Find short term rentals in Orangeville at the best prices
30 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Orangeville
9.9 112 reviews
Orangeville
21/09 – 11/12
$66/nighttotal: $5346 (81 )
Spacious Basement Guest Suite
1 1
apartment , Orangeville
This charming bed and breakfast is situated just 1 kilometre from Island Lake Conservation Area and 2 kilometres from downtown Orangeville, offering easy access to both nature and urban amenities. It has consistently received excellent ratings for location, cleanliness, and overall experience. The accommodation features one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a kitchenette with a fridge, microwave, and coffee bar, a garden, free parking, and access to laundry facilities.
10 3 reviews
Orangeville
05/10 – 26/10
$436/nighttotal: $9156 (21 )
The Nest Suites - Blue Heron Suite
1 1
B&B , Orangeville
The Nest Suites B&B is situated above the Bluebird Cafe & Grill in downtown Orangeville, offering convenient access to local shops and restaurants. This family-friendly guesthouse features a one-bedroom suite with a queen-size bed, a double sofa bed, a fully equipped kitchen including a fridge, microwave, and dishwasher, and a three-quarter bathroom; it comfortably accommodates up to four guests.
9.7 12 reviews
Orangeville
01/09 – 31/12
$171/nighttotal: $20691 (121 )
The Enchanted Cottage
1 1
cabin , Orangeville
This charming cottage is situated close to the centre of Orangeville, offering easy access to the town's amenities and attractions. The surrounding area is peaceful and green, with a lively stream flowing nearby. The cottage has one bathroom and can comfortably accommodate up to four guests. It is equipped with a kitchen, air conditioning, parking, and internet access, providing all the essentials for a relaxing stay.
9.9 236 reviews
Orangeville
27/07 – 04/08
$239/nighttotal: $1912 (8 )
Rural Estate Coach House Apartment
1 4
apartment , Orangeville
This two-bedroom apartment is situated in a secluded forest setting just 5 kilometres outside of Orangeville, offering a peaceful escape from the hustle and bustle of the town. It has consistently received excellent ratings for its cleanliness, location and overall experience. The apartment is spacious and flexible, accommodating up to four guests. It features a well-equipped kitchen, a private patio and a dedicated barbecue, perfect for enjoying the outdoors. The apartment also offers access to a gazebo and is close to a range of attractions including the Bruce Trail, Hockley Valley Ski Resort and various art studios, restaurants and antique stores.
8.0 3 reviews
Orangeville
05/10 – 26/10
$303/nighttotal: $6363 (21 )
Spacious Cozy 4br Home W/patio Deck—near Hospital!
4 1
apartment , Orangeville
This four-bedroom house in Orangeville is situated 800 metres from Headwaters Health Care Centre and 8 kilometres from Mount Alverno Luxury Resorts, offering convenient access to local amenities and attractions including Island Lake Conservation Area and Broadway boutiques. This spacious property, ideal for families and groups of up to ten, features air conditioning, a jacuzzi, a garden, a fitness centre, parking, a fully equipped kitchen, a patio with a BBQ, and complimentary Wi-Fi.
Orangeville
01/08 – 01/08
$308/nighttotal: $112420 (365 )
House With A Pool In Caledon
1 4
apartment , Caledon
This holiday home is located in Caledon, just a short drive from Starbucks and Hockley Valley, offering easy access to local amenities and attractions. The property sits on a half-acre plot, providing privacy and ample space for gatherings. The house has four bedrooms and one bathroom, sleeping up to ten guests. Enjoy the above-ground pool, outdoor fire pit, and ample parking, as well as a fireplace, pool table, and spacious kitchen.
9.9 130 reviews
Orangeville
05/10 – 26/10
$255/nighttotal: $5355 (21 )
Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway
1 1
apartment , Orangeville
This family-friendly holiday home is conveniently located in the city centre of Orangeville, just under 2km from Theatre Orangeville and Island Lake Conservation Area. The property has received excellent ratings for its cleanliness, location and overall experience. This 3-bedroom house can comfortably accommodate up to 6 guests and spans 158 square metres. It features a fully equipped kitchen, a cosy fireplace, a private garden, a terrace, a spa and parking, ensuring a comfortable and enjoyable stay.
Orangeville
01/09 – 31/12
$84/nighttotal: $10164 (121 )
Beautiful And Cozy Room In Orangeville
1 1
apartment , Orangeville
This Orangeville flat offers convenient access to local amenities, with essential locations situated within a 10-minute drive. This well-appointed flat provides accommodation for two guests, featuring a spacious kitchen with cooking supplies, air conditioning, and on-premises parking.
