Best Vacation Rentals in Caledon

Located on 100 acres, this 100% smoke-free Caledon property features an on-site spa and restaurant. Free Wi-Fi is offered in all areas. Forks of the Credit Provincial Park is 6.2 mi away. A flat-screen cable TV is featured in all rooms at Millcroft Inn & Spa. Each guest room includes a coffee maker and bottled water. A seating area, a desk and a clock radio are provided. Headwaters restaurant serves a menu inspired by local organic ingredients. Guests can enjoy views of the Mill Pond and Shaw’s Creek Pond while dining. The Millcroft Spa, Center for Well-Being offers an indoor and outdoor swimming pool, a gym, a sauna and a hot tub. Guests can enjoy variety of treatments including hydrotherapy and herbal steam rooms. Outdoor hot springs with waterfalls are also featured. Horseback riding opportunities are available at Greyden Equestrian Facility 9.9 mi away. Theater Orangeville is just 15 minutes’ drive from Inn & Spa Millcroft Caledon.

- "We thoroughly enjoyed our stay and hope to come back" - "Beautiful anniversary stay just perfect so quiet and close to nature" - "A wonderful time at the Mill!" - "Sublime from the minute we arrived until we left. Very quinte and beautiful interior, delightful and helpful staff and f" - "Lovely Spa Getaway" - "Had a wonderful time!" - "The perfect couples getaway!" - "Relaxing and cozy" - "It was the perfect balance of luxury, delicious foods and relaxing hot springs, and hiking in the lovely grounds. We wil"

Comfortable bed & breakfast, a quick walk to Albion Hills Conservation Area
This bed & breakfast features designated smoking areas.

- "The hosts were wonderful and accommodating. We were in the city for a dog show with our two and needed to get to the venue early. They kindly make us a breakfast to go. The king sized bed was quite comfortable and the room suited our needs with a door to the back garden. We would recommend it highly. " - "Superb place to stay . We were attending a marriage nearby and called to say we would late to check in, and the owners stayed until midnight to check us in. Would definitely recommend "

11 miles from Canada's Wonderland in Bolton, Luxurious Town Home in Bolton w. Hotub offers accommodations with access to a hot tub. This property offers access to a patio and free private parking. Outdoor seating is also available at the vacation home. With free Wifi, this 3-bedroom vacation home features a satellite flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Featuring air conditioning, the vacation home lets you use Xbox 360, PS4, and game console. There's also a seating area and a fireplace. There is an on-site bar. Guests can relax in the garden at the property. Vaughan Mills Shopping Centre is 12 miles from Luxurious Town Home in Bolton w. Hotub, while Aviva Centre is 17 miles from the property. Toronto Pearson International Airport is 13 miles away.

- "The house had everything we needed for our stay. The host was very nice." - "I was a wonderful stay for us. Definitely will coming back again." - "The place was beautiful . The game room in the basement and the hot tub was awesome."

Bed & breakfast in Caledon with free breakfast and a seasonal outdoor pool
Along with coffee/tea in a common area, this bed & breakfast has a microwave in a common area and a seasonal outdoor pool. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include laundry facilities, express check-out, and tour/ticket assistance.
Caledon Manor and Country Inn offers 5 air-conditioned accommodations with fireplaces and safes. Accommodations are furnished with queen sofa beds. Beds feature premium bedding. Guests can make use of the shared/communal kitchen.

This Caledon bed & breakfast provides complimentary wireless Internet access. 45-inch Smart televisions come with digital channels. Additionally, rooms include hair dryers and blackout drapes/curtains.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Staying at Caledon Manor and Country Inn was an absolute highlight on our Canada trip in July. From the moment we arrived, we had a warm welcome and felt like part of the family. The love which has gone into building this B&B is obvious from the delicious breakfast (complete with homemade maple syrup!), the comfortable, meticulously set up rooms and the lovely pool area. We loved enjoying the rolling countryside around the B&B - it is a short drive north of Toronto and from certain vantage points, you can glimpse the city skyline. There are walks and small towns to enjoy whilst just being at peace away from the hustle and bustle of the city. We would return here in a heartbeat if we are ever in the area. We are still missing lovely Titan the dog!!"

