Cookstown Vacation Rentals, Houses & More


1 - 4 of 4

View larger map

Don't let other travelers get your favorite vacation rental. You're so close to securing your perfect getaway. Book today.

1 / 9

Cottage with hot tub and sauna

  • 3
  • 8
  • 2 nights min

$136

Details

1 / 14

ELEGANT INN,Cookstown, Innisfil,Ontario,Canada

  • 3
  • 8
  • 1 night min

$64

Details

1 / 7

SHABBY SHACK

  • 1
  • 2
  • 2 nights min

$52

Details

1 / 13

Cozy & Serene Getting to know the Cottage

  • 3
  • 6
  • 2 nights min

$280

Details

Great rentals within 30 miles that match your search

1 / 22

Country Cabin on Farm Near Newmarket Toronto

  • 1
  • 6
  • 1 night min

$92

Details

1 / 21

Keswick Luxury Water House

  • 3
  • 6
  • 2 nights min

$239

Details

1 / 7

A Brand New Rental Room available in South Barrie

  • 1
  • 1
  • 90 nights min

$16

Details

2
1 / 35

Alfa getaway ( Best View )

  • 1
  • 3
  • Min stay varies

$92

Details

1
1 / 21

Alfa Getaway ( Pond view )

  • 1
  • 2
  • 2 nights min

$100

Details

1 / 29

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

  • 4
  • 12
  • 3 nights min

$320

Details

3
1 / 34

Alfa Getaway ( Tuscan style)

  • 1
  • 3
  • Min stay varies

$92

Details

1 / 21

Our Simcoe Retreat cottage (#1102)

  • 4
  • 10
  • 7 nights min

$137

Details

1 / 9

Amazing Bungalow for Rent Beg of June

  • 3
  • 6
  • 1 night min

$120

Details

1 / 21

Alfa Getaway ( Simcoe cottage)

  • 3
  • 5
  • Min stay varies

$96

Details

1 / 19

3brm cottage with hot tub and sauna

  • 3
  • 8
  • 2 nights min

$136

Details

1 / 46

Lake Simcoe direct waterfront luxury cottage

  • 5
  • 13
  • 2 nights min

$439

Details

1 / 10

3 Bedroom Furnished Apartment

  • 3
  • 5
  • 14 nights min

$71

Details

1 / 10

Furnished modern 2 bedroom executive lease

  • 2
  • 3
  • 14 nights min

$64

Details

1 / 7

South Side Bed and Breakfast

  • 1
  • 2
  • 1 night min

$120

Details

5
1 / 23

Exquisite Executive Cottage on Lake Simcoe

  • 4
  • 14
  • Min stay varies

$479

Details

1 / 20

Lake Simcoe direct waterfront getaway

  • 4
  • 8
  • 3 nights min

$304

Details

1
1 / 17

Barrie. Very very private 4 acres, Whole Property

  • 4
  • 16
  • 2 nights min

$280

Details

4
1 / 28

Beautiful 4 acres minutes to Downtown Barrie

  • 2
  • 8
  • 3 nights min

$180

Details

1
1 / 13

4 Acres WALK OUT minutes to Downtown Waterfront!

  • 2
  • 8
  • 3 nights min

$160

Details

1 / 4

Luxury 3 Bedrooms in Westin Dawn Beach Club

  • 3
  • 8
  • 7 nights min

$529

Details

1 / 12

Waterfront Cottage Hideaway on Lake Simcoe

  • 2
  • 7
  • 5 nights min

$199

Details

1 / 17

Rooms for rent

  • 4
  • 10
  • 1 night min

$150

Details

1 / 11

Executive Garden Suite - separate entrance

  • 1
  • 2
  • 7 nights min

$60

Details

3
1 / 35

Charlotte's Cottage-Lake Simcoe

  • 2
  • 6
  • 7 nights min

$125

Details

3
1 / 28

Rustic-Chic Paradise 1hr from Toronto

  • 4
  • 7
  • 3 nights min

$248

Details

1 / 26

Christie Log Home cottage (#1057)

  • 4
  • 8
  • 7 nights min

$256

Details

1 / 11

NEWMARKET - Sunny south-facing furnished room

  • 1
  • 1
  • 30 nights min

$28

Details

3
1 / 25

Lakeview cottage (#959)

  • 6
  • 10
  • 7 nights min

$137

Details

1
1 / 6

Jecara Farms - Raven Cabin

  • 1
  • 2
  • 1 night min

$120

Details

1 / 12

Farm House Retreat!

  • 4
  • 10
  • 3 nights min

$200

Details

1 / 9

Jecara Farms - Bear Cabin

  • 1
  • 4
  • 1 night min

$160

Details

1 / 5

Jecara Farms - Snake Cabin

  • 1
  • 2
  • 1 night min

$120

Details

1 / 17

Private and cozy walkout

  • 1
  • 4
  • 1 night min

$82

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more