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Orangeville Holiday Rentals

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33 rentals in Orangeville.
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Beautiful furnished Home in Downtown Orangeville, holiday rental in Orangeville
Beautiful furnished Home in Downtown Orangeville, holiday rental in Orangeville
Beautiful furnished Home in Downtown Orangeville, holiday rental in Orangeville

Beautiful furnished Home in Downtown Orangeville

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Fully Furnished 2 Bedroom apt Unit, holiday rental in Orangeville
Fully Furnished 2 Bedroom apt Unit, holiday rental in Orangeville
Fully Furnished 2 Bedroom apt Unit, holiday rental in Orangeville

Fully Furnished 2 Bedroom apt Unit

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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The Carriage House-Urban Staycation & Work * Home!, holiday rental in Orangeville
The Carriage House-Urban Staycation & Work * Home!, holiday rental in Orangeville
The Carriage House-Urban Staycation & Work * Home!, holiday rental in Orangeville

The Carriage House-Urban Staycation & Work * Home!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Charming Rural Getaway - close to hiking and skiing

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Rustic-Chic Foxglove Farm only 1hr from Toronto, holiday rental in Orangeville
Rustic-Chic Foxglove Farm only 1hr from Toronto, holiday rental in Orangeville
Rustic-Chic Foxglove Farm only 1hr from Toronto, holiday rental in Orangeville

Rustic-Chic Foxglove Farm only 1hr from Toronto

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Beeberry Cottage at Laurenwood Farm, holiday rental in Orangeville
Beeberry Cottage at Laurenwood Farm, holiday rental in Orangeville
Beeberry Cottage at Laurenwood Farm, holiday rental in Orangeville

Beeberry Cottage at Laurenwood Farm

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
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Up country guest house, holiday rental in Orangeville
Up country guest house, holiday rental in Orangeville
Up country guest house, holiday rental in Orangeville

Up country guest house

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Spacious 3 Bedroom apartment  surrounded by nature in georgeous Caledon Hills, holiday rental in Orangeville
Spacious 3 Bedroom apartment  surrounded by nature in georgeous Caledon Hills, holiday rental in Orangeville
Spacious 3 Bedroom apartment  surrounded by nature in georgeous Caledon Hills, holiday rental in Orangeville

Spacious 3 Bedroom apartment surrounded by nature in georgeous Caledon Hills

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
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Rustic Loft in Working Horse Barn- Laurenwood Farm, holiday rental in Orangeville
Rustic Loft in Working Horse Barn- Laurenwood Farm, holiday rental in Orangeville
Rustic Loft in Working Horse Barn- Laurenwood Farm, holiday rental in Orangeville

Rustic Loft in Working Horse Barn- Laurenwood Farm

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
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Peartree Bed and Breakfast, holiday rental in Orangeville
Peartree Bed and Breakfast, holiday rental in Orangeville
Peartree Bed and Breakfast, holiday rental in Orangeville

Peartree Bed and Breakfast

Private Room
2 bedrooms
1 bathroom
Sleeps 4
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Rustic Beach House With Bunkhouse | Beach Front - Located in Beautiful Ontario, holiday rental in Orangeville
Rustic Beach House With Bunkhouse | Beach Front - Located in Beautiful Ontario, holiday rental in Orangeville
Rustic Beach House With Bunkhouse | Beach Front - Located in Beautiful Ontario, holiday rental in Orangeville

Rustic Beach House With Bunkhouse | Beach Front - Located in Beautiful Ontario

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Rustic-Chic Foxglove Farm - 1hr from Toronto, holiday rental in Orangeville
Rustic-Chic Foxglove Farm - 1hr from Toronto, holiday rental in Orangeville
Rustic-Chic Foxglove Farm - 1hr from Toronto, holiday rental in Orangeville

Rustic-Chic Foxglove Farm - 1hr from Toronto

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Caledon Country Estate, holiday rental in Orangeville
Caledon Country Estate, holiday rental in Orangeville
Caledon Country Estate, holiday rental in Orangeville

Caledon Country Estate

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Cheltenham Suites - The Escarpment Suite, holiday rental in Orangeville
Cheltenham Suites - The Escarpment Suite, holiday rental in Orangeville
Cheltenham Suites - The Escarpment Suite, holiday rental in Orangeville

Cheltenham Suites - The Escarpment Suite

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Mi Casa, Su Casa, holiday rental in Orangeville
Mi Casa, Su Casa, holiday rental in Orangeville
Mi Casa, Su Casa, holiday rental in Orangeville

Mi Casa, Su Casa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Cottage for rent - Notre-Dame-des-Bois, holiday rental in Orangeville
Cottage for rent - Notre-Dame-des-Bois, holiday rental in Orangeville
Cottage for rent - Notre-Dame-des-Bois, holiday rental in Orangeville

Cottage for rent - Notre-Dame-des-Bois

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
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Beautiful and spacious two bed room apartment, holiday rental in Orangeville
Beautiful and spacious two bed room apartment, holiday rental in Orangeville
Beautiful and spacious two bed room apartment, holiday rental in Orangeville

Beautiful and spacious two bed room apartment

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Beautiful and Comfortable one bedroom Apartment, holiday rental in Orangeville
Beautiful and Comfortable one bedroom Apartment, holiday rental in Orangeville
Beautiful and Comfortable one bedroom Apartment, holiday rental in Orangeville

