Vacation rentals with a pool in Oshawa

Horse Farm Luxury Estate

Unwind in this serene, stylish retreat nestled within a stunning 100-acre horse farm.Property boasts a park-like ambiance and is situated on a secluded section behind a gate. Guests can enjoy picturesque views of horses grazing in the distance. The house features a spacious event/lounge room, perfect for gatherings. The fully renovated basement offers a pool table, multiple TVs, and a bar for your entertainment. The entire house is equipped with a 'Sonos' sound system for an audio experience.

3 BR Getaway w/ Heated Pool 40 min to Toronto

Modern & Stylish 3-Bedroom Retreat, Perfect for Families or Groups Escape to this contemporary home featuring a heated outdoor pool, BBQ, and plenty of space to relax after a day of exploring Enjoy all the comforts of home with Wi-Fi, A fully equipped kitchen Free parking and in-suite laundry Close proximity to local shops, scenic trails Your stay includes exclusive access to the private main unit—no shared spaces with basement. Book your getaway today & experience comfort in a perfect location!

Oasis by the Lake

Relax in this newly constructed 2-bedroom apartment, just a 3-minute walk to the Ajax waterfront, Rotary Park, and the Waterfront Trail. Enjoy nearby biking, hiking, and water sports with a kayak & canoe launch minutes away. Inside, you'll find a bright space with natural light, brand-new stainless steel appliances, in-suite laundry, and central heating and cooling. Outside, unwind in your private backyard with inground pool, hammock, and sun chairs surrounded by mature trees for full privacy.

“Modern 3BR Condo w/ Free Parking | 1 Min to 401”

Welcome to your home away from home! Enjoy this fully independent, beautifully maintained 3-bedroom condo located just 1 minute from Scarborough Town Centre and right off Highway 401 — perfect for families, business travelers, and vacation guests. 🏡 The Space ✔️ Entire private apartment ✔️ 3 spacious bedrooms with comfortable beds ✔️ Bright living & dining area ✔️ Fully equipped kitchen ✔️ Clean, modern bathrooms ✔️ High-speed WiFi ✔️ Smart TV ✔️ In-unit laundry ✔️ Free parking

Modern Luxury Retreat~Pool-Gym & Designer Finishes

✨ Modern country retreat surrounded by rolling farmland — minutes from trails, spas & attractions. Your peaceful escape just 1 hour east of Toronto. Explore the area with tons to do! Conveniently close to Thermea Spa, Canadian Tire Motorsport Park, Cedar Park, Brimacombe Ski Hill & Ganaraska Forest, with many ATV/snowmobile, mountain biking and walking trails close. “Pack your bags and get ready for a memorable, stress-free stay at our retreat

Waterfront community ideally for long stays

Furnished 4 bedroom, 2.5 bathroom Executive townhouse located in upscale neighborhood in Bowmanville waterfront community. Close the Hwy 401 and all shopping center. Bowmanville Hospital and the Go bus service. Easy access to nice restaurants and many more amenities. It is bright, spacious, with many beautiful features. All inclusive (parking, tv and internet included) The basement will be rented separately.

The Ridge Roost - Uxbridge Township

Two floors of large two bedroom house (no access to walk out basement) located in beautiful Uxbridge Township, Canada's trail capital. Minutes by car from either skiing, golfing or hiking, this beautiful property is only an hour from Toronto and is the perfect escape from the city. 10-15 minutes by car to town, either Uxbridge or Port Perry, puts you in easy reach for grocery shopping when planning your meals.

Big Luxury Detach House For Short And Long Stay

It’s a big Stunning Luxury, beautiful detach house located in the prime,quiet location of Whitby.Master bed with attach bath,spa tub on main floor,.2 bed upstairs with common bath,21 “feet ceiling,gorgeous kitchen and breakfast bar,heated inground pool. 2 free parking spots,No parties,loud music,yelling.Screaming inside or outside or any extra guests not allowed at any time of the day or night

Modern home away from home in Courtice

A luxurious home with a salt water pool including 3 bedrooms, 3.5 washrooms, a full finished basement, a full equipped kitchen, BBQ grill, and an office space. This spacious home can accommodate any occasion and setting to host families and friends! Located right off the highway at Harmony Rd and less than 45 minutes away from Toronto. Pool usage and grill usage is an additional fee.

2 Bedroom Modern Basement Apartment

In addition to the heated pool (now open for summer), hot-tub (open year-round), and barbecue grill, your family will be close to everything you need to enjoy your stay at this centrally-located place. Places like Cedar Park resort, Port Darlington East Beach park, Freshco, banks, Shoppers Drugmart, hospital, Home Depot, Dollarama amongst others are just few mins away.

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane

Pool Now Open | Executive Suite | 3PM checkout

🏊 Pool NOW OPEN! Early check-in | Rare 3PM checkout. Minutes from Pickering GO station. 600 sqft executive suite built for remote workers & business travellers. 1.5Gbps fiber, 24” monitor, office chair & private walkout entrance. King bed + sofa bed, private shower, full kitchen & gas fireplace. Total indoor privacy.