Cottages in Windermere and Houses – Holiday Lettings - Holiday Rentals Windermere

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98 Holiday homes

(4) Excellent 

4

Holiday boathouse in Windermere

Muskoka Lakes / Windermere

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Pet friendly

from £182 / night

£632 / week

Book View

from £182 / night

(8) Very Good 

57

Holiday cottage with golf nearby in Windermere

Muskoka Lakes / Windermere

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Air conditioning

from £308 / night

£1,932 - £2,897 / week

Book View

Responds fast!
avg. 2 hours 7 minutes

from £308 / night

(1) Excellent 

25

Windermere holiday home rental

Muskoka Lakes / Windermere

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly

from £211 / night

£820 / week

Book View

from £211 / night

(8) Excellent 

19

Holiday guest house with golf nearby in Windermere

Muskoka Lakes / Windermere

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £147 / night

£880 / week

Book View

from £147 / night

(1) Very Good 

22

Holiday cottage in Windermere

Muskoka Lakes / Windermere

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly

from £112 / night

£786 / week

Book View

from £112 / night

Great rentals within 20 miles that match your search

Distance approx 6.28 miles from Windermere

(8) Excellent 

22

Muskoka Lakes holiday cottage rental

Muskoka District / Muskoka Lakes

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £368 / night

£2,575 - £4,623 / week

Book View

Responds fast!
avg. 3 hours 35 minutes

from £368 / night

Distance approx 9.62 miles from Windermere

24

Ski cottage to rent in Mactier

Muskoka District / Mactier

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Ski
  • Child friendly
  • Pet friendly

from £292 / night

£2,045 / week

Book View

from £292 / night

Distance approx 19.28 miles from Windermere

12

Holiday cottage in Big Chute

Muskoka District / Big Chute

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly

from £168 / night

£1,171 / week

Book View

from £168 / night

Distance approx 3.78 miles from Windermere

48

Holiday cottage in Port Carling

Muskoka Lakes / Port Carling

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £602 / night

£4,676 - £6,482 / week

Book View

Responds fast!
avg. 13 minutes

from £602 / night

Distance approx 8.2 miles from Windermere

(1) Very Good 

18

Holiday cottage in Mactier

Muskoka District / Mactier

7 15 7 nights min

  • 7 bedrooms
  • sleeps 15
  • 7 nights min
  • Child friendly
  • Pet friendly

from £234 / night

£1,639 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £234 / night

Distance approx 13.18 miles from Windermere

(1) Excellent 

16

Bracebridge holiday cottage rental

Muskoka District / Bracebridge

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £267 / night

£1,864 / week

Book View

from £267 / night

Distance approx 14.13 miles from Windermere

16

Holiday cottage with golf nearby in Port Sydney

Huntsville / Port Sydney

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £132 / night

£837 / week

Book View

from £132 / night

Distance approx 10.68 miles from Windermere

89

Holiday home in Minett

Muskoka Lakes / Minett

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £371 / night

£2,476 - £5,241 / week

Book View

Responds fast!
avg. 13 minutes

from £371 / night

Distance approx 7.13 miles from Windermere

100

Holiday home in Muskoka Lakes

Muskoka District / Muskoka Lakes

14 20 4 nights min

  • 14 bedrooms
  • sleeps 20
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £3,072 / night

£21,504 / week

Book View

Responds fast!
avg. 13 minutes

from £3,072 / night

Distance approx 18.44 miles from Windermere

17

Gravenhurst holiday villa rental

Muskoka District / Gravenhurst

4 12 6 nights min

  • 4 bedrooms
  • sleeps 12
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £404 / night

£2,827 / week

Book View

from £404 / night

Distance approx 14.05 miles from Windermere

(3) Very Good 

29

Holiday cottage in Port Sydney

Huntsville / Port Sydney

5 12 2 nights min

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

from £146 / night

£1,902 / week

Book View

from £146 / night

Distance approx 18.56 miles from Windermere

(4) Excellent 

29

Parry Sound holiday cottage rental

Northeastern Ontario / Parry Sound

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets

from £129 / night

£878 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from £129 / night

Distance approx 15.05 miles from Windermere

(7) Very Good 

29

Holiday cottage in Huntsville

Muskoka District / Huntsville

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Child friendly

from £293 / night

£2,049 - £3,687 / week

Book View

from £293 / night

Distance approx 10.82 miles from Windermere

(13) Excellent 

31

Holiday cottage in Muskoka Lakes

Muskoka District / Muskoka Lakes

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £394 / night

£3,036 / week

Book View

Responds fast!
avg. 3 hours 47 minutes

from £394 / night

Distance approx 8.06 miles from Windermere

22

Holiday cottage in Minett

Muskoka Lakes / Minett

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £157 / night

£1,051 - £1,542 / week

Book View

Responds fast!
avg. 13 minutes

from £157 / night

Distance approx 16.59 miles from Windermere

10

Gravenhurst holiday cottage rental

Muskoka District / Gravenhurst

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £322 / night

£2,249 / week

Book View

from £322 / night

Distance approx 8.2 miles from Windermere

13

Holiday home in Muskoka Lakes

Muskoka District / Muskoka Lakes

4 2 7 nights min

  • 4 bedrooms
  • sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £151 / night

