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.
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.
10 2 reviews
Orangeville
21/09 – 11/12
$186/nighttotal: $15066 (81 )
Hideaway Newly Built
1 1
house , Orangeville
This private, self-contained ground-level suite is situated on a quiet street in Orangeville, offering convenient access to the local hospital and ski hills, with the countryside just a short distance away. This heated apartment for two features a fully equipped kitchen, a separate bedroom with a queen-size bed, a modern walk-in shower, and complimentary Wi-Fi, with hosts readily available on the property.
9.3 12 reviews
Orangeville
27/07 – 04/08
$386/nighttotal: $3088 (8 )
Spacious Country Home-5br Near Orangeville
5 4
gîte , Amaranth
This five-bedroom, two-bathroom Amaranth property, ideal for large groups, offers ample parking and a detached garage/workshop. The self-catering apartment boasts a spacious open-plan living area, high-speed Wi-Fi, a gas fireplace, and a large one-acre plot with a patio, accommodating up to ten guests.
Orangeville
27/07 – 04/08
$307/nighttotal: $2456 (8 )
Hockley Valley Cozy Cottage With Waterfront Access!
2 4
apartment , Orangeville
This two-bedroom flat in Mono offers private waterfront access to a river, located approximately 6.1 kilometres from Orangeville's amenities and cultural attractions, including Theatre Orangeville and the Dufferin County Museum & Archives. This property accommodates up to four guests and features a fireplace, outdoor gazebo, and is conveniently situated near outdoor recreation at Hockley Valley Resort and Mono Cliffs Provincial Park.
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.
10 3 reviews
Orangeville
05/10 – 26/10
$173/nighttotal: $3633 (21 )
Brick House On Broadway - Butler Unit
1 1
apartment , Orangeville
This one-bedroom flat is located in a convenient district of Orangeville, offering easy access to local amenities and attractions. This welcoming accommodation for two guests includes a kitchen with a fridge, freezer, and microwave, and a garden, making it an ideal base for exploring Orangeville.
Orangeville
05/10 – 26/10
$535/nighttotal: $11235 (21 )
Walk To Downtown Orangeville With Free Parking & Games
3 1
house , Orangeville
This Orangeville holiday home is a 7-minute walk from Theatre Orangeville and is located approximately 48 kilometres from Wild Water Kingdom. This property accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, Wi-Fi, an indoor play area, and a fireplace, with laundry services and free parking available.
8.0 3 reviews
Orangeville
21/09 – 11/12
$277/nighttotal: $22437 (81 )
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.
9.7 131 reviews
Orangeville
05/10 – 26/10
$172/nighttotal: $3612 (21 )
A Modern 3 Bedroom Home With Free Parking & Wifi
1 1
apartment , Orangeville
This three-bedroom bungalow is situated in a peaceful residential area of Orangeville, just 1.5 kilometres from the lively downtown on Broadway. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The property can comfortably accommodate five guests and features a modern kitchen with a breakfast bar, a spacious living area, and two bathrooms. Guests can enjoy a garden, parking for two cars, and free Wi-Fi, as well as a quiet location for a peaceful retreat.
Orangeville
01/09 – 01/12
$163/nighttotal: $14833 (91 )
Memory Lane
1 2
apartment , Orangeville
This ground-floor flat is located in a central Orangeville district, offering direct walking access to local shops and eateries within 500 meters of the town centre. This self-contained accommodation for two guests features a kitchen, air conditioning, and one bathroom, providing a comfortable base for exploring Orangeville.
Orangeville
27/06 – 04/07
$339/nighttotal: $2373 (7 )
Golf & Spa Retreat W/ Jacuzzi Near Tpc Toronto
3 2
apartment , Caledon
This countryside retreat is located in Alton village, Caledon, a short drive to Highway 10 for convenient access to Orangeville's amenities and nearby provincial parks such as Forks of the Credit Provincial Park and Belfountain Conservation Area, with Cheltenham Badlands also within reach. This spacious apartment accommodates up to 6 guests and offers a fully equipped kitchen, two living rooms, three bedrooms including a primary suite with an en-suite bathroom, air conditioning, a jacuzzi, a garden with a gazebo and fire pit, and private driveway parking for 8-10 vehicles.
