6br & 4,000 Sq. Ft. Luxury Estate ~Caledon Village
1 4
apartment , Caledon
This modern luxury estate is situated on a 1-acre property in Caledon, close to major tourist attractions and landmarks. It has received excellent user, location, and cleanliness ratings. The apartment offers 3,500 square feet of living space with 6 bedrooms and 5 washrooms, accommodating up to 12 guests comfortably. It features a gourmet chef's kitchen, a 400 square foot balcony off the master bedroom, a huge backyard, and modern amenities such as a gas fireplace, LED Smart TV, high-speed WiFi, washer, dryer, and iron.
9.4 3 reviews
Orangeville
06/20 – 06/21
$473/nightfor 1 night
Fall Nordic Cottage Retreat With Hot Tub 60 Minutes From City
2 4
apartment , Caledon
This Caledon condo offers a secluded 8-acre escape, located 1 hour from Toronto and 8 minutes from TOC Osprey, with nearby access to Theatre Orangeville, the Great War Flying Museum, Alton Mill Arts Centre, and Williams Mill Visual Arts Centre. This 2-bedroom, 2-bathroom condo accommodates up to 4 guests, featuring a spacious living area with an electric fireplace, a private patio, Starlink Wi-Fi, a Smart TV, a full kitchen with a microwave and dishwasher, air conditioning, and parking.
9.9 235 reviews
Orangeville
06/20 – 06/27
$120/nighttotal: $840 (7 )
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
07/02 – 07/05
$524/nighttotal: $1572 (3 )
Luxurious Farmhouse On 100 Acres- 45 Mins From North Of Gta
3 2
farm , Amaranth
This Amaranth farm rental, a 12-minute drive from Mono Cliffs Provincial Park and 17 minutes from Island Lake Conservation Area, offers convenient access to outdoor recreation. This 4,305-square-foot vacation home boasts four bedrooms, three bathrooms, sleeps ten guests, and includes amenities such as a full kitchen, tennis court, and Wi-Fi—perfect for family gatherings near Shelburne Golf & Country Club.
Orangeville
07/30 – 08/04
$253/nighttotal: $1265 (5 )
Hockley Valley Cozy Cottage With Waterfront Access
1 4
apartment , Orangeville
This 2-bedroom, 1-bathroom countryside apartment is located in Mono, less than 5 miles from Orangeville, and backs directly onto the Nottawasaga River in Hockley Valley. This rental offers internet, air conditioning, and a kitchen for up to 4 guests, with easy access to hiking trails at Mono Cliffs Provincial Park and nearby wineries, cideries, and farmer's markets.
Orangeville
10/05 – 10/26
$315/nighttotal: $6615 (21 )
Spacious Cozy 4br Orangeville Home W/deck! 10-minute Walk To Headwaters Hospital
4 1
apartment , Orangeville
This Orangeville vacation home is a 276 sqm residence located 3 minutes by car from Island Lake Conservation Area and Theatre Orangeville, and adjacent to a golf course. This family-friendly rental offers 4 bedrooms, 2.5 bathrooms, a full kitchen with an oven and refrigerator, air conditioning, on-site laundry, a garden, and a spa, with free Wi-Fi provided.
Orangeville
07/24 – 08/28
$190/nighttotal: $6650 (35 )
Newly Renovated 1 Bedroom Apartment In Alton, Ontario
1 2
apartment , Caledon
This private one-bedroom rental is located in a rural Caledon setting, approximately 10 minutes from Orangeville, Erin, and Mono, offering easy access to local amenities and natural attractions like Forks of the Credit Provincial Park and Belfountain Conservation Area. This secluded apartment accommodates up to three guests with a queen bed and a pull-out couch, featuring a full kitchen, air conditioning, and free parking on a 2-acre lot.
10 1 review
Orangeville
08/07 – 08/10
$472/nighttotal: $1416 (3 )
Walk To Downtown Orangeville | Free Parking & Game
1 6
apartment , Orangeville
This Orangeville apartment is located in a tranquil district, offering a peaceful escape and convenient access to local landmarks. This rental property accommodates up to six guests and features two bathrooms, a kitchen, air conditioning, and internet, providing a quiet retreat with proximity to Orangeville's attractions.
Orangeville
08/07 – 08/10
$155/nighttotal: $465 (3 )
The Blooming House
1 6
apartment , Orangeville
This entire private main floor of a 3-bedroom bungalow offers 1 bedroom and accommodates up to 6 guests, featuring a newly renovated space with a kitchen equipped with a fridge, microwave, and dishwasher, plus air conditioning and 1 bathroom. Located in Orangeville, this rental is a 5-minute walk to the Orangeville Transit bus stop and provides easy access to local attractions and amenities, with a bright living room, smart TV, and access to the driveway and backyard.
