House holiday rentals in Keswick

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Royal Beach Lakehouse & Spa is your perfect experience of lakeside luxury! Sink your toes into the sand as you relax with your loved ones, our luxury retreat boasts panoramic views of Lake Simcoe! Wake up feeling refreshed after enjoying your private infrared sauna and fun water toys and activities. End your days with a spectacular sunset from your lakeside hot tub & firepit! Our chef's dream kitchen also awaits! This fully equipped lake house is sure to become your next vacation destination!

Cozy main floor apartment with backyard in Barrie

Welcome to Your Cozy Retreat in Barrie! Tucked away in a quiet neighborhood, our modern main-floor apartment offers the perfect mix of comfort, style, and convenience. Relax in your private backyard with a gazebo and BBQ, cook in a fully equipped kitchen, and stay connected with high-speed Wi-Fi. Just 5 minutes from Lake Simcoe and 3.5 km from the GO Station, you’ll enjoy easy access to both nature and the city. Perfect for short getaways or longer stays — everything you need to feel at home.

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! This private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathroom, large bright sunroom with sleeper sectional. Large newly renovated deck. You are sure to enjoy the 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 or friends to escape the hustle and bustle, relax and unwind.

Orillia TwnHse Oasis w King Bed

Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

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.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

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!

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Luxury Home Mins to Lake & Beach

Welcome to Your Modern Retreat minutes away from the Lake and Beach! Experience comfort and style in our newly built, beautifully furnished 3-bedroom house, perfect for families, groups, or business travellers. Located in the heart of Barrie, our home offers a serene escape with all the amenities you need for a memorable stay. 50 m to nearest bus stop 1.5 km to grocery stores and Bayfield Mall 3 km to Downtown 4 km to Centennial Beach and Park 6 km to Johnson's Beach

Luxury 4BR Retreat ~ By Lake Simcoe ~ Full Privacy

Welcome to our Newly Furnished and Professionally Cleaned home in Georgina - minutes drive to Lake Simcoe! ✓ 4 BR, 3.5 WR - 100% Private & Spotless ✓ Just 5 Minutes to Keswick Beach ✓ Fully equipped kitchen for preparing meals ✓ Cozy Family & Living Rooms ✓ High-quality Linens. Comfy Beds ✓ 70" Smart TV, High-speed WiFi ✓ Laundry washer & dryer ✓ Private Backyard ✓ Free parking! ✓ Safe neighbourhood Book your stay with confidence and make unforgettable memories!

Sunset Harmony on Cook’s Bay

🌸 SPRING RESET SPECIAL: Book 3+ nights in March (40% OFF) or April (20% OFF)! Experience Sunset Harmony, a premium 4.8★ lakefront retreat. Perfect for large groups, our estate includes a Main House + Studio: Year-Round Wellness: Private Wood-Fired Sauna & Hot Tub Space for All: 4 Bedrooms & 3 Full Baths Chef’s Delight: 2 Fully Equipped Kitchens Outdoor Oasis: Expansive Deck with Built-in Pergola & Direct Lake Access Book your lakeside escape today!