Holiday rentals with a pool in Grand River

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Top-rated rentals with a pool in Grand River

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 290 reviews

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...

Guest favourite

Guest house in Orangeville

4.95 out of 5 average rating, 345 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Guest favourite

Rental unit in Ariss

4.95 out of 5 average rating, 136 reviews

Rural Retreat, 1 near to Elora

A peaceful , rural, retreat in Ariss. Hot tub, great bird watching. Well situated between Elora, Fergus, St Jacobs and Guelph. Visit Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking/biking trail, snowshoeing, snowmobile trails & Chicopee Ski Resort. Two dogs on the property. Walkout basement, king bed, portable crib (on request) shower, kitchenette, seating area, natural light. Large backyard, firepit, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

Superhost

Villa in Toronto

4.94 out of 5 average rating, 134 reviews

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Guest favourite

Guest suite in Mississauga

4.91 out of 5 average rating, 150 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. In the heart of Lorne Park in S. Mississauga, the apartment is built on the upper floor of a house with a separate entrance from the rear. One minute to QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. A lot of our guests are repeat guests. No smoking property.

Guest favourite

Cabin in Mono

4.94 out of 5 average rating, 290 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Chef's creations and Private yoga and group classes available

Guest favourite

Home in Toronto

4.99 out of 5 average rating, 119 reviews

Vacation Getaway:Heated Pool-Hottub Open 365 Days

Welcome to the Toronto Beach and to this century old home, right on the beach with a private pool and spa that is open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favourite

Guest suite in Orangeville

4.92 out of 5 average rating, 698 reviews

Headwaters Retreat - Cozy Fireplace Suite

Escape to our cozy and rustic queen suite with a modern touch. Private entrance overlooking our peaceful conservation area. Spacious fireplace in main suite with ensuite bathroom, Apple TV, steaming option and second bedroom with two twin beds. Steps from the hiking trails and just minutes from the town center. Perfect for outdoor adventures, art gallery visits, wine tours, weddings, sporting events, work trips or just a quiet getaway. Your getaway awaits!

Guest favourite

Home in Waterloo

4.95 out of 5 average rating, 140 reviews

EXECUTIVE HOME WITH POOL IN WATERLOO

Welcome to Waterloo!! This beautiful executive house is located in Waterloo. High-end finishes include custom kitchen, granite countertops, and stainless steel appliances. Short distance to universities and colleges. Easy access to the highway. ***POOL IS NOT HEATED**** **PLEASE NOTE THE POOL WILL BE AVAILABLE ONLY IN SUMMER BETWEEN MAY LONG WEEKEND AND Sept 15** ★★★★★SUPERHOST★★★★★ ✪ Upgraded High Speed Internet ✪ Parking provided! ✪ Washer/Dryer

Superhost

Rental unit in Burlington

4.79 out of 5 average rating, 120 reviews

Quiet 2-bdrm, family-friendly apt with cont. bfast

Welcome to Pjila'si Home (Mi'kmaq word meaning Welcome, come in and sit down is prounced ep' ee-laa-chi). Great basement apartment, conveniently-located within a 15-minute drive of the beach, forests, farms and the mall. Less than an hour of Niagara Falls, Canada's Wonderland, 5 airports, and downtown Toronto. Continental Breakfast fixings included in your stay which includes pastries, cereal, juice, cheese, fresh fruit, coffee and tea.

Guest favourite

Rental unit in Milton

4.83 out of 5 average rating, 104 reviews

Backyard Oasis Guesthouse.

Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas. NOTE:POOL IS CLOSED FOR THE SEASON

Guest favourite

Cabin in Hamilton

4.98 out of 5 average rating, 104 reviews

The Fox's Retreat - A Cozy Cabin for Two

Escape to this open concept cabin in Flamborough, Ontairo. Get to Flamborough Downs Casino and Racetrack, McMaster University, African Lion Safari, Valens and Christie's Conversation Areas, Westfield Heritage Village, and Dundas Waterfalls and multiple Golf Courses in under 15 minutes. Modern amenities provide all the comforts necessary for a relaxing stay, quiet remote work, or a unique space to get wedding ready.