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The Nest Suites B&B in downtown Orangeville is conveniently located above the Bluebird Cafe & Grill, offering easy access to Orangeville's shops and restaurants.
This one-bedroom suite features an open-concept layout with a queen-size bed, a pull-out double sofa bed accommodating up to four guests, a full kitchen, a three-quarter bathroom with a rainfall shower, and complimentary coffee and tea; shared amenities include a lobby, patio, and fire pit.

This charming apartment is located in a converted church in the village of Alton, just a short drive from Caledon's attractions. The peaceful setting offers a unique and historic experience.
The apartment has two bedrooms, a bathroom, and can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, free Wi-Fi, and private parking.

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.

This newly renovated studio apartment is located in downtown Orangeville, just steps away from Theatre Orangeville, the Orangeville Farmers Market, and the Jazz & Blues Festival, making it a great base for exploring the town's cultural offerings. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The studio apartment comfortably sleeps two guests and features a private entrance, a modern kitchen, and a living room with a fireplace. Enjoy evenings on your private patio overlooking the garden, complete with a gas BBQ, fire pit, and vegetable garden, or take advantage of the nearby Island Lake Conservation Park for scenic walks and outdoor activities.

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.

The Hockley Valley Resort is a family-friendly lodging option located in Orangeville, less than a 15-minute drive from Hockley Valley Provincial Nature Reserve and Orangeville itself.
This resort offers an 8,000 sq. foot spa, year-round recreational facilities including indoor and outdoor pools, an 18-hole golf course, a ski hill, and three dining options, with spacious rooms featuring modern amenities and free Wi-Fi.

This charming Carriage House is located in Orangeville, just a short drive from major attractions like the Mississauga Convention Center and the Vaughan Mills Shopping Centre. The B&B has consistently received excellent ratings for its cleanliness, location, and overall experience.
The guest house features a spacious layout with a separate bedroom, living room, and fully equipped kitchen, comfortably accommodating up to two guests. Amenities include a cozy fireplace, a private garden and patio, a flat-screen TV, and free parking.

This Caledon rental, a countryside retreat in Alton, offers 2400 sq ft of living space with three bedrooms and two bathrooms for up to six guests, featuring a dedicated workspace and ample parking. Enjoy outdoor amenities like a deck, gazebo, and jacuzzi, with convenient access to Highway 10, placing you a short drive from Orangeville's shops and restaurants, and close to Forks of the Credit Provincial Park, Belfountain Conservation Area, Cheltenham Badlands, and Island Lake Conservation Area.

Vintage Cottage Retreat, a 3,700-square-foot Caledon, Ontario house, is located 45 minutes from Yorkdale Shopping Centre and situated along the Bruce Trail on the Niagara Escarpment, near Forks of the Credit Provincial Park and Belfountain Conservation Area.
This four-bedroom, four-bathroom rental sleeps up to 14 guests and features a full kitchen, a solarium with wraparound windows, a 10-acre property with three acres of open space ideal for camping, stargazing, weddings, corporate retreats, or yoga getaways, plus ample parking and a wood-burning fireplace.

This Orangeville basement studio apartment is located in Dufferin County, a short drive from Toronto, offering a peaceful escape in the countryside.
This 740-square-foot (approximately 69 square meters) unit features a private entrance, one bedroom, one bathroom, a full kitchen with dishwasher, a private patio with propane BBQ, fast internet, and parking; it comfortably sleeps two guests.

This newly renovated 700-square-foot basement apartment in Orangeville is a two-minute walk from Orangeville Hospital and a short drive from downtown and the town's hockey arenas.
This one-bedroom, one-bathroom rental sleeps four and features a full kitchen, free driveway parking (one car), and free street parking (May-October).

This Orangeville apartment is located in a convenient district, offering easy access to local shops, dining options, cultural venues, and recreational areas, all within a short walk.
This one-bedroom, one-bathroom unit accommodates up to two guests and features a kitchen with a fridge, freezer, and microwave, plus internet access and a garden for a comfortable stay.

This charming bed and breakfast is conveniently located in Orangeville, just a short walk from Theatre Orangeville and Island Lake Conservation Area. Guests consistently praise the bed and breakfast for its excellent location, cleanliness, and overall experience.
The cozy guesthouse features a spacious bedroom and bathroom, perfect for couples seeking a relaxing getaway. Guests can enjoy a variety of amenities, including a private terrace, a well-equipped kitchen, and a relaxing jacuzzi.

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.

This Amaranth, Ontario farmhouse rental is a 3-bedroom, 1.5-bathroom cottage located a short 5-minute drive from Orangeville, offering easy access to amenities.
The 63-acre property includes a private pond, large deck with stunning views, ample parking, and accommodates up to six guests with a fully equipped kitchen including a dishwasher and air conditioning.

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.