A recently renovated vacation home, Cozy Riverside Cottage in Caledon Alton offers accommodations in Alton. This property offers access to a terrace, free private parking, and free Wifi. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace or simply kick back and relax. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower and a hair dryer. Towels and bed linen are offered in the vacation home. There's also a seating area and a fireplace. Guests at the vacation home will be able to enjoy activities in and around Alton, like hiking. Outdoor play equipment is also available at Cozy Riverside Cottage in Caledon Alton, while guests can also relax in the garden. Mississauga Convention Center is 30 miles from the accommodation, while Theatre Orangeville is 5.6 miles from the property. Toronto Pearson International Airport is 29 miles away.

Internet • Parking • Other • Guest Services • Security/Safety • Sports/Activities • Fireplace/Heating • View • Child Friendly • Balcony/Terrace

Hotel in Caledon with free breakfast and a fitness center
Along with an indoor pool, this hotel has a fitness center and a snack bar/deli. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a 24-hour business center, coffee/tea in a common area, and a business center.
Hampton Inn & Suites by Hilton Bolton offers 95 air-conditioned accommodations with coffee/tea makers and complimentary weekday newspapers. Beds feature down comforters. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include bathrobes, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wired and wireless Internet access. 42-inch flat-screen televisions come with premium cable channels. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Quiet" - "Enjoyed our stay. Also ease of reserving. Would stay there again." - "Big room and bed, nice gym and pool" - "We come from out of town to visit Gramma on Christmas day and it is so nice to stay here after all the Christmas festivities. The pool is great, the suites are lovely and clean and the breakfast buffet is the reason my husband wants to come back! Thanks for a great experience and we will see you next year! "

Located within 11 miles of Canada's Wonderland and 12 miles of Vaughan Mills Shopping Centre, Hampton Inn & Suites by Hilton Bolton has rooms in Bolton. With free WiFi, this 3-star hotel offers an ATM. The hotel has an indoor pool, fitness center and a 24-hour front desk. The rooms in the hotel are equipped with a flat-screen TV and a hairdryer. Aviva Centre is 17 miles from Hampton Inn & Suites by Hilton Bolton, while York University is 18 miles from the property. Toronto Pearson International Airport is 14 miles away.

- "Great night stay" - "Was pleasantly surprised with this hotel and service." - "Great value great staff great room" - "Perfect in every way." - "Good clean chain hotel with pleasant staff" - "Overall, we had a great stay. Would recommend it to friends." - "All great" - "All good..." - "We had nice time there. Excellent staff." - "Good value for money but lack of fresh air and poor eating system" - "Great breakfast"

Hotel in Caledon with free breakfast and a 24-hour front desk
Along with a restaurant, this hotel has a bar/lounge and a snack bar/deli. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a meeting room, concierge services, and a 24-hour front desk.
Change of towels is available on request.
Mount Alverno Luxury Resorts offers 22 accommodations with minibars and espresso makers. Pillowtop beds feature premium bedding. 55-inch LCD televisions come with satellite channels. Bathrooms include bathrobes, slippers, and hair dryers.

This Caledon hotel provides complimentary wireless Internet access, with a speed of 250+ Mbps (good for 3–5 people or up to 10 devices). Business-friendly amenities include desks, desk chairs, and phones. Additionally, rooms include complimentary bottled water and coffee/tea makers. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.

- "A delightful property. Very calm, quiet & accommodating. " - "Just outside of town, beautiful scenery, feels like you are away from everything, but 5 min to the town and all amenities." - "I can definitely recommend staying here! Best hotel me and my wife have stayed in! The staff they are all super friendly and helpful! Beautiful views outside, super clean and modern rooms! Mini fridge was stocked and included in the price!" - "Great property, amazing room, little details were great, clean, friendly staff. "

Beautiful and spacious Basement Apartment in Brampton provides accommodations with a garden and barbecue facilities. This property offers access to a patio and free private parking. The apartment features quiet street views, a sun terrace, a 24-hour front desk, and free Wifi is available throughout the property. At the apartment complex, units have air conditioning, a seating area, a flat-screen TV with streaming services, a kitchen, a dining area, and a private bathroom with a hair dryer, a shower, and free toiletries. An oven, a microwave, and toaster are also offered, as well as a kettle. At the apartment complex, the units have bed linen and towels. Mississauga Convention Center is 13 miles from the apartment, while Aviva Centre is 23 miles from the property. Toronto Pearson International Airport is 13 miles away.

