola, restaurants, shopping, nightlife, and many hiking trails.brbrbrbrGetting Around:brbrEverything in downtown Aspen is easily accessible on foot.brbrbrbrIf you prefer not to walk, the City of Aspen offers a complimentary, on-demand ride service called the Downtowner. It works just like Uber. Simply download the app and request a ride anywhere in town.brbrbrbrLocated just across the street, the Ruby Park Transit Center offers convenient, complimentary bus service to the other three mountains (Aspen Highlands, Buttermilk, and Snowmass), as well as to the Aspen Airport. You can also ride downvalley to popular destinations like the Glenwood Hot Springs. In the summer months, shuttles provide easy access to the Aspen Music Festival tent, making it simple to enjoy all the culture and recreation Aspen has to offer.brbrbrbrOther Things to Note:brbrCity of Aspen STR Permit #: 092712brbrbrbrInteraction with Guests:brbrWe have extensive knowledge of the area and are happy to assist with trip planning, answer any questions, or offer recommendations. brbrbrbrThroughout your stay, our team is available 24/7 to ensure a seamless and memorable experience.

Apartment

Spacious & Central Aspen 1BR with AC!

Aspen, Colorado, United States

Bed

Bath

Sleeps

Select Dates for Price

This two level 3-bedroom, 3-bathroom deluxe townhouse features an open living area great for entertaining or hosting large families. Located in a quiet corner of east Aspen, this townhome is only three blocks from the gondola and within walking distance to shops and restaurants. Clarendon 6 features vaulted ceilings on both levels, with skylights bringing in lovely natural light. The primary bedroom features a large walk-in closet and an en suite bathroom with dual sinks and a jetted tub. Guests enjoy the private patio directly off of the living area as well as the BBQ and in-unit washer/dryer. Air conditioning is available for second-floor bedrooms.brbrThis townhome comfortably sleeps 8 guests:brbrPrimary bedroom: King bed (Top level) with en suite bathroombrSecond bedroom: Two Queens (Top level) with en suite bathroombrGuest Bedroom #1: King (Mid Level) shared bathroom with main living areabrbrCommon amenities at the Clarendon include a year-round outdoor heated pool, hot tub, and sauna. Guests receive complimentary Aspen Airport transfers, on-site parking, concierge services, and 24/7 support. All Frias Properties guests receive complimentary access to local health club facilities. (Passes can be obtained from any Frias front desk during regular business hours.)brbrSTR Permit No.: 072248

Clarendon Unit 6 | Townhouse Living Area, Vaulted Ceilings, Private Patio

Aspen, Colorado, United States

Bed

Bath

Sleeps

$2338.63

This beautiful four bedroom condo is located just three blocks from Restaurant Row. Easy access to the gondola by short walk or shuttle which stops on the corner every 20 minutes. All bedroom are en suite. Primary bedroom includes large bathroom with dual sinks and a steam shower with bench. There are queen beds and a flat screen television in each of the suites. The living space has an open floor plan with a spacious kitchen including built in dining area, living room with flat screen television and fireplace, and a deck off of the living room where guests can enjoy the view of Aspen Mountain. There is a washer and dryer in the unit, as well as an on site laundry room. One off street parking space plus a guest pass are provided with the rental. Finishes include walnut floors, maple cabinetry, stone fireplace, river stone in all bathrooms and beautiful linens.brbrKeywords: Condo

