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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.

Hottub & Private Suite - Casa Facciolo - Orangeville
10 177 reviews
Orangeville
07/30 – 08/04
$159/nighttotal: $795 (5 )

Hottub & Private Suite - Casa Facciolo

1 2
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.
The Nest Suites - Blue Heron Suite - Orangeville
10 3 reviews
Orangeville
10/05 – 10/26
$312/nighttotal: $6552 (21 )

The Nest Suites - Blue Heron Suite

1 1
B&B , Orangeville
The Nest Suites B&B in downtown Orangeville is conveniently located above the Bluebird Cafe & Grill, offering easy access to Orangeville's shops and restaurants.
This one-bedroom suite features an open-concept layout with a queen-size bed, a pull-out double sofa bed accommodating up to four guests, a full kitchen, a three-quarter bathroom with a rainfall shower, and complimentary coffee and tea; shared amenities include a lobby, patio, and fire pit.
Tranquil Guest Suite - Orangeville
9.6 86 reviews
Orangeville
09/01 – 12/01
$94/nighttotal: $8554 (91 )

Tranquil Guest Suite

1 2
B&B , East Garafraxa
This peaceful vacation rental is located in East Garafraxa, offering a tranquil escape from the city while still being within easy reach of local attractions. The accommodation has received excellent ratings for cleanliness, location, and user experience.
The private unit features a fully equipped kitchen, a comfortable living room with a flat-screen TV, and a modern bathroom. It can comfortably accommodate up to 4 guests. The vacation rental also includes a private garden, free Wi-Fi, air conditioning, and on-site parking.
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.

Best Orangeville lodging with a kitchen

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.
Ballo 2-bedroom Apartment - Orangeville
9.4 7 reviews
Orangeville
07/30 – 08/04
$143/nighttotal: $715 (5 )

Ballo 2-bedroom Apartment

2 2
apartment , Orangeville
This Orangeville dwelling offers a lower unit with private backyard access, situated minutes from Broadway's shops, cafes, restaurants, the Saturday Farmers Market, and the historic Opera House.
This 2-bedroom, 1-bathroom condo accommodates up to 5 guests and features a seasonal swimming pool, dedicated workspace, full kitchen, and in-unit laundry, making it ideal for families or remote workers seeking convenience and comfort.
10 Acres Private Bruce Trail Cottage For 14 Guests - Orangeville
9.7 6 reviews
Orangeville
07/08 – 09/04
$943/nighttotal: $54694 (58 )

10 Acres Private Bruce Trail Cottage For 14 Guests

1 2
apartment , Caledon
This Caledon cottage, located on 10 acres bordering the Bruce Trail and 45 minutes from Yorkdale Shopping Centre, offers direct access to hiking trails and stunning Niagara Escarpment views.
The 3,700-square-foot home features four bedrooms, three bathrooms, sleeping up to 14 guests, a fully equipped kitchen with dishwasher, and a solarium perfect for yoga; enjoy the private creek on the property and ample parking.
Hockley Valley Cozy Cottage With Waterfront Access - Orangeville
Orangeville
07/30 – 08/04
$245/nighttotal: $1225 (5 )

Hockley Valley Cozy Cottage With Waterfront Access

1 2
apartment , Orangeville
This 2-bedroom, 1-bathroom countryside apartment is located in Mono, less than 5 miles from Orangeville, and backs directly onto the Nottawasaga River in Hockley Valley.
This rental offers internet, air conditioning, and a kitchen for up to 4 guests, with easy access to hiking trails at Mono Cliffs Provincial Park and nearby wineries, cideries, and farmer's markets.

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Best Orangeville lodging with laundry available

Golf & Spa Retreat W/ Jacuzzi Near Tpc Toronto - Orangeville
Orangeville
09/01 – 12/31
$134/nighttotal: $16214 (121 )

Golf & Spa Retreat W/ Jacuzzi Near Tpc Toronto

3 1
apartment , Caledon
This countryside rental in Alton, Caledon, is a short drive from Highway 10, offering a peaceful rural setting near Forks of the Credit Provincial Park, Belfountain Conservation Area, and Cheltenham Badlands.
This expansive apartment accommodates up to 6 guests with 3 bedrooms, 2 bathrooms, two living rooms, a dedicated workspace, and a backyard featuring a deck, gazebo, jacuzzi, and fire pit, plus private parking for 8-10 vehicles.
Modern Guest Apartment Near Downtown Orangeville. - Orangeville
9.7 7 reviews
Orangeville
09/01 – 12/31
$97/nighttotal: $11737 (121 )

Modern Guest Apartment Near Downtown Orangeville.

