Five Woods Retreat | Telluride, Colorado | Luxury Vacation Rentals

Five Woods Retreat is a gorgeous mountain home perched high on the slopes above Telluride. Offering direct backyard ski access to Sunshine Express and the Chondola along with sweeping views of the surrounding peaks the home is designed for larger groups and multi-generational stays. This chalet combines true ski-in/ski-out convenience with generous living spaces and classic mountain character.

The main living area is the heart of the home, where soaring vaulted ceilings and floor-to-ceiling windows frame uninterrupted views of the ski slopes and alpine landscape. A grand stone fireplace anchors the room, creating a warm and inviting place to gather after a day on the mountain. Comfortable seating throughout the space makes it easy for everyone to relax together. The kitchen and dining areas are well suited for entertaining and group meals, offering ample space to cook, serve, and dine together. Large windows continue throughout the main level, ensuring the mountain setting is always front and center, even indoors.

Step outside to enjoy the private hot tub, perfectly positioned for soaking tired legs while taking in the crisp mountain air and scenic surroundings. The outdoor areas extend the living space year-round, whether you’re enjoying après-ski downtime in winter or fresh alpine mornings in summer.

Five Woods Retreat comfortably accommodates up to 18 guests across seven bedrooms and additional sleeping areas, making it an excellent choice for family gatherings, ski trips with friends, or group celebrations. The bedroom layout offers a thoughtful mix of private suites and flexible sleeping options.

Long-term stays are welcome at Five Woods Retreat, making it an excellent option for extended ski seasons, summer escapes, or longer mountain getaways. Every booking is fully supported by our talented Dream Exotic Rentals concierge team, dedicated to ensuring a smooth and personalized stay from start to finish, so you can focus on enjoying Telluride while we take care of the details.

Check-in: 4:00 – 5:00 PM

Check-out: 10:00 AM

Ask about late or early check-in/out

Children welcomed (ask about age restrictions when applicable)

Events (inquire)

Pets (inquire)

No Smoking (penalty for smoking, damages applicable)

Rates vary depending on time of year

High season and holiday rates are higher

4 to 7 night minimum (based on season and arrival date)

Taxes shall apply to final bill

Refundable damage deposit to vary by capacity/length of stay

50% required to book your dates (ask if you need an exception)

Balance due 60 days prior to arrival (ask if you need more time)

Bring identification for verification upon check-in

Ask about trip cancellation & medical trip insurance

Please follow guidelines for travel, ask your travel advisor for updates

Concierge is included for planning & booking excursions

Unless otherwise noted, ask about cancellation policies which change rapidly

Bring a mask for your own protection in case of mandate