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

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743 Holiday homes

35

Holiday home in Winter Park

Grand County / Winter Park

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Child friendly

from £469 / night

£3,278 / week

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from £469 / night

24

Ski townhouse to rent in Winter Park

Grand County / Winter Park

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ski
  • Child friendly

from £230 / night

£1,606 / week

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from £230 / night

(1) Excellent 

24

Ski home to rent in Winter Park

Grand County / Winter Park

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Ski
  • Child friendly

from £160 / night

£1,116 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £160 / night

(8) Excellent 

30

Winter Park ski condo to rent.

Grand County / Winter Park

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £62 / night

£430 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £62 / night

24

Winter Park ski apartment to rent.

Grand County / Winter Park

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £74 / night

£517 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £74 / night

37

Holiday home in Winter Park

Grand County / Winter Park

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £210 / night

£1,470 / week

Enquire View

from £210 / night

(6) Very Good 

32

Holiday home rental

Grand County / Winter Park

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £129 / night

£902 / week

Enquire View

from £129 / night

24

Winter Park ski home to rent.

Grand County / Winter Park

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child friendly

from £106 / night

£738 / week

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from £106 / night

29

Ski home to rent in Winter Park

Grand County / Winter Park

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £311 / night

£2,177 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £311 / night

(8) Excellent 

32

Winter Park ski condo to rent.

Grand County / Winter Park

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £77 / night

£539 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £77 / night

24

Winter Park ski apartment to rent.

Grand County / Winter Park

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £66 / night

£463 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £66 / night

(11) Excellent 

37

Winter Park ski condo to rent.

Grand County / Winter Park

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £77 / night

£539 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £77 / night

(7) Excellent 

32

Ski home to rent in Winter Park

Grand County / Winter Park

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £77 / night

£539 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £77 / night

12

Condo accommodation in Winter Park with golf nearby

Grand County / Winter Park

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £177 / night

£1,235 - £3,004 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £177 / night

(1) Excellent 

18

Holiday condo with shared pool in Winter Park

Grand County / Winter Park

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly

from £101 / night

£708 / week

Book View

from £101 / night

24

Ski apartment to rent in Winter Park

Grand County / Winter Park

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Ski
  • Child friendly
  • Pet friendly

from £90 / night

£626 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £90 / night

24

Ski studio to rent in Winter Park

Grand County / Winter Park

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Ski
  • Child friendly

from £66 / night

£463 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £66 / night

29

Home rental in Winter Park

Grand County / Winter Park

3 15 min stay varies

  • 3 bedrooms
  • sleeps 15
  • min stay varies
  • Child friendly

from £99 / night

£689 / week

Book View

from £99 / night

(7) Excellent 

32

Winter Park ski condo to rent.

Grand County / Winter Park

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £62 / night

£430 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £62 / night

26

Winter Park ski apartment to rent.

Grand County / Winter Park

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ski
  • Child friendly

from £66 / night

£463 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £66 / night

(4) Excellent 

39

Winter Park ski villa to rent.

Grand County / Winter Park

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £140 / night

£974 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £140 / night

(1) Excellent 

38

Home rental in Winter Park with shared pool

Grand County / Winter Park

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child friendly

from £112 / night

£781 / week

Enquire View

from £112 / night

(16) Very Good 

32

Holiday home in Winter Park

Grand County / Winter Park

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £165 / night

£1,153 / week

Enquire View

from £165 / night

31

Ski apartment to rent in Winter Park

Grand County / Winter Park

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £77 / night

£539 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £77 / night

(1) Excellent 

26

Ski home to rent in Winter Park

Grand County / Winter Park

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Ski
  • Child friendly

from £226 / night

£1,578 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £226 / night

34

Holiday home in Winter Park

Grand County / Winter Park

5 18 min stay varies

  • 5 bedrooms
  • sleeps 18
  • min stay varies
  • Child friendly

from £492 / night

£3,441 / week

Enquire View

from £492 / night

(2) Excellent 

46

Winter Park ski home to rent.

Grand County / Winter Park

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Ski
  • Child friendly
  • Pet friendly

from £272 / night

£1,899 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £272 / night

(3) Very Good 

29

Winter Park holiday home rental

Grand County / Winter Park

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly

from £151 / night

£1,055 / week

Enquire View

from £151 / night

(27) Very Good 

34

Home letting in Winter Park

Grand County / Winter Park

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £129 / night

£902 / week

Enquire View

from £129 / night

(1) Excellent 

27

Holiday home in Winter Park

Grand County / Winter Park

4 14 min stay varies

  • 4 bedrooms
  • sleeps 14
  • min stay varies
  • Child friendly
  • Pet friendly

from £305 / night

£1,748 - £5,337 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £305 / night

24

Winter Park ski apartment to rent.

Grand County / Winter Park

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £129 / night

£898 / week

Book View

Responds fast!
avg. 13 minutes

from £129 / night

31

Holiday home in Winter Park

Grand County / Winter Park

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly

from £67 / night

£465 / week

Book View

from £67 / night

(6) Very Good 

38

Holiday home rental

Grand County / Winter Park

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £151 / night

£1,055 / week

Enquire View

from £151 / night

(2) Very Good 

31

Holiday home in Winter Park

Grand County / Winter Park

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £129 / night

£902 / week

Enquire View

from £129 / night

(12) Excellent 

29

Winter Park ski condo to rent.

Grand County / Winter Park

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £77 / night

£539 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £77 / night

(2) Excellent 

43

Ski villa to rent in Winter Park

Grand County / Winter Park

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £116 / night

£811 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £116 / night

(12) Very Good 

36

Holiday home in Winter Park

Grand County / Winter Park

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £132 / night

£923 / week

Enquire View

from £132 / night

39

Winter Park holiday home let

Grand County / Winter Park

3 12 min stay varies

  • 3 bedrooms
  • sleeps 12
  • min stay varies
  • Child friendly

from £210 / night

£1,470 / week

Enquire View

from £210 / night

24

Ski apartment to rent in Winter Park

Grand County / Winter Park

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

from £75 / night

£519 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £75 / night

32

Holiday home in Winter Park

Grand County / Winter Park

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £151 / night

£1,055 / week

Enquire View

from £151 / night