House holiday rentals in Cook's Bay

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Top-rated house rentals in Cook's Bay

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Guest favourite
The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.
Home in Barrie
4.91 out of 5 average rating, 116 reviews

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

Guest favourite
A fire pit area is surrounded by multiple Muskoka chairs, with a vibrant fire burning in the center. The expansive lawn is meticulously landscaped, framed by lush greenery and a view of the lake house's covered porch, illuminated by soft evening light.
Home in Georgina
4.95 out of 5 average rating, 22 reviews

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!

Guest favourite
A spacious backyard features a fire pit surrounded by four adirondack chairs. The cottage showcases large windows and a deck with outdoor dining furniture and an umbrella. Two kayaks are stored nearby, adding to the lakefront atmosphere.
Home in Little Britain
4.95 out of 5 average rating, 107 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! This rustic private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 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 approximately 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

Top guest favourite
The exterior of the villa showcases a well-maintained brick facade complemented by a red-tiled roof. Lush greenery surrounds the property, with vibrant orange flowers blooming along the front. A manicured lawn enhances the inviting atmosphere, offering a serene setting amidst the trees.
Home in Innisfil
4.98 out of 5 average rating, 246 reviews

Luxe Villa with Sauna and Hot Tub @ Lake Simcoe

Our boutique style property is 45 minutes from Toronto, in a prestigious neighborhood off Lake Simcoe, near Friday Harbour Resort (FHR). The Villa offers a year-round five star experience of a luxury lodge. Great private place for family getaways, corporate retreats, anniversary celebrations. Amazing location for outdoor activities including fishing, boating, hiking, biking, skiing, snowmobiling. Enjoy the freewheeling and pleasures of a place that was designed purely for you to indulge in.

Guest favourite
Home in Caledon
4.87 out of 5 average rating, 156 reviews

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!

Top guest favourite
The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.
Home in Barrie
4.98 out of 5 average rating, 123 reviews

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

Guest favourite
A cozy living area is filled with soft lighting and modern decor. A blue sofa is complemented by accent pillows, while a stylish chair in warm tones sits nearby. A round coffee table is placed atop a decorative rug, with a floor lamp enhancing the inviting ambiance.
Home in Georgina
4.92 out of 5 average rating, 26 reviews

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!

Superhost
Home in Newmarket
4.77 out of 5 average rating, 158 reviews

Cozy apartment in Newmarket

This cozy home, located at Leslie and Mulock, is within walking distance of parks, grocery stores, and restaurants. It’s a short drive to Southlake Hospital, Historic Downtown Newmarket, the GO station, and Upper Canada Mall, Walking distance to Pickering College. Guests have full access to the first floor, featuring a living room, kitchen, dining room, and a private basement apartment, with a private bathroom. Perfect for a comfortable and convenient stay.

Top guest favourite
A spacious lakefront property is surrounded by lush greenery and trees. The area features a sandy beach leading to the water, with a wooden dock extending over the lake. Several outdoor chairs are positioned on the lawn, offering a relaxing view of the serene environment.
Home in Innisfil
5 out of 5 average rating, 58 reviews

Luxurious Lake House for Family Stays

Beautiful Lakehouse, 45 mins from Toronto, with Exquisite Lake Views. Luxurious Large home with high end finishes. Top of the line appliances. Work from home space from second floor loft. All the comforts and amenities you desire. Spa , featuring equipped gym, an infrared sauna and Hot tub. Games room which includes pool table ,air hockey and ping pong. Camp Fires, and Lawn games. Outdoor quiet time 10:00 pm. No parties allowed at this property.

Guest favourite
A kitchen area is showcased with a wooden dining table surrounded by four chairs. A refrigerator is visible alongside light wood cabinetry and a patterned backsplash. A simple table runner and floral centerpiece enhance the setting, complemented by soft lighting fixtures in the ceiling.
Home in Barrie
4.77 out of 5 average rating, 319 reviews

Spacious Barrie Basement with Separate Entrance

This newly renovated 2-bedroom basement is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Towels/Dishes/Bath Accessories/Free parking spot on our driveway and free street parking (ONLY Available Apr-Dec). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

Top guest favourite
An open-concept living room is highlighted by natural light pouring in through large arched windows. A comfortable white couch is paired with accents of black and brown. A decorative fireplace adds warmth, while modern furnishings create a welcoming atmosphere.
Home in Georgina
5 out of 5 average rating, 15 reviews

Lake Days & Cozy Nights – Your Year-Round Retreat

Cozy, family-friendly cottage just a short walk from the lake! Enjoy peaceful mornings on the porch, fun afternoons exploring nearby trails or public lake access, and evenings by the firepit. Perfect for families or friends, with a fully equipped kitchen, comfy spaces, and games for all ages. Relax, reconnect, and enjoy a quiet getaway surrounded by nature—where making memories is easy and the pace is slow.

Guest favourite
A modern living area features a comfortable sectional sofa and a sleek coffee table, with a fireplace and TV mounted on the wall. A spacious bedroom showcases a king-sized bed and contemporary decor. A private indoor sauna adds a unique wellness element to the condo.
Home in Innisfil
4.92 out of 5 average rating, 130 reviews

Sauna*King Bed*Fireplace*SmartTV

The perfect spa getaway an hour away from Toronto! Modern and bright fully stocked condo with a 2-3 person indoor sauna, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Coffee & Espresso bar

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