Holiday rentals in Aspen

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Quick stats about holiday rentals in Aspen

  • Total holiday rentals

    Explore 1,300 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 20,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    870 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    630 properties feature pools

  • Rentals with dedicated workspaces

    490 properties have a dedicated workspace

  • Wifi availability

    1,280 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!

Top-rated holiday rentals in Aspen

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious cedar hot tub is positioned on a wooden deck, overlooking expansive green fields and distant mountains. Two red chairs accompany the hot tub, providing a place to relax while enjoying the scenic views under a clear blue sky and bright sunlight.
Cabin in Fairplay
5 out of 5 average rating, 119 reviews

Rustic Modern Luxury Cabin Hot Tub and Pets!

Come relax just out of town but miles away from everything. With a luxurious cedar tub, wood burning fireplace, record player, and WiFi, you can disconnect and relax while still being just minutes from everything you need. Just 10 minutes from Fairplay restaurants and other amenities and 45 minutes from Breckenridge for world class skiing and shopping. Pet friendly and private the Redhill Haven provides a mix of luxury and rustic charm in a private home with amazing views! 4WD required in winter

Superhost
A modern living area features a sleek lounge chair beside a warm wood-burning fireplace. Large windows provide a view of the lush greenery and flowing river outside, with natural light enhancing the serene ambiance of the room.
Apartment in Aspen
4.84 out of 5 average rating, 193 reviews

Modern Riverfront Condo In Downtown Aspen

This spectacular retreat sits right on the banks of the Roaring Fork, with unobstructed views & the running river audible throughout. This space has it all: a great room with wood-burning fireplace, chef's kitchen, tranquil sanctuary bedroom, spa bathroom, spacious riverfront deck. Quiet & serene, although just a few blocks from downtown & the gondola. Condo amenities include heated lap pool & spa hot tubs & renovated gym & lockers - a luxury spa experience - nothing like this anywhere in Aspen!

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
4.93 out of 5 average rating, 168 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.

Guest favourite
A spacious living area features a cozy couch adorned with cushions, positioned in front of a large window that frames a stunning view of the mountains. A flat-screen TV is mounted on the wall, while a sliding glass door offers access to an outdoor space.
Home in Carbondale
4.99 out of 5 average rating, 151 reviews

Spectacular Sopris Views W/Hot Tub Near Aspen

Designed and crafted to embrace the views and natural landscape of the Roaring Fork Valley, this property is situated on 3 acres of picturesque land and offers breathtaking views of Mt Sopris Integration of indoor and outdoor spaces is achieved through glass doors and large windows, resulting in a home bathed in natural light IG @the_sopris_view_house A lease agreement will be emailed after booking, provide your email address promptly. We offer some concierge services. Please inquire with us

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.

BUILDING EXTERIOR CONSTRUCTION - SUMMER 2026. PLEASE INQUIRE BEFORE BOOKING. Walk to all downtown restaurants and 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. WiFi. Fireplace. Two TV's. Free parking space. Washer/dryer. Large, jetted shower. Propane BBQ. No smoking/pets/parties/kids (or young adults under 21). STR Permit #: 017040.

Guest favourite
A charming log cabin is featured, surrounded by nature with a well-kept lawn. Soft lighting from string lights provides a warm ambiance at dusk. An outdoor hot tub is positioned on the deck, inviting relaxation, with mountain views in the background.
Cabin in Glenwood Springs
4.99 out of 5 average rating, 147 reviews

Hot Tub & Sauna, Firepit, Patio, Views, Romantic

Experience the famous Glenwood Springs Canyon in our historic cabin, this charming cabin has been lovingly restored and modernized to offer you a blend of charm and modern amenities. You can expect to enjoy... ✔️ Glenwood Hot Springs & Downtown ✔️ Stunning Canyon Views ✔️ Private Serene Nature in the Hot Tub Spa ✔️ Private Barrel 4 Person Sauna ✔️ Glenwood Canyon bike trail ✔️ Patio & Firepit Perfect for nature lovers to immerse yourself in the beauty and serenity of this unique cabin!