Beautiful and Comfortable one bedroom Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Country Estate north of Brampton Ontario, holiday rental in Orangeville
Country Estate north of Brampton Ontario, holiday rental in Orangeville
Country Estate north of Brampton Ontario, holiday rental in Orangeville

Country Estate north of Brampton Ontario

Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Country Retreat on Horse Farm , holiday rental in Orangeville
Country Retreat on Horse Farm , holiday rental in Orangeville
Country Retreat on Horse Farm , holiday rental in Orangeville

Country Retreat on Horse Farm

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Renovated 3 bedroom house with views of lake, holiday rental in Orangeville
Renovated 3 bedroom house with views of lake, holiday rental in Orangeville
Renovated 3 bedroom house with views of lake, holiday rental in Orangeville

Renovated 3 bedroom house with views of lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Executive King Room * Detached House Upper Level, holiday rental in Orangeville
Executive King Room * Detached House Upper Level, holiday rental in Orangeville
Executive King Room * Detached House Upper Level, holiday rental in Orangeville

Executive King Room * Detached House Upper Level

Holiday Rental House
1 bedroom
3 bathrooms
Sleeps 2
Match: Sleeps
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Unique Zen Den Guest Suite In Alliston, holiday rental in Orangeville
Unique Zen Den Guest Suite In Alliston, holiday rental in Orangeville
Unique Zen Den Guest Suite In Alliston, holiday rental in Orangeville

Unique Zen Den Guest Suite In Alliston

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
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Peaceful Retreat at Story Book Meadows near Alliston, holiday rental in Orangeville
Peaceful Retreat at Story Book Meadows near Alliston, holiday rental in Orangeville
Peaceful Retreat at Story Book Meadows near Alliston, holiday rental in Orangeville

Peaceful Retreat at Story Book Meadows near Alliston

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Hockley guest cottage , holiday rental in Orangeville
Hockley guest cottage , holiday rental in Orangeville
Hockley guest cottage , holiday rental in Orangeville

Hockley guest cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Circa 1850 Settlers Cabin - Located in Tropical Ontario with Private Chef Servi, holiday rental in Orangeville
Circa 1850 Settlers Cabin - Located in Tropical Ontario with Private Chef Servi, holiday rental in Orangeville
Circa 1850 Settlers Cabin - Located in Tropical Ontario with Private Chef Servi, holiday rental in Orangeville

Circa 1850 Settlers Cabin - Located in Tropical Ontario with Private Chef Servi

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rustic Beach House | Beach Front - Located in Wonderful Ontario, holiday rental in Orangeville
Rustic Beach House | Beach Front - Located in Wonderful Ontario, holiday rental in Orangeville
Rustic Beach House | Beach Front - Located in Wonderful Ontario, holiday rental in Orangeville

Rustic Beach House | Beach Front - Located in Wonderful Ontario

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cheltenham Suites - The Badlands Suite, holiday rental in Orangeville
Cheltenham Suites - The Badlands Suite, holiday rental in Orangeville
Cheltenham Suites - The Badlands Suite, holiday rental in Orangeville

Cheltenham Suites - The Badlands Suite

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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The Big Happy Place, holiday rental in Orangeville
The Big Happy Place, holiday rental in Orangeville
The Big Happy Place, holiday rental in Orangeville

The Big Happy Place

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Private 4 bdrm, 4 bath home in Mulmur with incredible sunset views!!, holiday rental in Orangeville
Private 4 bdrm, 4 bath home in Mulmur with incredible sunset views!!, holiday rental in Orangeville
Private 4 bdrm, 4 bath home in Mulmur with incredible sunset views!!, holiday rental in Orangeville

Private 4 bdrm, 4 bath home in Mulmur with incredible sunset views!!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Renovated 4 Season Chalet-Private 15 Acre Estate Only 1hr From Toronto, holiday rental in Orangeville
Renovated 4 Season Chalet-Private 15 Acre Estate Only 1hr From Toronto, holiday rental in Orangeville
Renovated 4 Season Chalet-Private 15 Acre Estate Only 1hr From Toronto, holiday rental in Orangeville

Renovated 4 Season Chalet-Private 15 Acre Estate Only 1hr From Toronto

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Bright Single bedroom with Desk and Chair in Brampton, holiday rental in Orangeville
Bright Single bedroom with Desk and Chair in Brampton, holiday rental in Orangeville
Bright Single bedroom with Desk and Chair in Brampton, holiday rental in Orangeville

Bright Single bedroom with Desk and Chair in Brampton

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fully Renovated 2 Bedroom Cottage with Creek view, holiday rental in Orangeville
Fully Renovated 2 Bedroom Cottage with Creek view, holiday rental in Orangeville
Fully Renovated 2 Bedroom Cottage with Creek view, holiday rental in Orangeville

Fully Renovated 2 Bedroom Cottage with Creek view

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stretch limousine for groups! , holiday rental in Orangeville
Stretch limousine for groups! , holiday rental in Orangeville
Stretch limousine for groups! , holiday rental in Orangeville

Stretch limousine for groups!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 1
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Short & Extended Stay - 2 Bedroom Basement Apartment , holiday rental in Orangeville
Short & Extended Stay - 2 Bedroom Basement Apartment , holiday rental in Orangeville
Short & Extended Stay - 2 Bedroom Basement Apartment , holiday rental in Orangeville

Short & Extended Stay - 2 Bedroom Basement Apartment

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 1
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