Winter Park, CO

Whistlestop Villa 165

4 bedrooms6 beds5 baths13 guests5.0 (1)

About the property

Welcome to Whistlestop 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 # 032000

Construction Notice: Please note that there is ongoing construction near the property, and guests may experience occasional daytime noise during their stay.

Welcome to Whistlestop 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 # 032000

Construction Notice: Please note that there is ongoing construction near the property, and guests may experience occasional daytime noise during their stay.

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)
Jul 18, 2026$230Not Available2
Jul 19, 2026$228.85Available2
Jul 20, 2026$230Not Available2
Jul 21, 2026$228.85Not Available2
Jul 22, 2026$230Not Available2
Jul 23, 2026$230Not Available2
Jul 24, 2026$228.85Not Available2
Jul 25, 2026$228.85Not Available2
Jul 26, 2026$228.85Not Available2
Jul 27, 2026$228.85Not Available2
Jul 28, 2026$228.85Not Available2
Jul 29, 2026$228.85Not Available2
Jul 30, 2026$228.85Available2
Jul 31, 2026$228.85Available2
Aug 1, 2026$230Available2
Aug 2, 2026$228.85Available2
Aug 3, 2026$228.85Available2
Aug 4, 2026$228.85Available2
Aug 5, 2026$230Available2
Aug 6, 2026$230Available2
Aug 7, 2026$230Available2
Aug 8, 2026$228.85Available2
Aug 9, 2026$228.85Available2
Aug 10, 2026$228.85Available2
Aug 11, 2026$228.85Available2
Aug 12, 2026$228.85Available2
Aug 13, 2026$230Available2
Aug 14, 2026$228.85Available2
Aug 15, 2026$228.85Available2
Aug 16, 2026$228.85Available2
Aug 17, 2026$230Available2
Aug 18, 2026$228.85Available2
Aug 19, 2026$228.85Available2
Aug 20, 2026$228.85Available2
Aug 21, 2026$228.85Available2
Aug 22, 2026$228.85Available2
Aug 23, 2026$228.85Available2
Aug 24, 2026$230Available2
Aug 25, 2026$230Available2
Aug 26, 2026$230Available2
Aug 27, 2026$228.85Available2
Aug 28, 2026$230Available2
Aug 29, 2026$230Available2
Aug 30, 2026$228.85Available2
Aug 31, 2026$230Available2
Sep 1, 2026$228.85Available2
Sep 2, 2026$230Available2
Sep 3, 2026$230Available2
Sep 4, 2026$560.05Available2
Sep 5, 2026$568.10Available2
Sep 6, 2026$554.30Available2
Sep 7, 2026$376.05Available2
Sep 8, 2026$334.65Available2
Sep 9, 2026$334.65Available2
Sep 10, 2026$332.35Available2
Sep 11, 2026$405.95Available2
Sep 12, 2026$400.20Available2
Sep 13, 2026$328.90Available2
Sep 14, 2026$317.40Available2
Sep 15, 2026$376.05Available2
Sep 16, 2026$382.95Available2
Sep 17, 2026$394.45Available2
Sep 18, 2026$486.45Available2
Sep 19, 2026$487.60Available2
Sep 20, 2026$460Available2
Sep 21, 2026$457.70Available2
Sep 22, 2026$447.35Available2
Sep 23, 2026$463.45Available2
Sep 24, 2026$483Available2
Sep 25, 2026$515.20Available2
Sep 26, 2026$514.05Available2
Sep 27, 2026$471.50Available2
Sep 28, 2026$447.35Available2
Sep 29, 2026$443.90Available2
Sep 30, 2026$447.35Available2
Oct 1, 2026$456.55Available2
Oct 2, 2026$479.55Available2
Oct 3, 2026$484.15Available2
Oct 4, 2026$470.35Available2
Oct 5, 2026$471.50Available2
Oct 6, 2026$473.80Available2
Oct 7, 2026$472.65Available2
Oct 8, 2026$473.80Available2
Oct 9, 2026$489.90Available2
Oct 10, 2026$487.60Available2
Oct 11, 2026$472.65Available2
Oct 12, 2026$448.50Available2
Oct 13, 2026$443.90Available2
Oct 14, 2026$445.05Available2
Oct 15, 2026$460Available2
Oct 16, 2026$477.25Available2

Amenities

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

New · 1 review

Average rating will appear after 3 reviews

Tina
Tina
March 2026

.

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

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.