Mansion holiday rentals in Oshawa

Luxury 4BR | 2 Ensuites | 77" OLED TV | EV Charger

Welcome to Oshawa's most impressive rental — a brand-new, 3,000+ sq ft designer home in the sought-after Kedron community. Soaring 10-ft ceilings, a gas fireplace, 77" OLED TV, premium Bluetooth ceiling speakers, a chef's gas kitchen with oversized cooktop, EV charging and 980 Mbps WiFi. With 4 bedrooms, 3.5 baths, two private en-suites, and a dedicated office, this home is built for groups who refuse to compromise on space, style or the details that make a stay unforgettable. STR# RHSTR2026006

Cheerful 4-bedroom home with huge patio

This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermëa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

Stylish 4BR Townhouse (TV in every room, GameRoom)

Relax in this stylish 4-bedroom townhouse just minutes from downtown Whitby. Perfect for families or groups, it features a fully equipped kitchen, cozy living spaces, and a private game room with a pool table. Enjoy nearby parks, restaurants, and local attractions while staying in a quiet, family-friendly neighborhood. Whether you’re here to unwind or explore, this space offers the perfect mix of comfort, fun, and convenience. Reserve your stay today and experience Whitby like never before.

The Bliss

Welcome to The Bliss located in the heart of Bowmanville ! Whether you're here for a relaxing getaway or an adventurous trip, this space is perfect for couples/families/groups. Enjoy cozy comforts with modern amenities, spacious rooms, and a beautifully designed home. Whether you're here for relaxation or adventure, we’re sure you’ll feel right at home!" With easy access to the 401 highway and historic Bowmanville Downtown, you're sure to have a memorable stay. We can't wait to host you!

Grand Waterfront Retreat – Under 1hr from Toronto

Experience the ultimate in refinement and relaxation on the north shore of beautiful Lake Ontario. Luxurious waterfront 5000 sq ft modern house with an incredible 180 degree view of Lake Ontario. Just 5 minutes walks to Port Darlington Marina & beach. This brand-new house with modern high-end furnishings and decor in the prestigious Lakebreeze community is something you don't want to miss. Enjoy sunrise and sunsets directly from the house. All this is only 40 minutes away from Toronto!

Luxury 4BR | Jacuzzi | 2 Ensuites | Gas Fireplace

Welcome to 3,165 square feet of luxury in Oshawa's sought-after Taunton community near Durham College and Ontario Tech University — a home that earns the word rather than just claiming it. A Jacuzzi ensuite, gas fireplace, two separate living rooms, two private en-suites, chef's kitchen, 2-car garage and a perfect 5-star guest rating. Four bedrooms, 3.5 bathrooms, and everything a group of eight could possibly require. Ideal for families, professionals, workers, or business travellers.

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!

Welcome to your home away from home!!! A Clean, Cozy and Exceptionally Decorated Luxury Home located just outside of Downtown Whitby and minutes to Hwy 401 & 407. This Trendy Townhome boasts tons of eye catching decor and is filled with every amenity your heart could desire. Equipped with 2 King beds, 2 Queen Beds and 2 full couches this Modern Townhome is perfect for a medium to large sized family or a handful of friends or associates looking for the perfect short or long term stay.

Modern 4beds+Office: Whole house with 4/5 parking

Welcome to our charming retreat nestled in the heart of Pickering. This cozy 4-bed house offers a serene escape from the busy Toronto city while staying conveniently close to all its attractions. Step inside to a state-of-the-art furnished living space. Modern kitchen and vibrant dining. 4 bedrooms 2.5 baths 1 dedicated office 2 balconies for patio space 2 free driveway parking Ideal for families, friends and working professionals seeking comfort and urban living at its finest.

Toronto [45 mins] Sleep 8| Free Parking | Backyard

Why you will love your stay here: - ***ENTIRE HOME*** No one will be on the property but those on the booking. This is a DETACHED house. No connecting houses. - Open concept on the main floor so you can connect and create memories - Dedicated work from home spaces . Cat 6 ports -The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on a corner lot with lots of sunlight - Central Hub to Toronto (45 min drive)

Cozy Lakeside Modern House 4Br - Steps To The Lake

Great place to get away to the lakeside, family get together, relax, enjoy downtime. Tons of space for everyone in this 2,800 Square ft brand new modern home in the waterfront community in Bowmanville. Just a few steps to the walking trails, biking trails, beaches, playground & splash pad. Enjoy your stay with a walk when sunset or sunrise on the trails. Come and relax with a coffee by the fireplace on chilly days, or outside by the porch on warm summer days.

Brand New Luxurious 4B Townhouse

Experience Luxury & Cozy Living at Our Place - Book Now Before Spots Fill Up! ★ Spacious Brand New Townhome ★ Fully equipped with luxurious furnishings throughout ★ Multiple Queen-sized beds with premium mattresses for ultimate comfort ★ High-speed internet up to 1GB for seamless connectivity ★ Smart TV in the living area for your entertainment ★ Open-concept design with a fully stocked kitchen for all your culinary needs ★ And MANY more amenities

Modern 4BR Home in North Oshawa

Welcome to your modern 4BR, 3.5BA retreat in North Oshawa near Harmony & Collins. Perfect for families or professionals, this spacious home offers comfort and style with a bright open layout. Just 15 mins to malls, groceries & fine dining, with quick access to Hwy 401/407. Explore Lakeview Park, Parkwood Estate & Tribute Communities Centre nearby. Exterior security cameras ensure peace of mind. Early check-in/late check-out available!