9.1 91 reviews
Orangeville
01/09 – 01/12
$74/nighttotal: $6734 (91 )
Lovely 1 Bedroom With Private Bathroom Room 1
1 2
apartment , Caledon
This charming bed and breakfast is situated in Caledon, just a short drive from the scenic Caledon Hills and the charming town of Caledon Village. It has received excellent ratings for location, cleanliness, and overall guest experience. The property offers a private bedroom with a separate entrance and a private bathroom, ideal for couples seeking a peaceful retreat. Guests can enjoy free parking, internet access, and air conditioning, making their stay comfortable and convenient.
Orangeville
05/10 – 26/10
$171/nighttotal: $3591 (21 )
The Blooming House
1 1
apartment , Orangeville
This newly renovated main floor of a bungalow in Orangeville offers accommodation for up to six guests, featuring three bedrooms with a queen, double, and twin trundle beds, a bright living room with a smart TV, and an eat-in kitchen complete with a microwave, dishwasher, fridge, washer, and dryer. Located a short walk or drive from Orangeville's attractions and amenities, this private dwelling provides access to a driveway and large backyard, with a transit stop just 500 meters away.
9.0 31 reviews
Orangeville
27/07 – 04/08
$1215/nighttotal: $9720 (8 )
6br & 4,000 Sq. Ft. Luxury Estate ~Caledon Village
1 4
apartment , Caledon
This spacious home is located in Caledon, just a short drive from the charming Caledon Village and its historic attractions, as well as the scenic Caledon Hills. The property has received excellent ratings for its location, cleanliness, and overall experience. This luxurious dwelling has six bedrooms and five bathrooms, accommodating up to twelve guests comfortably. The home boasts a gourmet kitchen, a large recreation area in the basement, a spacious backyard, and high-speed WiFi, making it perfect for families and groups looking for a comfortable and enjoyable stay.
9.3 57 reviews
Orangeville
30/07 – 04/08
$1032/nighttotal: $5160 (5 )
Charming And Peaceful Retreat With Hot Tub
1 2
apartment , Caledon
This six-bedroom Caledon house, sleeping up to twelve guests, is situated in a peaceful neighbourhood, approximately 14km from the TPC Toronto Osprey Valley Golf Course, 9km from Hockley Valley Resort, and within easy driving distance of other attractions including Caledon Ski Club and Island Lake Conservation Area. The property boasts a fully equipped kitchen with dishwasher and wine fridge, a spacious dining room, three renovated bathrooms, a hot tub, and a large garden, perfect for families or groups seeking a self-catering base for exploring Caledon's amenities.
Best family friendly Orangeville Short term rentals
Among the 30 accommodations in Orangeville, here are the 4 best family friendly rentals
10 1 review
Orangeville
01/09 – 31/12
$449/nighttotal: $54329 (121 )
Walk To Downtown Orangeville | Free Parking & Game
3 1
apartment , Orangeville
This apartment is located in a quiet district of Orangeville, offering a peaceful retreat away from the town's central bustle, approximately 3.5 kilometres from the Orangeville Town Hall. This property offers accommodation for up to six guests, featuring two bathrooms, air conditioning, and internet access, with a kitchen perfect for self-catering during your stay.
9.0 18 reviews
Orangeville
21/09 – 11/12
$188/nighttotal: $15228 (81 )
Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery
1 1
cottage , Orangeville
This Orangeville riverfront cottage, situated 1 km from Hockley Valley Provincial Park and 2.2 km from Hockley Valley Resort, offers a tranquil escape near Theatre Orangeville and Island Lake Conservation Area (within 10 km). The 65 square metre self-catering property sleeps four guests in one bedroom and one bathroom, featuring a kitchenette, fireplace, WiFi, and access to outdoor barbecue grills and a garden.
9.9 57 reviews
Orangeville
05/10 – 26/10
$185/nighttotal: $3885 (21 )
Beautiful Getaway In Orangeville
1 1
apartment , Orangeville
This apartment is situated in a peaceful neighbourhood just a short 800-metre walk from Island Lake Conservation Area, a popular spot for nature walks and outdoor activities, and a two-minute drive from Orangeville's town centre. The property boasts a spacious living area, a fully equipped kitchen, and a private deck with a barbecue, perfect for relaxing after a day exploring the surrounding area.