£1,054 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £151 / night

Distance approx 5.94 miles from Windermere Show on Map

35

Holiday cottage in Rosseau

Northeastern Ontario / Rosseau

6 18 min stay varies

  • 6 bedrooms
  • sleeps 18
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £878 / night

£2,634 - £5,209 / week

Book View

from £878 / night

Distance approx 11.89 miles from Windermere

59

Minett holiday cottage rental

Muskoka Lakes / Minett

7 12 7 nights min

  • 7 bedrooms
  • sleeps 12
  • 7 nights min
  • Child friendly
  • Pet friendly

from £747 / night

£5,472 - £6,496 / week

Book View

Responds fast!
avg. 13 minutes

from £747 / night

Distance approx 14.11 miles from Windermere

27

Holiday cottage accommodation

Huntsville / Port Sydney

5 10 min stay varies

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

from £258 / night

£1,425 / week

Book View

from £258 / night

Distance approx 19.53 miles from Windermere

(3) Excellent 

25

Cottage rental in Huntsville

Muskoka District / Huntsville

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £176 / night

£1,168 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £176 / night

Distance approx 4.22 miles from Windermere

(3) Very Good 

29

Holiday villa in Port Carling

Muskoka Lakes / Port Carling

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £220 / night

£1,609 / week

Book View

from £220 / night

Distance approx 19.27 miles from Windermere

(1) Excellent 

28

Holiday cottage in Port Severn

Muskoka District / Port Severn

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £191 / night

£1,273 - £1,813 / week

Book View

from £191 / night

Distance approx 4.34 miles from Windermere

81

Holiday home in Port Carling

Muskoka Lakes / Port Carling

7 14 60 nights min

  • 7 bedrooms
  • sleeps 14
  • 60 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £820 / night

£6,145 - £9,071 / week

Book View

Responds fast!
avg. 13 minutes

from £820 / night

Distance approx 17.76 miles from Windermere

9

Holiday home in Muskoka Lakes

Muskoka District / Muskoka Lakes

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly

from £251 / night

£1,753 / week

Book View

from £251 / night

Distance approx 4.27 miles from Windermere Show on Map

59

Holiday cottage in Muskoka Lakes

Muskoka District / Muskoka Lakes

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £261 / night

£1,735 - £3,025 / week

Book View

Responds fast!
avg. 13 minutes

from £261 / night

Distance approx 14.47 miles from Windermere

(2) Excellent 

25

Holiday cottage in Huntsville

Muskoka District / Huntsville

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £147 / night

£1,025 / week

Book View

from £147 / night

Distance approx 8.2 miles from Windermere

(1) Excellent 

18

Holiday home in Muskoka Lakes

Muskoka District / Muskoka Lakes

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child friendly
  • Private garden

from £135 / night

£993 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £135 / night

Distance approx 14.18 miles from Windermere

(1) Excellent 

25

Holiday cottage in Port Sydney

Huntsville / Port Sydney

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0 km
  • Child friendly

from £173 / night

£864 / week

Book View

from £173 / night

Distance approx 13.78 miles from Windermere

67

Holiday cottage in Port Sydney

Huntsville / Port Sydney

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £235 / night

£1,538 / week

Book View

Responds fast!
avg. 13 minutes

from £235 / night

Distance approx 18.38 miles from Windermere

18

Holiday cottage letting

Muskoka District / Muskoka Lakes

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £227 / night

£1,562 - £2,549 / week

Enquire View

from £227 / night

Distance approx 12.08 miles from Windermere

35

Holiday cottage in Gravenhurst

Muskoka District / Gravenhurst

4 10 70 nights min

  • 4 bedrooms
  • sleeps 10
  • 70 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £537 / night

£4,109 / week

Book View

Responds fast!
avg. 13 minutes

from £537 / night

Distance approx 12.76 miles from Windermere

37

Holiday home in Seguin

Northeastern Ontario / Seguin

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £418 / night

£2,921 - £7,447 / week

Book View

Responds fast!
avg. 13 minutes

from £418 / night

Distance approx 8.6 miles from Windermere

24

Cottage rental in Muskoka Lakes

Muskoka District / Muskoka Lakes

4 10 min stay varies

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

from £246 / night

£1,721 / week

Book View

from £246 / night

Distance approx 10.68 miles from Windermere

8

Minett holiday cottage rental

Muskoka Lakes / Minett

2 6 2 nights min

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

from £94 / night

£468 - £837 / week

Book View

from £94 / night