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Orangeville Holiday Apartments

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50 rentals in Orangeville.
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Furnished 3 bedroom Home with Gas Fireplace/fenced yard - Downtown Orangeville, holiday rental in Orangeville
Furnished 3 bedroom Home with Gas Fireplace/fenced yard - Downtown Orangeville, holiday rental in Orangeville
Furnished 3 bedroom Home with Gas Fireplace/fenced yard - Downtown Orangeville, holiday rental in Orangeville

Furnished 3 bedroom Home with Gas Fireplace/fenced yard - Downtown Orangeville

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Fully Furnished 2 Bedroom home . Sleeps 4. Pets for a minor fee, holiday rental in Orangeville
Fully Furnished 2 Bedroom home . Sleeps 4. Pets for a minor fee, holiday rental in Orangeville
Fully Furnished 2 Bedroom home . Sleeps 4. Pets for a minor fee, holiday rental in Orangeville

Fully Furnished 2 Bedroom home . Sleeps 4. Pets for a minor fee

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
Match: Sleeps
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Entire place, Ground level walkout Basement  with Huge backyard, holiday rental in Orangeville
Entire place, Ground level walkout Basement  with Huge backyard, holiday rental in Orangeville
Entire place, Ground level walkout Basement  with Huge backyard, holiday rental in Orangeville

Entire place, Ground level walkout Basement with Huge backyard

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Rural Getaway - close to hiking and skiing

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beeberry Cottage, holiday rental in Orangeville
Beeberry Cottage, holiday rental in Orangeville
Beeberry Cottage, holiday rental in Orangeville

Beeberry Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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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
Match: Sleeps
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Peaceful retreat  surrounded by nature in georgeous Caledon Hills, holiday rental in Orangeville
Peaceful retreat  surrounded by nature in georgeous Caledon Hills, holiday rental in Orangeville
Peaceful retreat  surrounded by nature in georgeous Caledon Hills, holiday rental in Orangeville

Peaceful retreat surrounded by nature in georgeous Caledon Hills

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Rustic Loft in Working Horse Barn, holiday rental in Orangeville
Rustic Loft in Working Horse Barn, holiday rental in Orangeville
Rustic Loft in Working Horse Barn, holiday rental in Orangeville

Rustic Loft in Working Horse Barn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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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
Match: Sleeps
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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
Match: Sleeps
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Caledon Country Estate 7 day family rental not available for weddings, holiday rental in Orangeville
Caledon Country Estate 7 day family rental not available for weddings, holiday rental in Orangeville
Caledon Country Estate 7 day family rental not available for weddings, holiday rental in Orangeville

Caledon Country Estate 7 day family rental not available for weddings

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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The Retreat , holiday rental in Orangeville
The Retreat , holiday rental in Orangeville
The Retreat , holiday rental in Orangeville

The Retreat

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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
Match: Sleeps
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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
Match: Sleeps
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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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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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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 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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Secluded Waterfront Oasis for an Amazing Getaway!, holiday rental in Orangeville
Secluded Waterfront Oasis for an Amazing Getaway!, holiday rental in Orangeville
Secluded Waterfront Oasis for an Amazing Getaway!, holiday rental in Orangeville

Secluded Waterfront Oasis for an Amazing Getaway!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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Charming Bungalow 25 mins from Toronto Airport, holiday rental in Orangeville
Charming Bungalow 25 mins from Toronto Airport, holiday rental in Orangeville
Charming Bungalow 25 mins from Toronto Airport, holiday rental in Orangeville

Charming Bungalow 25 mins from Toronto Airport

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Modern, newly decorated, cozy 1 bed apartment, holiday rental in Orangeville
Modern, newly decorated, cozy 1 bed apartment, holiday rental in Orangeville
Modern, newly decorated, cozy 1 bed apartment, holiday rental in Orangeville

Modern, newly decorated, cozy 1 bed apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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LUXURY UNIQUE GUEST SUITE, holiday rental in Orangeville
LUXURY UNIQUE GUEST SUITE, holiday rental in Orangeville
LUXURY UNIQUE GUEST SUITE, holiday rental in Orangeville

LUXURY UNIQUE GUEST SUITE

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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LUXURIOUS VILLA w/ HEATED POOL, holiday rental in Orangeville
LUXURIOUS VILLA w/ HEATED POOL, holiday rental in Orangeville
LUXURIOUS VILLA w/ HEATED POOL, holiday rental in Orangeville

LUXURIOUS VILLA w/ HEATED POOL

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Luxury country home in Mulmur Hills Ontario, holiday rental in Orangeville
Luxury country home in Mulmur Hills Ontario, holiday rental in Orangeville
Luxury country home in Mulmur Hills Ontario, holiday rental in Orangeville

Luxury country home in Mulmur Hills Ontario

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Elegant Bungalow In The Prestigious Village Of Hockley, holiday rental in Orangeville
Elegant Bungalow In The Prestigious Village Of Hockley, holiday rental in Orangeville
Elegant Bungalow In The Prestigious Village Of Hockley, holiday rental in Orangeville

Elegant Bungalow In The Prestigious Village Of Hockley

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Private and peaceful farmhouse in Hockley Valley, holiday rental in Orangeville
Private and peaceful farmhouse in Hockley Valley, holiday rental in Orangeville
Private and peaceful farmhouse in Hockley Valley, holiday rental in Orangeville