Laundry • Barbecue/Outdoor Cooking • Guest Services • Fireplace/Heating • Parking • Air Conditioner • View • Internet • Other • Balcony/Terrace • Sports/Activities • Security/Safety

Hotel in Caledon with free parking
A coffee shop/cafe, express check-in, and a picnic area are available at this smoke-free hotel. Free WiFi in public areas and free self parking are also provided. Additionally, a hair salon, a front-desk safe, and ATM/banking services are onsite.
Housekeeping is not available.
Cheltenham Suites offers 2 air-conditioned accommodations with minibars and complimentary bottled water. Accommodations have separate sitting areas and are furnished with double sofa beds and desks. Beds feature premium bedding. Refrigerators and coffee/tea makers are provided. Bathrooms include showers and complimentary toiletries.

This Caledon hotel provides complimentary wireless Internet access. Televisions come with cable channels.

- "Very unique, spacious and nicely appointed suite. Store below is convenient as well." - "It is exactly as described. Very friendly and welcoming. " - "Comfy homelike unit with lots of space. I love the heritage feel. Accessible shower. Suite is atop a rather long set of stairs,which might be a problem for some." - "Loved the room, the convenience of the keyless entry and the store downstairs was fantastic! I do prefer a bath to a shower. Although cosmetic I prefer not to see the Marettes on the ceiling fan."

Your Luxurious Caledon Escape is located in Brampton, just 13 miles from Mississauga Convention Center and 23 miles from Aviva Centre. This property offers access to a patio, free private parking, and free Wifi. Canada's Wonderland is 26 miles from the apartment and Casa Loma is 28 miles away. The air-conditioned apartment consists of 2 bedrooms, a living room, a fully equipped kitchen with an oven and a kettle, and 1 bathroom with a shower and a hair dryer. Towels and bed linen are available in the apartment. The accommodation is non-smoking. York University is 24 miles from the apartment, while Vaughan Mills Shopping Centre is 24 miles from the property. Toronto Pearson International Airport is 13 miles away.

- "Comfortable & modern apartment"

Hotel in Caledon with free parking
A seasonal outdoor pool, free self parking, and free WiFi in public areas are available at this smoke-free hotel.
Exclusive Waterfront Residence offers 19 air-conditioned accommodations with private pools and fireplaces. These individually furnished accommodations have separate sitting areas. Kitchens offer full-sized refrigerators/freezers, stovetops, microwaves, and separate dining areas. Bathrooms include bathtubs or showers.

Guests can surf the web using the complimentary wireless Internet access. Televisions come with digital channels and Netflix. Housekeeping is provided daily.

- "Quite and soothing place."

Cozy 3BR Caledon Basement Suite with Private Access, Backyard Basketball Court, Full Kitchen, WiFi, Laundry, 5 Mins to Brampton, Family Friendly, Near Trails & Parks! is located in Caledon, just 13 miles from Mississauga Convention Center and 23 miles from Aviva Centre. Among the facilities at this property are luggage storage space and private check-in and check-out, along with free Wifi throughout the property. Outdoor seating is also available at the apartment. The air-conditioned apartment consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the apartment. This apartment is allergy-free and non-smoking. Outdoor play equipment is also available at Cozy 3BR Caledon Basement Suite with Private Access, Backyard Basketball Court, Full Kitchen, WiFi, Laundry, 5 Mins to Brampton, Family Friendly, Near Trails & Parks!, while guests can also relax on the sun terrace. York University is 24 miles from the accommodation, while Vaughan Mills Shopping Centre is 24 miles from the property. Toronto Pearson International Airport is 13 miles away.

Guest Services • Pet Friendly • View • Parking • Fireplace/Heating • Laundry • Smoking • Oceanfront • Ocean View • Security/Safety • Other • Sports/Activities

Nestled alongside the serene Credit River in the picturesque countryside of Caledon/Alton, this charming country cabin offers a perfect retreat. Just steps away from downtown Alton, where delightful restaurants like Gather Cafe, Ray's, and ALTON MILL ARTS CENTRE provide a variety of culinary experiences, you can indulge in local flavors with ease.

