
Holiday rentals in Aspen
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Top-rated holiday rentals in Aspen
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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.

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!

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.

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.
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!

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.

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.

Exquisite Creekside Suite in the Heart of Aspen #2
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.

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.

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

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.

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!
Popular amenities for Aspen holiday rentals
Other great holiday rentals in Aspen

Mountain view- bright and spacious condo

Core Luxury Condo Steps 2 Gondola, Dwntn, shopping

Luxury 3 bed in heart of Aspen (Suite 2ABC)

Aspen center. One block from Ajax. Top floor

Newly Remodeled - Designer Townhome in Aspen!

Snowmass Condo w/ Amenities < 1 Mi to Slopes!

Ski In/Ski Out Aspen Mountain Lift 1A Modern Condo

Inside Downtown Aspen! Romantic & fun all in one!
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,141 SGD | $1,140 SGD | $1,074 SGD | $640 SGD | $713 SGD | $869 SGD | $948 SGD | $885 SGD | $738 SGD | $666 SGD | $735 SGD | $1,334 SGD |
| Avg. temp | -5°C | -4°C | 0°C | 4°C | 10°C | 15°C | 19°C | 17°C | 13°C | 7°C | 0°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!
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- Breckenridge Ski Resort
- Beaver Creek Resort
- Aspen Mountain Ski Resort
- Vail Ski Resort
- Snowmass Ski Resort
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- Buttermilk Ski Resort
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