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Whistlestop Villa 165 - Image 1
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Winter Park, Colorado

Whistlestop Villa 165

4 bedrooms6 beds5 baths13 guests

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.

Property License: 32000

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 (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 14, 2026$200Not Available2
Nov 15, 2026$199Not Available2
Nov 16, 2026$200Available2
Nov 17, 2026$199Available2
Nov 18, 2026$199Available2
Nov 19, 2026$200Available2
Nov 20, 2026$199Available2
Nov 21, 2026$199Available2
Nov 22, 2026$200Available2
Nov 23, 2026$199Available2
Nov 24, 2026$199Not Available2
Nov 25, 2026$199Not Available2
Nov 26, 2026$231Not Available2
Nov 27, 2026$222Not Available2
Nov 28, 2026$305Not Available2
Nov 29, 2026$200Not Available2
Nov 30, 2026$199Available2
Dec 1, 2026$199Available2
Dec 2, 2026$199Available2
Dec 3, 2026$199Available2
Dec 4, 2026$199Available2
Dec 5, 2026$199Available2
Dec 6, 2026$200Available2
Dec 7, 2026$199Available2
Dec 8, 2026$200Available2
Dec 9, 2026$199Available2
Dec 10, 2026$202Available2
Dec 11, 2026$225Available2
Dec 12, 2026$229Available2
Dec 13, 2026$209Available2
Dec 14, 2026$219Available2
Dec 15, 2026$250Available2
Dec 16, 2026$262Available2
Dec 17, 2026$278Available2
Dec 18, 2026$441Available3
Dec 19, 2026$559Available3
Dec 20, 2026$786Available3
Dec 21, 2026$981Available3
Dec 22, 2026$1,009Available3
Dec 23, 2026$1,010Available3
Dec 24, 2026$1,054Available3
Dec 25, 2026$1,079Available3
Dec 26, 2026$1,145Not Available3
Dec 27, 2026$1,302Not Available3
Dec 28, 2026$1,316Not Available3
Dec 29, 2026$1,320Not Available3
Dec 30, 2026$1,245Not Available3
Dec 31, 2026$1,254Not Available3
Jan 1, 2027$1,651Not Available3
Jan 2, 2027$1,565Not Available3
Jan 3, 2027$968Available2
Jan 4, 2027$954Available2
Jan 5, 2027$774Available2
Jan 6, 2027$678Available2
Jan 7, 2027$609Available2
Jan 8, 2027$717Available2
Jan 9, 2027$703Available2
Jan 10, 2027$621Available2
Jan 11, 2027$522Available2
Jan 12, 2027$573Available2
Jan 13, 2027$567Available2
Jan 14, 2027$744Available3
Jan 15, 2027$885Available3
Jan 16, 2027$865Available3
Jan 17, 2027$817Available2
Jan 18, 2027$598Available2
Jan 19, 2027$587Available2
Jan 20, 2027$629Available2
Jan 21, 2027$722Available2
Jan 22, 2027$923Available2
Jan 23, 2027$916Available2
Jan 24, 2027$730Available2
Jan 25, 2027$647Available2
Jan 26, 2027$615Available2
Jan 27, 2027$614Available2
Jan 28, 2027$626Available2
Jan 29, 2027$754Available2
Jan 30, 2027$733Available2
Jan 31, 2027$602Available2
Feb 1, 2027$620Available2
Feb 2, 2027$622Available2
Feb 3, 2027$551Available2
Feb 4, 2027$643Available2
Feb 5, 2027$811Available2
Feb 6, 2027$783Available2
Feb 7, 2027$657Available2
Feb 8, 2027$670Available2
Feb 9, 2027$677Available2
Feb 10, 2027$683Available2
Feb 11, 2027$750Available3
Feb 12, 2027$1,032Available2
Feb 13, 2027$1,030Available3
Feb 14, 2027$946Available3
Feb 15, 2027$781Available2
Feb 16, 2027$760Available2
Feb 17, 2027$740Available2
Feb 18, 2027$787Available2
Feb 19, 2027$1,082Available2
