Private suite holiday rentals in Dufferin County

4.99 out of 5 average rating, 71 reviews

The exterior of a spacious house is displayed, framed by vibrant greenery and colorful foliage. Large windows allow for ample natural light, while the stone facade adds a rustic charm. A manicured lawn and flowerbeds enhance the welcoming entrance.

Guest suite in Mono

Hockley Valley Retreat with Hot Tub, Trails

This exclusive suite sits on the north west corner of a large house nestled at the end of a 400m driveway that winds high atop of Hockley Valley. Access to forest trails are steps away allowing for X-country skiing/snowshoeing in winter or hiking and fishing during warmer months. The unit comes with one indoor and one outdoor parking spot. The indoor parking spot gives access to a private entrance. Two smart TV's with wifi and satellite sit above a double sided thermostat controlled fireplace.

LocationFamilyView

A spacious living area features two brown sofas with patterned cushions, arranged around a low coffee table. Soft, neutral walls complement the light wooden flooring. Natural light fills the room, highlighting an open layout leading to the kitchen in the background.

4.97 out of 5 average rating, 74 reviews

"Country Escape" Guest Suite

Beautiful and well-equipped 2-bedroom guest suite in a peaceful rural setting. The guest suite is situated in a quiet country neighborhood, offering tranquility and a connection to nature. The proximity to many trails is a great bonus for outdoor enthusiasts. The proximity to essential amenities, shopping, grocery store, pharmacy, hospital, and restaurants in Orangeville, is a practical advantage. The 12-minute drive to these facilities ensures that guests have easy access to necessities.

ValueLocationAccess

4.86 out of 5 average rating, 161 reviews

A spacious sleeping area is furnished with a queen size bed adorned with a patterned duvet and two pillows. A nightstand stands beside the bed, and a lamp provides light. Two nature-themed artworks hang on the wall, complementing the neutral tones of the room.

Guest suite in Shelburne

Entire spacious basement with 1bedroom & Kitchenet

Relax with the family or friends at this peaceful and immaculate place. Accommodates up to 4 people with the comfortable sofa bed in den. NON-SMOKING NO PETS. FULL KITCHEN NOT AVAILABLE. KITCHENET AVAILABLE. Full, clean washroom. Spacious room, a queen size bed, dining table sits six, kettle, basic utensils and kitchen wear, linen, towels, and drinking water. 50 minutes away from Collingwood, Wasaga Beach, Berrie, Blue Mountain & Brampton. Lots of food options available in Shelburne!

FamilyLocationComfort

A wall-mounted key holder displays four red key tags, each numbered: 10, 26, and 32. The tags hang from black hooks, creating a simple and organized entryway feature.

Guest suite in Loretto

5 out of 5 average rating, 30 reviews

Above GoodHawk - village suites for 8 guests

Welcome to Above GoodHawk. The rooms sit above our restaurant The GoodHawk and reflect inspiration we have found in art, nature, travel and a hint of Canadiana, each room is individually numbered and comes with its own key. We live on site, but separately from the guest suites. GoodHawk can accommodate up to 8 guests, if you are less than 8 and wish to book fewer rooms, then please visit our separate listings for each room and reserve the number of rooms that best suits your stay.

LocationValueKitchen

4.82 out of 5 average rating, 33 reviews

Guest suite in Alton

Alton Cozy Modern Cottage | Golf & Wedding Stays

A Stylish Retreat for Golf Getaways & Wedding Weekends Escape to our cozy modern cabin in the heart of Alton, perfect for wedding guests, golf weekends, and relaxing countryside escapes. Minutes to the Alton Mill Arts Centre, Millcroft Inn & Spa, and TPC Toronto at Osprey Valley, our stylish retreat offers a peaceful home base near Orangeville and Caledon wedding venues. Ideal for bridal parties, family stays, and golf groups. Basement level is a separate occupied apartment.

FamilyLocationSleep quality

4.92 out of 5 average rating, 886 reviews

Private HotTub & Pool - Headwaters Retreat

Escape to our modern and rustic Queen Suite, with private hot tub right at your door. Relax by the pool, or unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or a quiet escape away. Book now for your ultimate getaway in comfort and nature!

