Compare temporary rentals in Orangeville from 100+ providers!
30 available short term rental offers
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Best Short term and Weekly rentals in Orangeville
8.0 3 reviews
Orangeville
10/05 – 10/26
$216/nighttotal: $4536 (21 )
Spacious Cozy 4br Home W/patio Deck—near Hospital!
4 1
apartment , Orangeville
This four-bedroom rental home is situated in Orangeville, offering a 10-minute walk to Headwaters Health Care Centre and a 5-minute drive to Mount Alverno Luxury Resorts, with proximity to Island Lake Conservation Area and Broadway boutiques. This fully furnished residence accommodates up to 10 guests and features air conditioning, a full kitchen with a dishwasher, two bathrooms with jacuzzis, a garden, a fitness center, parking, and an outdoor patio with a BBQ, all supported by complimentary fast, free Wi-Fi.
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.
Orangeville
07/30 – 08/04
$140/nighttotal: $700 (5 )
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.
9.9 235 reviews
Orangeville
07/30 – 08/04
$136/nighttotal: $680 (5 )
Rural Estate Coach House Apartment
1 2
apartment , Orangeville
This Orangeville guest house is located in a secluded forest setting just a five-minute drive from the town's center, offering peace and quiet while still being close to amenities. The apartment has received excellent ratings for location, cleanliness, and overall experience. This two-bedroom, one-bathroom apartment can accommodate up to four guests and is perfect for couples or families. Guests can enjoy a private patio, gazebo, and access to the forest trails, along with a dedicated BBQ and a well-equipped kitchen.
Orangeville
07/30 – 08/04
$172/nighttotal: $860 (5 )
Memory Lane
1 2
apartment , Orangeville
This lower apartment in Orangeville is located just a short walk from local shops and dining options. This fully equipped unit accommodates up to 2 guests and features air conditioning and a kitchen, making it an ideal base for exploring Orangeville's amenities and local culture.
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.
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.
9.7 74 reviews
Orangeville
08/07 – 08/10
$349/nighttotal: $1047 (3 )
The Perfect Getaway
1 6
B&B , Orangeville
This Orangeville bed and breakfast offers a central downtown location, providing easy access to shops, restaurants, and hiking trails. The two-bedroom, one-bathroom guesthouse sleeps six and includes a kitchen with a refrigerator, freezer, and microwave, plus air conditioning, internet, and parking.
10 8 reviews
Orangeville
10/05 – 10/26
$49/nighttotal: $1029 (21 )
Ann's Cozy Private Bedroom
1 1
apartment , Orangeville
This Orangeville B&B offers a central location, providing easy access to Orangeville's shops and restaurants. The one-bedroom, one-bathroom guesthouse comfortably sleeps two guests and includes a kitchen, air conditioning, parking, and internet access.
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.
9.3 12 reviews
Orangeville
09/01 – 12/31
$53/nighttotal: $6413 (121 )
Private Room On Highway 10
1 1
apartment , Caledon
This Caledon bed and breakfast is conveniently located a 5-minute drive from Orangeville, offering easy access to the town's amenities and Caledon's natural attractions. The one-bedroom, one-bathroom guesthouse sleeps two guests and includes a kitchen with a refrigerator and microwave, air conditioning, Wi-Fi, parking, and pet-friendly accommodations.
9.9 97 reviews
Orangeville
10/05 – 10/26
$85/nighttotal: $1785 (21 )
A Bright & Modern Urban Studio
1 1
apartment , Orangeville
This Orangeville basement studio apartment is located in Dufferin County, a short drive from Toronto, offering a peaceful escape in the countryside. This 740-square-foot (approximately 69 square meters) unit features a private entrance, one bedroom, one bathroom, a full kitchen with dishwasher, a private patio with propane BBQ, fast internet, and parking; it comfortably sleeps two guests.
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 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.
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.
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.
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
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.
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.
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.
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.
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 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
$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.
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.
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
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.
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.
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.
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.