Contemporary Condo in Aspen Core

Aspen, Colorado, United States

Bed

Bath

8

Sleeps

$2371.69

Highline Aspen is a spacious 5-bedroom mountain retreat tucked into Aspen's downtown core, just steps from the Silver Queen Gondola, restaurants, shopping, and après. Designed for groups and families, this multi-level getaway offers A/C, a rooftop private hot tub, vaulted ceilings, mountain views, multiple gathering spaces, two fireplaces, and room for up to 10 guests. Whether you're here for ski mornings or summer nights in town, this is the kind of place built for gathering well and lingering longer.brbrInside, the home unfolds across multiple levels with comfortable separation between bedrooms and shared living spaces, making it especially well-suited for families and groups traveling together. Vaulted ceilings and oversized windows bring warmth and natural light into the main living area, while the fireplace creates an easy place to settle in after skiing, hiking, or evenings downtown. The kitchen flows naturally into the dining and lounge spaces, making everything from quick breakfasts to late-night conversations feel effortless.brbrHome Highlights:br* Located on the east end of Downtown Aspen, easily walk the entire downtownbr* Multi level layout with two living rooms, ideal for families and groupsbr* Rooftop hot tub overlooking Aspen Mountainbr* Pet friendly for up to ONE dog with $100 per night feebr* Vaulted ceilings and stunning mountain viewsbr* Two gas fireplacesbr* Fully equipped kitchenbr* Smart TVs and high-speed WiFibr* Washer and dryerbr* Pack & PlaybrbrThe Location:br* Located on the east side of downtown Aspen set off the main street for privacy and peacebr* 3 blocks from the Silver Queen Gondola on Aspen Mountainbr* Walking distance to restaurants, shopping, galleries, and après spotsbrbrSleeping Arrangements:br* Entry Floor Primary Bedroom: King bed with ensuite bathroom br* Top Floor Guest Bedroom 1: Queen bed with detached bathroombr* Lower Level Guest Bedroom 2: Two twin beds with shared bathroombr* Lower Level Guest Bedroom 3: Queen bed with shared bathroombr* Lower Level Guest Bedroom 4: King bed with ensuite bathroombr* Sleeps up to 10 guests comfortablybrbrParking:br* Two dedicated parking spaces: one garage and one parallel space behind the garage=br* Additional nearby City of Aspen paid street parking available surrounding the homebrbrLinen Package: This home has crisp, white hotel-quality bedding and terry.brbrBooking with Aspen Leisure Co: We are conveniently headquartered in the Roaring Fork Valley to assist with anything you should need during your stay. Every home is stocked with all your household essentials, hotel-quality bedding and towels, and a starter kit of high-end bathroom products, along with an ample supply of laundry detergent, trash bags, dish soap, tissues, and more.brbrAspen Registration Number: 095060brbrTHINGS TO NOTE: br* There are A/C mini-splits throughout to cool the home, however not every bedroom has a dedicated A/C.

5 BR Aspen Retreat for 10 with A/C, Rooftop Hot Tub, Fireplace & Walkable Gondola Access

Aspen, Colorado, United States

Bed

Bath

10

Sleeps

$1844.9

Come spend summer on the most incredible plot of land in Aspen - in the prestigious Meadowood community where there's private tennis courts, a fully stocked pond, 30+ acres of open space, & private hiking trails. Our house in nestled in a private cul de sac and is perfect for kids and dogs - a fenced in yard with endless activities. The house is a 5 minute drive to downtown Aspen, a 12 minute bike ride or a 20ish min walk on an easy trail. You will not get a better piece of land than this for summer.brbrThe house is 4 bedrooms in the main house and has a mother-in-law/nanny suite above the garage with its own kitchen and deck, and private access. Includes all things you would need for kids (cribs, high chairs, toys, bikes, scooters, etc) and is extremely dog friendly. brbrMessage me for monthly rates - minimum is 2 weeks as per subdivision rules.

