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Holiday Rentals in Orillia

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50 rentals in Orillia.
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Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property, holiday rental in Orillia

Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Leaning Tree Cottage, holiday rental in Orillia

Leaning Tree Cottage

3 bedrooms
1 bathroom
Sleeps 10
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Family and Friend Gateway to Sunshine city

0 bedrooms
0 bathrooms
Sleeps 0
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Simcoe Lake House Oasis, holiday rental in Orillia

Simcoe Lake House Oasis

6 bedrooms
5 bathrooms
Sleeps 16
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Family Cottage Escape on Lake Couchiching, holiday rental in Orillia

Family Cottage Escape on Lake Couchiching

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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EXECUTIVE WATERFRONT ON BASS LAKE ORILLIA -SUMMER!, holiday rental in Orillia

EXECUTIVE WATERFRONT ON BASS LAKE ORILLIA -SUMMER!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake Simcoe Waterfront Cottage Getaway, holiday rental in Orillia

Lake Simcoe Waterfront Cottage Getaway

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Luxury Cottage On Lake Simcoe SLEEPS 16+, holiday rental in Orillia

Luxury Cottage On Lake Simcoe SLEEPS 16+

6 bedrooms
5 bathrooms
Sleeps 16
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Murmuring Maples, holiday rental in Orillia

Murmuring Maples

1 bedroom
1 bathroom
Sleeps 2
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Luxury Chalet Cottage Simcoe, holiday rental in Orillia

Luxury Chalet Cottage Simcoe

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Waterfront Cottage - Boater's Paradise, holiday rental in Orillia

Beautiful Waterfront Cottage - Boater's Paradise

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Peaceful Waterfront Retreat on Lake Simcoe, holiday rental in Orillia

Peaceful Waterfront Retreat on Lake Simcoe

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cute and relaxing cottage on the lake, holiday rental in Orillia

Cute and relaxing cottage on the lake

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Amazing Waterfront Cottage at Big Bay Point, holiday rental in Orillia

Amazing Waterfront Cottage at Big Bay Point

4 bedrooms
2 bathrooms
Sleeps 10
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Horseshoe Valley Fieldview Farm, holiday rental in Orillia

Horseshoe Valley Fieldview Farm

5 bedrooms
2 bathrooms
Sleeps 12
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Horseshoe Valley Farm, holiday rental in Orillia

Horseshoe Valley Farm

3 bedrooms
2 bathrooms
Sleeps 7
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Wifi! Brand New Waterfront Contemporary Rebuild; High-End Finishes and Amenities, holiday rental in Orillia

Wifi! Brand New Waterfront Contemporary Rebuild; High-End Finishes and Amenities

6 bedrooms
3 bathrooms
Sleeps 12
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Country Charm - 2, holiday rental in Orillia

Country Charm - 2

3 bedrooms
1 bathroom
Sleeps 3
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Cottage living, resort lifestyle setting, Perfect for family of 4-6 with a dog, holiday rental in Orillia

Cottage living, resort lifestyle setting, Perfect for family of 4-6 with a dog

2 bedrooms
1 bathroom
Sleeps 6
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Dream Cottage on the lake, holiday rental in Orillia

Dream Cottage on the lake

5 bedrooms
2 bathrooms
Sleeps 14
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Ye Old Country Store Inn Enjoy Ski & Lake Country in Canada, holiday rental in Orillia

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

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Muskoka  3 bdr waterfront. Incredible view, holiday rental in Orillia

Muskoka 3 bdr waterfront. Incredible view

3 bedrooms
2 bathrooms
Sleeps 8
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Clean Picturesque Boater Paradise, holiday rental in Orillia

Clean Picturesque Boater Paradise

3 bedrooms
1 bathroom
Sleeps 8
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Cozy Chalet in Horseshoe Valley, holiday rental in Orillia

Cozy Chalet in Horseshoe Valley

4 bedrooms
2 bathrooms
Sleeps 10
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Carriage Hills Resort Fabulous 2 br sleep8, holiday rental in Orillia

Carriage Hills Resort Fabulous 2 br sleep8

2 bedrooms
2 bathrooms
Sleeps 8
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Ravens Ridge Bed and Breakfast Rose Garden, holiday rental in Orillia

Ravens Ridge Bed and Breakfast Rose Garden

1 bedroom
1 bathroom
Sleeps 2
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Lake Couchiching Getaway, holiday rental in Orillia

Lake Couchiching Getaway

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE!, holiday rental in Orillia

ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE!