Top guest favourite
Apartment in Aspen
4.9 out of 5 average rating, 115 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(off in Summer). The condo is very inviting with a King bed, twin futon sofa bed, in-unit washer and dryer, and an upgraded, full size kitchen. Enjoy the comfort provided by the 2 mini split AC units.

Guest favourite
A cozy living area is highlighted by a soft gray sofa, with decorative cushions. A modern coffee table sits in the center, accompanied by stylish lighting fixtures. The fireplace, set with a warm fire, is complemented by an accent wall featuring artwork and a wall clock.
Apartment in Snowmass Village
4.92 out of 5 average rating, 241 reviews

Stunning 2BD Slopeside Retreat, Heart of Snowmass!

Welcome to the finest two bedroom residence Snowmass has to offer. Remodeled in 2022, this stunning unit has been exquisitely designed from top to bottom with impeccable attention to detail and all the amenities to provide up to six guests with the ultimate Snowmass experience. In the Winter/Spring, this retreat is virtually ski-in/ski-out just steps away from Assay Hill and the Village Express. In the Summer/Fall enjoy boundless hiking and biking trails right in your backyard!

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.
Apartment in Aspen
4.98 out of 5 average rating, 288 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
An open-concept great room features high vaulted ceilings with wooden beams. Large windows provide views of surrounding mountains. A cozy seating area includes a leather couch and green velvet chairs, while a kitchen island with bar stools showcases modern finishes.
Cabin in Twin Lakes
5 out of 5 average rating, 411 reviews

Alpenglow Cabin ᨒ dreamy mountains, sauna, hot tub

Come let nature restore you in historic Twin Lakes. Our modern, alpine cabin is located just over two hours from Denver, at the base of Independence Pass, one of the world's top scenic drives. Surrounded by 14ers and 10 minutes from Colorado's largest glacial lakes, freshly renovated Alpenglow is a perfect spot for all your outdoor adventures. Curl up in the custom sauna or sip your morning coffee in the hot tub--all while soaking up panoramic views of snow-capped peaks.

Top guest favourite
Home in Carbondale
4.97 out of 5 average rating, 205 reviews

Valinor Ranch — Thirty-Five Acres Above the Valley

A modern container home on thirty-five private acres of Missouri Heights, roughly a thousand feet above the Roaring Fork Valley floor. Large picture windows in every room frame Mt. Sopris and the Elk Mountain Range without interruption. Clean lines, considered design, and no noise between you and the landscape. The nearest neighbours are horse farms. The rhythm here is the land’s, not a schedule’s. Fifteen minutes to Carbondale, twenty to Basalt. Reserve your stay.

Top guest favourite
A spacious living area is designed with high vaulted ceilings and large windows, allowing for ample natural light and showcasing panoramic mountain views. Comfortable seating includes modern sofas and chairs, complemented by a dining area with a round table, inviting a gathering atmosphere.
Cabin in Glenwood Springs
4.99 out of 5 average rating, 139 reviews

Luxury 35-Acre Retreat w/ Hot Tub & Amazing Views

Sky High Lodge is an updated mountain top escape located on 35 acres of private land. This spacious and modern cabin atop Lookout Mountain is 25 min to the famous Glenwood hot springs and downtown Glenwood, and one hour from Aspen. High vaulted ceilings and three story windows display 180 degree panoramic views of the jaw dropping Roaring Fork valley and the dramatic Mount Sopris. This is a dream mountain getaway!

Popular amenities for Aspen holiday rentals

When is the best time to visit Aspen?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,191 SGD$1,309 SGD$1,169 SGD$647 SGD$722 SGD$880 SGD$959 SGD$896 SGD$747 SGD$674 SGD$744 SGD$1,350 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.

Destinations to explore