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30 available short term rental offers

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Orangeville short term rentals
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Best Short term and Weekly rentals in Orangeville

Browse Family Short-Term Rentals in Orangeville

Keep the little ones entertained in Orangeville by choosing a family rental located just steps away from the city’s top attractions.

Little Blue Haven - Orangeville
10 11 reviews
Orangeville
07/27 – 08/04
$243/nighttotal: $1944 (8 )

Little Blue Haven

1 4
apartment , Caledon
This three-bedroom rental property is located in the Caledon hills, offering direct access to nature trails and conservation areas, and is situated within a 10-minute drive of boutique shopping in Orangeville and Erin.
This pet-friendly apartment accommodates up to four guests with a fully equipped kitchen, king and queen beds, and provides convenient access to Osprey Golf Course, Alton Mill Art Centre, and Good Lot Brewing Company.
Bachelor Suite With Trail-walk & Waterfront Access - Orangeville
9.6 28 reviews
Orangeville
07/30 – 08/04
$141/nighttotal: $705 (5 )

Bachelor Suite With Trail-walk & Waterfront Access

1 2
B&B , Orangeville
This private suite is located in a residential area of Orangeville, just a short walk from the town's historic district and scenic trails. The accommodation has consistently received excellent ratings for its cleanliness, location, and overall experience.
The suite offers a private entrance and can accommodate up to two guests. Guests can enjoy amenities like air conditioning, free Wi-Fi, and a private garden, making it a comfortable and convenient base for exploring Orangeville.
Luxury Hockley Estate Spa - Orangeville
9.3 39 reviews
Orangeville
08/07 – 08/10
$1130/nighttotal: $3390 (3 )

Luxury Hockley Estate Spa

1 6
apartment , Orangeville
This five-bedroom, two-bathroom Orangeville vacation home is conveniently located five minutes from Orangeville's town amenities and ten minutes from Hockley Valley Resort, offering easy access to skiing, wine tasting, and hiking.
This 14-guest property boasts a private swim spa, wood-burning sauna, spacious kitchen, large deck, access to a stream for trout fishing, and proximity to a garden center with a driving range and mini-golf, plus an indoor wood-burning stove.
Beautiful Getaway In Orangeville - Orangeville
10 56 reviews
Orangeville
09/15 – 09/25
$122/nighttotal: $1220 (10 )

Beautiful Getaway In Orangeville

1 2
apartment , Orangeville
This apartment in Orangeville offers an excellent location and amenities for travelers. It's family-friendly and has a garden, parking, and air conditioning. The kitchen is equipped with a fridge and freezer, and there's also internet access.
With a user rating of excellent, this one-bathroom apartment can accommodate up to four guests. It's a great choice for those looking for a comfortable and convenient stay in Orangeville.

Best Orangeville lodging with a kitchen

Scenic Casa Azul Retreat With Jacuzzi & Gazebo - Orangeville
Orangeville
06/27 – 07/04
$247/nighttotal: $1729 (7 )

Scenic Casa Azul Retreat With Jacuzzi & Gazebo

3 2
apartment , Caledon
This Caledon rental, a countryside retreat in Alton, offers 2400 sq ft of living space with three bedrooms and two bathrooms for up to six guests, featuring a dedicated workspace and ample parking. Enjoy outdoor amenities like a deck, gazebo, and jacuzzi, with convenient access to Highway 10, placing you a short drive from Orangeville's shops and restaurants, and close to Forks of the Credit Provincial Park, Belfountain Conservation Area, Cheltenham Badlands, and Island Lake Conservation Area.
Ballo - Room 2 - Orangeville
10 2 reviews
Orangeville
09/15 – 09/25
$68/nighttotal: $680 (10 )

Ballo - Room 2

1 2
apartment , Orangeville
This Orangeville studio apartment is located within a 5-minute walk of Broadway's shops, cafes, and restaurants, as well as the historic Opera House and Saturday Farmers Market.
This one-bedroom unit accommodates up to two guests and features a full shared kitchen, a dedicated workspace, a private backyard with a seasonal swimming pool, and garden space for outdoor relaxation.
Spacious Basement Guest Suite - Orangeville
9.9 110 reviews
Orangeville
10/05 – 10/26
$67/nighttotal: $1407 (21 )

Spacious Basement Guest Suite

1 1
apartment , Orangeville
This charming bed and breakfast is located just a short walk from downtown Orangeville and Island Lake Conservation Area, making it a convenient base for exploring the town and surrounding natural beauty. Guests rave about the excellent location, cleanliness, and overall experience.
The basement suite offers a private and comfortable stay for up to two guests. You'll enjoy modern amenities like a queen bed, a sectional sofa bed, a 55" smart TV, and a full bathroom with laundry facilities, along with access to a mini fridge, microwave, toaster, coffee bar, and two space heaters.
Stay In The Heart Of Belfountain - Orangeville
10 1 review
Orangeville
07/08 – 09/04
$230/nighttotal: $13340 (58 )

Stay In The Heart Of Belfountain

1 2
apartment , Caledon
This three-bedroom apartment in Belfountain, Caledon, is located in an 1888 heritage building, steps from local cafes and shops, and minutes from the Forks of the Credit Provincial Park and Belfountain Conservation Area.
The 3-bedroom unit, sleeping up to eight guests, features a full kitchen, air conditioning, parking, internet access, and a 15% discount at the adjacent Belfountain cafe; enjoy hiking, biking, fishing, skiing, and nearby top Ontario golf courses.

