Winter Park, CO

Whistlestop Villa 165

4 bedrooms 6 beds 5 baths 13 guests New

About the property

Welcome to Whistlestop Luxury Villa 165, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisite property offers breathtaking mountain views and a prime location that puts you just moments away from the vibrant downtown area, making it the perfect retreat for families and groups seeking adventure and relaxation.

Spanning an impressive 3,500 square feet, this luxurious villa comfortably accommodates up to 12 guests with its four spacious bedrooms, including three king suites and a bunk room featuring a full over full bunk bed and a twin trundle. Each bedroom is designed for comfort and tranquility, ensuring a restful night's sleep after a day of exploring the great outdoors. Extra sleeping space is included with a sofa sleeper in the upstairs living room. There are 4 full bathrooms and 2 powder baths.

Step into the expansive kitchen and dining area, fully equipped with modern appliances, including a refrigerator, stove/oven, dishwasher, and various kitchen gadgets like a crock pot and blender for all your culinary creations. Gather around the cozy gas fireplace in the living area, or unwind amidst the stunning mountain views from the private balcony.

Outside, indulge in a soak in your own private hot tub or gather around the outdoor gas fire pit, perfect for sharing stories under the stars. Additional amenities include high-speed wireless internet, a smart TV, board games for family fun, and even a portable crib and high chair for little ones.

Located just a short walk from downtown, you can easily explore charming shops, eateries, and vibrant local culture. Don't miss out on the chance to stay at Whistlestop Villa 165, where every moment is designed for relaxation and adventure. Book your unforgettable getaway today!

Don't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.

Location

  • Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and events
  • The Grand Park Rec Center is nearby with multiple swimming pools, gym, indoor track and huge rock climbing wall for an additional fee
  • The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza bar
  • Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the year
  • Great dining and shopping are all nearby with many within walking distance depending on the property location
  • Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away
  • Endless mountain activities throughout the year are at your door step and surrounding area

Disclosures
The majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. There is parking for 3 vehicles at the property, 2 in the garage and one beside the building in a first come first serve basis. STR license #

Welcome to Whistlestop Luxury Villa 165, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisite property offers breathtaking mountain views and a prime location that puts you just moments away from the vibrant downtown area, making it the perfect retreat for families and groups seeking adventure and relaxation.

Spanning an impressive 3,500 square feet, this luxurious villa comfortably accommodates up to 12 guests with its four spacious bedrooms, including three king suites and a bunk room featuring a full over full bunk bed and a twin trundle. Each bedroom is designed for comfort and tranquility, ensuring a restful night's sleep after a day of exploring the great outdoors. Extra sleeping space is included with a sofa sleeper in the upstairs living room. There are 4 full bathrooms and 2 powder baths.

Step into the expansive kitchen and dining area, fully equipped with modern appliances, including a refrigerator, stove/oven, dishwasher, and various kitchen gadgets like a crock pot and blender for all your culinary creations. Gather around the cozy gas fireplace in the living area, or unwind amidst the stunning mountain views from the private balcony.

Outside, indulge in a soak in your own private hot tub or gather around the outdoor gas fire pit, perfect for sharing stories under the stars. Additional amenities include high-speed wireless internet, a smart TV, board games for family fun, and even a portable crib and high chair for little ones.

Located just a short walk from downtown, you can easily explore charming shops, eateries, and vibrant local culture. Don't miss out on the chance to stay at Whistlestop Villa 165, where every moment is designed for relaxation and adventure. Book your unforgettable getaway today!

Don't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.

