House holiday rentals in Caledon

Lakehouse on the Vineyard in Lincoln-Beamsville!

Escape to peace and quiet and relaxation! Charming rustic farmhouse cottage nestled in a stunning 100 acre working vineyard with magnificent views of Lake Ontario and the Toronto Skyline. Little slice of heaven! Perfect for relaxation. Close to all winery routes, restaurants and Niagara Falls attractions. One hour from Toronto and minutes away from numerous outdoor activities for all ages including the Charles Daley Beach, Bruce Trail, Balls Falls Conservation Area and Niagara Wine Country!

California Chic +Breathe +Unwind +Restore

Enter through the grand foyer with a winding staircase, pass the kitchen, and step into the relaxing backyard featuring an in-ground, diamond-shaped, solar-heated swimming pool and a stunning lake. The view of the lake is beautiful! The area is quiet and scenic, with the soothing sounds of the lake lulling you to sleep. You are just 30 minutes away from Niagara Falls and 1 hour from Toronto. On a clear day, you can even see the Toronto skyline. It's the perfect place for a group or family of 9.

"Clement House" a Restored Residence built in 1786

Welcome to this fully renovated house originally built in 1786 by Joseph Clement, the only non-stone home to survive the burning of St Davids in 1814. Backing onto the award-winning Ravine Vineyard Estate Winery, The Clement House sits along the grapevines featuring a large patio and two-person swing. Located on the Niagara Escarpment, you are 15 minutes from Old Town Niagara-On-The-Lake and 18 minutes from Niagara Falls. Licensed by the Town of Niagara-on-the-Lake. License number 044-2023.

Log Cabin in the heart of downtown Elora

The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

🥂Breathtaking Views of the Niagara River

☀️LOCATION LOCATION LOCATION Enjoy spectacular views of the Niagara River from a private contemporary home nestled in the Village of Queenston, Niagara-on-the-Lake. Situated on the renowned Niagara Parkway and centrally located this home makes it easy to enjoy all that Niagara has to offer. The entire home has been freshly painted (September 2021), with newly purchased 700 Thread Count Egyptian Cotton bedding and brand new towels........ this just listed Airbnb is guest ready to impress!

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Halton Hills Hideaway_Private Suite

🌿 Halton Hills Hideaway – Cozy Basement Suite Near Downtown Georgetown ✨ What You’ll Love: 🚪 Private Basement Suite – Separate entrance & no shared areas 🛏️ Queen Bed – Comfy and perfect for solo travelers or couples 🌳 Garden Views – Enjoy calming green views from your lookout window 🧼 Clean & Cozy – Thoughtfully prepared for a peaceful stay 🏘️ Charming Neighborhood – Quiet, friendly, and safe 🔍 Check the amenities section for full details—we’d love to host you!

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

The Pearl on Vines: Pickleball Court-Hot Tub-Sauna

This home is a must see! Nestled on 1.5 acres in picturesque Niagara-on-the-Lake with stunning vineyard views. Enjoy 3 cozy bedrooms, 2 bathrooms, an outdoor deck with dining, lounge sectional, fire table, and a 6-person hot tub. Relax in the cedar sauna, gather around the fire table, or fire up the BBQ with vineyard views. Now featuring a private pickleball court exclusive to guests. Just minutes from world-class wineries and the town centre.