Video Tour Of Cottage On Instagram @alton.cottage

For those seeking relaxation, the renowned MILLCROFT SPA with its rejuvenating plunge pools is only moments away, offering a tranquil escape. Nearby event spaces at Alton Mill provide opportunities to immerse yourself in local arts and culture. Golf enthusiasts will appreciate the convenience of being a short 5-minute drive from OSPREY LINKS GOLF COURSE, ensuring easy access to tee-off amidst scenic landscapes.

Nature lovers will find themselves surrounded by marked and maintained trails, such as the Credit Valley 'Upper Credit' trails and the scenic ALTON GRANGE TRAILWAY, perfect for hiking or biking adventures. After a day of exploration, unwind in the quiet seclusion of the cabin's backyard, complete with a private fire pit and a serene sitting area overlooking the gently flowing river.

Whether you seek outdoor adventure, cultural exploration, or simply a peaceful retreat away from the bustle, this country cabin offers the ideal blend of convenience and tranquility, allowing you to embrace the beauty of the countryside while remaining close to all your desired activities.

Video Tour Of Cottage On Instagram @alton.cottage

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- "Our time here was so relaxing and peaceful yet so fun! We slept in longer than we ever have! The indoors is beautifully done and the property grounds were a child’s dreams from jumping on the trampoline to roasting s’mores (thanks Stephanie!) to catching and releasing minnows! The host is very responsive, flexible and kind which made it such a pleasant time. Can’t wait to visit again!!!" - "The property was cozy and we appreciated the cleanliness of the home and Stephanie's response times when we had questions. We only wish that there was wifi :)"

Located in Caledon, 27 miles from Mississauga Convention Center, Mount Alverno Luxury Resorts has accommodations with a terrace, free private parking and a bar. The property is around 3.5 miles from Theatre Orangeville, 27 miles from Apollo Convention Centre and 28 miles from Wild Water Kingdom. The property provides a 24-hour front desk, airport transportation, room service and free WiFi. The rooms is equipped with air conditioning, a fridge, a minibar, a coffee machine, a shower, free toiletries and a desk. Featuring a private bathroom with a bath and a hairdryer, some accommodations at the hotel also feature a mountain view. All rooms in Mount Alverno Luxury Resorts are equipped with a flat-screen TV and slippers. The accommodation offers an à la carte or continental breakfast. At Mount Alverno Luxury Resorts you'll find a restaurant serving American, Chinese and French cuisine. Vegetarian, vegan and gluten-free options can also be requested. Hershey Centre is 29 miles from the hotel. Toronto Pearson International Airport is 27 miles from the property.

Wheelchair Accessible • Bar • Laundry • Sports/Activities • Air Conditioner • Balcony/Terrace • Guest Services • Restaurant • Child Friendly • Parking • Transportation/Shuttle • Other

Since we left the city and embraced country living, we have shared our peaceful Cannon Gates with family and friends.
If you are looking to disconnect from the world, detox and absorb nature, this is the right place to escape to.

Our beautiful property offers a spacious and cosy 3 bedroom apartment with one bathroom, full kitchen a sofa bed and a open concept sitting/eating area.

We have trails and gently rolling hills for you to explore.
Located no far from the city but yet, fells like you are in your own world.

Private heated pool available for an extra fee

- "Our stay was wonderful. Lissette is just so lovely and hospitable and was so quick to respond to any questions before and during our stay. The property is tranquil and exactly what we were looking for. It was a beautiful drive to caledon and a perfect place to retreat to after our daughter’s horse show." - "Lissette and Steve are awesome owners. They make sure you have a good time and they are very responsive if you need anything. They thought of everything even the smallest thing you may need in vacation. The property is so beautiful, it’s been taken care of very well. You don’t need or want to leave it. We can’t wait to go back. Thanks Lissette and Steve for being such an amazing hosts."

