Find short term rentals in Orangeville at the best prices

52 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 52 accommodations in Orangeville, here are the 4 best family friendly rentals

Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery - Orangeville
8.8 19 reviews

Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery

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.
Hottub & Private Suite - Casa Facciolo - Orangeville
9.9 186 reviews

Hottub & Private Suite - Casa Facciolo

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.
Central Oville,3 Bed Victorian, Walk To Lake, Pets - Orangeville
9.9 137 reviews

Central Oville,3 Bed Victorian, Walk To Lake, Pets

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.
Bachelor Suite With Trail-walk & Waterfront Access - Orangeville
9.6 28 reviews

Bachelor Suite With Trail-walk & Waterfront Access

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.

Best Orangeville lodging with a kitchen

Spectacular Estate Pristine 100 Acres Private Lake - Orangeville
9.0 10 reviews

Spectacular Estate Pristine 100 Acres Private Lake

apartment, Caledon
This luxurious four-bedroom, four-bathroom apartment is located in Caledon, Ontario, a short drive (approximately 11km) from Orangeville Square and within walking distance (800m) of the Upper Credit Conservation Area.
The self-catering property sleeps eight guests and boasts a heated pool, sauna, on-site gym, BBQ area, and access to scenic trails and a tranquil pond with paddleboards, all within a private 40-hectare estate.
Golf & Spa Retreat W/ Jacuzzi Near Tpc Toronto - Orangeville
No reviews

Golf & Spa Retreat W/ Jacuzzi Near Tpc Toronto

apartment, Caledon
This detached house in Alton, Caledon, is situated in a peaceful rural area offering countryside views and easy access to Highway 10, placing it a short drive from Orangeville's amenities and within proximity of Forks of the Credit Provincial Park, Belfountain Conservation Area, Cheltenham Badlands, and Island Lake Conservation Area.
Spanning 223 square meters, this residence accommodates up to six guests with three bedrooms, two bathrooms, two living rooms, a fully equipped kitchen, and outdoor amenities including a deck, gazebo, jacuzzi, and fire pit, alongside private parking for 8-10 vehicles.
Ballo - Room 1 - Orangeville
10 9 reviews

Ballo - Room 1

apartment, Orangeville
This Orangeville apartment is conveniently located near the town's cultural attractions, within walking distance of the Saturday Farmers’ Market and a short drive from provincial parks such as Mono Cliffs Provincial Park.
The self-catering flat offers a private pool, a two-tiered deck, and sleeps two guests, with amenities including parking, Wi-Fi, and a kitchen; nearby entertainment includes the Opera House Theatre and Galaxy cinema.
Ballo - Room 2 - Orangeville
10 3 reviews

Ballo - Room 2

apartment, Orangeville
This centrally located flat offers easy access to Orangeville's Broadway shops, cafés, restaurants, the Saturday Farmers Market, and the historic Opera House/Orangeville Theatre, all within 500 meters.
This one-bedroom flat accommodates two guests, featuring a shared kitchen, a living area, a workspace, and a seasonal swimming pool in a private garden, with an additional mattress available for larger groups.

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.

Popular destinations

Best Orangeville lodging with laundry available

Beautiful And Cozy Room In Orangeville - Orangeville
8.5 4 reviews

Beautiful And Cozy Room In Orangeville

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.
Private, Cozy Lower-level Suite - Orangeville
10 47 reviews

Private, Cozy Lower-level Suite

house, Orangeville
This private basement suite is situated in a peaceful residential area of Orangeville, just a 1.5 kilometre walk from the town centre and within a 5 kilometre drive of the Orangeville Public Library and Island Lake Conservation Area. The property has consistently received excellent ratings from guests for its cleanliness, location, and overall experience.
The suite is designed for two guests and comes with a private bathroom and a dedicated workspace. Guests can enjoy a range of modern amenities, including a kitchenette with a microwave, coffee maker, toaster, and kettle, as well as a mounted TV, a comfortable sofa couch, and a dresser.
Golf,ski 2 Br Century Home In Downtown Orangeville - Orangeville
9.8 103 reviews

Golf,ski 2 Br Century Home In Downtown Orangeville

apartment, Orangeville
This apartment is situated in Orangeville, just a short walk from the town centre, offering easy access to shops, restaurants, and entertainment. It has received excellent ratings for location, cleanliness, and overall user experience.
The 139 square metre property comfortably sleeps four guests in two bedrooms and one bathroom. The apartment features a fully equipped kitchen, a private patio, a luxurious bathroom with a clawfoot bathtub, and access to a garden, spa, and parking.
The Garden Oasis - Orangeville
9.5 4 reviews

The Garden Oasis

apartment, Orangeville
This Orangeville flat offers convenient access to Broadway's amenities, situated a short walk from its cafés, restaurants, and boutiques.
This two-bedroom flat accommodates up to eight guests and features a private garden, a patio, air conditioning, and a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher, with parking and internet provided.

Best Orangeville lodging with air conditioning

Hockley Haven - Orangeville
10 176 reviews

Hockley Haven

apartment, Orangeville
This charming self-catering apartment is situated in a peaceful country setting on a five-acre property just a short walk from the Pollinator Garden & Island Lake Trails and a six-minute drive from Hockley Valley Resort and Adamo Estate Winery. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment is a newly renovated carriage house loft offering approximately 650 square feet of space, including a pull-out couch that can accommodate up to four guests. The apartment comes equipped with a fully fitted kitchen, a comfortable living area, a private garden and parking, as well as air conditioning and Wi-Fi.
Private Room On Highway 10 - Orangeville
9.4 18 reviews

Private Room On Highway 10

apartment, Caledon
This Caledon guest house is situated a short 8km drive from Orangeville, offering easy access to shops and restaurants.
The self-catering property features one bedroom, one bathroom, sleeps two guests, and includes Wi-Fi, parking, and air conditioning.
Spacious Cozy 4br Home W/patio Decknear Hospital! - Orangeville
9.0 6 reviews

Spacious Cozy 4br Home W/patio Decknear Hospital!

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.
Luxury Estate In Caledon On! - Orangeville
9.1 36 reviews

Luxury Estate In Caledon On!

apartment, Caledon
This spacious house is located in Caledon, just a short drive from the historic Caledon Village and its shops and restaurants.
The property sleeps up to 16 guests and features 3 bedrooms, 3 bathrooms, a fully equipped kitchen with a dishwasher and microwave, air conditioning, and free parking.
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