Holiday rentals in Loretto

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Top-rated holiday rentals in Loretto

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A restored stone farmhouse is framed by lush greenery and colorful flower beds. A well-maintained stone wall borders the property, providing a rustic charm. The approach features a paved path leading up to the welcoming porch, inviting guests to explore the landscaped surroundings.
Home in Mono

Country Family Getaway with Pool and Trails

This charming restored stone farm house with stained glass windows that look out over the well landscaped property with stone walls, heated pool & mature fruit and maple trees. Perfect for a family vacation on nearly 100 acres of private flora, fauna and pristine streams or simply enjoy local cultural offerings . Also an ideal location for special events. A 9-hole golf course and The Bruce Trail, Split Rock Narrows, Dufferin County Forest are among other famed nature reserves just minutes away.

4.96 out of 5 average rating, 57 reviews
Guest favourite
A covered patio area features a hot tub alongside a glass-topped table with comfortable seating. The peaceful lakeside view showcases expansive green space and a row of chairs positioned along the shore, framed by trees lining the property.
Cottage in Georgina

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

4.96 out of 5 average rating, 106 reviews
Guest favourite
Home in Adjala-Tosorontio

Spacious 4BR House | Golf • Spa • Private & Serene

Welcome to our Brand new and Beautifully Decorated 4BR and 3.5WR Colgan home - perfect for families and groups. ✓ Entire home to yourself – full privacy ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Fully equipped kitchen for preparing meals ✓ Smart TV & High-Speed Wi-Fi ✓ High-quality Linens. Comfy Beds ✓ Open-concept layout with modern décor ✓ Safe neighbourhood. Easy access to highways ✓ Driving distance to Hockley Valley Ski Resort Book your stay with confidence and make unforgettable memories!

4.95 out of 5 average rating, 37 reviews
Top guest favourite
An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.
Cottage in Mono

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

4.95 out of 5 average rating, 166 reviews
Top guest favourite
A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.
Cabin in Mono

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

4.95 out of 5 average rating, 356 reviews
Top guest favourite
A rustic cabin is nestled among trees, displaying a red metal roof and wooden exterior. Fallen leaves provide a colorful carpet around the structure. Stacked firewood and various outdoor items are visible, hinting at the serene rural setting.
Tiny home in Palgrave

Lavender Farm Century Cabin

Escape to a century-old rustic cabin on a peaceful lavender farm, where the beauty of nature surrounds you. This cozy cabin sleeps two and is perfect for a romantic adventure. A wood-burning stove and a charming loft space invites you to slow down—sip a cup of lavender tea, curl up with a book, and let the world fade away. Step outside and immerse yourself in the rhythm of the farm. Breathe in the lavender, breathe out the stress—slow down, and let nature work its magic.

4.92 out of 5 average rating, 52 reviews
Superhost
An aerial view of the Orangeville Retreat House is presented, showcasing the home's expansive front yard surrounded by lush greenery. A winding driveway leads to the garage, while solar panels are visible on the roof, highlighting the property's integration with nature.
Home in Orangeville

Mono Forest Stay & Spacious House

⭐Welcome to our 4BR, 2.5 bath Detached house near Island Lake & Hockley Valley in Orangeville, featuring: ✔ Fully equipped huge kitchen for preparing meals ✔ Cozy family room with a Smart TV ✔ High-speed internet ✔ Comfortable bedrooms with fresh linens ✔ Ping-pong, board games, treadmill, BBQ, deck, and forest views ✔ Ideal for families, groups, or wedding guests. Book your stay with confidence and make unforgettable memories!

4.65 out of 5 average rating, 46 reviews
Top guest favourite
The open-concept living area is furnished with a spacious sofa and patterned armchairs. A circular coffee table is centered on a soft area rug, while a flat-screen television is mounted on a dark media console. Natural light enters from a window, complemented by modern decor.
Flat in Alliston

The Oake Room: Modern Suite

The Oake Room - your premier destination for modern, professional living. Ideal for those visiting Honda, Alliston Hospital, or attending events at Nottawasaga Conference Centre, our 1-bedroom lower level suite is a haven of style and convenience. Our clean, quiet suite is specially designed with open-concept living space to create a comfortable home base while away, equipped with modern amenities, ideal for work or relaxation.

4.96 out of 5 average rating, 109 reviews
Guest favourite
The main entrance of the barn is framed by a sturdy wooden structure, showcasing large glass doors and a spacious balcony. The surrounding gravel area is clear, with symmetrical windows on either side providing ample natural light.
Barn in Loretto

The Loft

This memorable place is located on a beautiful Thoroughbred Horse Farm. We are 5 minutes to the Caledon Equestrian Horse Show Grounds in Palgrave. We are also only 35-40 minutes to Woodbine Race Track and the New Great Canadian Casino as well as Pearson Int'l Airport. Over 300 acres of hiking trails just down the road. We are also just a short drive (15 mins) to Hockley Valley resort and the beautiful Adamo Estate Winery.

4.9 out of 5 average rating, 40 reviews
Top guest favourite
A serene scene at dusk captures three animals, including a cow and two horses, walking along a path in a pasture. Sunlight filters through trees in the background, creating a warm glow over the landscape.
Farm stay in Orangeville

3 separate sleeping rooms on 23-acre horse farm

Self-contained lower unit on a 23-acre horse farm. Sleeps 6; fully equipped kitchen, laundry facilities, separate entrance, internet, TV streaming. One full bathroom, outdoor sitting area, parking for 2 vehicles. Owner on premises. 15 minutes east of Orangeville. 10 minutes to Palgrave. 15 minutes to Hockley Valley Resort and 30 minutes to Mansfield. Minimum 2 nights. Discount for the week.

4.98 out of 5 average rating, 61 reviews
Top guest favourite
A charming log cabin is set amidst lush greenery, featuring a covered porch with decorative plants. The building showcases a symmetrical roof and multiple windows, allowing natural light to fill the interior. The stone pathway winds through the manicured lawn, enhancing the serene outdoor setting.
Home in Kleinburg

Charming Log Home - 25 private acres in Caledon

Our home sits on the rolling hills of Caledon East surrounded by a serine ambiance of pure peace and quiet. Just 45 minutes from the GTA where you can make memories w/family and friends. Take a walk though the trails, enjoy sitting by the pond, or enjoy skating or snow shoeing during the winter months. We welcome all our guest(s) to take a deep breath, inhale peace and exhale happiness.

4.99 out of 5 average rating, 84 reviews
Guest favourite
A charming house is set against a serene evening sky, showcasing large front windows that allow for natural light. The exterior features a combination of gray siding and earthy tones, with a small porch and a well-maintained driveway leading to a single-car garage.
Home in Tottenham

Pond View Gardens

Welcome to my peaceful, charming and central home in Tottenham. Only steps away from trails and a view of Tottenham Pond, I hope you will feel at home whether for the weekend or working during the week. Noteworthy Amenities: Shampoo/conditioner/body wash, a small selection of easy at home meals (ex. Coffee, tea, oatmeal, soup, lasagna, snacks), washer/dryer/laundry soap, WIFI

4.88 out of 5 average rating, 57 reviews

Popular amenities for Loretto holiday rentals