Luxury Vacation Rentals with a Private Pool in Aspen

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 5 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Aspen

A2 Roaring Fork 34

2 bedrooms•2 baths

•

~$85 less than other sites

A1 Alpenblik 17D

1 bedroom•1 bath

•

~$55 less than other sites

A2 Silverglo 201

2 bedrooms•2 baths

•

~$75 less than other sites

S2 Electric Pass 605

2 bedrooms•2 baths

•

~$70 less than other sites

S4 360 Wood 301

4 bedrooms•4 baths

•

~$100 less than other sites

Welcome to private poolside luxury in Aspen

Elevate your alpine escape with Wander’s luxury private-pool vacation rentals in Aspen, Colorado. Our refined mountain residences pair the polish of a five-star hotel with the privacy of a standalone home.

Select contemporary chalets and slope-side retreats with year-round, temperature-controlled private pools framed by sweeping Rockies views. Many also offer hot tubs, steam showers, outdoor fire features, and ski lockers for effortless transitions from adventure to relaxation. Inside, expect chef-worthy kitchens, plush bedding, smart-home tech, ultrafast WiFi, and dedicated workspaces.

Every stay includes pristine cleaning, inspiring design, and 24/7 concierge support, so your Aspen getaway feels effortless from the first dip to the final toast.

Available soon in Aspen

A2 Roaring Fork 34

2 bedrooms•2 baths

•

~$85 less than other sites

A1 Alpenblik 17D

1 bedroom•1 bath

•

~$55 less than other sites

A2 Silverglo 201

2 bedrooms•2 baths

•

~$75 less than other sites

S2 Electric Pass 605

2 bedrooms•2 baths

•

~$70 less than other sites

S4 360 Wood 301

4 bedrooms•4 baths

•

~$100 less than other sites

Featured private pool vacation rentals in Aspen

S4 360 Wood 301

4 bedrooms•4 baths

•

~$100 less than other sites

Highlights in Aspen

Experience world-class skiing, breathtaking alpine vistas, and a vibrant cultural scene in Colorado's premier year-round mountain destination.

Maroon Bells

Aspen Mountain

John Denver Sanctuary

Aspen Art Museum

Wheeler Opera House

Snowmass Ski Resort

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Aspen

A2 Roaring Fork 34

2 bedrooms•2 baths

•

~$85 less than other sites

A1 Alpenblik 17D

1 bedroom•1 bath

•

~$55 less than other sites

A2 Silverglo 201

2 bedrooms•2 baths

•

~$75 less than other sites

S2 Electric Pass 605

2 bedrooms•2 baths

•

~$70 less than other sites

S4 360 Wood 301

4 bedrooms•4 baths

•

~$100 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Aspen

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Discover more beyond the pool in Aspen

Here, the Rockies feel close enough to touch. Aspen’s four mountains deliver distinct personalities, from steep laps on Highlands and the legendary Bowl to family-friendly runs at Buttermilk and groomed cruisers above town on Ajax, with expansive terrain in nearby Snowmass.

When the snow melts, wildflower-strewn trails, the Maroon Bells, and the Roaring Fork River take center stage. Bike Independence Pass, float North Star, or explore contemporary art at the Aspen Art Museum and music under the Benedict Tent. The calendar hums with highlights like the Food & Wine Classic and Wintersköl.

With nature, culture, and style in perfect balance, Wander’s luxury private-pool vacation rentals in Aspen, Colorado are the perfect choice for work or leisure.

FAQs: Vacation Rentals in Aspen

Why should I book a Wander in Aspen over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.

Every home in Aspen delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in Aspen?

Some of our most popular private pool vacation rentals in Aspen include A2 Roaring Fork 34, A1 Alpenblik 17D, and A2 Silverglo 201. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in Aspen?

Wander offers 5 private pool vacation rentals in Aspen, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in Aspen?

You can check-in to Wander private pool vacation rentals in Aspen after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Aspen have WiFi access?

Yes. Every Wander home in Aspen has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.