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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 Fieldview Farm

Horseshoe Valley farmhouse

5 bedrooms
2 bathrooms

sleeps 12

Price per night from

$304

Horseshoe Valley Farm

Horseshoe Valley farmhouse

3 bedrooms
2 bathrooms

sleeps 7

Price per night from

$250

Carriage Hills Resort Fabulous 2 br sleep8

Shanty Bay condo

2 bedrooms
2 bathrooms

sleeps 8

Price per night from

$137

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

$191

Charlotte's Cottage-Lake Simcoe

Keswick cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 46 minutes

Price per night from

$246

Cozy Cottage

Georgina cottage

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$119

Barrie. Very very private 4 acres, Whole Property

Barrie house

4 bedrooms
2 bathrooms

sleeps 16

Responds fast! avg. 1 hour 57 minutes

Price per night from

$333

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

Oro Station chateau

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$333

Walk Out & Ski!!

Horseshoe Valley condo

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$229

Carriage Hills Resort Two-Bedroom Suite

Shanty Bay condo

2 bedrooms
2 bathrooms

sleeps 8

Price per night from

$250

Carriage Ridge Resort 2 bedroom suite

Shanty Bay apartment

2 bedrooms
3 bathrooms

sleeps 8

Price per night from

$250

Luxury Accommodation At A Reasonable Price

Barrie b&b

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$250

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

Keswick cottage

6 bedrooms
4 bathrooms

sleeps 12

Price per night from

$583

Myrna's Chateau in beautiful Lagoon City

Brechin house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$458

Lakefront Cottage Near Barrie

Shanty Bay house

5 bedrooms
3 bathrooms

sleeps 12

Price per night from

$541

The Woodlands Hideaway

Warminster house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$400

Cottage With Hot tub, Pool, and Sauna on 20 Acres of private Land

Cookstown house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$332

New Moon

Keswick bungalow

4 bedrooms
2 bathrooms

sleeps 6

Price per night from

$150

GLOBALSTAY. Waterfront Cottage

Brechin house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 59 minutes

Price per night from

$166

GLOBALSTAY. Waterfront Cottage

Brechin house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 59 minutes

Price per night from

$161

Carriage Hills Rental

Horseshoe Valley house

1 bedroom
1 bathroom

sleeps 6

Price per night from

$318

Carriage Hills retreat rental Qeen Studio

Horseshoe Valley private room

1 bedroom
1 bathroom

sleeps 6

Price per night from

$290

Idyllic Ontario Cottage Retreat: Serene Lakeside Getaway

Innisfil house

5 bedrooms
4 bathrooms

sleeps 12

Price per night from

$832

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

$208

Waterfront 4BR Cottage: HotTub & Boat Deck & BBQ

Beaverton house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$248

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

Innisfil apartment

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$61

Modern lakehouse | lake simcoe

Beaverton cottage

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$666

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

$163

Bright and charming rooms in a family house in Innisfil

Innisfil house

2 bedrooms
1 bathroom

sleeps 2

Price per night from

$100

Cozy & Bright Suite w/ Heated Floors, Gas Fireplace, and Spacious Backyard!

Barrie studio

Studio
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 45 minutes

Price per night from

$83

Luxury Garden Suite with Soaker Tub, Spacious Backyard & Off Street Parking!

Barrie studio

Studio
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 45 minutes

Price per night from

$83

Barrie North Retreat

Barrie house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$229

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

Beautiful 4bdrm Townhouse Barrie 7 mins to Lakeshore

Barrie house

4 bedrooms
3 bathrooms

sleeps 7

Price per night from

$457

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

Warminster house

2 bedrooms
1 bathroom

sleeps 8

Price per night from

$158

Waterfront Cottage on the Lake Simcoe, Orillia

Orillia house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$391

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