Private and peaceful farmhouse in Hockley Valley

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A spectacular cabin setting in the woods, holiday rental in Orangeville
A spectacular cabin setting in the woods, holiday rental in Orangeville
A spectacular cabin setting in the woods, holiday rental in Orangeville

A spectacular cabin setting in the woods

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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MASSIVE DETACHED LUXURY HOME, holiday rental in Orangeville
MASSIVE DETACHED LUXURY HOME, holiday rental in Orangeville
MASSIVE DETACHED LUXURY HOME, holiday rental in Orangeville

MASSIVE DETACHED LUXURY HOME

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Contemporary Warm Bohemian 3-BR Townhome with office space

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Peak House - Luxury Living on this 100 acre country retreat, holiday rental in Orangeville
Peak House - Luxury Living on this 100 acre country retreat, holiday rental in Orangeville
Peak House - Luxury Living on this 100 acre country retreat, holiday rental in Orangeville

Peak House - Luxury Living on this 100 acre country retreat

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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The Lotus Manor, holiday rental in Orangeville
The Lotus Manor, holiday rental in Orangeville
The Lotus Manor, holiday rental in Orangeville

The Lotus Manor

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Incredible views from this 5bdrm 4bath country home in Mulmur. Hot Tub! Pool!, holiday rental in Orangeville
Incredible views from this 5bdrm 4bath country home in Mulmur. Hot Tub! Pool!, holiday rental in Orangeville
Incredible views from this 5bdrm 4bath country home in Mulmur. Hot Tub! Pool!, holiday rental in Orangeville

Incredible views from this 5bdrm 4bath country home in Mulmur. Hot Tub! Pool!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming 4bdrm 3bath house with 3bdrm detached studio! Hot Tub!, holiday rental in Orangeville
Charming 4bdrm 3bath house with 3bdrm detached studio! Hot Tub!, holiday rental in Orangeville
Charming 4bdrm 3bath house with 3bdrm detached studio! Hot Tub!, holiday rental in Orangeville

Charming 4bdrm 3bath house with 3bdrm detached studio! Hot Tub!

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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A Charming, Rustic 140-Year-Old Carriage House, holiday rental in Orangeville
A Charming, Rustic 140-Year-Old Carriage House, holiday rental in Orangeville
A Charming, Rustic 140-Year-Old Carriage House, holiday rental in Orangeville

A Charming, Rustic 140-Year-Old Carriage House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hockley Hollow Hidden Treasure, holiday rental in Orangeville
Hockley Hollow Hidden Treasure, holiday rental in Orangeville
Hockley Hollow Hidden Treasure, holiday rental in Orangeville

Hockley Hollow Hidden Treasure

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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PARADISE OVERLOOKING THE  BUBBLING CREDIT RIVER SURRONDED BY LUSH MATURE GARDENS, holiday rental in Orangeville
PARADISE OVERLOOKING THE  BUBBLING CREDIT RIVER SURRONDED BY LUSH MATURE GARDENS, holiday rental in Orangeville
PARADISE OVERLOOKING THE  BUBBLING CREDIT RIVER SURRONDED BY LUSH MATURE GARDENS, holiday rental in Orangeville

PARADISE OVERLOOKING THE BUBBLING CREDIT RIVER SURRONDED BY LUSH MATURE GARDENS

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful MidCentury House on 10 Acres near Caledon, holiday rental in Orangeville
Beautiful MidCentury House on 10 Acres near Caledon, holiday rental in Orangeville
Beautiful MidCentury House on 10 Acres near Caledon, holiday rental in Orangeville

Beautiful MidCentury House on 10 Acres near Caledon

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

Independent House

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 10
Match: Sleeps
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Entire Private Studio Apartment in Alton, Ontario, holiday rental in Orangeville
Entire Private Studio Apartment in Alton, Ontario, holiday rental in Orangeville
Entire Private Studio Apartment in Alton, Ontario, holiday rental in Orangeville

Entire Private Studio Apartment in Alton, Ontario

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful 5 Bed, 3 Bath Country House in Caledon! 2 Acres! Pool!, holiday rental in Orangeville
Beautiful 5 Bed, 3 Bath Country House in Caledon! 2 Acres! Pool!, holiday rental in Orangeville
Beautiful 5 Bed, 3 Bath Country House in Caledon! 2 Acres! Pool!, holiday rental in Orangeville

Beautiful 5 Bed, 3 Bath Country House in Caledon! 2 Acres! Pool!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Luxury estate property with heated salt water pool -sleeps 12-14!!, holiday rental in Orangeville
Luxury estate property with heated salt water pool -sleeps 12-14!!, holiday rental in Orangeville
Luxury estate property with heated salt water pool -sleeps 12-14!!, holiday rental in Orangeville

Luxury estate property with heated salt water pool -sleeps 12-14!!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful 3 bedroom cottage located in Mono, holiday rental in Orangeville
Beautiful 3 bedroom cottage located in Mono, holiday rental in Orangeville
Beautiful 3 bedroom cottage located in Mono, holiday rental in Orangeville

Beautiful 3 bedroom cottage located in Mono

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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