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.

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.
154 M² House ∙ 4 Bedrooms ∙ 8 Guests - Aspen
No reviews

154 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Aspen
Perfectly situated just 200 meters from the Silver Queen Gondola and downtown Aspen, this spacious three-level townhouse offers a prime location for your mountain getaway.
This luxurious villa rental boasts 153 square meters of living space with 4 bedrooms, accommodating up to 8 guests, and features an open-concept living area, en suite bathrooms for all bedrooms, a private balcony with mountain views, and access to a heated outdoor pool and hot tub.
Enclave 110, Snowmass Ski-in/ski-out Condo W/shared Pool/hot Tub/gym/wifi - Aspen
No reviews

Enclave 110, Snowmass Ski-in/ski-out Condo W/shared Pool/hot Tub/gym/wifi

house, Snowmass Village
Located in Snowmass Village, Enclave 110 is a distinguished villa situated 3.9 kilometres from the Snowmass Club Golf Course and within 14.9 kilometres of The John Denver Sanctuary and Aspen Art Museum.
This luxurious holiday home offers ski-to-door access, a year-round outdoor swimming pool, a hot tub, and an on-site fitness room, accommodating up to 17 guests with 3 bedrooms and 3 bathrooms across 144 square metres of living space.
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.

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.

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.
Fasching Haus 190 - Aspen
No reviews

Fasching Haus 190

house, Aspen
Located in Aspen, Fasching Haus 190 is a mere 9-minute walk from The John Denver Sanctuary and 5 minutes from Independence Pass, offering a prime position for exploring local attractions like the Aspen Art Museum and Isis Theatre.
This welcoming villa rental boasts 81 square meters of living space, accommodating up to 7 guests with 2 bathrooms, a well-equipped kitchen featuring a dishwasher and microwave, on-site fitness centre access, and a private balcony for enjoying the mountain air.
Chalet Style 2 Br + Queen Sleeper Sofa - Aspen
9.9 70 reviews

Chalet Style 2 Br + Queen Sleeper Sofa

chalet, Aspen
This two-bedroom condo in Aspen offers European chalet charm and contemporary comforts, situated on a peaceful cul-de-sac just 2.5 blocks from the Silver Queen Gondola and within 2 blocks of town amenities, including a grocery store.
This welcoming villa rental, recently renovated in 2021, accommodates up to 6 guests and features a fireplace, imported French Alpine furniture, and high-end Molton Brown toiletries, with unmetered parking and a free town bike share dock conveniently located 50 yards away.
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.

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.

121 M² House ∙ 2 Bedrooms ∙ 6 Guests - Aspen
No reviews

121 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Aspen
Located on E. Durant Avenue, this historic 1890s house is a mere stone's throw from downtown Aspen and less than 400 meters from the gondola, boasting direct views of Aspen Mountain.
This welcoming villa rental offers 121 square meters of living space, accommodating up to six guests with two bedrooms and three bathrooms, featuring a gas fireplace, formal dining for six, a barbecue grill, and access to local health club facilities.
Updated 4 Br 4.5 Ba, Ac, Pool - Aspen
9.9 64 reviews

Updated 4 Br 4.5 Ba, Ac, Pool

house, Aspen
Located in Aspen's Prime Central Core, this exceptional townhome is just 300 meters from the Aspen Gondola and Lift 1-A, offering unparalleled access to dining, shopping, and transit.
This welcoming holiday home features four en-suite bedrooms accommodating up to eight guests, complete with a year-round heated swimming pool, hot tub, and exclusive access to the member-only Caribou Club.
90 M² House ∙ 3 Bedrooms ∙ 6 Guests - Aspen
No reviews

90 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Aspen
Located in the prime downtown Aspen district, this renovated townhome is just 400 meters from its core, offering convenient access to shops and restaurants.
This exclusive villa rental, boasting 89 square meters of floor area, comfortably accommodates up to six guests with three bedrooms and three bathrooms, featuring a gourmet kitchen, spa-like bathrooms with a steam shower, and a private patio with a grill.
Family Lodge Retreat - Private Concierge Included! - Aspen
No reviews

Family Lodge Retreat - Private Concierge Included!

chalet, Aspen
This exclusive 9,500 sq ft luxury mountain estate is situated in Aspen, offering proximity to Aspen Mountain and Snowmass Mountain, with the Aspen Recreation Centre just 700 meters away.
Boasting six bedrooms and eight bathrooms for up to 20 guests, this magnificent villa rental features a private theatre, a pool room, and expansive decks with a hot tub, providing a perfect holiday home for exploring Aspen's winter activities.

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.

Chateau Chaumont Unit 9, Second-floor Corner Condominium With Prime Location In Aspen - Aspen
8.0 1 review

Chateau Chaumont Unit 9, Second-floor Corner Condominium With Prime Location In Aspen

house, Aspen
This welcoming second-floor corner villa rental in Aspen is a 9-minute walk from The John Denver Sanctuary and 5.9 kilometres from Independence Pass.
Offering a Jacuzzi and a fully equipped kitchen with a microwave, this holiday accommodation sleeps up to 7 guests and is perfectly situated for those interested in skiing in and around the area.
Updated Spacious Home W Ac & Hot Tub Walk To Town! - Aspen
10 1 review

Updated Spacious Home W Ac & Hot Tub Walk To Town!

house, Aspen
This spacious Victorian villa rental in Aspen is conveniently located 1.3 kilometres from Mill Street Fountain and 1.4 kilometres from Isis Theatre, placing you within easy reach of The John Denver Sanctuary, Independence Pass, and Aspen Art Museum.
Boasting 279 square meters of floor area, this property accommodates up to 19 guests with four bathrooms, a well-equipped kitchen featuring a fridge, microwave oven, and dishwasher, air conditioning, a jacuzzi, garden, and on-site parking, alongside complimentary WiFi for a comfortable holiday home experience.
Durant Unit D4, Spacious, Modern Condo With Great Views, Excellent Location 2 Blocks To Ski Slopes - Aspen
No reviews

Durant Unit D4, Spacious, Modern Condo With Great Views, Excellent Location 2 Blocks To Ski Slopes

house, Aspen
Just 2 blocks from the ski slopes and an 8-minute walk from The John Denver Sanctuary, this Aspen villa offers an exclusive mountain escape.
This spacious holiday accommodation, covering 113 square meters, accommodates up to 15 guests with 3 bedrooms, 2 bathrooms, air conditioning, a swimming pool, and a Jacuzzi, complemented by concierge services for your convenience.
Aspen West End Sanctuary 4878 Sf. - Aspen
10 6 reviews

Aspen West End Sanctuary 4878 Sf.

house, Aspen
Located in Aspen's prime West End, this luxury villa rental is just 1.8 kilometres from The John Denver Sanctuary and 8.2 kilometres from Independence Pass, with Aspen-Pitkin County Airport a mere 4 kilometres away.
This spacious 440 square metre holiday home offers four bedrooms, a well-equipped kitchen with a dishwasher and microwave, a swimming pool, hot tub, and a terrace with mountain vistas, alongside on-site billiards and an electric vehicle charging station.
copyright © 2026 villapicker.com