Feb 20, 2027$999Available2
Feb 21, 2027$780Available2
Feb 22, 2027$701Available2
Feb 23, 2027$686Available2
Feb 24, 2027$687Available2
Feb 25, 2027$811Available2
Feb 26, 2027$1,007Available2
Feb 27, 2027$962Available2
Feb 28, 2027$767Available2
Mar 1, 2027$665Available2
Mar 2, 2027$669Available2
Mar 3, 2027$673Available2
Mar 4, 2027$758Available2
Mar 5, 2027$908Available2
Mar 6, 2027$906Available2
Mar 7, 2027$822Available2
Mar 8, 2027$805Available2
Mar 9, 2027$810Available2
Mar 10, 2027$818Available2
Mar 11, 2027$826Available2
Mar 12, 2027$889Available3
Mar 13, 2027$904Available3
Mar 14, 2027$1,077Available3
Mar 15, 2027$1,079Available3
Mar 16, 2027$1,081Available3
Mar 17, 2027$1,080Available3
Mar 18, 2027$983Available3
Mar 19, 2027$937Available3
Mar 20, 2027$863Available3
Mar 21, 2027$714Available2
Mar 22, 2027$716Available2
Mar 23, 2027$678Available2
Mar 24, 2027$668Available2
Mar 25, 2027$660Available2
Mar 26, 2027$679Available2
Mar 27, 2027$630Available2
Mar 28, 2027$574Available2
Mar 29, 2027$588Available2
Mar 30, 2027$588Available2
Mar 31, 2027$608Available2
Apr 1, 2027$649Available2
Apr 2, 2027$645Available2
Apr 3, 2027$608Available2
Apr 4, 2027$534Available2
Apr 5, 2027$486Available2
Apr 6, 2027$462Available2
Apr 7, 2027$445Available2
Apr 8, 2027$436Available2
Apr 9, 2027$445Available2
Apr 10, 2027$441Available2
Apr 11, 2027$416Available2
Apr 12, 2027$405Available2
Apr 13, 2027$378Available2
Apr 14, 2027$365Available2
Apr 15, 2027$387Available2
Apr 16, 2027$369Available2
Apr 17, 2027$363Available2
Apr 18, 2027$355Available2
Apr 19, 2027$326Available2
Apr 20, 2027$326Available2
Apr 21, 2027$343Available2
Apr 22, 2027$351Available2
Apr 23, 2027$362Available2
Apr 24, 2027$362Available2
Apr 25, 2027$336Available2
Apr 26, 2027$327Available2
Apr 27, 2027$330Available2
Apr 28, 2027$327Available2
Apr 29, 2027$329Available2
Apr 30, 2027$347Available2
May 1, 2027$341Available2
May 2, 2027$336Available2
May 3, 2027$332Available2
May 4, 2027$321Available2
May 5, 2027$324Available2
May 6, 2027$337Available2
May 7, 2027$336Available2
May 8, 2027$330Available2
May 9, 2027$335Available2
May 10, 2027$336Available2
May 11, 2027$334Available2
May 12, 2027$328Available2
May 13, 2027$338Available2
May 14, 2027$342Available2
May 15, 2027$343Available2
May 16, 2027$389Available2
May 17, 2027$406Available2
May 18, 2027$411Available2
May 19, 2027$413Available2
May 20, 2027$416Available2
May 21, 2027$431Available3
May 22, 2027$428Available3
May 23, 2027$417Available3
May 24, 2027$416Available3
May 25, 2027$405Available3
May 26, 2027$404Available2
May 27, 2027$420Available2
May 28, 2027$422Available3
May 29, 2027$423Available3
May 30, 2027$425Available2
May 31, 2027$427Available2
Jun 1, 2027$431Available2
Jun 2, 2027$432Available2
Jun 3, 2027$434Available2
Jun 4, 2027$435Available3
Jun 5, 2027$437Available3
Jun 6, 2027$442Available2
Jun 7, 2027$445Available2
Jun 8, 2027$461Available2
Jun 9, 2027$449Available2
Jun 10, 2027$457Available2
Jun 11, 2027$454Available3
Jun 12, 2027$457Available3
Jun 13, 2027$461Available2
Jun 14, 2027$450Available2
