Aspen Villas & Luxury Vacation Rentals

Rent Luxury Holiday Homes and Enjoy Five-Star Experiences in Aspen

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Discover Luxury Vacation Rentals & Villas in Aspen | VILLAWAY®

Explore Luxury Vacation Rentals, Chalets & Private Villas in Aspen

Aspen, Colorado, is a charming mountain town nestled in the heart of the Rocky Mountains. It is renowned for its breathtaking nature, world-class ski resorts, and vibrant cultural scene. Whether you are looking for the ultimate relaxation on the lap of luxury or are ready to hit the slopes and fill the schedule with action-packed activities, Aspen is the perfect place. Explore all that this mountain paradise has to offer and make lasting memories while enjoying your stay in the comfort of your private rental villas in Aspen, Colorado. Nestled between the tall peaks of Sawatch and Elk mountains, the Roaring Fork Valley and its main town, Aspen, is one of the most famous ski destinations. So, visit during winter for an unforgettable experience.

Steeped in culture and heritage, it boasts a number of Victorian mansions that are now converted to boutique hotels and luxury resorts, and, it is of course, a dream destination for endless high-end shopping. It is also a prime playground for sports enthusiasts and Hollywood A-listers alike. No matter the season, Aspen offers a breathtaking display of natural beauty. During the winter months, the snow-capped slopes of the surrounding mountains attract beginner and experienced skiers alike. Beginners can opt for the gentle slopes of Buttermilk Mountain, while experienced skiers can opt for the more challenging slopes of Snowmass. For even more extreme undertakers, the Hanging Valley Wall is the place to test your skills on a whole new level of difficulty. Morning time in Aspen also buzzes with après-ski activity, with locals and tourists gathering at the city’s top eateries to enjoy a delicious breakfast or brunch. 

During the spring season, melting snow causes rapids to become stronger and more suitable for whitewater rafting. During summertime, Aspen turns into a hotspot for festivals. Enjoy the numerous forest trails, offering an ideal backdrop.  Plan an unforgettable vacation no matter the season, and enjoy your time in one of the VILLAWAY luxury vacation rentals in Aspen, Colorado.

Why Visit Aspen?

Aspen is the place to visit for numerous reasons. Starting with the legendary slopes catering to all skill levels, such as Aspen Mountain, Snowmass, Aspen Highlands, and Buttermilk, for an unparalleled thrill and enjoyment. This winter wonderland offers a wide range of activities, making it a perfect winter hang-out.

In addition to skiing, Aspen is home to world-famous festivals, art galleries, and talented artists. Experience the Aspen Music Festival, a popular classical music event that brings talented musicians from across the world under one sky. Additionally, check out the Aspen Ideas Festival, a collection of thought leaders, innovators, and artists discussing the most pressing ideas and issues of the time.

The attractive downtown area also offers high-end shopping, fine dining, cozy cafes where you can sip a warm cup of steaming tea, and some luxury Aspen vacation home rentals to make your vacation truly memorable.

Aspen Neighborhoods and Points of Interest

1. Downtown Aspen:

It is the heart of the city, known for high-end shopping, art galleries and fine dining. Enjoy the charm of the historic Opera House and a technically advanced performing arts center.

2. Snowmass Village:

It is a family-friendly destination with ski-in/ski-out access and a lively apres-ski scene. Discover the Snowmass Ice Age Discovery Center and activities including ice skating and tubing.

3. West End:

This historic neighborhood is renowned for its Victorian-style homes, beautiful gardens, and peaceful atmosphere. Visit the wonderful Wheeler-Stallard House Museum or stroll through the shady streets of the city's west end.

4. Aspen Highlands:

It is known for its challenging ski terrain and breathtaking views of the Maroon Bells. Take the Highlands Bowl walk for a breathtaking view of the surrounding mountains.

5. Red Mountain:

It is a unique residential area with beautiful homes and panoramic views. Drive along Red Mountain Road to admire the stunning architecture and enjoy Aspen's breathtaking scenery. It is one of the ideal locations to book luxury vacation rentals in Aspen, Colorado.

6. East Aspen:

It is a residential neighborhood with stunning mountain views and easy access to hiking trails. Explore the Aspen Center for Environmental Studies or enjoy the serene beauty of the Thunder Fork River by picking luxury cabins in Aspen, Colorado.

7. Smuggler Mountain:

It is a popular hiking spot with great views of the city and surrounding mountains. Enjoy the Smuggler Mountain Trail for a rewarding outdoor adventure.

