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Orangeville House Rentals

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

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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Fully Furnished 2 Bedroom home . Sleeps 4. Pets $25/day/ pet max $250 per stay, vacation rental in Orangeville
Fully Furnished 2 Bedroom home . Sleeps 4. Pets $25/day/ pet max $250 per stay, vacation rental in Orangeville
Fully Furnished 2 Bedroom home . Sleeps 4. Pets $25/day/ pet max $250 per stay, vacation rental in Orangeville

Fully Furnished 2 Bedroom home . Sleeps 4. Pets $25/day/ pet max $250 per stay

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A private & stylish urban studio, vacation rental in Orangeville
A private & stylish urban studio, vacation rental in Orangeville
A private & stylish urban studio, vacation rental in Orangeville

A private & stylish urban studio

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Entire place, Ground level walkout Basement  with Huge backyard, vacation rental in Orangeville
Entire place, Ground level walkout Basement  with Huge backyard, vacation rental in Orangeville
Entire place, Ground level walkout Basement  with Huge backyard, vacation 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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Beautiful MidCentury House on 10 Acres near Caledon, vacation rental in Orangeville
Beautiful MidCentury House on 10 Acres near Caledon, vacation rental in Orangeville
Beautiful MidCentury House on 10 Acres near Caledon, vacation 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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Beeberry Cottage, vacation rental in Orangeville
Beeberry Cottage, vacation rental in Orangeville
Beeberry Cottage, vacation rental in Orangeville

Beeberry Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Up country guest house, vacation rental in Orangeville
Up country guest house, vacation rental in Orangeville
Up country guest house, vacation 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, vacation rental in Orangeville
Peaceful retreat  surrounded by nature in georgeous Caledon Hills, vacation rental in Orangeville
Peaceful retreat  surrounded by nature in georgeous Caledon Hills, vacation 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, vacation rental in Orangeville
Rustic Loft in Working Horse Barn, vacation rental in Orangeville
Rustic Loft in Working Horse Barn, vacation 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, vacation rental in Orangeville
Peartree Bed and Breakfast, vacation rental in Orangeville
Peartree Bed and Breakfast, vacation 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, vacation rental in Orangeville
Rustic Beach House With Bunkhouse | Beach Front - Located in Beautiful Ontario, vacation rental in Orangeville
Rustic Beach House With Bunkhouse | Beach Front - Located in Beautiful Ontario, vacation 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, vacation rental in Orangeville
Caledon Country Estate 7 day family rental not available for weddings, vacation rental in Orangeville
Caledon Country Estate 7 day family rental not available for weddings, vacation 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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Private and peaceful farmhouse in Hockley Valley, vacation rental in Orangeville
Private and peaceful farmhouse in Hockley Valley, vacation rental in Orangeville
Private and peaceful farmhouse in Hockley Valley, vacation 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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Cottage for rent - Notre-Dame-des-Bois, vacation rental in Orangeville
Cottage for rent - Notre-Dame-des-Bois, vacation rental in Orangeville
Cottage for rent - Notre-Dame-des-Bois, vacation 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, vacation rental in Orangeville
Beautiful and spacious two bed room apartment, vacation rental in Orangeville
Beautiful and spacious two bed room apartment, vacation 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, vacation rental in Orangeville
Beautiful and Comfortable one bedroom Apartment, vacation rental in Orangeville
Beautiful and Comfortable one bedroom Apartment, vacation 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, vacation rental in Orangeville
Country Estate north of Brampton Ontario, vacation rental in Orangeville
Country Estate north of Brampton Ontario, vacation 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 , vacation rental in Orangeville
Country Retreat on Horse Farm , vacation rental in Orangeville
Country Retreat on Horse Farm , vacation 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, vacation rental in Orangeville
Renovated 3 bedroom house with views of lake, vacation rental in Orangeville
Renovated 3 bedroom house with views of lake, vacation 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, vacation rental in Orangeville
Peaceful Retreat at Story Book Meadows Near Alliston, vacation rental in Orangeville
Peaceful Retreat at Story Book Meadows Near Alliston, vacation 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 , vacation rental in Orangeville
Hockley guest cottage , vacation rental in Orangeville
Hockley guest cottage , vacation 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, vacation rental in Orangeville
Circa 1850 Settlers Cabin - Located in Tropical Ontario with Private Chef Servi, vacation rental in Orangeville
Circa 1850 Settlers Cabin - Located in Tropical Ontario with Private Chef Servi, vacation 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, vacation rental in Orangeville
Rustic Beach House | Beach Front - Located in Wonderful Ontario, vacation rental in Orangeville
Rustic Beach House | Beach Front - Located in Wonderful Ontario, vacation 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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A setting for a rustic wedding, family reunion or wellness retreat, vacation rental in Orangeville
A setting for a rustic wedding, family reunion or wellness retreat, vacation rental in Orangeville
A setting for a rustic wedding, family reunion or wellness retreat, vacation rental in Orangeville

A setting for a rustic wedding, family reunion or wellness retreat

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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The Big Happy Place, vacation rental in Orangeville
The Big Happy Place, vacation rental in Orangeville
The Big Happy Place, vacation rental in Orangeville