Jun 15, 2027$467Available2
Jun 16, 2027$484Available2
Jun 17, 2027$535Available2
Jun 18, 2027$555Available3
Jun 19, 2027$560Available3
Jun 20, 2027$550Available2
Jun 21, 2027$574Available2
Jun 22, 2027$588Available2
Jun 23, 2027$596Available2
Jun 24, 2027$612Available2
Jun 25, 2027$653Available3
Jun 26, 2027$646Available3
Jun 27, 2027$636Available3
Jun 28, 2027$597Available3
Jun 29, 2027$601Available2
Jun 30, 2027$625Available2
Jul 1, 2027$658Available2
Jul 2, 2027$832Available3
Jul 3, 2027$821Available3
Jul 4, 2027$827Available3
Jul 5, 2027$688Available3
Jul 6, 2027$696Available3
Jul 7, 2027$694Available2
Jul 8, 2027$703Available2
Jul 9, 2027$788Available3
Jul 10, 2027$774Available3
Jul 11, 2027$714Available2
Jul 12, 2027$652Available2
Jul 13, 2027$647Available2
Jul 14, 2027$646Available2
Jul 15, 2027$701Available2
Jul 16, 2027$826Available3
Jul 17, 2027$819Available3
Jul 18, 2027$797Available3
Jul 19, 2027$662Available3
Jul 20, 2027$664Available2
Jul 21, 2027$632Available2
Jul 22, 2027$681Available2
Jul 23, 2027$717Available3
Jul 24, 2027$726Available3
Jul 25, 2027$661Available2
Jul 26, 2027$644Available2
Jul 27, 2027$643Available2
Jul 28, 2027$644Available2
Jul 29, 2027$649Available2
Jul 30, 2027$659Available3
Jul 31, 2027$669Available3
Aug 1, 2027$649Available2
Aug 2, 2027$623Available2
Aug 3, 2027$628Available2
Aug 4, 2027$630Available2
Aug 5, 2027$647Available2
Aug 6, 2027$665Available3
Aug 7, 2027$657Available3
Aug 8, 2027$620Available2
Aug 9, 2027$582Available2
Aug 10, 2027$586Available2
Aug 11, 2027$582Available2
Aug 12, 2027$592Available2
Aug 13, 2027$600Available3
Aug 14, 2027$594Available3
Aug 15, 2027$570Available2
Aug 16, 2027$538Available2
Aug 17, 2027$527Available2
Aug 18, 2027$519Available2
Aug 19, 2027$519Available2
Aug 20, 2027$536Available3
Aug 21, 2027$518Available3
Aug 22, 2027$517Available2
Aug 23, 2027$517Available2
Aug 24, 2027$508Available2
Aug 25, 2027$504Available2
Aug 26, 2027$497Available2
Aug 27, 2027$486Available3
Aug 28, 2027$487Available3
Aug 29, 2027$477Available2
Aug 30, 2027$461Available2
Aug 31, 2027$462Available2
Sep 1, 2027$455Available2
Sep 2, 2027$467Available2
Sep 3, 2027$537Available3
Sep 4, 2027$531Available4
Sep 5, 2027$523Available4
Sep 6, 2027$434Available4
Sep 7, 2027$432Available4
Sep 8, 2027$444Available2
Sep 9, 2027$464Available2
Sep 10, 2027$466Available2
Sep 11, 2027$461Available2
Sep 12, 2027$460Available2
Sep 13, 2027$457Available2
Sep 14, 2027$425Available2
Sep 15, 2027$455Available2
Sep 16, 2027$459Available2
Sep 17, 2027$460Available2
Sep 18, 2027$455Available2
Sep 19, 2027$455Available2
Sep 20, 2027$454Available2
Sep 21, 2027$454Available2
Sep 22, 2027$455Available2
Sep 23, 2027$457Available2
Sep 24, 2027$491Available2
Sep 25, 2027$505Available2
Sep 26, 2027$467Available2
Sep 27, 2027$447Available2
Sep 28, 2027$444Available2
Sep 29, 2027$450Available2
Sep 30, 2027$474Available2
Oct 1, 2027$499Available2
Oct 2, 2027$504Available2
Oct 3, 2027$478Available2
Oct 4, 2027$449Available2
Oct 5, 2027$429Available2
Oct 6, 2027$457Available2
Oct 7, 2027$460Available2
Oct 8, 2027$450Available2
Oct 9, 2027$427Available2
