Holiday rentals in Aspen

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Top-rated holiday rentals in Aspen

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Guest favourite
The exterior of the building showcases a wooden facade with a warm brown hue. Steps lead to a covered porch with railings, and vibrant greenery surrounds the entrance. Potted plants add color, while tall trees provide shade, enhancing the inviting atmosphere.
Apartment in Aspen
4.87 out of 5 average rating, 198 reviews

Well-Appointed Studio in Aspen Core

This recently re-imagined space is the ultimate in maximizing a small space into a beautiful home. From the white washed ceilings to the pecan wood tile flooring, the all-white palette keeps the space looking clean. The kitchen features new appliances, a marble farm sink, and a bright color scheme throughout. We offer a twin-sized day bed with a twin trundle bed that pulls out from beneath the day bed and can be converted into a king, and everything else you may need to enjoy your time in Aspen.

Superhost
The entrance to the studio is framed by lush greenery and colorful flowers in a planter. The warm-toned wooden structure enhances the natural surroundings, with a spacious porch leading to the door. A stone pathway guides visitors to the inviting entrance.
Apartment in Aspen
4.8 out of 5 average rating, 205 reviews

Cozy, Efficient Studio. Walk to Gondola & Downtown

Enjoy Aspen living at its simplest and besin this thoughtfully designed studio just three blocks from the gondola. Recently updated with high-end Bosch appliances, this compact space is beautifully efficient and perfectly suited for guests who plan to spend their days exploring the mountains and town. Though small in size, the condo is smartly laid out with everything you need for a comfortable stay. Off-street parking is included, and communal laundry is available on-site for added convenience.

Guest favourite
A spacious living area features a comfortable dark sofa and a wooden coffee table on warm wooden flooring. Large sliding glass doors provide access to a patio, with natural light illuminating the room. A sleek bar-style kitchen counter and stairs lead to an upper level.
Apartment in Aspen
4.92 out of 5 average rating, 159 reviews

Aspen Downtown Fireplace, Patio, Parking, W/D, AC

Spacious studio loft condo. New high-end remodel. Corner unit on the top floor. Vaulted ceiling. Located in downtown Aspen's central “Core” in a quiet beautiful neighborhood. Large sliding glass doors walk out to a spacious patio with a facing view of Smuggler Mountain. Across the street is the Roaring Fork River, hiking path & bridge. 2 blocks to shopping, restaurants, nightlife, skiing, hiking & biking. Gondola is 6 blocks away, Wood Burning Fireplace, FREE Parking, Washer/Dryer, Ski Locker.

Top guest favourite
An open-concept living area features a modern kitchen with sleek appliances, a dining table with wooden chairs, and a cozy seating arrangement facing a fireplace. Large windows allow natural light to fill the room while accent beams add architectural interest.
Apartment in Aspen
4.92 out of 5 average rating, 198 reviews

Aspen downtown. Walk to ski,restaurants & shopping

Designer retreat in downtown Aspen. Walk to the ski runs , 2 blocks from Ajax. This 1bd/1bath, with a sofa bed in the living room that can accommodate up to 4 guests in the condo. Stunning views. Private parking for one vehicle. Oversized view deck, grill and patio furniture. Enjoy the Aspen shopping and dining experience just steps from the condo. High end furniture & decor. High quality linens & towels, equipped kitchen, laundry room, forced air heating and fireplace,TV's, Cable, Wi-FI.

Guest favourite
A modern living area features a cozy wood-burning fireplace surrounded by neutral tones. Two contemporary armchairs are placed across from a stylish coffee table, with a plush sofa nearby. A large TV and a custom bar with decorative accents enhance the room's design.
Apartment in Aspen
4.87 out of 5 average rating, 144 reviews

Designer-Owned AJAX views | 2BR/2BA |Aspen Core

Stunning designer condo in the core of Aspen with AJAX views. A recent gut renovation transformed the space to the ultimate luxurious retreat. Enjoy cooking in a chef's kitchen with Quartz counters and backsplash, entertain by the wood-burning fireplace with a custom bar and crystal drinkware or retire for the evening in RH bedrooms, Boll & Branch bedding and black out window treatments. Easy living with in-unit Maytag washer/dryer in and assigned parking. Welcome, to Moby House Aspen!

Top guest favourite
A modern kitchen features wooden cabinetry, stainless steel appliances, and a marble countertop. Three stylish bar stools are positioned at the counter, which is illuminated by decorative pendant lighting.
Apartment in Aspen
5 out of 5 average rating, 110 reviews

Recently Remodeled 1-Bedroom. Casual Elegance.

Walk to all downtown restaurants, market, shops. 4-min. walk to Silver Queen gondola. Recently remodeled. Ideal couple's romantic retreat or for solo escape. Cozy 2nd floor condo. Private balcony overlooking lovely Glory Hole park. Well-appointed kitchen. New furnishings. WiFi. Fireplace. Two TV's. Free parking space. Washer/dryer. Large, jetted shower. Propane BBQ. Stand-up desk. No smoking/pets/parties/kids (or young adults under the age of 21). STR Permit #: 017040.

