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Beach or lakeside relaxation
City breaks
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46 rentals

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Great rentals within 20 miles that match your search

Horseshoe Valley Farm

Horseshoe Valley farmhouse

3 bedrooms
2 bathrooms

sleeps 7

Price per night from

$252

Carriage Hills Resort Fabulous 2 br sleep8

Shanty Bay condo

2 bedrooms
2 bathrooms

sleeps 8

Price per night from

$138

SHABBY SHACK ( glamping)

Innisfil beach hut

1 bedroom
1 bathroom

sleeps 2

Price per night from

$88

Alfa getaway ( Best View )

Innisfil cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$109

All Season Retreat on Lake Simcoe

Oro Station cottage

2 bedrooms
2 bathrooms

sleeps 5

Price per night from

$192

Charlotte's Cottage-Lake Simcoe

Keswick cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 46 minutes

Price per night from

$247

Cozy Cottage

Georgina cottage

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$120

Barrie. Very very private 4 acres, Whole Property

Barrie house

4 bedrooms
2 bathrooms

sleeps 16

Responds fast! avg. 2 hours 11 minutes

Price per night from

$335

Ye Old Country Store Inn Enjoy Ski & Lake Country in Canada

Oro Station chateau

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$335

Walk Out & Ski!!

Horseshoe Valley condo

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$230

Carriage Hills Resort Two-Bedroom Suite

Shanty Bay condo

2 bedrooms
2 bathrooms

sleeps 8

Price per night from

$252

Carriage Ridge Resort 2 bedroom suite

Shanty Bay apartment

2 bedrooms
3 bathrooms

sleeps 8

Price per night from

$252

Luxury Accommodation At A Reasonable Price

Barrie b&b

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$252

Myrna's Chateau in beautiful Lagoon City

Brechin house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$461

Lakefront Cottage Near Barrie

Shanty Bay house

5 bedrooms
3 bathrooms

sleeps 12

Price per night from

$545

Lake House-S/W Exposure! Hot Tub Sandy Water Game Rm!

Keswick cottage

6 bedrooms
4 bathrooms

sleeps 12

Price per night from

$587

The Woodlands Hideaway

Warminster house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$402

New Moon

Keswick bungalow

4 bedrooms
2 bathrooms

sleeps 6

Price per night from

$151

Idyllic Ontario Cottage Retreat: Serene Lakeside Getaway

Innisfil house

5 bedrooms
4 bathrooms

sleeps 12

Price per night from

$838

GLOBALSTAY. Waterfront Cottage

Brechin house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 59 minutes

Price per night from

$183

GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe

Keswick house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 59 minutes

Price per night from

$209

For RENT / 2 BDR & 2Bath at Friday Harbour Highpoint!

Innisfil apartment

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$62

Modern lakehouse | lake simcoe

Beaverton cottage

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$670

GLOBALSTAY. 4-Bedroom Detached House Near Lake Simcoe

Keswick house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 59 minutes

Price per night from

$165

Carriage Hills retreat rental Qeen Studio

Horseshoe Valley private room

1 bedroom
1 bathroom

sleeps 6

Price per night from

$292

Cozy Chalet in Horseshoe Valley

Horseshoe Valley house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$273

Beautiful 4bdrm Townhouse Barrie 7 mins to Lakeshore

Barrie house

4 bedrooms
3 bathrooms

sleeps 7

Price per night from

$458

Cottage in Lake Simcoe/5 Bedrooms/10 Guests

Innisfil house

5 bedrooms
3 bathrooms

sleeps 10

Price per night from

$587

Barrie North Retreat

Barrie house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$231

Horseshoe Valley Fieldview Farm

Horseshoe Valley farmhouse

5 bedrooms
2 bathrooms

sleeps 12

Price per night from

$306

Luxury Studio-King Bed with Queen Pullout near Horseshoe Valley

Horseshoe Valley condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$419

Waterfront Cottage on the Lake Simcoe, Orillia

Orillia house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$393

Graceful Lake Escape

Innisfil apartment

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$180

Cozy Whole Home, Pet Friendly, & Central to Lake Simcoe, Rama & Horseshoe Valley

Warminster house

2 bedrooms
1 bathroom

sleeps 8

Price per night from

$159

Carriage Hills Rental

Horseshoe Valley house

1 bedroom
1 bathroom

sleeps 6

Price per night from

$321

Waterfront 4BR Cottage: HotTub & Boat Deck & BBQ

Beaverton house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$249

Georgian Country Guesthouse minutes to Lake Simcoe

Jacksons Point guest house

1 bedroom
2 bathrooms

sleeps 2

Responds fast! avg. 3 hours 23 minutes

Price per night from

$113

Lavish 4BR House Near Simcoe Lake & FH Resort

Innisfil house

4 bedrooms
3 bathrooms

sleeps 7

Price per night from

$210

Viewing 38 of 46
rentals in Lake Simcoe, Ontario, Canada

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Lake Simcoe, Ontario, Canada Rentals

Per night

46 rentals

Viewing 38 of 46rentals in Lake Simcoe, Ontario, Canada

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Viewing 38 of 46
rentals in Lake Simcoe, Ontario, Canada