Oct 10, 2027$424Available2
Oct 11, 2027$414Available2
Oct 12, 2027$422Available2
Oct 13, 2027$436Available2
Oct 14, 2027$443Available2
Oct 15, 2027$452Available2
Oct 16, 2027$450Available2
Oct 17, 2027$424Available2
Oct 18, 2027$415Available2
Oct 19, 2027$413Available2
Oct 20, 2027$417Available2
Oct 21, 2027$419Available2
Oct 22, 2027$423Available2
Oct 23, 2027$421Available2
Oct 24, 2027$408Available2
Oct 25, 2027$400Available2
Oct 26, 2027$400Available2
Oct 27, 2027$392Available2
Oct 28, 2027$389Available2
Oct 29, 2027$401Available2
Oct 30, 2027$401Available2
Oct 31, 2027$389Available2
Nov 1, 2027$386Available2
Nov 2, 2027$392Available2
Nov 3, 2027$394Available2
Nov 4, 2027$396Available2
Nov 5, 2027$410Available2
Nov 6, 2027$400Available2
Nov 7, 2027$394Available2
Nov 8, 2027$385Available2
Nov 9, 2027$381Available2
Nov 10, 2027$387Available2
Nov 11, 2027$390Available2
Nov 12, 2027$408Available2
Nov 13, 2027$417Available2
Nov 14, 2027$406Available2
Nov 15, 2027$407Available2
Nov 16, 2027$412Available2
Nov 17, 2027$428Available2
Nov 18, 2027$439Available2
Nov 19, 2027$446Available2
Nov 20, 2027$433Available2
Nov 21, 2027$415Available2
Nov 22, 2027$416Available2
Nov 23, 2027$421Available4
Nov 24, 2027$562Available4
Nov 25, 2027$566Available4
Nov 26, 2027$570Available4
Nov 27, 2027$573Available4
Nov 28, 2027$447Available4
Nov 29, 2027$443Available3
Nov 30, 2027$454Available3
Dec 1, 2027$475Available3
Dec 2, 2027$496Available3
Dec 3, 2027$539Available3
Dec 4, 2027$546Available3
Dec 5, 2027$524Available3
Dec 6, 2027$526Available3
Dec 7, 2027$538Available3
Dec 8, 2027$552Available3
Dec 9, 2027$566Available3
Dec 10, 2027$628Available3
Dec 11, 2027$645Available3
Dec 12, 2027$625Available3
Dec 13, 2027$643Available3
Dec 14, 2027$653Available3
Dec 15, 2027$691Available3
Dec 16, 2027$736Available3
Dec 17, 2027$849Available3
Dec 18, 2027$1,029Available5
Dec 19, 2027$937Available5
Dec 20, 2027$973Available5
Dec 21, 2027$1,313Available5
Dec 22, 2027$1,314Available5
Dec 23, 2027$1,951Available5
Dec 24, 2027$1,945Available5
Dec 25, 2027$1,921Available5
Dec 26, 2027$2,405Available5
Dec 27, 2027$2,406Available5
Dec 28, 2027$2,405Available5
Dec 29, 2027$2,406Available5
Dec 30, 2027$2,399Available5
Dec 31, 2027$2,399Available5
Jan 1, 2028$2,381Available5
Jan 2, 2028$914Available5
Jan 3, 2028N/ANot Available1
Jan 4, 2028N/ANot Available1
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What this home offers

Hot tub
Fire place
BBQ Area
Balcony
Mountain view

What our guests say

5.00

2 reviews

Kenny
August 2026

This place was brand new and was beautifully designed, and a perfect layout for our family. The location also can’t be beat - we walked and took the free shuttle everyone. There were a few issues with the house, mostly due to it being new… but the team was very responsive and took care of them.

Tina
March 2026

.

Where you’ll be

Winter Park, Colorado, 80482, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 13 guests.

No pets allowed.

No parties or events.

Cancellation policy

Cancel before Nov 22 for a full refund minus a processing fee.