Top guest favourite
Apartment in Aspen
4.89 out of 5 average rating, 102 reviews

Aspen Stash Pad with Fireplace, Parking, W/D

Location, location, location! Enjoy this open-concept condo at the base of the mountain in Aspen. After a day on the hill (whether skiing or hiking), return to this cozy condo for some time spent off your feet. Thaw out by the double-sided fireplace warming both the bedroom and living room. The condo is very inviting with a King bed, Queen sleeper sofa, in-unit washer and dryer, and an upgraded, full size kitchen. Enjoy the comfort provided by the 2 newly installed mini split AC units.

Guest favourite
A large window provides a view of autumnal mountains, framed by the modern interior. The rich colors of the foliage contrast with the cloudy sky, while a comfortable seating area is positioned nearby, offering a relaxed atmosphere.
Apartment in Snowmass Village
4.92 out of 5 average rating, 136 reviews

Ski-in/out Mountain Modern Base Village Condo

New & stylish ski-in / ski-out ONE-bedroom centrally-located mountain modern condo. This top floor Lichenhearth condo neighbors Snowmass Base Village and is just steps from the main Snowmass chairlift, Village Express. & ski school. Everything Snowmass Village has to offer is easy walking access. This private complex has the closest hot tub and heated pool to the Village Express lift. It also has an elevator, 1 covered parking spot, ski storage room and laundry room! STR # 044856

Guest favourite
A spacious outdoor hot tub is surrounded by natural stone and lush greenery. The water appears inviting and clear, with a gentle swirl pattern visible. Smooth concrete surrounds the tub, leading to a pathway of rocks and plants, providing a serene atmosphere.
Apartment in Snowmass Village
4.89 out of 5 average rating, 564 reviews

Exquisite Luxury, Just Steps from Lifts & Village!

Stay in tasteful luxury just steps from Snowmass Village Express and Snowmass Mall. This beautiful studio condo is exquisitely furnished with an effortless blend of rustic and modern finishes, with tons of natural light from its six large windows. No need to drive to the ski hill! Put your gear on at the unit and walk just 100 feet to the slopes. In the summer, there's equally easy access to the best hiking and mountain biking in Snowmass. Welcome to your own alpine Paradise!

Guest favourite
Apartment in Aspen
4.98 out of 5 average rating, 274 reviews

Downtown Aspen with Patio, Fireplace, Parking, W/D

Stylish LARGE studio condo. Newly remodeled. Corner unit. Located in downtown Aspen's central Core in a quiet beautiful neighborhood with a facing view of Smuggler Mountain. Large sliding glass doors walk out to a spacious patio & green space. Across the street is the Roaring Fork River, hiking path & bridge. 2 blocks to all the shopping, restaurants, nightlife, skiing, hiking & biking. Gondola is 6 blocks away, Wood Burning Fireplace, FREE Parking, Washer/Dryer, Ski Locker.

Top guest favourite
A spacious living area is highlighted by large windows that provide natural light. A cozy sofa faces a functional fireplace, accompanied by two armchairs and a coffee table. Decorative art and a wooden cabinet add warmth, while a rug defines the seating space.
Apartment in Aspen
4.91 out of 5 average rating, 209 reviews

Downtown Aspen home-away-from-home

Recently renovated ground floor apartment, with bright sun parlor and mountain view. Complex has a washer dryer and is family friendly. No need for a car, we are a short walk from Aspen Mountain and the amazing restaurants, shopping and nightlife that Aspen village has to offer! You'll be 500 yards from Ajax gondola, 3 blocks from City Market grocery store and wine store and 4 blocks to the Aspen Art Museum. Two bedrooms with en-suite bathrooms + a pull out sofa

Guest favourite
A spacious studio features a Queen bed with crisp white linens, positioned against a backdrop of large windows showcasing views of the mountains. A soft area rug complements the wooden flooring, while bedside lamps provide gentle illumination, enhancing the calm atmosphere of the room.
Apartment in Aspen
4.88 out of 5 average rating, 119 reviews

Studio with Mountain Views

Stay right in downtown Aspen, steps away from shopping, restaurants, gondola plaza, and more. This 3rd floor south facing studio has expansive views of Aspen Mountain, wake up to bluebird skies! This studio offers a Queen bed, full kitchen (dishwasher, oven, cooktop, full refrigerator) Parking first come first serve behind the building. We use professional cleaners and provide sheets, towels, and bathroom amenities.

Popular amenities for Aspen holiday rentals

When is the best time to visit Aspen?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$1,140 SGD$1,138 SGD$1,073 SGD$639 SGD$712 SGD$868 SGD$946 SGD$884 SGD$737 SGD$665 SGD$734 SGD$1,332 SGD
Avg. temp-5°C-4°C0°C4°C10°C15°C19°C17°C13°C7°C0°C-5°C

Frequently Asked Questions

  • What are the best places to stay in Aspen?

