Keswick Vacation Rentals, Houses & More


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1 / 9

Amazing Bungalow for Rent Beg of June

  • 3
  • 6
  • 1 night min

$119

Details

3
1 / 35

Charlotte's Cottage-Lake Simcoe

  • 2
  • 6
  • 7 nights min

$124

Details

1 / 20

Lake Simcoe direct waterfront getaway

  • 4
  • 8
  • 3 nights min

$302

Details

1 / 46

Lake Simcoe direct waterfront luxury cottage

  • 5
  • 13
  • 2 nights min

$436

Details

5
1 / 23

Exquisite Executive Cottage on Lake Simcoe

  • 4
  • 14
  • Min stay varies

$476

Details

1 / 29

Lakefront luxury living in Cook's Bay with Sunset View - Keswick

  • 4
  • 12
  • 3 nights min

$318

Details

1 / 21

Keswick Luxury Water House

  • 3
  • 6
  • 2 nights min

$238

Details

Great rentals within 30 miles that match your search

1 / 13

Cozy & Serene Getting to know the Cottage

  • 3
  • 6
  • 2 nights min

$278

Details

1 / 21

Our Simcoe Retreat cottage (#1102)

  • 4
  • 10
  • 7 nights min

$137

Details

1 / 19

3brm cottage with hot tub and sauna

  • 3
  • 8
  • 2 nights min

$135

Details

1 / 9

Cottage with hot tub and sauna

  • 3
  • 8
  • 2 nights min

$135

Details

1 / 21

Alfa Getaway ( Simcoe cottage)

  • 3
  • 5
  • Min stay varies

$96

Details

1 / 13

water front cottage in jacksons point

  • 1
  • 6
  • 1 night min

$108

Details

3
1 / 34

Alfa Getaway ( Tuscan style)

  • 1
  • 3
  • Min stay varies

$92

Details

1
1 / 21

Alfa Getaway ( Pond view )

  • 1
  • 2
  • 2 nights min

$100

Details

2
1 / 35

Alfa getaway ( Best View )

  • 1
  • 3
  • Min stay varies

$92

Details

1 / 7

SHABBY SHACK

  • 1
  • 2
  • 2 nights min

$52

Details

1
1 / 13

Lake Simcoe-- Jacksons Pt

  • 6
  • 10
  • 3 nights min

$240

Details

2
1 / 14

The LakeShore- Jackson's Point-Georgina, Ontario

  • 3
  • 7
  • 2 nights min

$104

Details

1 / 12

Waterfront Cottage Hideaway on Lake Simcoe

  • 2
  • 7
  • 5 nights min

$198

Details

1 / 10

1 hr from TO - Cottage getaway on south shore Lake

  • 4
  • 8
  • 7 nights min

$243

Details

1 / 13

Tuckmee Inn Bed and Breakfast- Birch Room

  • 1
  • 2
  • 1 night min

$80

Details

1 / 13

Tuckmee Inn Bed and Breakfast - Forest Room

  • 1
  • 2
  • 1 night min

$80

Details

9
1 / 25

Beautiful cottage in 50 acres of land near Lake Simcoe

  • 6
  • 12
  • 3 nights min

$238

Details

1 / 26

Christie Log Home cottage (#1057)

  • 4
  • 8
  • 7 nights min

$256

Details

2
1 / 15

Grove Place cottage (#820)

  • 3
  • 8
  • 7 nights min

$92

Details

1 / 24

Stunning Big Bay Point Lake House

  • 4
  • 8
  • 4 nights min

$476

Details

1 / 14

The Lake House Cottage Suite

  • 1
  • 2
  • 2 nights min

$95

Details

1 / 10

Furnished modern 2 bedroom executive lease

  • 2
  • 3
  • 14 nights min

$63

Details

1 / 10

3 Bedroom Furnished Apartment

  • 3
  • 5
  • 14 nights min

$71

Details

1 / 14

ELEGANT INN,Cookstown, Innisfil,Ontario,Canada

  • 3
  • 8
  • 1 night min

$64

Details

1 / 19

Walkout bsmt with deck and private yard

  • 1
  • 4
  • 1 night min

$96

Details

1 / 17

Private and cozy walkout

  • 1
  • 4
  • 1 night min

$81

Details

1 / 11

NEWMARKET - Sunny south-facing furnished room

  • 1
  • 1
  • 30 nights min

$28

Details

1
1 / 17

Barrie. Very very private 4 acres, Whole Property

  • 4
  • 16
  • 2 nights min

$278

Details

4
1 / 28

Beautiful 4 acres minutes to Downtown Barrie

  • 2
  • 8
  • 3 nights min

$179

Details

1
1 / 13

4 Acres WALK OUT minutes to Downtown Waterfront!

  • 2
  • 8
  • 3 nights min

$159

Details

1 / 4

3 bedroom cottage on Lake Simcoe

  • 3
  • 6
  • 2 nights min

$278

Details

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