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

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724 Holiday homes

24

Ski townhouse to rent in Winter Park

Grand County / Winter Park

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Ski
  • Child friendly

from £439 / night

£3,072 / week

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from £439 / night

38

Holiday home in Winter Park

Grand County / Winter Park

3 8 min stay varies

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

from £17 / night

£120 / week

Enquire View

from £17 / 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 £183 / night

£1,277 / week

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Responds fast!
avg. 10 minutes

from £183 / 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 £134 / night

£934 / week

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from £134 / 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 £102 / night

£714 / week

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Responds fast!
avg. 9 minutes

from £102 / 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
  • Car not necessary

from £152 / night

£1,065 / week

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from £152 / 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 £14 / night

£93 / week

Enquire View

from £14 / 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 £85 / night

£590 / week

Book View

Responds fast!
avg. 10 minutes

from £85 / 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 £131 / night

£913 / week

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Responds fast!
avg. 1 hour 35 minutes

from £131 / 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 £76 / night

£528 / week

Book View

Responds fast!
avg. 10 minutes

from £76 / 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 £561 / night

£3,924 / week

Enquire View

from £561 / night

24

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 £85 / night

£590 / week

Book View

Responds fast!
avg. 10 minutes

from £85 / 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 £195 / night

£1,366 - £3,177 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £195 / 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 £356 / night

£2,491 / week

Book View

Responds fast!
avg. 7 minutes

from £356 / 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 £76 / night

£530 / week

Book View

Responds fast!
avg. 12 minutes

from £76 / 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 £14 / night

£93 / week

Enquire View

from £14 / 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 £76 / night

£528 / week

Book View

Responds fast!
avg. 10 minutes

from £76 / night

(6) Very Good 

39

Holiday home rental

Grand County / Winter Park

3 8 min stay varies

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

from £17 / night

£120 / week

Enquire View

from £17 / 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 £88 / night

£615 / week

Book View

Responds fast!
avg. 50 minutes

from £88 / night

21

Winter Park ski townhouse to rent.

Grand County / Winter Park

3 8 min stay varies

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

from £201 / night

£1,246 - £1,646 / week

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from £201 / 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 £147 / night

£1,024 / week

Book View

Responds fast!
avg. 51 minutes

from £147 / night

(1) Very Good 

25

Winter Park ski apartment to rent.

Grand County / Winter Park

2 7 min stay varies

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

from £111 / night

£776 / week

Book View

Responds fast!
avg. 9 minutes

from £111 / 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 £17 / night

£120 / week

Enquire View

from £17 / night

(1) Excellent 

28

Holiday home in Winter Park

Grand County / Winter Park

2 8 min stay varies

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

from £14 / night

£93 / week

Enquire View

from £14 / 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 £14 / night

£93 / week

Enquire View

from £14 / 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 £14 / night

£93 / week

Enquire View

from £14 / night

(45) Very Good 

31

Studio rental in Winter Park

Grand County / Winter Park

Studio 4 min stay varies

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

from £10 / night

£65 / week

Enquire View

from £10 / night

27

Holiday home in Winter Park

Grand County / Winter Park

3 11 min stay varies

  • 3 bedrooms
  • sleeps 11
  • min stay varies
  • Child friendly

from £17 / night

£120 / week

Enquire View

from £17 / night

31

Holiday home with shared pool in Winter Park

Grand County / Winter Park

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £85 / night

£590 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from £85 / night

(2) Excellent 

23

Winter Park ski condo to rent.

Grand County / Winter Park

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Ski
  • Child friendly

from £132 / night

£925 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £132 / 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 £17 / night

£120 / week

Enquire View

from £17 / night

30

Holiday home in Winter Park

Grand County / Winter Park

2 6 min stay varies

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

from £14 / night

£93 / week

Enquire View

from £14 / 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 £17 / night

£120 / week

Enquire View

from £17 / night

16

Holiday condo in Winter Park

Grand County / Winter Park

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly

from £76 / night

£528 / week

Book View

Responds fast!
avg. 53 minutes

from £76 / night

(4) Very Good 

14

Holiday villa with shared pool in Winter Park

Grand County / Winter Park

4 min stay varies

  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £45 / night

£267 - £623 / week

Book View

Responds fast!
avg. 2 hours 16 minutes

from £45 / night

42

Winter Park holiday home rental

Grand County / Winter Park

5 19 min stay varies

  • 5 bedrooms
  • sleeps 19
  • min stay varies
  • Child friendly

from £25 / night

£174 / week

Enquire View

from £25 / 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 £303 / night

£2,116 / week

Book View

Responds fast!
avg. 50 minutes

from £303 / night

(1) Very Good 

33

Holiday home in Winter Park

Grand County / Winter Park

2 6 min stay varies

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

from £14 / night

£93 / week

Enquire View

from £14 / night

24

Home rental in Winter Park

Grand County / Winter Park

6 24 min stay varies

  • 6 bedrooms
  • sleeps 24
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £396 / night

£2,771 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £396 / night

(1) Excellent 

43

Holiday home in Winter Park

Grand County / Winter Park

4 17 min stay varies

  • 4 bedrooms
  • sleeps 17
  • min stay varies
  • Child friendly

from £21 / night

£147 / week

Enquire View

from £21 / night

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