Five Woods Retreat

United States / Colorado / Telluride

This stunning home perched on the side of the mountain hosts a plethora of luxuries to behold including backyard ski access to Sunshine Express and Chondola.

up to 7
Bedrooms
up to 18
Guests
7
Bathrooms
Min. Nights Upon Request

Overview

The living room showcases stunning views of the slopes and surrounding mountains through massive floor to ceiling windows. Vaulted ceilings give the room a sense of spacious grandeur where you can curl up next to the large stone encase fireplace with loved ones. Large enough to sleep 18 people, Five Woods is the perfect place to have a family gathering or long awaited reunion.

Features

7 Bedrooms, 7 Bathrooms

Sleeps 18 Guests

5983 Interior Square Ft.

BBQ Area

Grill

Extra Pillows & Blankets

Hot Water

Towels

Heating

Hangers

Wi-Fi Access

Hot Tub

Ironing Board

Iron

Washer

Dryer

Ski-In/Ski-Out

Ski Shuttle Service

Essentials

Hair Dryer

Shampoo

Toaster

Fully Equipped Kitchen

Microwave

Kitchen Island

Dishwasher

Coffee Maker

Skiable

Parking

Boot Heaters

Ski Storage

Deck Patio Uncovered

Carbon Monoxide Detector

Balcony

Fireplace

Garage

Mountain View

Smoke Detector

Private Entrance

Long Term Stays Allowed

Fire Extinguisher

Smart TV

Game Room

Video Library

Video Games

Poker Table

Stereo

Details

Bedroom Details

Main Bedroom: King
Guest Bedroom 1: King
Guest Bedroom 2: King
Guest Bedroom 3: King, Twin, Trundle
Guest Bedroom 4: Queen, Sofa Bed
Guest Bedroom 5: Queen
Bunk Room: 4 Twins, 4 Trundles, Sofa Bed
Common Area: Sofa Bed

Pool Details

Private hot tub

Location Details

Home is a brisk 15-minute walk to the free gondola or Chondola during the winter, but we recommend calling complimentary Dial-A-Ride for a shuttle to and from the slopes.

Villa Notes

Everyone in your group must be over 31 or accompanied by a parent or legal guardian.
The maximum occupancy is 18 people- allows for a maximum of 10 adults and 8 children at any time.
The maximum number of cars at the property is 4.
Smoking is strictly prohibited at this property.
Pets are not allowed at this property under any circumstances.
There are 7 total flights of stairs in this home and may not be suitable for those with limited mobility.
Ski-in / Ski-out dependent on snow level.
Check-in begins at 4:00 PM MST, and check-out time is 10:00 AM MST. No early check-ins or late check-outs are permitted unless authorized
During peak seasons, check-in time is 4:00 pm. There is typically a departure the same morning, and our teams are going to great lengths to make the home perfect for a 4:00 pm arrival time. Luggage storage is unavailable while the home is being readied for an arrival. We recommend making travel plans accordingly. Our Reservation Specialists are happy to offer suggestions if you arrive early.
Shipping packages and ski gear to the home is not permitted. Shipping to our local address is available upon request for an additional fee. Please reach out to a Villa Specialist for more information.

Exclusive Offers

When you choose to book with Villas of Distinction for MileagePlus, you can exclusively earn 3 miles per $1 spent on your villa experience, excluding taxes, fees and optional fees.
To qualify for 3 miles per $1 spent, bookings must be made through the Villas of Distinction for United MileagePlus program. Miles earned are awarded to only one traveler per villa booking. The actual number of miles earned by a member will be based upon the total base nightly villa rate excluding taxes, fees and optional fees. MileagePlus number must be provided prior to travel for mileage offer to be fulfilled. Miles are posted to member's accounts 6-8 weeks after travel has been completed. Bookings must be paid in U.S. currency. New bookings only. Offers are subject to availability, capacity-controlled and may be changed or withdrawn at any time without notice. Other restrictions may apply.