10 11 reviews
Orangeville
30/07 – 04/08
$453/nighttotal: $2265 (5 )
Little Blue Haven
1 2
apartment , Caledon
This three-bedroom flat in Caledon is located in the hills, offering direct access to nature trails and situated opposite Osprey Golf Course and Two Sons Restaurant, with Alton Mill Art Centre and Good Lot Brewing Company within easy reach. This accommodation for four guests features a king-sized bed on the main floor and a queen bed upstairs, with amenities including Wi-Fi, laundry facilities, a fully equipped kitchen with a dishwasher, and two smart TVs, all a 10-minute drive from boutique shopping in Orangeville and Erin.
Best Orangeville lodging with a kitchen
9.9 97 reviews
Orangeville
05/10 – 26/10
$119/nighttotal: $2499 (21 )
A Bright & Modern Urban Studio
1 1
apartment , Orangeville
This Orangeville basement apartment is situated in Dufferin County, a short distance from Toronto, offering a peaceful retreat. The 740 sq ft (69 sq m) self-contained studio sleeps two, boasting a modern design, private patio with BBQ, fast Wi-Fi, and parking; nearby attractions include Toronto, easily accessible by car.
Orangeville
21/09 – 11/12
$270/nighttotal: $21870 (81 )
Spacious Cozy 4br Orangeville Home W/deck! 10-minute Walk To Headwaters Hospital
4 1
apartment , Orangeville
This family-friendly apartment in Orangeville is conveniently situated 240 metres from Island Lake Conservation Area and Theatre Orangeville, with Hockley Valley Resort and Heathlands Links at Osprey Valley also close by. This spacious 276 sqm residence offers four bedrooms, two and a half bathrooms, a living area with a fireplace, a fully equipped kitchen, in-unit laundry, a private terrace, a garden, and barbecue facilities, complemented by free Wi-Fi and air conditioning.
10 177 reviews
Orangeville
21/09 – 11/12
$173/nighttotal: $14013 (81 )
Hottub & Private Suite - Casa Facciolo
1 1
apartment , Orangeville
This one-bedroom house is situated in a safe, central neighbourhood in Orangeville, just a short walk from the historic downtown with its boutique shops and restaurants, and within minutes of both Tony Rose and Alder Arenas. The house offers a comfortable living space with a fireplace, TV, dining area, kitchenette, and laundry, and can accommodate up to four guests.
9.7 94 reviews
Orangeville
05/10 – 26/10
$143/nighttotal: $3003 (21 )
Modern Private Suite | Full Kitchen, Self Check-in
1 1
apartment , Orangeville
This newly renovated Orangeville basement flat is situated near Orangeville Hospital, a two-minute walk away, with easy access (a five-minute drive, approximately 3.2km) to the town's hockey arenas and a short drive to the town centre. The 700 sq ft self-contained apartment sleeps four, features a full kitchen, free parking, and is ideal for hockey fans, hospital visitors, or those exploring Orangeville's shops and restaurants.
Frequently Asked Questions about short term rentals in Orangeville
What kind of weather can travelers expect in Orangeville?
Orangeville has a humid continental climate, so you can expect hot summers with average highs of around 25 degrees Celsius and cold winters with average lows of around -10 degrees Celsius. You'll want to pack for all seasons!
What are the best short term rentals in Orangeville?
What are the most popular festivals and events in Orangeville?
The Orangeville Blues & Jazz Festival is a big one, held every July, and the Orangeville Fall Fair is another popular event in September. If you're looking for something a bit different, there's the Orangeville Art Crawl, a great way to explore the local art scene.
What are the best short term rentals with a pool in Orangeville?
Are there any famous stadiums or sports arenas in Orangeville?
There are no professional sports stadiums or arenas in Orangeville, but the town does have a great community centre with a large gymnasium and ice rink, where you can catch some local hockey games.
What are the best short term rentals with a jacuzzi in Orangeville?
What notable natural landmarks are near Orangeville?
The Credit River runs right through Orangeville, so you can find some lovely walking trails along its banks. Just a short drive away, you'll find the Hockley Valley, a beautiful area with rolling hills and vineyards, perfect for a scenic drive or hike.
What are the best short term rentals for families and kids in Orangeville?
What part of Orangeville is ideal for finding lodging?
The downtown core of Orangeville is a great place to find hotels and guesthouses, as it's close to the main attractions and restaurants. You can also find some charming bed and breakfasts in the surrounding neighbourhoods.