The Big Happy Place

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Secluded Waterfront Oasis for an Amazing Getaway!, vacation rental in Orangeville
Secluded Waterfront Oasis for an Amazing Getaway!, vacation rental in Orangeville
Secluded Waterfront Oasis for an Amazing Getaway!, vacation 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, vacation rental in Orangeville
Charming Bungalow 25 mins from Toronto Airport, vacation rental in Orangeville
Charming Bungalow 25 mins from Toronto Airport, vacation 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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DELUXE APARTMENT, vacation rental in Orangeville
DELUXE APARTMENT, vacation rental in Orangeville
DELUXE APARTMENT, vacation rental in Orangeville

DELUXE APARTMENT

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Elegant Bungalow In The Prestigious Village Of Hockley, vacation rental in Orangeville
Elegant Bungalow In The Prestigious Village Of Hockley, vacation rental in Orangeville
Elegant Bungalow In The Prestigious Village Of Hockley, vacation 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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A spectacular cabin setting in the woods, vacation rental in Orangeville
A spectacular cabin setting in the woods, vacation rental in Orangeville
A spectacular cabin setting in the woods, vacation 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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Peak House - Luxury Living on this 100 acre country retreat, vacation rental in Orangeville
Peak House - Luxury Living on this 100 acre country retreat, vacation rental in Orangeville
Peak House - Luxury Living on this 100 acre country retreat, vacation 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, vacation rental in Orangeville
The Lotus Manor, vacation rental in Orangeville
The Lotus Manor, vacation 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!, vacation rental in Orangeville
Incredible views from this 5bdrm 4bath country home in Mulmur. Hot Tub! Pool!, vacation rental in Orangeville
Incredible views from this 5bdrm 4bath country home in Mulmur. Hot Tub! Pool!, vacation 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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A Charming, Rustic 140-Year-Old Carriage House, vacation rental in Orangeville
A Charming, Rustic 140-Year-Old Carriage House, vacation rental in Orangeville
A Charming, Rustic 140-Year-Old Carriage House, vacation 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, vacation rental in Orangeville
Hockley Hollow Hidden Treasure, vacation rental in Orangeville
Hockley Hollow Hidden Treasure, vacation 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, vacation rental in Orangeville
PARADISE OVERLOOKING THE  BUBBLING CREDIT RIVER SURRONDED BY LUSH MATURE GARDENS, vacation rental in Orangeville
PARADISE OVERLOOKING THE  BUBBLING CREDIT RIVER SURRONDED BY LUSH MATURE GARDENS, vacation 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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Independent House, vacation rental in Orangeville
Independent House, vacation rental in Orangeville
Independent House, vacation 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, vacation rental in Orangeville
Entire Private Studio Apartment in Alton, Ontario, vacation rental in Orangeville
Entire Private Studio Apartment in Alton, Ontario, vacation 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!, vacation rental in Orangeville
Beautiful 5 Bed, 3 Bath Country House in Caledon! 2 Acres! Pool!, vacation rental in Orangeville
Beautiful 5 Bed, 3 Bath Country House in Caledon! 2 Acres! Pool!, vacation 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!!, vacation rental in Orangeville
Luxury estate property with heated salt water pool -sleeps 12-14!!, vacation rental in Orangeville
Luxury estate property with heated salt water pool -sleeps 12-14!!, vacation 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, vacation rental in Orangeville
Beautiful 3 bedroom cottage located in Mono, vacation rental in Orangeville
Beautiful 3 bedroom cottage located in Mono, vacation 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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Relax and Renew - your estate awaits!, vacation rental in Orangeville
Relax and Renew - your estate awaits!, vacation rental in Orangeville
Relax and Renew - your estate awaits!, vacation rental in Orangeville

Relax and Renew - your estate awaits!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Comfortable and modern guest place, vacation rental in Orangeville
Comfortable and modern guest place, vacation rental in Orangeville
Comfortable and modern guest place, vacation rental in Orangeville

Comfortable and modern guest place

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Dream Country Escape with Pool and Hot Tub, vacation rental in Orangeville
Dream Country Escape with Pool and Hot Tub, vacation rental in Orangeville
Dream Country Escape with Pool and Hot Tub, vacation rental in Orangeville

Dream Country Escape with Pool and Hot Tub

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Loghouse in the woods, vacation rental in Orangeville
Luxury Loghouse in the woods, vacation rental in Orangeville
Luxury Loghouse in the woods, vacation rental in Orangeville

Luxury Loghouse in the woods

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Caledon Private Living Estate! **Freshly Renovated**, vacation rental in Orangeville
Caledon Private Living Estate! **Freshly Renovated**, vacation rental in Orangeville
Caledon Private Living Estate! **Freshly Renovated**, vacation rental in Orangeville

Caledon Private Living Estate! **Freshly Renovated**

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Charming Log Home - 25 private acres in Caledon, vacation rental in Orangeville
Charming Log Home - 25 private acres in Caledon, vacation rental in Orangeville
Charming Log Home - 25 private acres in Caledon, vacation rental in Orangeville

Charming Log Home - 25 private acres in Caledon

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Stone Edge Estate Bed & Breakfast - Queenston Room, vacation rental in Orangeville
Stone Edge Estate Bed & Breakfast - Queenston Room, vacation rental in Orangeville
Stone Edge Estate Bed & Breakfast - Queenston Room, vacation rental in Orangeville

Stone Edge Estate Bed & Breakfast - Queenston Room

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 1
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