5 BR Aspen Summer Rental - 5 Mins to Town, on 1+ Acre w/ Pond & Tennis

Aspen, Colorado, United States

Bed

Bath

10

Sleeps

$1545.83

Set at the base of Lift 1A in Aspen's coveted Mountain Queen complex, Monarch Chalet is a fully remodeled 3-bedroom, 3-bath ski-in/ski-out retreat with front-row Aspen Mountain views and direct slope access. Inside, floor-to-ceiling windows, vaulted ceilings, A/C, a wood-burning fireplace, and a chef's kitchen with Wolf appliances create an elevated alpine escape. Guests also enjoy a private deck, heated pool, hot tub, tennis court, garage parking, and easy access to downtown Aspen.brbrThe main level brings everyone together with an open kitchen, dining, and living area wrapped in warm wood tones and clean alpine finishes. The remodeled kitchen features natural stone countertops, custom cabinetry, and high-end appliances, including a Wolf range. A wood-burning fireplace anchors the living room, while the private deck offers a clear view toward Aspen Mountain — ideal for coffee before first chair or a quiet drink after the lifts stop spinning. This level also includes a king guest bedroom with an ensuite bathroom that also opens to the main living area, plus a dedicated mudroom for coats, boots, and all the gear that comes with a proper Aspen day. Upstairs, the primary bedroom offers a king bed, vaulted ceilings, slope views, a walk-in closet, and an ensuite bathroom with a soaking tub, glass shower, double vanity, and private toilet area. Across the hall, the bunk room includes three Twin XL beds and one Full XL bed, plus its own ensuite bathroom.brbrHome Highlights:br* True ski-in/ski-out access at the base of Lift 1Abr* Front-row Aspen Mountain viewsbr* Fully remodeled interiors in 2026br* Central A/Cbr* Access to Mountain Queen's workout facilitybr* Sauna/steam room on-sitebr* Wood-burning fireplacebr* Floor-to-ceiling windows with electric privacy blinds throughout the homebr* Private deck overlooking the slopesbr* High-end kitchen with Wolf rangebr* Access to Mountain Queen's heated outdoor pool, hot tub, and tennis courtbr* Smart TV, cable, and high-speed WiFibr* Washer and dryerbr* One dedicated garage parking space in the Mountain Queen garage. Additional City of Aspen street parking surrounding the unit on a first come, first serve basisbrbrThe Location:br* True Lift 1A ski in/out home located in the Mountain Queen complexbr* Short walk or quick ride to downtown AspenbrbrSleeping Arrangements:br* Main Level Guest Bedroom: King bed with ensuite bathroom and dual access to the main living areabr* Upstairs Primary Bedroom: King bed with ensuite bathroom, soaking tub, glass shower, double vanity, and walk-in closetbr* Upstairs Bunk Room: Three Twin XL beds and one Full XL bed with ensuite bathroombr* Sleeps up to 8 guestsbrbrParking:br* One dedicated garage parking space is includedbr* Additional street parking may be available around the Mountain Queen complex through the City of AspenbrbrLinen Package: This home has crisp, white hotel-quality bedding and terry.brbrBooking with Aspen Leisure Co: We are conveniently headquartered in the Roaring Fork Valley to assist with anything you should need during your stay. Every home is stocked with all your household essentials, hotel-quality bedding and towels, and a starter kit of high-end bathroom products, along with an ample supply of laundry detergent, trash bags, dish soap, tissues, and more.brbrTHINGS TO NOTE: br* From the parking garage, guests must walk up 3 flights of stairs to access the home. There is an elevator that takes you from the parking garage to the stairwell entrance to the home. br* Fireplace use may be subject to local fire restrictionsbrbrAspen Registration Number: 95422

Ski-In/Ski-Out Aspen Chalet for 8 at Lift 1A with Pool, Hot Tub, Tennis Court & A/C

Aspen, Colorado, United States

Bed

Bath

Sleeps

$593.93

Summary:brbrWelcome to our newly renovated light-filled Aspen studio, in a perfect location! Steps away from Aspen Mountain, Silver Queen Gondola, walk to everything in town including the ski slopes, bars, and restaurants. This ground-level studio is the perfect home base for your trip to the beautiful town of Aspen, no matter the time of year.brbrbrbrThe Space:brbrThe studio is recently modernized with a full makeover in Fall 2022. With everything at your fingertips, this studio is located in a quiet building only a few blocks from world renowned skiing, shopping, and dining. An ideal location and proximity to everything Aspen has to offer. brbrbrbrThis studio can comfortably host up to 2 guests with a queen-sized Casper memory foam mattress. Please note that the photos show a Murphy bed, but it was recently replaced with a regular Queen-sized bed. The apartment is on the ground floor, offering easy access. brbrbrbrThe apartment includes: brbr-Modern furniturebrbr-Air Conditioning added in Fall 2023brbr-Fresh bedding and towelsbrbr-High Speed Internetbrbr-Streaming Cable and Netflixbrbr-Plenty of Closet Spacebrbr-Full Kitchen with microwave, oven, fridge, and coffee potbrbr-Professional cleaning service before every staybrbr-All the typical hotel necessities: blow dryer, iron, ironing board, soap, shampoo, and more!brbrbrbrGuest Access:brbrGuests have full and exclusive use of the space during their stay. There may be times when HOLT staff require entry. We will communicate this with you in advance. In the event of an emergency, HOLT reserves the right to enter the property without prior guest approval.brbrbrbrThe Neighborhood:brbrWhile Aspen, Colorado is known as a travel destination frequented by the rich and famous, Aspen visitors and locals know this beautiful Colorado mountain town for its four ski resorts—Aspen Mountain, Snowmass Mountain, Aspen Highlands Mountain, and Buttermilk Mountain--as well as its variety of outdoor activities, arts programs, cultural events, and cosmopolitan nightlife. Aspen offers restaurants, shopping, lodging, and nightlife that cater to a range of budgets and experiences. Aspen also emphasizes preserving the environment, celebrating its silver mining heritage, and promoting the arts, culture, and local non-profits.brbrbrbrGetting Around:brbrEverything within Aspen is walking distance from our home. If you have plans to go further out of town, there is a public bus system for transfers to Snowmass Village and Aspen Highlands. All busses can be boarded at Ruby Park which is near the base of the Gondola.brbrbrbrDownload the Downtowner App on iPhone or Android for free transportation around Aspen!brbrbrbrOther Things to Note:brbrGuests will be required to submit payment details for a security deposit or a damage waiver. We offer two types of damage coverage for your stay: a non-refundable damage waiver that covers accidental damage and normal wear and tear (excluding house rule violations), or a refundable security deposit held on your payment method before check-in and released after your stay if no damage is found. Guests can choose either option based on their preference.brbrbrbrAll guests must sign a HOLT rental agreement, submit identification & provide contact details before arrival to receive HOLT's Boarding Pass with check-in and property information. HOLT reserves the right to request a copy of a government-issued ID for each guest in the reservation.brbrbrbrIf you are booking for commercial purposes, please notify us in advance with details of your use of the property as terms and pricing may vary.brbrbrbrWe love animals, but pets are not allowed per HoA rules. Guests not disclosing they are bringing a pet but are caught by our team will be subject to a 500 USD fee.brbrbrbrInteraction with Guests:brbrHOLT’s Guest Experience team is reachable by message, phone, text, and email 24/7. Our on-the-ground managers, cleaners, and handymen are available at reasonable hours of the day and night. In the event of an emergency, HOLT reserves the right to enter the property without prior guest approval.