ValueLocationGetting around

A cozy living area features a light-colored sofa with decorative cushions, a coffee table, and a wall-mounted television. A slim electric fireplace is situated beneath the TV. To the rear, a fully equipped kitchen can be seen, enhancing the space's functionality.

5 out of 5 average rating, 201 reviews

Garden Studio Orangeville

🌿 Country-Soul, Town-Heart Haven: Walk to Cafes, Mins to Premium Spas & PGA Golf. A newly renovated 1 bdrm walkout apartment located in our home in downtown Orangeville. Steps to Theatre Orangeville, Orangeville farmers market, and Jazz & Blues Festival. Enjoy evenings on your own patio in a private backyard overlooking the garden. Enjoy walks on the Island lake Conservation Park.. Dine at any of the many fine restaurants or cook at meal in your own fully equipped kitchen.

ValueLocationParks

5 out of 5 average rating, 7 reviews

A serene outdoor space features a lush green lawn bordered by tall trees. Several Adirondack chairs are positioned nearby, inviting guests to relax and enjoy the view of the surrounding landscape. String lights are hung above, adding a soft ambiance to the area.

Guest suite in Mono

Hilltop on Cedar Lane

Discover our special retreat, just 12 minutes from the picturesque Hockley Valley Resort, where you can enjoy skiing, golfing, and a luxurious spa. Only 13 minutes from the Mansfield Ski Club, our location offers easy access to thrilling winter and summer sports. Nestled near the Mono Mills Trails, it’s the perfect spot for outdoor enthusiasts. Enjoy a relaxing and convenient escape from the city, blending comfort with adventure. *****Pool is open until mid October! *****

LocationFamilyHot tub

A multi-level house features a wooden deck with stairs leading down to a grassy area. Surrounding the base are natural stone accents and patches of dandelions. Large windows provide views of the outdoors, and trees are visible in the background.

Guest suite in Creemore

Creemore suite with a view

This is a 52-acre farm with a two-acre pond. There are two houses on the lot . We reside in the main house and we offer our guesthouse as a relaxing private Highlands getaway retreat. This 1 bedroom (can sleep 4 )suite is fully renovated with a new kitchen, flooring, appliances & washroom. This suite has a stunning walkout to the hills & breathtaking views all around. Enjoy wood-heated cedar sauna, (one per stay). Truly a relaxing getaway.

HospitalityCleanliness

4.99 out of 5 average rating, 156 reviews

A private detached apartment is visible nestled among tall trees and lush greenery. The wooden exterior of the structure blends harmoniously with the natural surroundings. A pathway leads towards the entrance, framed by a vibrant landscape of ferns and colorful shrubs.

Guest suite in Caledon

Casa Caledon-Secluded Suite Surrounded by Nature

Take it easy at this unique and tranquil getaway on 3 acres of land The suite is close to conservation areas Cheltenham Badlands, Fork of the Credit and Terra Cotta Bruce trail, golf courses, restaurants, bakeries, butchers, farm produce and city needs are close Each season is wonderful Spring/summer has lush forests, the pond and fire pit Fall walks with the beautiful colours Winter has a white blanket and access to winter sports

ValueLocationOutdoor spaces

4.9 out of 5 average rating, 176 reviews

A single-story red brick building is set against a green landscape. The large front windows invite natural light, while a sloping lawn is dotted with gardens and shrubs. A stone pathway leads to the front entrance, surrounded by grassy areas and trees in the background.

Guest suite in Mono

Dew Drop Inn

Welcome to your temporary home away from home! Separate apartment within our home (930 square feet). Separate entrance with large foyer. Two bedrooms, 1 with a queen bed and kitchen, the other with a queen bed, futon and T.V. (sitting area). Three piece bathroom with step-in shower. Tons of parking. Hardwood floors throughout. Spectacular views and 2 firepits to use. Please see pictures. No pets allowed.

ValueLocationSleep quality

The exterior of a charming brick house is presented, featuring well-maintained green shrubbery and neatly arranged flower beds. A blue car is parked in the driveway, alongside a well-manicured lawn under a cheerful blue sky with fluffy clouds.