Orangeville
06/30 – 08/31
$8405/nighttotal: $521110 (62 )
Peak House
1 3
apartment , Caledon
This apartment is an excellent choice for travelers visiting Caledon. It is conveniently located in Caledon, close to local landmarks and attractions. The apartment has 5 bedrooms and 6 bathrooms, and can accommodate up to 12 guests. The apartment is fully equipped with everything you need for a comfortable stay, including a kitchen, swimming pool, Jacuzzi, garden, sauna, bar, and parking. It is also located near a variety of restaurants, shops, and activities.
10 11 reviews
Orangeville
07/30 – 08/04
$336/nighttotal: $1680 (5 )
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.
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.
Choose the Right Family Lodgings in Orangeville
Discover kid-friendly lodgings in Orangeville that keep city attractions within easy reach, ensuring everyone stays comfortable.
10 177 reviews
Orangeville
07/30 – 08/04
$212/nighttotal: $1060 (5 )
Hottub & Private Suite - Casa Facciolo
1 4
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.
9.0 18 reviews
Orangeville
09/15 – 09/25
$146/nighttotal: $1460 (10 )
Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery
1 2
cottage , Orangeville
This Orangeville riverfront cottage, a 700-square-foot (65-square-meter) rental, is located one kilometer from Hockley Valley Provincial Park and 2.2 kilometers from Hockley Valley Resort, offering easy access to outdoor recreation and Theatre Orangeville. The one-bedroom, one-bathroom home sleeps four with a sofa bed, a kitchenette including a refrigerator and microwave, air conditioning, a terrace, a garden, parking, Wi-Fi, and barbecue grills; on-request towel service is available.
10 95 reviews
Orangeville
10/10 – 10/19
$174/nighttotal: $1566 (9 )
Walk To Downtown Or Conservation Area, 2 Bedroom Home . Sleeps 4. Pets Welcomed
1 2
apartment , Orangeville
This Orangeville apartment is located within walking distance of the downtown area, offering easy access to shops, restaurants, and attractions. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 1,500 square foot unit comfortably accommodates four guests with two bedrooms and one bathroom. It features a private patio, a jacuzzi, a spa, a garden, and parking, providing a relaxing and convenient stay.
Orangeville
07/30 – 08/04
$971/nighttotal: $4855 (5 )
Fabulous Family Retreat, 1hr From To, Sleeps 8
1 4
bungalow , Orangeville
This Orangeville bungalow is located in Ontario's Headwaters region, adjacent to Island Lake Conservation with direct access for snowshoeing and trail walks, and just 10 miles from Hockley Valley Ski Resort. This family-friendly home accommodates 8 guests with 4 bedrooms and 3 bathrooms, featuring a fully stocked entertainer's kitchen, a dedicated playroom, a lower-level ping pong table, a summer pool, a hot tub, and a home gym.
Best Orangeville lodging with a pool
Among the 50 accommodations in Orangeville, here are the 4 best ones with a pool
10 2 reviews
Orangeville
10/05 – 10/26
$85/nighttotal: $1785 (21 )
Ballo 1-bedroom Apartment
1 1
apartment , Orangeville
This Orangeville flat offers a convenient location, situated just minutes from Broadway's commercial and cultural hub, including shops, eateries, the Saturday Farmers Market, and the historic Opera House/Orangeville Theatre. This one-bedroom, one-bathroom rental accommodates two guests and features a fully equipped kitchen, a seasonal swimming pool, parking, and a dedicated workspace, providing a comfortable base for exploring Orangeville.
Orangeville
07/30 – 08/04
$534/nighttotal: $2670 (5 )
House Near Osprey Valley Golf (Canadian Open)
1 4
apartment , Orangeville
This Orangeville house rental is conveniently located seven minutes from the Osprey Valley Golf Course, offering easy access to Orangeville's restaurants and amenities. The three-bedroom, four-bathroom home features a fully renovated basement, a private backyard patio with a propane fire table, a swimming pool, and a fitness center, comfortably accommodating up to five guests.
Orangeville
07/30 – 08/04
$1754/nighttotal: $8770 (5 )
4 Bedroom With Indoor Pool, 2 Separate Kitchen
1 4
apartment , Orangeville
This spacious family-friendly apartment is located on an expansive 1-acre lot in Orangeville, offering convenient access to local amenities and attractions. This rental features an indoor pool, 4 bedrooms, 7 bathrooms, and can accommodate up to 14 guests, making it ideal for gatherings and creating lasting memories.