4 bedrooms
4 bathrooms
Sleeps 10
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Cozy lake front cottage, holiday rental in Orillia

Cozy lake front cottage

1 bedroom
1 bathroom
Sleeps 4
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Shamrock Bay Resort Cottage, holiday rental in Orillia

Shamrock Bay Resort Cottage

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Guest House meets Cottage on private 9 acres - fully equipped / self contained, holiday rental in Orillia

Guest House meets Cottage on private 9 acres - fully equipped / self contained

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Waterfront Cottage, holiday rental in Orillia

Cozy Waterfront Cottage

4 bedrooms
2 bathrooms
Sleeps 11
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All Season Retreat on Lake Simcoe, holiday rental in Orillia

All Season Retreat on Lake Simcoe

2 bedrooms
2 bathrooms
Sleeps 5
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Stunning Big Bay Point Lake House, holiday rental in Orillia

Stunning Big Bay Point Lake House

4 bedrooms
3 bathrooms
Sleeps 8
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Walk Out & Ski!!, holiday rental in Orillia

Walk Out & Ski!!

2 bedrooms
2 bathrooms
Sleeps 6
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Carriage Ridge Resort 2 bedroom suite, holiday rental in Orillia

Carriage Ridge Resort 2 bedroom suite

2 bedrooms
3 bathrooms
Sleeps 8
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Country Charm -1, holiday rental in Orillia

Country Charm -1

2 bedrooms
1 bathroom
Sleeps 2
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Country Charm - 3, holiday rental in Orillia

Country Charm - 3

4 bedrooms
1 bathroom
Sleeps 2
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Country Charm - 4, holiday rental in Orillia

Country Charm - 4

4 bedrooms
1 bathroom
Sleeps 3
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Cabin for 2 light breakfast, holiday rental in Orillia

Cabin for 2 light breakfast

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Alquilo semana del 24 al 31 Agosto en Espectacular Resort Ontario Canada, holiday rental in Orillia

Rent week from 24 to 31 August at Spectacular Resort Ontario Canada

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ravens Ridge Bed and Breakfast Sweet Dreams, holiday rental in Orillia

Ravens Ridge Bed and Breakfast Sweet Dreams

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ravens Ridge Bed and Breakfast River Rock Suite, holiday rental in Orillia

Ravens Ridge Bed and Breakfast River Rock Suite

1 bedroom
1 bathroom
Sleeps 2
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2BR 2 Bath Brand New Luxury Condo - Perfect Vacation rental, holiday rental in Orillia

2BR 2 Bath Brand New Luxury Condo - Perfect Vacation rental

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'Serenity at its Best', holiday rental in Orillia

'Serenity at its Best'

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lake house on Simcoe, holiday rental in Orillia

Lake house on Simcoe

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Myrna's Chateau in beautiful Lagoon City, holiday rental in Orillia

Myrna's Chateau in beautiful Lagoon City

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Lush Cottage with Beautiful Warfront View, w/ Swimming Pool, BBQ, Luxury feel, holiday rental in Orillia

Lush Cottage with Beautiful Warfront View, w/ Swimming Pool, BBQ, Luxury feel

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Friday Harbour Resort on Lake Simcoe, holiday rental in Orillia

Friday Harbour Resort on Lake Simcoe

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Muskoka  1bdr Very Cozy Waterfront Cottage, holiday rental in Orillia

Muskoka 1bdr Very Cozy Waterfront Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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