Holiday rentals with a pool in Greater Toronto and Hamilton Area

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Family · Value · Wi-Fi

Luxury In The Heart Of Wine Country

Hidden along the shores of the Niagara River, Grayden Estate is nestled on a quiet dead end street in beautiful Queenston/Niagara on the Lake. A short drive to Old Town and within a few minute walk or bike to world class wineries, art galleries, farmers markets, hiking trails, parks and the waterfront, Grayden Estate is the ideal location for a peaceful quiet getaway for anyone looking to surrender to the simple living quiet life. Complimentary tour bikes are available for use. Lic # 112-2023

Value · Location · Shared spaces

Niagara Farmhouse Cottage with Attic & Heated Pool

Nestled in the heart of Chippawa town, our newly farmhouse-style residence exudes timeless charm and modern comfort. Situated in close proximity to the enchanting Welland River, the location offers a tranquil escape with picturesque surroundings. Our spacious home ensure comfort and ample space for all. Spacious parking lot could park for up to 8 cars and RV/Trailers. Just a short drive and easy access to Niagara's main attractions. Grocery store, restaurants , and much more In walking distance

Family · Value · Getting around

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

Location · Value · Indoor spaces

The Grand Garden Suites 1 *free parking (licensed)

Our property is a duplex ( 2 units) located just steps away from Casino Niagara as well as just one block from the main tourist area. Many restaurants are just steps away as well as the Niagara river where the famous Niagara Falls is located. As close as we are to it all you will still feel tucked away in your own little piece of heaven surrounded by so much beauty with gardens to fill all your senses. And not to mention a backyard oasis with an inground heated pool ( May 1st- September 30th)

Value · Family · Parking

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Location · Family · Comfort

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

Family · Value · Comfort

Wine country Cottage 15 min drive to old Town NOTL

Welcome to our modern, spacious vacation rental, featuring a stylish interior and a private backyard pool, all situated in a safe and quiet neighborhood. Conveniently located just 15 minutes drive from the world-famous Niagara Falls and the charming downtown area of Niagara-on-the-Lake—one of Canada’s prettiest towns. Enjoy great wineries, restaurants, golf courses, and outlet shopping nearby, as well as a post office, grocery and hardware stores, and a park with a children’s playground.

Value · Location · Parking

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

Family · Location · Nearby

Lake & Vine Collection | Poolside Retreat｜Top 5%

Welcome to Poolside Retreat, Lake & Vine Collection’s premier summer escape. This private vacation home features a large in-ground swimming pool, expansive backyard, inviting outdoor living spaces, and thoughtfully designed interiors for families and groups. Whether you’re swimming, dining outdoors, or simply relaxing by the pool, this home offers the perfect setting for an unforgettable Niagara-on-the-Lake getaway. It's really an ideal destination for creating lasting memories.

Family · Location · Getting around

Upscale Spa w/ Hot Tub-Private Sauna-Penthouse

Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

Location · View · Comfort

House on the Hill

What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

Family · Value · Biking