Villas and Holiday Homes in Aspen

9044 Villas and Holiday Homes in Aspen

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • hometogo
  • sykescottages
  • expedia
  • belvilla
  • villanovo
  • interhome
Aspen
Search for your holiday home
Price per night
Accommodation type
Rating

Best villa offers in Aspen

Villas and holiday homes with private pool in Aspen

Looking for a villa with pool in Aspen? Our holiday homes with pool range from heated to indoor pools. Perfect for a mountain retreat after a day on the slopes.

Enclave 201, Snowmass Ski-in/ski-out Condo W/shared Pool/hot Tub/gym/wifi - Aspen
No reviews

Enclave 201, Snowmass Ski-in/ski-out Condo W/shared Pool/hot Tub/gym/wifi

house, Snowmass Village
Perfectly positioned for ski-in/ski-out access in Snowmass Village, this property is located approximately 17.7 kilometres from The John Denver Sanctuary and Independence Pass, and 3.9 kilometres from Snowmass Club Golf Course.
This spacious 4-bedroom villa rental offers accommodation for up to 19 guests, featuring a well-equipped kitchen, a fireplace, and private balcony with mountain views, complemented by shared amenities including a swimming pool, hot tub, and fitness centre.
Fifth Avenue Unit 201, 3br Luxury Condo With Mountain Views, Walking Distance To Downtown Aspen - Aspen
No reviews

Fifth Avenue Unit 201, 3br Luxury Condo With Mountain Views, Walking Distance To Downtown Aspen

house, Aspen
Perfectly situated for ski enthusiasts, this luxury townhouse offers prime ski-in/ski-out access directly on Aspen Mountain, with Independence Pass just a 4-minute walk away and Mill Street Fountain a 9-minute walk from your door. This exclusive villa rental boasts 125 square meters of living space, accommodating one guest with three bathrooms, a well-equipped kitchen, air conditioning, a private balcony with mountain views, an outdoor swimming pool, a hot tub, and concierge service for an exceptional stay in Aspen.
Enclave 308, Snowmass Ski-in/ski-out Condo W/shared Pool/hot Tub - Aspen
No reviews

Enclave 308, Snowmass Ski-in/ski-out Condo W/shared Pool/hot Tub

house, Snowmass Village
Prime ski-in/ski-out access is offered at this luxury Snowmass Village villa, situated just 11 miles from the Aspen Art Museum and The John Denver Sanctuary.
This welcoming holiday home boasts 144 square meters of living space, accommodating up to 11 guests across 3 bedrooms and 3 bathrooms, and features shared amenities including an outdoor swimming pool and hot tub.
517 M² House ∙ 6 Bedrooms ∙ 14 Guests - Aspen
No reviews

517 M² House ∙ 6 Bedrooms ∙ 14 Guests

house, Aspen
Conveniently located on the RFTA free shuttle route in a quiet Aspen residential neighbourhood, this luxury villa offers complimentary Aspen Airport transportation and on-site parking.
This expansive 516 square meter holiday home accommodates up to 14 guests across 6 bedrooms and 6.5 bathrooms, featuring a top-floor deck with a hot tub, a dedicated media room with a wet bar, and multiple gas fireplaces for a quintessential mountain ambiance.

Luxury villas and holiday homes in Aspen

Discover a new way to experience Aspen: our luxury villas combine large terraces, multiple bedrooms and premium amenities. Find your luxury holiday home.

293 M² House ∙ 6 Bedrooms ∙ 13 Guests - Aspen
No reviews

293 M² House ∙ 6 Bedrooms ∙ 13 Guests

house, Aspen
Located in a peaceful neighbourhood, this Aspen residence is just a short walk of 300 meters to City Market, The Grog Shop, and the downtown core, with convenient access to the RFTA shuttle.
This expansive 292 square meter villa rental comfortably accommodates up to 13 guests across 6 bedrooms and 3 bathrooms, boasting a gourmet kitchen, a dedicated media room with a pool table, a home gym, and an outdoor Jacuzzi for six.
96 M² House ∙ 2 Bedrooms ∙ 5 Guests - Aspen
No reviews

96 M² House ∙ 2 Bedrooms ∙ 5 Guests

house, Aspen
Located in Aspen's Old Hundred district, this villa is just three blocks from the Silver Queen Gondola and the heart of downtown Aspen.
This family-friendly holiday home offers 96 square meters of living space for up to five guests, featuring two bedrooms, two bathrooms, a wood-burning fireplace, vaulted ceilings, hardwood floors, and in-unit laundry, plus access to local health club facilities.
West End Splendor By Snowmass Vacations - Aspen
No reviews

