House vacation rentals in Cook's Bay

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Top-rated house rentals in Cook's Bay

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Top guest favorite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.99 out of 5 average rating, 363 reviews

Adorable — One Bedroom Guest Unit in Vaughan, ON

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.

Guest favorite
Home in Caledon
4.86 out of 5 average rating, 155 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 favorite
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 favorite
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 favorite
A cozy living area includes a navy blue sofa and a light armchair positioned on a patterned area rug. Decorative wall mirrors and plates are displayed above the seating. A lamp and a small table add to the brightness, while bar stools are positioned near the kitchen counter.
Home in Barrie
4.99 out of 5 average rating, 99 reviews

Bright basement apt with private entrance, Barrie

Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Top guest favorite
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 favorite
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 favorite
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 favorite
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

Top guest favorite
A silver dock extends into the clear, tranquil waters of Lake Simcoe. The gentle ripples reflect the bright blue sky dotted with fluffy white clouds, creating a serene atmosphere. The water transitions from deep blue to shades of green near the shore.
Home in Georgina
4.91 out of 5 average rating, 286 reviews

Lakefront Retreat w/ Hot Tub, Game Room & Beach

Create unforgettable memories at this Lake Simcoe family retreat! Kids will love the sandy beach, kayaks, SUPs, lily pad & play area, while adults relax in the hot tub under the stars or gather by the firepit at sunset. Inside, enjoy a lakeview kitchen, cozy family spaces & a fun game room. Perfect year-round for families, friends & reunions — from summer swims to winter ice fishing.

Guest favorite
A modern living area features a pair of vibrant blue sofas arranged around a decorative area rug. Large windows allow natural light to brighten the space, complemented by a sleek kitchen with dark cabinetry and stainless steel appliances visible in the background.
Home in Whitby
4.86 out of 5 average rating, 208 reviews

Luxurious & Modern Guest Suite-Walkout Bsmt Apt.

Luxurious new constriction basement apartment in central Whitby. Gorgeous kitchen, living area, and laundry. Ravine lot with excellent views of forest nearby. One stunning bedroom and one 3pc bath. One Free parking on the premises! Please keep in mind we do have a dog on the property. Please note: The kitchen only has a wine fridge. We do not have a freezer.

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