Best family friendly Orangeville vacation rentals
Among the 39 accommodations in Orangeville, here are the 4 best family friendly rentals
10 1 review
Orangeville
21/09 – 11/12
$445/nighttotal: $36045 (81 )
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.
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.
9.9 57 reviews
Orangeville
30/07 – 04/08
$214/nighttotal: $1070 (5 )
Beautiful Getaway In Orangeville
1 2
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.
9.9 36 reviews
Orangeville
27/06 – 04/07
$358/nighttotal: $2506 (7 )
The Potters Retreat
1 2
apartment , Caledon
This charming apartment is located in the lower level of a converted stone church in the quaint village of Alton, just a short distance from local attractions. The village of Alton is peaceful and offers a tranquil setting close to the beautiful countryside of Caledon. The apartment has two bedrooms and can comfortably accommodate four guests. The apartment is equipped with a kitchen, parking, wifi, a large smart TV and a private ceramics studio on the upper level.
Best Orangeville vacation rentals with parking
8.9 7 reviews
Orangeville
21/09 – 11/12
$491/nighttotal: $39771 (81 )
Spectacular Estate Pristine 100 Acres Private Lake
4 1
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.
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.
10 1 review
Orangeville
27/07 – 04/08
$1448/nighttotal: $11584 (8 )
Perfect 10 Acres Private Quiet Property For Small Events & Family Gatherings
4 4
cottage , Caledon
Vintage Cottage Retreat, a 4-bedroom property sleeping 14, is situated in Caledon, Ontario, approximately 72km from Yorkdale Shopping Centre and conveniently located near Forks of the Credit Provincial Park and the Bruce Trail. This 3,700 sq ft holiday home boasts a full kitchen with microwave and dishwasher, 4 bathrooms, a solarium, terrace, garden, parking, air conditioning, and a wood-burning fireplace; it also offers 10 acres of land ideal for camping, stargazing, and small events.
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.
Frequently Asked Questions about vacation rentals in Orangeville
What should a first-time visitor not miss in Orangeville?
You should definitely visit the Orangeville Museum, which is a great way to learn about the town's history. Also, the unique shops and restaurants on Broadway are a must-see. And for a bit of nature, head to the scenic Island Lake Conservation Area.
What are the best Airbnb and vacation rentals in Orangeville?
Which neighborhood in Orangeville should you consider for a vacation rental?
The area around the downtown core is a great choice for a vacation rental. You'll be close to all the action, including shops, restaurants, and the Orangeville Public Library. The neighbourhood of Alder Street is also popular, with its quiet streets and proximity to the Credit River.
What are the top family-friendly attractions in Orangeville?
The Orangeville Public Library has a great children's section, the Island Lake Conservation Area offers hiking trails and a playground, and the Tony Rose Memorial Sports Centre has a swimming pool and ice rink.
What are the best vacation rentals with a pool in Orangeville?
When is the best time to book a vacation rental in Orangeville?
The best time to book a vacation rental is during the shoulder seasons, from April to May and September to October, when the weather is pleasant and the crowds are smaller.
What are the best rentals for families and kids in Orangeville?
What events or festivals should visitors check out in and around Orangeville?
The Orangeville Farmers' Market takes place every Saturday from June to October, the Orangeville Fall Fair is held in September, and the Hockley Valley Jazz Festival happens in July.
What are the best rentals or Airbnbs with a jacuzzi in Orangeville?
What are the best budget-friendly activities in Orangeville?
Take a walk along the Credit River, visit the Orangeville Public Library, or enjoy a picnic at Island Lake Conservation Area. These are all free and offer a great way to experience the town.
What are the best restaurants with local dishes in Orangeville?
The Mill Street Pub is known for its classic pub fare, while The Cornerstone Restaurant offers a more upscale dining experience with local ingredients. Both are popular choices.
What are the best walking or cycling routes in Orangeville?
The Credit River Trail offers a scenic 10km paved path for walking or cycling, while the Island Lake Conservation Area has a variety of trails for all levels of hikers and bikers.
Are there pet-friendly attractions in Orangeville?
The Island Lake Conservation Area has dog-friendly trails, and many restaurants and shops in town welcome well-behaved dogs.
