Compare temporary rentals in Orangeville from 100+ providers!
30 available short term rental offers
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Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Orangeville
9.0 107 reviews
Orangeville
09/01 – 12/01
$53/nighttotal: $4823 (91 )
Lovely Private 1 Bedroom Apartment W Pvt Entrance
1 2
apartment , Caledon
This charming B&B is located in Caledon, just off Highway 10, a 40-minute drive from Toronto Pearson International Airport, offering a peaceful escape from the city. Guests consistently rate the B&B highly for its cleanliness, location, and overall experience. The private guesthouse features a single bedroom and bathroom, perfect for couples or solo travelers. Enjoy modern amenities like air conditioning, Wi-Fi, and parking, and take advantage of the surrounding trails for hiking and biking.
9.9 130 reviews
Orangeville
10/05 – 10/26
$183/nighttotal: $3843 (21 )
Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway
1 1
apartment , Orangeville
This family-friendly vacation home is located in the heart of Orangeville, within walking distance of Theatre Orangeville and Island Lake Conservation Area, with Hockley Valley Resort and Alton Mill Arts Centre within a 10-kilometer drive. The property has received excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom, 1-bathroom house offers 1700 square feet of space, comfortably accommodating up to 6 guests. The home comes equipped with a full kitchen, air conditioning, a jacuzzi, a terrace, a garden, a spa, and parking, ensuring a relaxing and enjoyable stay.
9.9 43 reviews
Orangeville
09/21 – 12/11
$197/nighttotal: $15957 (81 )
Orangeville 3bdrm House
3 1
apartment , Orangeville
This Orangeville house is located in a residential area, just a short walk from the town center, shops, restaurants, and the Orangeville Public Library. It's a peaceful setting, perfect for a relaxing getaway. The home is spacious and comfortable, with three bedrooms and can accommodate up to six guests. It has a full kitchen, dining room, living room, a garden, and parking, along with modern amenities like air conditioning, internet, and a dishwasher.
9.9 342 reviews
Orangeville
07/30 – 08/04
$231/nighttotal: $1155 (5 )
The Trails Retreat (Private Cabin)
1 2
cabin , Orangeville
This private cabin is located near Orangeville, just minutes from the Bruce Trail, Hockley Ski & Resort, and Mansfield Ski Club, offering a secluded hilltop experience with spectacular sunrises. The studio has received excellent ratings for location, cleanliness, and overall user experience. The studio has one bedroom, one bathroom, and can accommodate up to four guests. It features a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden, and parking. Guests can also enjoy optional yoga classes, custom-prepared meals, and a 15% discount for bookings of seven consecutive days.
Orangeville
07/08 – 09/04
$8331/nighttotal: $483198 (58 )
Peak House
1 2
apartment , Caledon
This apartment is an excellent choice for travelers visiting Caledon. It is conveniently located in Caledon, close to local landmarks and attractions. The apartment has 5 bedrooms and 6 bathrooms, and can accommodate up to 12 guests. The apartment is fully equipped with everything you need for a comfortable stay, including a kitchen, swimming pool, Jacuzzi, garden, sauna, bar, and parking. It is also located near a variety of restaurants, shops, and activities.
Orangeville
10/05 – 10/26
$78/nighttotal: $1638 (21 )
Beautiful And Cozy Room In Orangeville
1 1
apartment , Orangeville
This Orangeville rental unit is centrally located, putting all essential amenities and attractions within a 10-minute drive. This apartment accommodates up to 2 guests and features a spacious kitchen, air conditioning, complimentary on-site parking, and internet access.
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.
Orangeville
06/27 – 07/04
$136/nighttotal: $952 (7 )
Quiet, Modern Basement Unit With Lots Of Peace.
2 2
apartment , Orangeville
This 2-bedroom, 1-bathroom condo is centrally located in Orangeville, offering easy access to downtown shops and restaurants and is within a 10-minute walk to Island Lake Conservation Park. This Orangeville accommodation sleeps up to 4 guests and includes air conditioning and internet, making it a convenient base for exploring local parks and amenities.
Orangeville
09/21 – 12/11
$193/nighttotal: $15633 (81 )
Spacious Cozy 4br Orangeville Home W/deck! 10-minute Walk To Headwaters Hospital
4 1
apartment , Orangeville
This Orangeville vacation home is a 276 sqm residence located 3 minutes by car from Island Lake Conservation Area and Theatre Orangeville, and adjacent to a golf course. This family-friendly rental offers 4 bedrooms, 2.5 bathrooms, a full kitchen with an oven and refrigerator, air conditioning, on-site laundry, a garden, and a spa, with free Wi-Fi provided.
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.
9.0 18 reviews
Orangeville
09/21 – 12/11
$134/nighttotal: $10854 (81 )
Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery
1 1
cottage , Orangeville
This Orangeville riverfront cottage, a 700-square-foot (65-square-meter) rental, is located one kilometer from Hockley Valley Provincial Park and 2.2 kilometers from Hockley Valley Resort, offering easy access to outdoor recreation and Theatre Orangeville. The one-bedroom, one-bathroom home sleeps four with a sofa bed, a kitchenette including a refrigerator and microwave, air conditioning, a terrace, a garden, parking, Wi-Fi, and barbecue grills; on-request towel service is available.
9.3 57 reviews
Orangeville
07/30 – 08/04
$738/nighttotal: $3690 (5 )
Charming And Peaceful Retreat With Hot Tub
1 2
apartment , Caledon
This Caledon house rental, located in a peaceful neighborhood, is minutes from TPC Toronto at Osprey Valley, Hockley Valley Resort, and Caledon Ski Club. The 6-bedroom, 3-bathroom home sleeps 12, features a fully equipped kitchen with a wine fridge, a hot tub, and a large deck with a BBQ, perfect for family gatherings or group getaways.
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.
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.
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.
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.
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
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.
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.
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.
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.
Frequently Asked Questions about short term rentals in Orangeville
What are the most popular festivals and events in Orangeville?
The Orangeville Farmers' Market is a popular event, as is the annual Orangeville Blues & Jazz Festival, and the Orangeville Ribfest. You can also catch a show at the Orangeville Opera House, which hosts a variety of performances throughout the year.
What are the best short term rentals in Orangeville?
Are there any famous stadiums or sports arenas in Orangeville?
Orangeville doesn't have any major sports stadiums or arenas, but there are a few local sports fields and community centers. There's also the Orangeville Tennis Club, which is a popular spot for tennis enthusiasts.
What are the best short term rentals with a pool in Orangeville?
What part of Orangeville is ideal for finding lodging?
The downtown area of Orangeville is a good place to find lodging, as there are a variety of hotels and motels within walking distance of restaurants, shops, and attractions. You can also find lodging in the surrounding areas, such as the Hockley Valley.
What are the best short term rentals with a jacuzzi in Orangeville?
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.
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.
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.
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
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.
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.
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).
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.