1 1
apartment , Orangeville
This newly renovated apartment is located in a central Orangeville district, offering convenient access to local amenities.
This 1-bedroom, 1-bathroom unit accommodates up to 2 guests and features an open-concept layout, a fully equipped kitchen, in-unit laundry, air conditioning, and complimentary high-speed WiFi and parking.
Garden Studio Apartment - Orangeville
10 199 reviews
Orangeville
10/05 – 10/26
$120/nighttotal: $2520 (21 )

Garden Studio Apartment

1 1
B&B , Orangeville
This newly renovated studio apartment is located in downtown Orangeville, just steps away from Theatre Orangeville, the Orangeville Farmers Market, and the Jazz & Blues Festival, making it a great base for exploring the town's cultural offerings. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The studio apartment comfortably sleeps two guests and features a private entrance, a modern kitchen, and a living room with a fireplace. Enjoy evenings on your private patio overlooking the garden, complete with a gas BBQ, fire pit, and vegetable garden, or take advantage of the nearby Island Lake Conservation Park for scenic walks and outdoor activities.
Exclusive 100-acre Modern Estate Designed Home - Orangeville
Orangeville
09/21 – 12/11
$401/nighttotal: $32481 (81 )

Exclusive 100-acre Modern Estate Designed Home

4 1
apartment , Caledon
This 4,000-square-foot Caledon estate home boasts a private 100-acre waterfront location near the Alton Mill Arts Centre and Orangeville Theatre, offering easy access to Osprey Valley Golf courses.
The four-bedroom, four-bathroom residence comfortably sleeps eight guests and features luxurious amenities within a modern architectural design, perfect for enjoying water activities or exploring nearby cultural attractions.

Best Orangeville lodging with air conditioning

Newly Renovated 1 Bedroom Apartment In Alton, Ontario - Orangeville
Orangeville
06/27 – 07/04
$235/nighttotal: $1645 (7 )

Newly Renovated 1 Bedroom Apartment In Alton, Ontario

1 2
apartment , Caledon
This private one-bedroom rental is located in a rural Caledon setting, approximately 10 minutes from Orangeville, Erin, and Mono, offering easy access to local amenities and natural attractions like Forks of the Credit Provincial Park and Belfountain Conservation Area.
This secluded apartment accommodates up to three guests with a queen bed and a pull-out couch, featuring a full kitchen, air conditioning, and free parking on a 2-acre lot.
The Gem Of Orangeville's Cozy Corner - Orangeville
9.7 83 reviews
Orangeville
07/30 – 08/04
$70/nighttotal: $350 (5 )

The Gem Of Orangeville's Cozy Corner

1 2
B&B , Orangeville
This basement apartment in Orangeville is conveniently located within walking distance of Alder Recreation Centre, Sobeys, LCBO, a drug store, Tim Hortons, Dairy Queen, McDonald's and other amenities, making it easy to explore the town. Guests have consistently rated this rental excellent for its cleanliness, location, and overall experience.
This cozy rental sleeps two guests and features a private bathroom and a recently upgraded kitchenette with a fridge, microwave, toaster oven, coffee maker, and kettle. You can enjoy free WiFi, a Smart TV, and a shared entrance with the owners, offering a sense of community and local insights.
Modern Private Suite | Full Kitchen, Self Check-in - Orangeville
9.7 94 reviews
Orangeville
10/05 – 10/26
$102/nighttotal: $2142 (21 )

Modern Private Suite | Full Kitchen, Self Check-in

1 1
apartment , Orangeville
This newly renovated 700-square-foot basement apartment in Orangeville is a two-minute walk from Orangeville Hospital and a short drive from downtown and the town's hockey arenas.
This one-bedroom, one-bathroom rental sleeps four and features a full kitchen, free driveway parking (one car), and free street parking (May-October).
The Blooming House - Orangeville
Orangeville
10/05 – 10/26
$122/nighttotal: $2562 (21 )

The Blooming House

1 1
apartment , Orangeville
This entire private main floor of a 3-bedroom bungalow offers 1 bedroom and accommodates up to 6 guests, featuring a newly renovated space with a kitchen equipped with a fridge, microwave, and dishwasher, plus air conditioning and 1 bathroom.
Located in Orangeville, this rental is a 5-minute walk to the Orangeville Transit bus stop and provides easy access to local attractions and amenities, with a bright living room, smart TV, and access to the driveway and backyard.
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