Holiday houses in Aspen

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Top-rated holiday rentals in Aspen

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Top Guest favourite
A spacious living area is highlighted by large windows providing views of the outdoors. A plush sectional sofa with contrasting orange and black cushions complements two patterned accent chairs. A marble-top coffee table rests on a textured area rug, adding warmth to the modern décor.
Apartment in Aspen
4.98 out of 5 average rating, 52 reviews

Monarch Chalet Aspen:Ski In,3 BR/2 BA/Steam Shower

Luxury Ski-In Condo in Aspen with breathtaking views of Ajax Mountain from your balcony!! Bonus: Included Covered Parking Spot! This condo is a 5-minute walk from downtown, half a block from the 1A chairlift & a 7-minute walk to the Aspen Gondola—perfect for families and getaways! Highlights: - Amenities: Covered garage parking, steam shower, washer/dryer in unit, ski rack - Year-Round Location: Ideal for skiing, hiking, and exploring Book today and make unforgettable memories in Aspen 🌟🎿☃️🏂

Guest favourite
The exterior of the condo features a wooden balcony adorned with vibrant flower planters. A small round table with two chairs sits outside the entrance, surrounded by lush greenery. The inviting entrance is framed by large windows, highlighting the unit's connection to the outdoors.
Condo in Aspen
4.87 out of 5 average rating, 197 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.

Guest favourite
The living area features a spacious black sofa and a contemporary art piece above, enhancing the open layout. Natural light enters through large sliding glass doors, leading to a wooden patio. A dining space with bar stools overlooks the kitchen area and wooden cabinetry.
Condo in Aspen
4.88 out of 5 average rating, 129 reviews

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

Spacious studio loft condo. Corner unit on the top floor. Vaulted ceiling. FURNITURE UPDATED. 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 Aspen (Ajax) 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
The exterior of The Aspen Mountain Residences showcases a brick facade with multiple balconies adorned with wrought iron railings. A covered entrance is highlighted by columns, and a parked vehicle is visible in the foreground, offering a welcoming view of the building.
Apartment in Aspen
4.88 out of 5 average rating, 113 reviews

Aspen Mountain Residences Saturday Studio

The Aspen Mountain Residences is just steps away from the Ajax Mountain Gondola as well as the shops and restaurants in the picturesque town of Aspen. Rental includes transportation to/from Aspen Airport, Local Shuttle Service, Housekeeping, wifi, Bike/Ski Valet, use of common area Pool, Hot Tubs and Fitness Center, as made available by the resort. This unit is owned in Saturday-to-Saturday intervals so please do not request to book anything that crosses ownership weeks without first inquiring

Guest favourite
A modern studio kitchen is visible, featuring stainless steel appliances and a breakfast bar with three stools. A fireplace with a warm glow is positioned against a stone wall, while a large television hangs nearby. Natural light is captured through overhead fixtures.
Condo in Aspen
4.88 out of 5 average rating, 436 reviews

COZY CHALET CHIC' ON THE SLOPES

Virtual ski in ski out to your stunning mini studio chalet in the heart of Snowmass Village... Walk 50 meters and clip in to your skis or your board! Brand newly refurbished mini chalet , with all the toys... gorgeous fire place ,great outdoor jacuzzi and sauna waiting for you after your great day of skiing on the worlds best slopes .. 20 meters walk to some great apres ski bars and a free 30min bus to Aspen, Highlands and Buttermilk! This is your 'ski no brainer!' Winter or Summer we got you!