West End Splendor By Snowmass Vacations

house, Aspen
Located in Aspen's prime West End, this exclusive villa is a 16-minute walk from The John Denver Sanctuary and 7.7 kilometres from Independence Pass.
This spacious holiday home offers accommodation for 19 guests across 5 bedrooms and 5 bathrooms, featuring a well-equipped kitchen with a dishwasher, microwave oven and fridge, air conditioning, a Jacuzzi, a terrace with mountain views and private parking.
Chateau Roaring Fork Condo 31 - Aspen
9.0 1 review

Chateau Roaring Fork Condo 31

house, Aspen
Chateau Roaring Fork Condo 31 is located in Aspen, a 13-minute walk from Independence Pass and 12 minutes from The John Denver Sanctuary, with Aspen Golf and Tennis Club 2.5 kilometres away.
This welcoming villa offers 91 square meters of living space, accommodating up to 7 guests with 2 bathrooms, a fully equipped kitchen, and access to a fitness centre and hot tub, perfect for exploring the surrounding ski and cycling opportunities.

Frequently Asked Questions about Aspen

  • What are the must-see attractions that I should visit in Aspen?

    When visiting Aspen, the Maroon Bells are an absolute must-see. These iconic peaks are considered some of the most photographed mountains in North America. For art lovers, the Aspen Art Museum offers contemporary exhibitions. In the winter, the ski resorts of Aspen Mountain, Aspen Highlands, Buttermilk, and Snowmass are central to the experience, offering world-class skiing and snowboarding. During the summer, the John Denver Sanctuary is a peaceful place to visit.
  • Which district of Aspen is best known for its villas?

    While villas can be found throughout Aspen, the areas around Red Mountain and the West End are particularly well-known for their luxurious villa estates. These districts offer privacy and stunning mountain views, often within easy reach of the town center.
  • What are the advantages of staying in a villa in Aspen?

    Staying in a villa in Aspen provides a more private and spacious lodging experience compared to a hotel. Villas often come with amenities like private kitchens, living areas, and sometimes even private hot tubs or pools, offering a home-like atmosphere. This setup can be particularly beneficial for families or groups traveling together, allowing for shared meals and common relaxation spaces. Many villas are also situated to offer exceptional mountain views.
  • How much does it cost to rent a villa in Aspen on average?

    The average cost to rent a villa in Aspen can vary significantly based on size, location, amenities, and the time of year. During peak seasons, such as winter ski season or summer, nightly rates can range from approximately $1,500 to $10,000 or more. Off-season rates might be lower.
  • Are there villas near the city center in Aspen?

    Yes, there are villas located near the city center of Aspen. The West End neighborhood, for instance, is a residential area that includes many villas and is within walking distance or a short drive to Aspen's downtown shops, restaurants, and cultural attractions. Other areas close to town also feature villa rentals.
  • How far in advance should I book a villa in Aspen?

    It's highly recommended to book a villa in Aspen at least six months to a year in advance, especially if you plan to travel during the popular winter ski season or the summer months. The most desirable villas, particularly those with prime locations or exceptional amenities, tend to be booked up very quickly.
  • Are there wineries or food tours near villas in Aspen?

    While Aspen itself is not a wine-producing region with extensive wineries within the immediate vicinity, there are opportunities for wine tasting and culinary experiences. Many villas are located close to Aspen's renowned restaurants that offer extensive wine lists. Food tours focusing on local cuisine and farm-to-table experiences are also available in and around the town. For wineries, one would typically need to travel further into Colorado, but local culinary tours are readily accessible.
  • Is a car necessary to stay in a villa in Aspen?

    A car can be beneficial, especially if your villa is located in a more secluded area or if you plan to explore beyond the immediate town of Aspen. However, many villas are situated within walking distance or a short shuttle ride to the town center and ski slopes. Aspen also has a reliable free local bus system that connects the various ski areas and town. For exploring further afield, a car offers the most flexibility.

Villas in Popular Destinations

Villas and family holiday home rentals in Aspen

Our listings of holiday homes for families in Aspen feature properties with multiple bedrooms and gated pools. Browse our family-friendly villas.