Cyber week starts now. Enhance your villa escape with up to $2,000 Cashback - Paid Upon Deposit. 

Booking Value:

  • $5,000 – $15,000 = $150 Cashback
  • $15,001 – $25,000 = $250 Cashback
  • $25,001 – $35,000 = $350 Cashback
  • $35,001 – $50,000 = $500 Cashback
  • $50,001 – $75,000 = $750 Cashback
  • $75,001 – $100,000 = $1,000 Cashback
  • $100,001+ = $2,000 Cashback
Offer valid for new bookings made between 11/23/25 - 12/06/25 for travel between 11/24/25 - 12/31/26. Amount is based on the base villa cost only. Minimum booking value applies. Cash back will be paid in a Villas of Distinction Visa® Prepaid Card upon deposit. Villas of Distinction Visa® Prepaid Card is issued by MetaBank®, N.A., Member FDIC, pursuant to a license from Visa U.S.A. Inc. No cash access or recurring payments. Can be used everywhere Visa debit cards are accepted. Card valid for up to 12 months; unused funds will forfeit after the valid thru date. Card terms and conditions apply. Offer is valid for travel advisors’ clients. The Villas of Distinction Prepaid Card will be mailed directly to the travel advisors’ client within 30 days of deposit. Client mailing address must be provided. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.

Rates

Travel Dates Bedrooms Min. Night Stay Nightly Rates
November 20, 2025 - November 24, 2025
7 3 $ 1,585 *
November 25, 2025 - December 16, 2025
7 5 $ 2,390 *
December 17, 2025 - December 19, 2025
7 6 $ 3,495 *
December 20, 2025 - December 25, 2025
7 6 $ 3,495 *
December 27, 2025 - January 01, 2026
7 7 $ 7,801 *
January 02, 2026 - January 03, 2026
7 7 $ 8,261 *
January 05, 2026 - January 29, 2026
7 4 $ 3,236 *
January 31, 2026 - February 07, 2026
7 4 $ 3,581 *
February 08, 2026 - February 11, 2026
7 4 $ 3,581 *
February 12, 2026 - February 14, 2026
7 5 $ 4,472 *
February 15, 2026 - February 18, 2026
7 5 $ 4,472 *
February 19, 2026 - February 25, 2026
7 5 $ 4,472 *
February 26, 2026 - February 27, 2026
7 5 $ 3,437 *
February 28, 2026 - March 01, 2026
7 5 $ 3,437 *
March 02, 2026 - March 21, 2026
7 5 $ 3,897 *
March 22, 2026 - March 31, 2026
7 3 $ 2,977 *
April 01, 2026 - April 11, 2026
7 3 $ 1,367 *
April 12, 2026 - April 19, 2026
7 3 $ 1,367 *
April 20, 2026 - June 16, 2026
7 3 $ 1,252 *
June 17, 2026 - June 23, 2026
7 4 $ 2,182 *
June 24, 2026 - June 30, 2026
7 4 $ 2,085 *
July 01, 2026 - July 06, 2026
7 3 $ 2,182 *
July 07, 2026 - August 30, 2026
7 3 $ 2,085 *
August 31, 2026 - September 06, 2026
7 4 $ 1,855 *
September 07, 2026 - September 16, 2026
7 4 $ 1,740 *
September 17, 2026 - October 31, 2026
7 3 $ 1,855 *
USD rates above based on approximate currency conversion. Holiday dates may not be listed in rate chart. Rates are subject to change without notice. Please confirm rate, holiday dates, and currency with your Villa Specialist at time of booking.

Tax Service Charge Details *

Please add a 14.72% tax, 9% service charge, and a 1% admin fee to all rates.
Damage Waiver: $250
Guest Departure Cleaning Fee: $1,280

Security Deposit Details

A credit card preauthorization of $1,700.00 is required at the time of check-in as a damage deposit.

Accidental Damage Waiver

A $249 Accidental Damage Waiver applies to every reservation.

Calendar

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Location

Villa information may change without notice and should be confirmed with our villa rental specialists.