Top Guest favourite
Condo in Snowmass Village
4.97 out of 5 average rating, 141 reviews

Ski-In Mountain Modern Unique & Fun

Ski-in with views of Mt. Daly and almost every chairlift on Snowmass Mtn.. Stay cozy by the gas fire and watch skiers come down Assay hill from the huge picture window. Fun, unique spaces with climbing rope railing and cargo net "hammock". 2 bedrooms both with king beds, ensuite bathrooms and lofts with additional sleeping areas. Washer/ dryer in unit. Balconies off front and back decks. Short walk to lift & grocery. Free shuttle to Aspen. In complex gym, sauna, pool & hot tub. STR # 042472

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.
Condo in Aspen
5 out of 5 average rating, 105 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
A spacious guest suite features a luxurious queen bed with a rustic wooden frame. Warm wood flooring complements the well-equipped kitchenette and seating area. Natural light filters through a large window, illuminating the modern amenities in a calming setting.
Guesthouse in Aspen
4.92 out of 5 average rating, 475 reviews

Exquisite Creekside Suite in the Heart of Aspen #1

Welcome to the Creekside! This exquisitely finished and tastefully furnished suite is just a 4 minute drive from the hustle-bustle of Aspen's "core," while at the same time being in an incredibly quiet, serene and relaxing setting. Inside you'll find a luxurious queen bed, a fully stocked kitchen, seating area, and desk for business travelers. Outside, enjoy access to a gorgeous creek-side property where you can kick back and relax on your private shores of crystal clear Castle Creek.

Guest favourite
The spacious studio condo features a cozy seating area with a gray sectional sofa and a sleek coffee table. A dining table for four is positioned nearby, while a large bed is elegantly arranged in the back, adjacent to a stone fireplace, creating a comfortable living space.
Condo 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 cozy living area features a gas fireplace and large windows that allow ample natural light. Two comfortable sofas and an armchair create a relaxed seating arrangement. A coffee table is centered on a textured area rug, with lamps providing additional illumination.
Apartment in Aspen
4.98 out of 5 average rating, 122 reviews

2 Bedroom 2 Bath Aspen Condo

Walk to everything from this ideally-located condominium. Only 3 blocks from the gondola, but on a quiet residential street. This light and bright 2BR is a second floor corner unit with eastern and northern exposures. Enjoy views of Smuggler and Red Mountains from the spacious deck. Contemporary finishes, gourmet kitchen, in-unit washer and dryer, A/C in bedrooms. One assigned off-street parking space.

Top Guest favourite
The exterior of a historic Victorian home is visible, featuring light gray siding and a spacious balcony. Lush green grass surrounds the base, and a stone pathway leads to the entrance. Potted plants add a touch of greenery to the charming space.
Condo in Aspen
4.91 out of 5 average rating, 171 reviews

Quaint Sunny Condo - Three Blocks from Downtown!

This cozy condo is located in a historic Victorian home just three blocks from downtown Aspen - walk to restaurants, bars, shopping, art, music and all the activities downtown has to offer! Only two blocks from the bus stop where you can catch a shuttle to any one of the four majestic ski mountains. The condo has a full kitchen, WIFI, laundry and is the perfect spot for your mountain getaway!

Guest favourite
A modern condominium building features a blend of wood and metal exteriors. Expansive windows are framed by greenery, allowing natural light to filter inside. A rooftop terrace is visible, amidst softly clouded skies, enhancing the building's contemporary design.
Condo in Aspen
4.76 out of 5 average rating, 266 reviews

Cozy Aspen Core 2Bd/1.5Ba Condo in Prime Location

You’ll love it here because of: its location in the heart of Aspen next to the world class ski resort Aspen Mtn., the Jacuzzi/heated pool, the washer/dryer in unit, the ski locker, onsite parking (1 car). Prime location close to restaurants, bars, shopping, markets, Starbucks, and free ski shuttle. Our place is great for couples, solo adventurers, business travelers, and families.

Popular amenities for Aspen holiday rentals

When is the best time to visit Aspen?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$1,294 AUD$1,293 AUD$1,218 AUD$725 AUD$809 AUD$985 AUD$1,074 AUD$1,004 AUD$837 AUD$697 AUD$733 AUD$1,291 AUD
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 $14 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    1,300 of Aspen holiday rentals include Wi-Fi 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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