Cheltenham Suites is located in Caledon, within 15 miles of Mississauga Convention Center and 29 miles of Aviva Centre. Located around 30 miles from York University, the inn is also 30 miles away from Vaughan Mills Shopping Centre. Free WiFi and an ATM are available. Complete with a private bathroom equipped with a shower and free toiletries, all rooms at the inn have a flat-screen TV and air conditioning, and selected rooms also offer a seating area. Guest rooms will provide guests with a fridge. Guests at Cheltenham Suites will be able to enjoy activities in and around Caledon, like hiking and cycling. Toronto Pearson International Airport is 19 miles from the property.

- "Quaint accommodation in quiet area" - "Lovely alternative to generic hotel"

Welcome to your relaxing escape in the heart of Alton—a cheerful and spacious 3-bedroom, 1.5-bathroom home backing onto the beautiful Credit River. Perfect for families, friend groups, wedding guests, or anyone craving peace, nature, and comfort.

• Sleeps up to 8 guests comfortably
• 3 cozy bedrooms (2 with private decks!)
• 1.5 bathrooms
• Fully equipped kitchen + BBQ patio for year-round grilling
• Stylish living room with fireplace & smart TV
• Fast Wi-Fi, workspace-friendly

Perfect fall and winter escapes — complete with a private hot tub, outdoor firepit, and relaxing river views. Just steps from the Millcroft Inn & Spa and minutes from hiking trails, shops, and cafes, it’s an easy getaway under an hour from Toronto.

🍁 Surrounded by Caledon’s fall colors + country charm

🔥 Outdoor firepit + hot tub for year-round relaxation

🛏 Comfortable bedrooms + modern design and an in bedroom fireplace

🏡 Perfect for spa weekends, wedding stays, or cozy family retreats

🌲 Outdoor Oasis
• Above-ground pool (summer only)
• Covered hot tub under the stars
• Wrap-around deck with dining space
• Front patio with covered BBQ area
• River hangout + Muskoka chairs

🚗 Extras & Details
• Walking distance to Millcroft Inn & Spa
• 10 mins to Caledon, 10 mins to Orangeville 10 mins to Erin
• Lots of parking on-site
• Family-friendly, nature-filled, and peaceful
• Pets welcome with pre-approval
• Please inquire for small events or celebrations

- "We truly enjoyed our stay. The location is perfect! We walked everywhere, to the spa, lunch at The Millcroft, The Alton Mill, and to get a cappuccino in town. The space was clean and open. We loved the fireplace feature. I would definitely stay at this location again!" - "Simply put wow! I’ll start with outside . Coffee in the morning on many different decks / balcony or heck in muskoka chairs by the river ! Fire pit ! Love it Pool is perfect for cooling off on the hot days Pool deck has loungers for all day sun! And the hot tub is secluded in its own little corner it’s perfect ! Inside is just got that cottage farm house feel from fireplaces to beautiful natural light all through the house . My girlfriend and I felt like we were in our own little fairytale . Paige was very very helpful and in making our stay extra special ! Thank you so much we will be coming back to this place !"

Located in Orangeville, 5.5 km from Theatre Orangeville, Mesmerising Cottage In Caledon features views of the garden. Guest rooms at the guest house are equipped with a flat-screen TV and a kitchen. At Mesmerising Cottage In Caledon each room has air conditioning and a private bathroom. The nearest airport is Toronto Pearson International Airport, 64 km from the accommodation.

Child Friendly • Air Conditioner • Parking

This beautiful lower level apartment is located in the heart of Caledon Hills on a magical country setting surrounded by nature. 10 acres of land for you to enjoy, 3 trails, gently rolling hills to toboggan and snowshoe in the winter, private heated pool in the summer available as an option for an extra fee.
Your apartment has a private entrance, your own patio set , a gas bbq and a fire pit.
Owners live in the property. Other guests might be on the property during your visit.

- "I had a wonderful, private retreat from the world for the week I was at Cannon Gates. The owners were very friendly and looked after issues (a small problem with the coffeemaker) very quickly. The apartment was neat, the grounds were beautiful, and the pool was the perfect temperature. I was looking for some time away from the daily grind and I got exactly what I needed. Thanks, Lissette!" - "Cannon Gates provided an outstanding stay! The lodging were clean, comfortable, and quiet. The hosts went above and beyond to show warm hospitality and accommodate my every need."