154 M² House ∙ 3 Bedrooms ∙ 8 Guests - Aspen
No reviews

154 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Aspen
Just two blocks from the Aspen Mountain gondola and downtown Aspen, this recently renovated three-level townhome offers a prime location for exploring the ski resort town.
This welcoming holiday home features 154 square meters of living space, accommodating up to 8 guests with 3 bedrooms, 3 bathrooms, a modern kitchen, air conditioning, a swimming pool, jacuzzi, and complimentary airport transportation.
111 M² House ∙ 2 Bedrooms ∙ 6 Guests - Aspen
No reviews

111 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Aspen
Positioned on a prime corner, this welcoming villa rental offers direct views of Aspen Mountain and is conveniently located just three blocks from the Aspen Mountain gondola, providing effortless access to skiing and the town centre.
This spacious townhouse spans 111 square meters with a unique three-level design, featuring a capacity for six guests across two bedrooms and two bathrooms, complemented by a light-filled upper living area with a towering stone fireplace and complimentary Aspen Airport transportation.
239 M² House ∙ 3 Bedrooms ∙ 8 Guests - Aspen
No reviews

239 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Aspen
Perfectly situated on the Roaring Fork River in Aspen, this luxury townhouse offers a prime location within a quiet residential neighbourhood, just a short walk from downtown Aspen, hiking trails, and parks, with the free RFTA town shuttle stop conveniently located steps away for easy access to the Silver Queen gondola and other destinations.
This exclusive villa rental boasts a generous 238 square meters of floor area, accommodating up to 8 guests across 3 bedrooms and 3 bathrooms, featuring a chef's kitchen with high-end appliances, a private hot tub with stunning river views, and complimentary Aspen Airport transportation, concierge, and housekeeping services.
Luxury Downtown Home By Aspen Vacation Rentals - Aspen
10 1 review

Luxury Downtown Home By Aspen Vacation Rentals

house, Aspen
Located a mere block from the prestigious Little Nell Hotel, this exclusive Aspen villa is situated in the heart of the Downtown Core, offering unparalleled access to the town's amenities.
This luxurious three-bedroom holiday home comfortably accommodates eight guests and features a modern mountain design with a well-equipped kitchen, a wet bar, a stone fireplace, and access to a year-round heated pool and hot tub, complemented by an outdoor patio with barbecue facilities.

Rental villas and holiday homes with jacuzzi in Aspen

A holiday home with hot tub in Aspen: our curated villas include outdoor jacuzzis and indoor options for intimate stays.

155 M² House ∙ 4 Bedrooms ∙ 8 Guests - Aspen
No reviews

155 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Aspen
Conveniently situated just two blocks from downtown Aspen and the Aspen Mountain gondola, this property offers a prime corner location with ample space and walking distance to the area's shops and restaurants. This luxury villa rental, boasting 155 square meters of floor area, accommodates up to eight guests across four bedrooms and features a heated outdoor pool, hot tub, and complimentary Aspen airport transportation for a comfortable stay.
Crestwood 2212 Premier 2 Bedroom - Aspen
10 2 reviews

Crestwood 2212 Premier 2 Bedroom

house, Snowmass Village
Offering unparalleled ski-to-door access in Snowmass Village, this exceptional villa rental is conveniently situated 4.4 kilometres from Snowmass Club Golf Course and 8 kilometres from Aspen-Pitkin County Airport.
This welcoming holiday home accommodates up to six guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen, a private balcony with mountain views, a cosy fireplace, complimentary WiFi, a fitness centre, and a Jacuzzi.
Aspen Mountain Condominiums 1c - Aspen
No reviews

Aspen Mountain Condominiums 1c

house, Aspen
House listing. Your accommodation will be located in Aspen.
Facilities and services include a fridge, a kitchen and a dish washer. Take advantage of the terrace in this house in Aspen.
Ski-in Ski-out 3br W Central Ac, Views, Pool & Hot Tub - Aspen
10 1 review

Ski-in Ski-out 3br W Central Ac, Views, Pool & Hot Tub

house, Aspen
This luxury ski-in/ski-out villa in Aspen offers unparalleled convenience, situated just an 8-minute walk from the Isis Theatre and half a kilometre from Mill Street Fountain.
This spacious holiday accommodation, covering 116 square meters, comfortably accommodates up to 13 guests with 3 bathrooms, a well-equipped kitchen featuring a dishwasher and microwave, air conditioning, a fireplace, and access to a swimming pool and hot tub, all complemented by on-site parking and complimentary WiFi.
copyright © 2026 villapicker.com