Location

  • Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and events
  • The Grand Park Rec Center is nearby with multiple swimming pools, gym, indoor track and huge rock climbing wall for an additional fee
  • The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza bar
  • Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the year
  • Great dining and shopping are all nearby with many within walking distance depending on the property location
  • Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away
  • Endless mountain activities throughout the year are at your door step and surrounding area

Disclosures
The majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. There is parking for 3 vehicles at the property, 2 in the garage and one beside the building in a first come first serve basis. STR license #

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jun 25, 2026$220.89Not Available2
Jun 26, 2026$243.09Not Available2
Jun 27, 2026$244.20Not Available2
Jun 28, 2026$244.20Not Available2
Jun 29, 2026$220.89Not Available2
Jun 30, 2026$220.89Not Available2
Jul 1, 2026$220.89Not Available2
Jul 2, 2026$264.18Not Available2
Jul 3, 2026$319.68Not Available2
Jul 4, 2026$330.78Not Available2
Jul 5, 2026$244.20Not Available2
Jul 6, 2026$244.20Available2
Jul 7, 2026$220.89Available2
Jul 8, 2026$220.89Available2
Jul 9, 2026$222Available2
Jul 10, 2026$237.54Available2
Jul 11, 2026$228.66Available2
Jul 12, 2026$220.89Available2
Jul 13, 2026$220.89Available2
Jul 14, 2026$222Available2
Jul 15, 2026$222Available2
Jul 16, 2026$222Available2
Jul 17, 2026$602.73Available2
Jul 18, 2026$614.94Available2
Jul 19, 2026$600.51Available2
Jul 20, 2026$366.30Available2
Jul 21, 2026$349.65Available2
Jul 22, 2026$378.51Available2
Jul 23, 2026$447.33Available2
Jul 24, 2026$517.26Available2
Jul 25, 2026$516.15Available2
Jul 26, 2026$482.85Available2
Jul 27, 2026$471.75Available2
Jul 28, 2026$471.75Available2
Jul 29, 2026$471.75Available2
Jul 30, 2026$469.53Available2
Jul 31, 2026$491.73Available2
Aug 1, 2026$485.07Available2
Aug 2, 2026$447.33Available2
Aug 3, 2026$427.35Available2
Aug 4, 2026$440.67Available2
Aug 5, 2026$430.68Available2
Aug 6, 2026$432.90Available2
Aug 7, 2026$448.44Available2
Aug 8, 2026$444Available2
Aug 9, 2026$407.37Available2
Aug 10, 2026$380.73Available2
Aug 11, 2026$385.17Available2
Aug 12, 2026$374.07Available2
Aug 13, 2026$372.96Available2
Aug 14, 2026$381.84Available2
Aug 15, 2026$381.84Available2
Aug 16, 2026$350.76Available2
Aug 17, 2026$339.66Available2
Aug 18, 2026$337.44Available2
Aug 19, 2026$337.44Available2
Aug 20, 2026$338.55Available2
Aug 21, 2026$346.32Available2
Aug 22, 2026$347.43Available2
Aug 23, 2026$387.39Available2
Aug 24, 2026$372.96Available2
Aug 25, 2026$365.19Available2
Aug 26, 2026$367.41Available2
Aug 27, 2026$386.28Available2
Aug 28, 2026$392.94Available2
Aug 29, 2026$395.16Available2
Aug 30, 2026$370.74Available2
Aug 31, 2026$351.87Available2
Sep 1, 2026$350.76Available2
Sep 2, 2026$350.76Available2
Sep 3, 2026$360.75Available2
Sep 4, 2026$643.80Available2
Sep 5, 2026$652.68Available2
Sep 6, 2026$646.02Available2
Sep 7, 2026$507.27Available2
Sep 8, 2026$430.68Available2
Sep 9, 2026$435.12Available2
Sep 10, 2026$447.33Available2
Sep 11, 2026$463.98Available2
Sep 12, 2026$463.98Available2
Sep 13, 2026$440.67Available2
Sep 14, 2026$427.35Available2
Sep 15, 2026$425.13Available2
Sep 16, 2026$451.77Available2
Sep 17, 2026$455.10Available2
Sep 18, 2026$477.30Available2
Sep 19, 2026$480.63Available2
Sep 20, 2026$456.21Available2
Sep 21, 2026$453.99Available2
Sep 22, 2026$453.99Available2
Sep 23, 2026$441.78Available2

Amenities

Gym
Fire place
Mountain view
Dryer
Washer
Laundromat nearby
Massage table
Private Chef

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Where you'll be

Winter Park, CO, 80482, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Cancel at least 14 days before check-in for a full refund. If you cancel later, you may receive a partial refund for any nights that are rebooked. Review full policy.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 13 guests.