Find short term rentals in Orangeville at the best prices

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

Best family friendly Orangeville Short term rentals

Among the 30 accommodations in Orangeville, here are the 4 best family friendly rentals

Walk To Downtown Orangeville | Free Parking & Game - Orangeville
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.
Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery - Orangeville
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.
Beautiful Getaway In Orangeville - Orangeville
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.
Little Blue Haven - Orangeville
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

A Bright & Modern Urban Studio - Orangeville
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.
Spacious Cozy 4br Orangeville Home W/deck! 10-minute Walk To Headwaters Hospital - Orangeville
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.
Hottub & Private Suite - Casa Facciolo - Orangeville
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.
Modern Private Suite | Full Kitchen, Self Check-in - Orangeville
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?

    Among the short term rentals in Orangeville, Mono — Cabin In The Woods Experience, Rural Estate Coach House Apartment and R3 Suites In The Heart Of Alton - Frontunit are the most popular ones.

  • 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?

    Cedarvale Cabin In The Hockley Valley, Cottage On Camp Ground and Gorgeous - Private Mansion & Venue 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?

    The best short term rentals for families and kids in Orangeville are 2 Br Home Centrally Located In Orangeville, Beautiful Getaway In Orangeville and The Potters Cottage.

  • 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

Newly Renovated 1 Bedroom Apartment In Alton, Ontario - Orangeville
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.
Tranquil Guest Suite - Orangeville
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.
Garden Studio Apartment - Orangeville
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.
Country Side Greenery - Orangeville
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

Bachelor Suite With Trail-walk & Waterfront Access - Orangeville
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.
30 Minutes Drive To Pearson Airport - Orangeville
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.
Entire Private 1 Bedroom Apartment In Alton Ont. A Place To Relax, Pet Friendly - Orangeville
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.
The Gem Of Orangeville's Cozy Corner - Orangeville
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.
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