8. Woody Creek:

It is a charming neighborhood outside of Aspen, known for its historic taverns, scenery, and Aspen rentals with private pools. Visit the Woody Creek Distillers and taste craft spirits made with locally sourced ingredients.

Discover and Enjoy Five-Star Experiences in Aspen

1. Skiing and Snowboarding:

Hit the slopes of Aspen’s world-class ski resorts for a thrilling winter adventure. From beginner to challenging slopes, there’s something for every skier.

2. Hiking and Mountain Biking:

Explore Aspen's charming and picturesque forest trails for mountain biking or hiking. From relaxing nature walks to challenging treks, the options are endless.

3. Fine Dining:

Enjoy culinary delights at popular restaurants like The Little Nell, Matsuhisa Aspen, and Cash Cash. Experience innovative dishes made with the freshest local ingredients by celebrity or Michelin-starred chefs.

4. Shopping:

Explore department stores and art shows in downtown Aspen to pick unique items. From designer fashion to one-of-a-kind art pieces, Aspen’s boutiques will live up to the highest expectations.

5. Fly Fishing:

Cast your line for trout and venture into the tranquil Aspen River and streams. Experienced guides can help you find the best fishing spots and provide valuable advice.

6. Hot Air Balloon Rides:

Take a hot air balloon ride high in the majestic Aspen Mountains for breathtaking skyline views. See a sunrise or sunset as you float through the fresh mountain air.

7. Golf:

Tee off on Aspen’s premier golf courses against spectacular mountain backdrops. Enjoy challenging golf courses surrounded by natural beauty.

8. Horseback Riding:

Go on a scenic ride through Aspen’s idyllic scenery. Explore rugged mountain trails, wildflower-studded trails, and beautiful valleys.

9. Spa & Wellness Retreat:

Renew your body and mind at one of the best luxurious spas and wellness centers near the mountain chalet in Aspen. Enjoy beauty treatments or massage therapy, or choose a rejuvenating yoga class.

10. Cultural Events:

Experience Aspen’s lively cultural events, such as the Aspen Music Festival, Aspen Ideas Festival, and Aspen Film Festival. Enjoy world-class performances and engaging film screenings.

Places to Visit in Aspen

1. Maroon Bells:

Just a short drive from Aspen, Maroon Bells is a breathtaking mountain peak surrounded by lush mountain fields. Stroll the picturesque trails, take stunning photos, or simply enjoy a postcard-worthy setting.

2. Independence Pass:

Drive to Independence Pass, a peak that offers breathtaking views of the surrounding mountains and valleys. Explore the beauty of waterfalls, colorful wildflowers, and the slopes of the Rocky Mountains.

3. John Denver Sanctuary:

Visit the John Denver Sanctuary to honor the singer-songwriter John Denver. Walk around the peaceful place, follow the paths, and look at the pretty flowers and streams in the garden.

4. Rio Grande Trail:

This popular trail stretches 42 miles along the historic Rio Grande Railroad route. Whether you choose to hike, bike, or cross-country ski in the winter, this trail offers breathtaking scenery, including lush forests, fields, and the thrill of the roaring Fork River.

5. Ashcroft Ghost Town:

Step back in time to the historic Ashcroft Ghost Town just outside Aspen. Stroll through the historic buildings and learn about the city’s mining history. The surrounding area offers excellent hiking and cross-country skiing opportunities.

6. Hunter Creek Trail:

Go on a nature adventure along the Hunter Creek Trail. It's a beautiful hiking path that goes through the forests of Aspen. In addition, it gives you amazing views of the nearby mountains. Anyone who loves the outdoors will enjoy this trail.

7. Snowmass Ice Age Discovery Center:

Explore the fascinating world of prehistoric creatures at the Snowmass Ice Age Discovery Center. Learn about the incredible discoveries made in the area, including ancient fossils and mastodon tusks.

8. Wheeler Opera House:

Explore Aspen's cultural scene by attending a performance at the historic Wheeler Opera House. This beautifully restored venue hosts a variety of live performances, including music, theater, comedy, and film screenings.

 Top Luxury Dining Experiences in Aspen 

1. Element 47:

Located at The Little Nell Hotel, Element 47 offers an incredible dining experience. With a focus on locally sourced ingredients, seasonal flavors and an elegant atmosphere, it offers exceptional service for an unforgettable evening.

