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Holiday Lettings
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> Grand County
> Apartments and villas in Winter Park

Apartments in Winter Park and Villas - Holiday Lettings - Holiday Rentals Winter Park

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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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1,162 Holiday homes

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Holiday condo with shared pool in Winter Park

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £244 / night

£1,705 / week

1 / 9

Holiday condo rental

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £230 / night

£1,379 / week

1 / 6

Holiday condo with golf nearby in Winter Park

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £114 / night

£804 - £4,047 / week

1 / 49

Winter Park holiday condo rental

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £115 / night

£805 / week

1 / 14

Ski villa to rent in Winter Park

Winter Park villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 36
1 review

from £2,298 / night

£16,086 / week

1 / 26

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from £385 / night

£2,695 - £18,639 / week

1 / 54

Winter Park ski condo to rent.

Winter Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £192 / night

£1,344 - £8,844 / week

1 / 58

Ski condo to rent in Winter Park

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £153 / night

£1,074 - £6,682 / week

1 / 47

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £327 / night

£2,290 - £9,925 / week

1 / 54

Holiday condo rental

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £226 / night

£1,577 / week

1 / 14

Ski home to rent in Winter Park

Winter Park house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

from £279 / night

£1,953 - £8,370 / week

1 / 55

Winter Park ski condo to rent.

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £124 / night

£872 - £3,844 / week

1 / 46

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £433 / night

£3,034 - £17,221 / week

1 / 64

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £221 / night

£1,547 - £7,898 / week

1 / 45

Winter Park ski townhouse to rent.

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £249 / night

£1,750 - £6,073 / week

1 / 34

Winter Park ski condo to rent.

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £144 / night

£1,007 - £4,790 / week

1 / 29

Winter Park holiday condo rental

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

from £147 / night

£920 / week

1 / 0

Winter Park ski home to rent.

Winter Park house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £337 / night

£2,358 - £11,006 / week

1 / 58

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £249 / night

£1,750 - £9,857 / week

1 / 50

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £385 / night

£2,695 - £11,141 / week

1 / 34

Winter Park ski condo to rent.

Winter Park condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £134 / night

£939 - £4,587 / week

1 / 42

Ski condo to rent in Winter Park

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £163 / night

£1,142 - £9,655 / week

1 / 39

Holiday condo in Winter Park

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £94 / night

£657 / week

1 / 33

Winter Park ski condo to rent.

Winter Park condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

from £144 / night

£1,007 - £4,587 / week

1 / 52

Ski condo to rent in Winter Park

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £144 / night

£1,007 - £4,047 / week

1 / 45

Winter Park holiday condo rental

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £299 / night

£1,926 / week

1 / 24

Townhouse letting in Winter Park

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £166 / night

£1,159 / week

1 / 36

Winter Park ski studio to rent.

Winter Park studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £76 / night

£534 - £2,560 / week

1 / 37

Winter Park ski condo to rent.

Winter Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £134 / night

£939 - £4,047 / week

1 / 38

Holiday condo in Winter Park

Winter Park condo

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

from £415 / night

£2,902 / week

1 / 59

Winter Park holiday apartment rental

Winter Park apartment

  • 1 bathroom
  • sleeps 4
1 review

from £138 / night

£920 / week

1 / 42

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £182 / night

£1,277 - £4,587 / week

1 / 52

Winter Park ski townhouse to rent.

Winter Park townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £221 / night

£1,547 - £8,033 / week

1 / 41

Holiday condo rental

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,171 / week

1 / 36

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £211 / night

£1,479 - £7,425 / week

1 / 54

Holiday condo rental

Winter Park condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £178 / night

£1,242 / week

1 / 38

Ski condo to rent in Winter Park

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £288 / night

£2,020 - £5,871 / week

1 / 36

Home rental in Winter Park

Winter Park house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 19
3 reviews

from £460 / night

£3,218 / week

1 / 23

Winter Park ski townhouse to rent.

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £207 / night

£1,448 / week

1 / 21

Ski townhouse to rent in Winter Park

Winter Park townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £230 / night

£1,614 - £8,033 / week

1 / 50

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Winter Park holidays

There are few places in the world that can rival Winter Park, Colorado, for beauty and pristine nature. For skiers, snowboarders, and sight seeking travellers alike, the marvel of the Rockies can become your backyard while staying in your very own holiday home. Pursue outdoor adventures by day and step back inside your rental home at night, the perfect place to enjoy a chilli cookout with friends and family. holiday homes in Winter Park can provide a refreshing alternative to the constrictions and hassles of hotels.

Offering only the very best, Winter Park's world-class ski slopes attract skiers of all skill levels. Voted the number one resort by in-state skiers, Winter Park Ski Resort is known as "Colorado's Favourite," and claims an average annual snowfall of 350 inches per year. Winter Park offers activities not just for winter, but for all seasons. Though skiing may feel like the pinnacle of all Winter Park, Colorado, activity, there is an incredible amount to see and do here all year long. For example, you can hike beautiful mountain trails, bike ride through the city, or horseback ride along the water.

Here are a few additional suggestions as you plan your trip:

  • Experience the Winter Park Music Festival: This annual event offers a summer concert season that begins in the middle of July. Mix it up with the JVC Jazz Festival, offering a blend of funk, soul, and of course, jazz.
  • See a live theatre production: Live performances and theatrical productions take place every summer from mid-June to August.
  • Take part in the race: Downhill skiing is not the only option for Colorado travellers. The Grand Lake, 25 miles from Winter Park, is home to fabulous cross country skiing and a Classic Cross Country Skiing Race in March.
  • See Winter Park from above: Take flight in a Great Adventure Balloon Tour, located just one hour from Denver, and view the Rocky Mountain Park in an unforgettable way.
  • Meet world class dog sledding teams: During Winter Park's annual dog sled races, teams of dogs pull sleds along an 8 mile track. These races are popular with spectators because of the opportunity to interact with both the dogs and the mushers.
  • Hike the trails: Go hiking, biking, or Winter Park snowmobiling through the Apache National Forest. Straddling the continental divide in north central Colorado, the forest represents the quiet side of Rocky Mountain National Park.

Snowboard and ski Winter Park's slopes during the cold season, and come back in the spring to see the mountains bloom with wildflowers. No matter when you choose to schedule your visit, experience the beauty of the Rocky Mountains from your own private luxury holiday rental. Rent a trendy condo close to the shopping and nightlife downtown, or find a secluded lakeside cabin with all the amenities you and your family need for the perfect holiday adventure. While you're visiting Winter Park, you may also want to explore beautiful nearby mountain destinations like Vail and Telluride.

Also consider