What are the benefits of choosing a vacation rental in Orangeville?
Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen, laundry facilities, and outdoor space. They can also be a more budget-friendly option.
What are the top sports attractions and facilities in Orangeville?
The Tony Rose Memorial Sports Centre has a swimming pool, ice rink, and fitness centre. The Orangeville Tennis Club offers courts for both indoor and outdoor play.
Destinations nearby
Best Orangeville vacation rentals with a balcony
Orangeville
27/06 – 04/07
$593/nighttotal: $4151 (7 )
Luxurious Farmhouse On 100 Acres- 45 Mins From North Of Gta
3 2
farm , Amaranth
This Amaranth farmhouse, a 12-minute (19km) drive from Mono Cliffs Provincial Park and 17-minute (27km) drive from Island Lake Conservation Area, offers a convenient base for exploring rural Ontario. The 372 square metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a tennis court, Wi-Fi, and a fully equipped kitchen alongside access to nearby winter sports such as snowboarding and snowmobiling.
9.9 157 reviews
Orangeville
05/10 – 26/10
$101/nighttotal: $2121 (21 )
A Private & Stylish Urban Studio
1 1
studio , Orangeville
This charming bed and breakfast is situated in central Orangeville, just 0.7km from Theatre Orangeville and 2.1km from Island Lake Conservation Area, offering a peaceful retreat close to local attractions. The accommodation has consistently received excellent ratings for its cleanliness, location and overall experience. This one-bedroom property, spanning 59 square metres, comfortably accommodates two guests. Enjoy a range of amenities, including a fully equipped kitchen, a private terrace, a garden, a jacuzzi, and barbecue facilities.
Orangeville
01/09 – 31/12
$155/nighttotal: $18755 (121 )
Scenic Casa Azul Retreat With Jacuzzi & Gazebo
3 1
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.
8.1 1501 reviews
Orangeville
27/07 – 04/08
$459/nighttotal: $3672 (8 )
Hockley Valley Resort
1 4
resort , Orangeville
Hockley Valley Resort in Orangeville offers a family-friendly escape, located under 15 minutes by car from Orangeville and the Hockley Valley Provincial Nature Reserve, with Luther Marsh Conservation area approximately 100 kilometres away. This establishment boasts an 8,000 sq ft spa, indoor and outdoor swimming pools, an 18-hole golf course, a ski hill with 16 runs, and on-site dining at the farm-to-table restaurant, Cabin, and the lobby bar, Babbo, with Adamo Estate Winery just 1 kilometre down the road.
Best pet friendly Orangeville vacation rentals
Among the 39 accommodations in Orangeville, here are the 4 best pet friendly rentals
Orangeville
27/06 – 04/07
$115/nighttotal: $805 (7 )
Ballo - Guesthouse
1 2
house , Orangeville
This private, newly renovated suite in Orangeville offers a separate entrance and is located in a quiet residential area, just 1.5 kilometres from downtown shops, Theatre Orangeville, Island Lake trails, and Hockley Valley skiing. This modern accommodation for two features a fully-equipped kitchen with quartz counters, a double bedroom, a spa-style bathroom with a glass shower, and provides internet access, making it ideal for couples or remote workers seeking mid-term stays with easy access to local attractions and outdoor activities.
9.4 7 reviews
Orangeville
27/07 – 04/08
$260/nighttotal: $2080 (8 )
Ballo 2-bedroom Apartment
2 4
apartment , Orangeville
This Orangeville flat offers convenient access to Broadway's shops, cafés, restaurants, the Saturday Farmers Market, and the historic Opera House, being just a short distance from the town centre. This two-bedroom accommodation provides a private backyard with a seasonal swimming pool, a dedicated workspace, laundry facilities, and sleeps up to five guests with an additional sofa-bed, ideal for families.
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.
Orangeville
30/07 – 04/08
$366/nighttotal: $1830 (5 )
The Crown Suite
1 2
apartment , Orangeville
This private upper-level flat is centrally located in Orangeville, offering convenient access to local amenities and a peaceful atmosphere. The Crown Suite accommodates up to three guests with one bathroom, a kitchen, air conditioning, and internet, and is a pet-friendly option for a comfortable stay.