2. Matsuhisa Aspen:

Founded by renowned Japanese chef Nobu Matsuhisa, it is a well-known Japanese restaurant serving the finest sushi, sashimi, and other signature dishes in a sleek and sophisticated ambiance.

3. Cache Cache:

Cache Cache delights diners with French-American cuisine and a warm, inviting atmosphere, this restaurant offers a diverse menu. From delicious seafood to dessert, every bite is a culinary delight at this beautiful diner.

4. The Wild Fig:

This Mediterranean-inspired restaurant showcases the flavors of the Mediterranean region, focusing on fresh, locally sourced ingredients. The Wild Fig is a cozy dinner with many wine options that complement the tasty food.

5. The White House Tavern:

This elegant restaurant is known for its delicious sandwiches, salads, and delicious food. Visit The White House Tavern to relax in a welcoming atmosphere and enjoy the sweet treats this place has to offer.

6. Ajax Tavern:

Located at the foot of Aspen Mountain, Ajax Tavern offers a sophisticated dining experience. You can eat yummy food like truffle fries and tasty burgers while sitting outside and looking at the mountains.

Best Nightclubs and Bar Lounges in Aspen

1. Belly Up Aspen:

A popular live music venue, Belly Up Aspen is home to an array of popular artists and bands. Dance all night or have drinks while watching unforgettable performances.

2. Escobar Aspen:

A nightclub offering a vibrant atmosphere, innovative cocktails, and DJ performances. Dance to the beat of top DJs and enjoy a vibrant nightlife experience.

3. Aspen Brewing Company:

Check out the special beers made at Aspen Brewing Company. Sit back in the comfy room, chat with other beer fans, and try their different flavors.

4. The Red Onion:

The Red Onion, the oldest bar in Aspen, has a lot of history and charm. You can hang out in the friendly atmosphere, taste their special cocktails, and soak up the real Aspen vibe.

4. 39 Degrees:

Tucked away inside the Sky Hotel, 39 Degrees is a fine dining restaurant known for its cocktails and stunning views. Relax with friends, enjoy delicious drinks, and a pleasant atmosphere.

5. The Little Nell Bar & Lounge:

Located in the prestigious Little Nell Hotel, this unique bar and lounge offers a sophisticated atmosphere and a wide selection of fine wines, craft cocktails, and premium spirits.

6. Hooch Craft Cocktail Bar:

Come check out Hooch Craft Cocktail Bar! It's a cool place where they make really good drinks. They use premium ingredients and innovative methods to make them. The place looks elegant and cozy, so it's great for hanging out with friends over drinks.

7. J-Bar:

Located in the historic Hotel Jerome, J-Bar is a favorite Aspen institution. With its old saloon charm, it’s the ideal place to enjoy classic cocktails, local brews, and delicious pub fare.

8. Chair 9:

Chair 9, at The Little Nell Hotel, at the foot of Aspen Mountain, is a hot spot for après-ski. Enjoy live music and a lively atmosphere after a day in the mountains with signature cocktails, craft beer, and snacks.

9. The Marble Bar Aspen:

Hidden in The Gantt Hotel, The Marble Bar is a stylish and cozy place. Enjoy homemade dishes made with fresh ingredients and tasty snacks. The beautiful decor and cozy atmosphere make it a popular place for a night out. 

Best Wellness and Spa Retreats in Aspen

1. Remède Spa at The St. Regis Aspen Resort:

With a range of rejuvenation treatments and individualized experiences, this luxury spa offers everything you need to feed your soul and keep your skin glowing. From soothing massages to glowing facials and body wraps, enjoy the epitome of relaxation.

2. Spa at Hotel Jerome:

When you need a break, step into a sanctuary of serenity at the Hotel Jerome spa. Enjoy a range of holistic treatments, including massage, physical therapy, and facials, all designed to promote wellness and health.

3. O2 Aspen:

In pursuing health and self-care, O2 Aspen provides a wide range of spa and wellness services based on holistic principles. Enjoy massage therapy, yoga classes, and fitness in a relaxed, rejuvenating environment.

4. Aspen Shakti:

This wellness center combines yoga, meditation, and the healing arts to create a transformative experience. Attend yoga classes, workshops, and wellness retreats focused on aligning the mind, body, and spirit.