HOLT - Billionaire Mountain

Aspen, Colorado, United States

Bed

Bath

Sleeps

$408.5

***Please note*** brbr *** The location of our home is incorrect!!! That was for a different rental that is not available, It has been changed!brbr***This prime location is now across town by the Spring Cafe’. It’s 725 E. Main St. Aspen. It is not shown on the map. It’s near the John Denver Sanctuary. It is past the grocery store on your way home from the mountain.brbr-1,300 ft., or 4 blocks gondola/Ajax Mountain, a 6 minute walk or a free car ridebr-3 blocks City Mkt; Pharmacybr-2 blocks Aspen Museum, ski rentals & bike rentals br-1/2 block Spring Cafe', restaurant rowbr-1 block Saturday Mkt., restaurants; shopping & galleries; br-1 block trails & John Denver Sanctuarybrbr* open floor plan with lots of light and a spacious kitchenbr-one double plush double pillow top queen bed,br-enjoy Egyptian cotton sheets, 400 thready count & soft thick towelsbr-choose your perfect pillow from our menu of pillowsbr-a quiet, free washer/dryer in unitbr-free private parkingbr-free bicycle for jaunts around town & to the Aspen Music FestivalbrbrOur upscale, uniquely decorated, open-floor plan studio offers a cozy and relaxed, yet sophisticated mountain ambiance. Get the essence of this amazing Rocky Mountain town by staying here!brbr* We take sleep very seriously! Our comfortable pillow-top bed is second to none; it's not a pull-down Murphy bed or pull-out couch. brbr* The spacious kitchen and dining area is more than perfect for small meals. Besides the usual, we offer an ice machine, nice cooking utensils, condiments and coffee! The dining table doubles as a comfortable work table with fast Wi-fi and a smart tv.brbr* A lovely pine tree is the view with a park beyond. The large double pane windows have modern darkening shades for privacy and quietness; the windows slide open extra wide for a breeze. For your comfort, we provide a fan and humidifier. We have an extraordinarily quiet base board heater.brbr* We keep the condo as hypo-allergic as possible in consideration of our guests with allergies. For twenty years we've been using two products from Eco Sense - one to clean followed by a sanitizing, disinfectant is made of tea tree oil. brbr* The unit has some white plush rugs and white linen accents. Please note that no shoes, animals, smoking or vaping are allowed.brbr* If you see a similar listing and location, we'll try and match their price!brbrWe have two other listings on this site with similar pictures, plus great reviews. We're also listed on competing web sites with similar pictures and reviews. brbrIf our place isn’t available or suitable, we have friends with great places, just message us with your request.

Inside Downtown Aspen! Welcome Winter! Large Kitchen; Luxury; Romantic;

Aspen, Colorado, United States

Bed

Bath

Sleeps

$3533.62

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.

Apartment

Highlands Ski-In/Ski-Out Masterpiece

Aspen, Colorado, United States

6

Bath

12

Sleeps

Exceptional(119)

$504.7

Charming carriage house in the beautiful west end of Aspen. Property is conveniently located on the bus route and the skier shuttle route, behind the main residence of the owners. It is within walking distance to the music tent and downtown. The unit has its own private outdoor entrance. The cozy living area, kitchen, and full bath are located on the first floor, with the spacious bedroom upstairs. This property has free wi-fi, but no television.br

Cottage

West-end carriage house

Aspen, Colorado, United States

Bed

Bath