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Best Orangeville lodging with laundry available

The Potters Retreat - Orangeville
9.9 36 reviews
Orangeville
07/27 – 08/04
$264/nighttotal: $2112 (8 )

The Potters Retreat

1 4
apartment , Caledon
This charming apartment is located in a converted church in the village of Alton, just a short drive from Caledon's attractions. The peaceful setting offers a unique and historic experience.
The apartment has two bedrooms, a bathroom, and can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, free Wi-Fi, and private parking.
Country Side Greenery - Orangeville
Orangeville
06/27 – 07/04
$132/nighttotal: $924 (7 )

Country Side Greenery

1 2
apartment , Orangeville
This private apartment on over 4 acres offers a tranquil rural escape, located just a short drive from Orangeville and close to the Bruce Trail and Hockley Valley.
This owner-managed rental accommodates 2 guests and features a separate yet connected living space with a kitchen, air conditioning, and internet, allowing pets and providing access to a garden.
Hottub & Private Suite - Casa Facciolo - Orangeville
10 177 reviews
Orangeville
10/05 – 10/26
$141/nighttotal: $2961 (21 )

Hottub & Private Suite - Casa Facciolo

1 1
apartment , Orangeville
This Orangeville house is located in a safe, central neighborhood close to the historic downtown with its boutique shops and restaurants, and within walking distance to the Blues and Jazz Festival in the summer.
The 1-bedroom, 1-bathroom house features a jacuzzi, a garden, and a fireplace, and can accommodate up to 4 guests.
A Modern 3 Bedroom Home With Free Parking & Wifi - Orangeville
9.7 131 reviews
Orangeville
10/05 – 10/26
$123/nighttotal: $2583 (21 )

A Modern 3 Bedroom Home With Free Parking & Wifi

1 1
apartment , Orangeville
This Orangeville home is located in a quiet residential area, just a 15-minute walk from the downtown core and its shops and restaurants. The home has received excellent ratings for location, cleanliness, and overall experience from previous guests.
This 3-bedroom, 2-bathroom home comfortably sleeps up to five guests. The home has a fully equipped kitchen, a spacious backyard, and free Wi-Fi, plus parking for two vehicles.

Best Orangeville lodging with air conditioning

Cozy Basement Apartment (700 Sq Ft) With Full Kitchen - Orangeville
Orangeville
10/05 – 10/26
$122/nighttotal: $2562 (21 )

Cozy Basement Apartment (700 Sq Ft) With Full Kitchen

1 1
apartment , Orangeville
This 700 sq ft basement condo in Orangeville is a 2-minute walk from the hospital and a 5-minute drive from the town's hockey arenas, with easy access to downtown.
This one-bedroom, one-bathroom unit accommodates two guests and includes a full kitchen, complimentary driveway parking for one vehicle, and unlimited free street parking from May to October, with proximity to Island Lake Conservation Area and Hockley Valley Provincial Park.
Waterfront Luxury Home - Orangeville
10 5 reviews
Orangeville
08/07 – 08/10
$827/nighttotal: $2481 (3 )

Waterfront Luxury Home

1 6
apartment , Caledon
This luxurious Caledon home boasts a unique waterfront location on Shaw's Creek, a 3-minute drive from TPC Osprey Valley Golf Club and walking distance to the Millcroft Inn & Spa and Alton Mill.
The 4-bedroom, 3-bathroom house features a gourmet kitchen, hot tub, pool table, gym, golf hitting net, EV charging station, and laundry facilities, comfortably accommodating up to 8 guests on its large half-acre lot.
Entire Private 1 Bedroom Apartment In Alton Ont. A Place To Relax, Pet Friendly - Orangeville
Orangeville
07/30 – 08/04
$229/nighttotal: $1145 (5 )

Entire Private 1 Bedroom Apartment In Alton Ont. A Place To Relax, Pet Friendly

1 2
apartment , Caledon
This private one-bedroom guest house in Caledon offers a secluded country escape, located about 10 minutes from the town's amenities and close to Orangeville, Erin, and Mono.
This rental accommodates up to three guests with a queen bed and a pull-out couch, featuring a full kitchen, air conditioning, cable TV, and is near Forks of the Credit Provincial Park and Belfountain Conservation Area.
Close To Tpc Toronto, Alton Mill & Millcroft Inn - Orangeville
10 6 reviews
Orangeville
08/07 – 08/10
$551/nighttotal: $1653 (3 )

Close To Tpc Toronto, Alton Mill & Millcroft Inn

1 6
apartment , Caledon
This Caledon, Ontario Victorian-style house is located in Alton, a short walk from the Alton Mill Arts Centre and minutes from the Millcroft Inn & Spa and TPC Toronto at Osprey Valley.
This four-bedroom, three-bathroom rental offers guests eight sleeping accommodations, a fully equipped kitchen, Smart TVs, high-speed internet, in-house laundry, and private courtyards.
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