Mansion holiday rentals in Oshawa

Serene 5-BR Bungalow, 3 Full + 2 Half Baths

Stay at our tranquil Bowmanville bungalow! Free parking, Wi-Fi, fire pit, BBQ. 5 bedrooms for 16 guests. 4000 sqft,3 full baths,2 half baths,kitchen,living room Ideal for family/friends Near Cedar Park Resort Note Beds for 16 guests Truck parked in front 5 extra folding beds available on request at no extra cost Maximum capacity: 20 guests Inform us in advance if bringing additional visitors or hosting an event. No underage/teen parties allowed. Violation may result in booking cancellation

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.

The Hive - Exclusive Full House, Nestled in Nature

The Hive Stay offers exclusive use of a retro-executive home for up to 15 people. The house features 6 bedrooms (13 beds); an expansive kitchen, large gathering area, sheltered deck & front porch, BBQ, fire pit & forested property surrounded by a nature reserve. Great for families, friends & colleagues. We are on the Greenbelt Cycling Path and very close to Ganaraska Forest Centre, Canadian Tire Motorsport Park, Brimacombe Ski Resort, Trail Tours, Tyrone Mills, Orono Park, Antiques + more.

Whitby/Ajax: 2300sqft & Tall+Equipped Kitchen+EV

Welcome to your modern home in Durham! Located across from a playground and splash pad, and just minutes from the Thermëa Spa Village (Nordic Spa), it’s the perfect getaway. Features: - 4 Spacious Bedrooms - 2.5 Luxurious Bathrooms <5 minutes drive to shopping, groceries, and fine dining, combining convenience with tranquility. Enjoy a spacious kitchen, EV Charger, free Wi-Fi, and easy self check-in. Early check-in and late check-out available upon request. Your perfect retreat awaits!

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.

Embers Nest - 5 Beds, 4 Bath, 2 Park, Thermea Spa

Welcome to your perfect Whitby getaway. Nestled in the heart of this quaint city, our home puts you just steps away from the area’s best restaurants, cozy cafés, relaxing spas, and local attractions. Designed with families in mind, the space is calm, minimal, and welcoming — perfect for both quiet nights in and busy days out exploring. Whether you’re planning a relaxing spa weekend, a foodie adventure, or a fun-filled family trip, everything you need is right outside your door.

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.

Entire Detached House; 3+1 Bedrooms; 3 Parkings

Enjoy a completely independent, bright, and peaceful detached house in a safe, family-friendly neighborhood-perfect for relaxation or adventure. Located just 6 minutes from Ontario’s largest thermal spa, Thermea Spa Village Whitby, and close to ski resorts (Lakeridge 20 min, Dagmar 16 min), this home is ideal for spa lovers, families, and winter-sport getaways. 30-min drive to Toronto, or 50-min by GO Train to Downtown Toronto! Three parking spots!

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