    Aspen has a range of accommodations, including family-friendly homes, pet-welcoming stays, and cozy downtown apartments. Many travelers seek out areas near the core for walkable access to dining, galleries, and outdoor activities.

  • What are the best things to do in Aspen with kids?

    Families often explore Aspen Mountain’s seasonal activities, discover interactive exhibits at the Aspen Art Museum, or enjoy outdoor adventures like guided nature walks and biking paths. In winter, snow play and gentle slopes are popular for younger visitors.

  • What are some of the best things to do in Aspen?

    Aspen has mountain hiking, skiing, and snowboarding, plus art galleries, live music, and local dining. Many travelers also explore the John Denver Sanctuary or walk historic downtown streets lined with shops.

  • How is the weather in Aspen?

    Winters in Aspen are cold, with temperatures between 14–31°F (-10–-1°C) and frequent snow. Summers are mild and sunny, usually ranging from 53–78°F (12–25°C), making it popular for outdoor adventures.

  • What are the best places to visit in Aspen?

    Visitors frequently suggested Aspen Mountain for outdoor activities, the Aspen Art Museum for contemporary exhibits, and the John Denver Sanctuary for peaceful park settings. Historic downtown is known for local shops and restaurants.

  • What are some hiking trails in Aspen?

    Many explore the Maroon Bells Scenic Area, which has popular trails surrounded by alpine scenery, or hike the Hunter Creek Trail for forested paths. Cathedral Lake Trail is often recommended for sweeping mountain views.

  • What are some family activities we can do in Aspen?

    Families participate in snow sports, attend interactive workshops at the Aspen Art Museum, ride the Silver Queen Gondola when in season, or picnic in city parks. Outdoor concerts and festivals create family-friendly atmospheres throughout the year.

  • What are some of the best day trip ideas from Aspen?

    Many set out for scenic hikes in the Maroon Bells Scenic Area, explore local ghost towns, or visit nearby hot springs. Seasonal drives through mountain passes often reveal wildflowers and autumn colors.

  • Are there any pet friendly accommodations available in Aspen?

    Aspen has many stays that welcome pets, especially in residential neighborhoods and homes near walking trails. Several local parks make it convenient for guests traveling with dogs.

  • What are some local tips for visiting Aspen?

    Hydrate well because Aspen sits at 7,900 ft (2,408 m) elevation, and pack layers to adapt to fast-changing mountain weather. Exploring early in the morning can reveal quieter trails and clear views.

  • What is Aspen known for?

    Aspen is known for world-class skiing, hiking, and mountain biking, as well as a vibrant arts scene and locally rooted festivals. Its history includes mining and preserved Victorian buildings downtown.

  • What are the best hidden gems to explore in Aspen?

    Travelers often discover riverside paths at the John Denver Sanctuary, visit the Wheeler Opera House for performances, or find tucked-away art installations and historic sites around town. Some choose less-traveled nature trails just outside Aspen.

  • What are the best foods to try in Aspen?

    Aspen’s dining scene includes locally sourced Rocky Mountain trout, artisanal cheeses, and creative game dishes, as well as bakery treats and hearty breakfast options. Farm-to-table restaurants are frequently suggested.

  • What should I bring for a trip to Aspen?

    Pack warm layers for winter visits, hiking clothes and sunscreen for summer, and shoes suited for mountain terrain. A refillable water bottle is handy, especially at higher elevations.

  • What is the nightlife in Aspen like?

    Aspen’s nightlife mixes lively bars, music venues, and cocktail lounges, with some spots hosting live bands and DJ sets. The downtown core is known for artsy gatherings and locally owned hangouts.

  • What are the most popular events or festivals in Aspen?

    Aspen has music festivals in summer, film events, and art fairs that are popular throughout the year. Winter brings seasonal celebrations and sports competitions, with events around New Year’s and springtime also frequently suggested.

  • Are there family friendly vacation rentals in Aspen?

    Aspen has many vacation rentals welcoming families, with homes that feature full kitchens, extra bedrooms, and outdoor spaces. Neighborhoods near parks and walking trails are popular among those traveling with children.

  • When is the best time to visit Aspen?

    Aspen is often recommended in summer for hiking and festivals, or in winter for skiing and seasonal events. Fall draws many for golden aspen trees along trails, while spring is quieter and has variable weather.

Quick stats about holiday rentals in Aspen

  • Total holiday rentals

    Explore 1,320 holiday rentals in Aspen

  • Nightly prices starting at

    Aspen holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 19,450 verified reviews to help you choose

  • Family-friendly holiday rentals

    850 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    640 properties feature pools

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

  • Wifi availability

    1,300 of Aspen holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym across Aspen rentals

  • 4.8 Average rating

    Aspen stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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