Holiday rentals with a kayak in Mississauga

Luxury 3BR Sky Condo - Award Winning Design

- Rated one of the best in the city, this condo offers luxurious living on the 63rd floor boasting stunning views - Indulge in vibrant nightlife, major league games, conferences & concerts, or cozy up by the fireplace for an unforgettable evening with the city below - Stay productive with office space for work or planning adventures - Whip up delicious meals in the full kitchen, a touch of home to your stay - Perfect for high-end guests seeking a luxurious and memorable downtown experience

Location · Value · Checkout

Stylish Entire 1BD+Den Condo | Downtown Toronto

Experience true downtown Toronto living in this modern, fully furnished 700 sqft 1BD+Den with balcony at the iconic Skybridge Building, CityPlace. Sleeps 4 — queen bed & king pull-out daybed in den. Perfect for families, couples & groups! Hi-speed WiFi | Full Kitchen | Washer/Dryer | Central AC & Heat | Smart TV | Secure Building & Concierge | TTC (Streetcar) nearby Steps from CN Tower, Rogers Centre, Ripley's Aquarium, Scotiabank Arena, Harborfront & buzzing bars and restaurants of King West!

Location · Nearby · Hospitality

Private Luxury Waterfront Home – Lower Unit

Enjoy a luxurious stay in a unique property in the highly sought-after Mineola neighbourhood of Port Credit, Mississauga. 5' walk to Port Credit go, 1 train to Union, downtown Toronto. This is the lower unit in the house with a separate entrance from the upper unit. This spacious & well-designed house gracefully perched on the edge of the Credit River with a take-your-breath-away view. Kayak, fishing... in the summer or skating on the frozen Credit River in the winter (weather permitting).

Outdoor spaces · Value · Getting around

Lakefront 1 bedroom tiny home

Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. It is suited to people looking to relax and enjoy the scenery, explore the lake on kayak, exercise and explore on water bikes, fishing in the lake, enjoy some outdoor movies or campfire or under the stars.

Value · Outdoor spaces · Hospitality

Private comfy Basement Apartment w/parking

Your family will be close to everything you need when you stay at this centrally located place. Major highway is right beside, walk to many amazing restaurants, brand shopping, cinema, GO/ Brampton bus stop, Shoppers, Metro, etc Newly Renovated Unit with everything smart tv, kitchen and eating area, all you’ll ever need during your stay. Separate private entrance, parking, high-speed wifi and TV with Amazon firestick (your login to Netflix etc). Sound of walking from upstairs in basement.

Location · Value · Kitchen

Condo-mansion with large terrace

Indulge in luxury and comfort at this elegant two-bedroom suite with a spacious den, easily accommodating 6-8 guests. Located just minutes from the airport and key attractions, enjoy the ultimate convenience. Relax in style with an expansive private terrace, plush sofa bed, air mattress, and organic cotton linens. Every detail is curated for your comfort, offering a seamless blend of sophistication and relaxation. A perfect getaway where luxury meets location. STR-2411-HRPLBY

Location · Pets · Condition

Lakefront Stylish 2-Bedroom Condo with Pool

Experience the blend of comfort and character in this beautifully styled condo featuring a spacious open-concept layout, with 10 ft ceilings and an inviting vintage decor. Step out onto the large private terrace to take in breathtaking panoramic views of lake, the iconic Toronto skyline, and the lush greenery of Humber Bay Park. Nestled in a prime location just steps from scenic bike paths, water activities, restaurants, grocery stores, public transportation, and the marina!

Value · Location · Check-in

Double bed, TV, Kitchen, Backyard by a River

Kick back, relax in this calm, newly renovated space Beautiful river out back to explore & create waterfalls Gorgeous shared kitchen and incredible appliances. Wifi, carbon filtered water and parking included. Extras: laundry services, meals, private driver, bike and paddle board rental. 420 friendly SCENT FREE HOME! Prefer no tobacco smokers A/C works but I keep it warm. I prefer ceiling fans. No visitors allowed No Service Animals or Emotional Support Animals

Value · Location · Bathroom

Private Guest Suite by Canterra Stays · Sleeps 2

✨ The suite business travellers keep coming back to. A private, fully self-contained 1-bedroom apartment with its own entrance — full kitchen, 65" TV with Netflix, a power recliner made for decompressing, and a walk-in closet built for real unpacking. Fifteen minutes from Pearson, quiet residential street, free parking at the door. Guests call it their go-to place in Toronto and book their next trip before the current one ends. Come see why it becomes a ritual.

Location · Value · Comfort

Designer 4BR | Luxe Living + Family-Friendly Fun

Private & Peaceful – Quiet neighborhood while being minutes from major highways, Square One Mall, restaurants, parks, and more. Perfect for Longer Stays – Comfortable for both short-term and extended visits Location Highlights: - 5 mins to Square One Mall - 7 mins to Celebration Square & Mississauga City Centre - 15 mins to Pearson Airport - Easy access to highways 401, 403, and QEW - Close to public transit, restaurants, and grocery stores

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Outdoor spaces · Value · Pool

Cottage Escape in the City | Pool & River

Welcome to your private boutique suite with a separate, independent entrance for complete privacy. Relax in a peaceful backyard featuring comfortable outdoor seating, mature trees, the scenic Credit River, and a seasonal pool. Enjoy complimentary parking, high-speed Wi-Fi, and easy access to Pearson Airport, Highways 401, 403 & 407, and the charming village of Streetsville. Ideal for business travelers, couples, and quiet getaways.

Outdoor spaces · Kitchen · Sleep quality