Destinations nearby
Best Orangeville lodging with laundry available
Orangeville
01/09 – 01/12
$261/nighttotal: $23751 (91 )
Newly Renovated 1 Bedroom Apartment In Alton, Ontario
1 2
apartment , Caledon
This private one-bedroom flat offers a secluded country experience in rural Caledon, located approximately 16 kilometres from Orangeville, Erin, and Mono, with convenient access to Forks of the Credit Provincial Park and Belfountain Conservation Area. This self-contained dwelling accommodates up to three guests with a queen bed and a single pull-out sofa, featuring a full kitchen, air conditioning, cable TV, and free parking for two vehicles, making it ideal for those seeking a peaceful retreat with easy access to local amenities and natural attractions.
9.6 86 reviews
Orangeville
01/09 – 01/12
$132/nighttotal: $12012 (91 )
Tranquil Guest Suite
1 2
B&B , East Garafraxa
This peaceful holiday home is located in a quiet neighbourhood in East Garafraxa, close to lush greenery and a short drive from the town centre. It has consistently received excellent ratings from guests for its cleanliness, location, and overall experience. This self-catering property can accommodate up to four guests and features a separate entrance, a private patio, and a fully equipped kitchen. Amenities include a comfortable living room, a modern bathroom, free Wi-Fi, air conditioning, on-site parking, and a spacious garden perfect for relaxing and enjoying the fresh air.
10 201 reviews
Orangeville
05/10 – 26/10
$168/nighttotal: $3528 (21 )
Garden Studio Apartment
1 1
studio , Orangeville
This one-bedroom garden apartment is situated in the heart of downtown Orangeville, just a short walk from Theatre Orangeville, the Farmers Market, and the Jazz & Blues Festival. The accommodation has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers. The studio apartment is perfect for a couple looking for a comfortable and convenient stay. It offers a modern kitchen, a bathroom, a living room with a smart TV, and a private patio overlooking a garden with a gas BBQ and fire pit, ideal for relaxing evenings.
Orangeville
27/06 – 04/07
$184/nighttotal: $1288 (7 )
Country Side Greenery
1 2
apartment , Orangeville
This private apartment is located on over 4 acres, offering a secluded setting just outside Orangeville, with easy access to the Bruce Trail and Hockley. This spacious accommodation, suitable for two guests, features a separate entrance, a kitchen, air conditioning, and allows pets, providing ample room and privacy for your stay.
Best Orangeville lodging with air conditioning
9.6 28 reviews
Orangeville
30/07 – 04/08
$197/nighttotal: $985 (5 )
Bachelor Suite With Trail-walk & Waterfront Access
1 2
B&B , Orangeville
This private suite is situated in Orangeville's historic district, close to the town's main attractions and within walking distance of scenic trails and lakeside views. It has excellent ratings for user experience, location, and cleanliness. The suite is ideal for couples seeking a comfortable and secluded stay. It offers a private entrance, air conditioning, internet access, a garden, and parking. Guests can also enjoy lake views, explore nearby trails, and visit the town's historical landmarks and shops.
8.9 193 reviews
Orangeville
21/09 – 11/12
$75/nighttotal: $6075 (81 )
30 Minutes Drive To Pearson Airport
1 1
apartment , Caledon
This apartment is located in Caledon, just a short drive from major stores and restaurants, offering easy access to both the town's amenities and the surrounding natural beauty. It has received very good ratings for location, cleanliness, and overall experience. This self-catering dwelling offers a comfortable space for up to two guests, with one bedroom and one bathroom. It comes equipped with amenities such as air conditioning, internet access, and parking, as well as the added benefit of being pet-friendly.
Orangeville
27/06 – 04/07
$277/nighttotal: $1939 (7 )
Entire Private 1 Bedroom Apartment In Alton Ont. A Place To Relax, Pet Friendly
1 2
apartment , Caledon
This private apartment in Caledon offers a rural escape, situated approximately 10 minutes by car from the main town's amenities and close to Orangeville, Erin, and Mono. This one-bedroom, one-bathroom flat accommodates up to three guests, featuring a full kitchen, cable TV, a stereo system, and controllable air conditioning and heating, with free parking for two vehicles on a 2-acre property.
9.7 83 reviews
Orangeville
05/10 – 26/10
$87/nighttotal: $1827 (21 )
The Gem Of Orangeville's Cozy Corner
1 1
B&B , Orangeville
This comfortable basement apartment is located in a friendly neighbourhood in Orangeville, just a short walk from the Alder Recreation Centre, Sobeys, LCBO, and other amenities. The apartment has received excellent ratings for its location, cleanliness, and overall experience. This self-catering apartment can accommodate up to two guests and features a private bathroom, a modern kitchenette with a fridge, microwave, toaster oven, coffee maker, and kettle. Guests can stay connected with free Wi-Fi and enjoy the convenience of a Smart TV.