Orangeville
07/27 – 08/04
$1656/nighttotal: $13248 (8 )
Private Caledon Retreat With Pool & Hot Tub
1 4
apartment , Caledon
This Caledon condo offers a countryside escape just 5 miles from Orangeville, providing convenient access to local amenities and recreational activities. This private retreat features a heated swimming pool, hot tub, and fitness center, accommodating up to 14 guests with 5 bathrooms and a full kitchen.
Frequently Asked Questions about accommodations in Orangeville
What types of accommodations are available in Orangeville?
Orangeville offers a variety of accommodations, including hotels, motels, bed and breakfasts, and vacation rentals. You can find options to suit every budget and preference, from budget-friendly motels to upscale hotels with all the amenities.
The best time to visit Orangeville is during the summer months, when the weather is warm and sunny, and there are many outdoor activities to enjoy. Spring and fall are also great times to visit, with pleasant temperatures and beautiful foliage.
What are the best accommodations with a pool in Orangeville?
What local dishes and culinary experiences are a must-try in Orangeville?
Be sure to try the local fare, which includes fresh produce from the Orangeville Farmers' Market. Local restaurants offer a variety of cuisines, including Canadian comfort food, Italian, and Asian. You can also find a variety of cafes and bakeries serving delicious treats.
What are the best accommodations with a jacuzzi in Orangeville?
In which part of Orangeville should you consider renting accommodation?
The downtown area is a great place to stay, with easy access to shops, restaurants, and attractions. The area around Island Lake Conservation Area is also a popular choice for those who want to be close to nature. If you want to be close to the Orangeville Airport, you can find accommodation near the airport.
What are the best accommodations for families and kids in Orangeville?
This Orangeville house is located in a residential area, just a short walk from the town center, shops, restaurants, and the Orangeville Public Library. It's a peaceful setting, perfect for a relaxing getaway. The home is spacious and comfortable, with three bedrooms and can accommodate up to six guests. It has a full kitchen, dining room, living room, a garden, and parking, along with modern amenities like air conditioning, internet, and a dishwasher.
10 8 reviews
Orangeville
07/30 – 08/04
$284/nighttotal: $1420 (5 )
Spacious Country Home-5br Near Orangeville
5 4
gîte , Amaranth
This five-bedroom Amaranth house, ideal for large groups, offers ample parking and a detached 24' x 24' garage/workshop. The 1-acre property features an open-concept living area, fully equipped kitchen, gas fireplace, flat-screen TV, high-speed Wi-Fi, and accommodates up to ten guests.
Orangeville
07/30 – 08/04
$221/nighttotal: $1105 (5 )
Hockley Valley Cozy Cottage With Waterfront Access!
2 4
apartment , Orangeville
This two-bedroom, one-bathroom apartment in Mono offers private riverfront access and is located approximately 1.5 miles from Theatre Orangeville and the Dufferin County Museum & Archives. This apartment accommodates up to four guests and features internet, air conditioning, and a fireplace, with outdoor activities available at Hockley Valley Resort, Legacy Pines Golf Club, and Mono Cliffs Provincial Park.
Orangeville
07/02 – 07/05
$265/nighttotal: $795 (3 )
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.
Best Orangeville accommodation with a kitchen
9.9 130 reviews
Orangeville
10/10 – 10/19
$197/nighttotal: $1773 (9 )
Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway
1 2
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.
9.9 62 reviews
Orangeville
09/15 – 09/25
$73/nighttotal: $730 (10 )
Island Lake Guest House
1 2
house , Orangeville
This studio apartment is located in Orangeville, just a short walk from Island Lake Conservation Area and less than a kilometer from the lake, offering a peaceful escape from the city. It has received excellent ratings for cleanliness, location, and user experience. The studio features a private patio, a full kitchen, and a bathroom with a walk-in shower, accommodating up to 3 guests. Enjoy the BBQ, cedar shower, and the family-friendly atmosphere with the owners' children and dog.
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.
Orangeville
07/30 – 08/04
$639/nighttotal: $3195 (5 )
Farmhouse Cottage On The Outskirts Of Orangeville
1 4
apartment , Amaranth
This charming cottage is located in the rolling hills of Amaranth, just a short drive from the town center and Willow Creek. The cottage offers a peaceful escape from the hustle and bustle of everyday life. The 4-bedroom, 2-bathroom cottage can accommodate up to 10 guests. Enjoy a private patio, a spacious garden, and a fully equipped kitchen with modern appliances.