Holiday rentals in Alton

Golf,Ski 2 BR Century Home in Downtown Orangeville

Walk to downtown and island lake conservation. Close 10 min drive to Hockley Valley This beautiful 1,250 sqft, 2 bedroom unit sleeps 4 adults comfortably. The 1st bedroom has a queen-sized bed and a walk-out to the 2nd floor furnished deck area (see pictures). The 2nd bedroom has a full sized (double) Has Air Conditioning and features a private deck off the master bedroom The bathroom that has a new shower and stand-alone "claw" bathtub. There is also a newer stackable washer and dryer.

Little blue haven

Nestled in the peacful village of Alton, this home is the perfect base to explore all the area has to offer. Planning a wedding? you'll find several beautiful nearby wedding venues just minutes away. For relaxation and pampering, local spas provide indulgent treatments, while golf enthusiasts can enjoy nearby championship courses. Outdoor lovers will delight in hiking trails, mountian biking and winter skiing. Foodies can explore breweries, wineries, restaurants. Art lovers can visit galleries

The Green Lodge - Upper Level Raised Bungalow

Kick back and relax in this calm, stylish and extremely well equipped home from home. Fully self contained and private upper level Bungalow complete with 1 large off road parking space. This open plan delight is beautifully furnished with kitchen, island, dining and living space as one. Then to the rear, 2 separate bedrooms and bath room. A rear door leads to a sun filled 225 sq ft deck overlooking the tree backed rear garden, perfect for those long summer nights with friends and family.

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!

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.

Orangeville 3BDRM House

This home can accommodate an escape from the city to relax/explore or offer a quiet place to work or recharge if on a business trip. This clean & cozy townhouse is perfect for the whole family. Enjoy a full kitchen stocked with coffee, sugar, honey & spices. The dining area sits 4 with some bonus additional seating at the nearby island. The living room has a large couch with 2 additional seating options that have a clear view of the television. There are 3 fantastic spacious bedrooms.

1850 Settler's Cabin in Private Forest

Our beautiful 1850 settler's log cabin is simply furnished and does not have plumbing. Electricity is powered by a honda generator. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and guests have access to our centralized guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

Cabin in Mono.

Escape to Maple Lane Log Cabin, a secluded 1880s retreat set on 7.6 private acres surrounded by mature maples and breathtaking perennial gardens. Inside, rustic charm meets cozy comfort with a wood-burning fireplace and warm, inviting spaces. Sip coffee on the deck, wander the grounds, and unwind to peaceful countryside sounds. Perfect for couples or solo getaways seeking quiet, nature, and a touch of history. At Maple Lane Log Cabin, serenity isn’t just a feeling — it’s an experience.

Cozy Modern Cabin | 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.

8 Acre Retreat | 5 min to Canadian Open Hot Tub!

Enjoy peaceful summer evenings on the patio ☀️ surrounded by nature on a private 8-acre property only 1 hr from Toronto. • 8 min from TPC Osprey 🏌️ • 2 spacious primary bedrooms w ensuites • Electric fireplace • Starlink Wi-Fi 🌟 • Smart TV • Private & nearby nature trails Start your mornings w coffee on the patio. Spend the day exploring trails or golfing nearby, then unwind at your calm, stylish retreat. Perfect for families, couples, & golfers looking to escape the city.

Cabin stay and play! 10 mins to Canadian Open!

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

Cozy Country Spring Getaway | HotTub + Fire Pit

Escape to the countryside this spring 🌸 Unwind in the hot tub or pool, enjoy cozy fires under the stars, and soak in the peaceful charm of Alton. Perfect for a relaxing getaway, girls weekend, or quiet work-from-home retreat. • 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