Best Shopping in Aspen

1. Aspen Mountain Pedestrian Mall:

Get lost in various designer couture boutiques and luxury brand stores at the unforgettable Aspen Mountain Pedestrian Mall. Keep up with the trends with the latest collection of clothing and luxury accessories, and shop for unique gifts. 

2. Gorsuch:

A famous luxury store, Gorsuch offers a curated selection of high-end activewear, high-end fashion, and cute home decor. Find the right combination of style and functionality for your mountain adventures.

3. Kemo Sabe:

Inspired by Western fashion and accessories, Kemo Sabe celebrates Aspen's cowboy heritage. Explore their collection of cowboy boots, hats, jewelry, and distinctive Western apparel.

4. Explore Booksellers:

Break out of the reading slump. Explore Booksellers, a beloved independent bookstore. Discover a wide range of books, from bestsellers to local authors, and indulge in the joy of reading.

5. Aspen Saturday Market:

During summer, visit the lively Aspen Saturday Market to experience a delightful open-air market.  Take a stroll through the market, where you can find numerous stands of fresh produce, crafts of local artisans and handmade goods, as well as mouth watering delicacies.

Aspen Chalets, Luxury Vacation Rentals, Lodges and Cabins, Holiday Homes, and Private Villa Retreats

Stay in a private vacation home or a luxury villa to experience Aspen like never before. One-of-a-kind Aspen villa rentals at Villaway combine the ultimate five-star experience with world-class facilities, beautiful scenery, and the highest level of comfort.

Here's why staying in Luxury vacation rentals gives an unparalleled experience:

1. Unbeatable Privacy:

Indulge in complete privacy and relaxation with your own private vacation rentals in Aspen, Colorado. Through the crowds, you can have alone time that is customized according to your choices and be surrounded by the beauty of nature.

2. Spacious and luxurious Interiors:

Aspen, CO, Vacation Rentals have been beautifully designed with spacious rooms, luxurious furnishings, and meticulous finishes. No details were overlooked, and the luxurious spaces were leveraged to create maximum comfort, from designer kitchens to gourmet kitchens and cozy fireplaces.

3. Stunning Mountain Views:

Begin your day with majestic mountain views right outside your window. Whether the sunrise paints the mountain tops with a golden hue or the starlit nights up in the mountains, the beauty of nature will be an unforgettable experience.

4. Private Outdoor Spaces:

Many luxury cabins in Aspen for rental purposes have expansive outdoor spaces, including private patios, balconies, and gardens. Enjoy the fresh mountain air, relax in the private hot tub, or gather around the fireplace with loved ones for unforgettable memories.

5. Essentials:

Enjoy a range of luxury amenities that cater to all your needs.  From private swimming pools to home theaters and the best of fitness centers, luxury chalets in Aspen, Colorado, are equipped with everything you need to ensure that you are always entertained.

6. Personalized Services:

Enjoy exceptional services with dedicated staff who can help with everything from pre-arrival food purchases to arranging outdoor activities or spa treatments. Indulge in a stress-free and special experience from start to finish with everything taken care of.

7. Close to Outdoor Activities:

The vacation luxury rentals in Aspen are situated in prime locations near various local outdoor attractions. From skiing and hiking to mountain biking and fly fishing, many activities are available for you to explore and enjoy. With so much to see and experience, you can fully immerse yourself in the breathtaking natural wonders of Aspen.

8. Superior Design and Architecture:

Each Villaway villa in Aspen is an architectural masterpiece, with a mix of contemporary chic and the inclusion of natural elements being its hallmark. From the rich wood paneling to the breathtaking views of the floor-to-ceiling windows, your temporary home will be a visual delight. Immerse yourself in the beauty of the mountains, make a lifetime of memories, and enjoy the utmost comfort and luxury with Aspen luxury vacation home rentals.

Frequently Asked Questions

1. Where is Aspen?

Aspen is located in the central Rocky Mountains of Colorado, USA. It is approximately 200 miles southwest of Denver.

2. How to get to Aspen?

The most convenient way to reach Aspen is by flying into Aspen/Pitkin County Airport (ASE), which offers direct flights from major cities. You can also fly into Denver International Airport (DEN) and take a connecting flight or drive (about 3.5 hours) to Aspen.

3. When to visit Aspen?

Aspen is a year-round destination; each season has its unique attractions. Winter is ideal for skiing and snowboarding, while summer brings opportunities for hiking, mountain biking, and outdoor festivals. Fall showcases the stunning autumn foliage, and spring offers milder weather for a plethora of outdoor activities.