Mansion vacation rentals in Oshawa

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Top-rated mansion rentals in Oshawa

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Guest favorite

A spacious back deck features a hot tub and seating area, surrounded by greenery. Large glass doors provide a view into the living room, while a cooking area and dining table are positioned outdoors. A metal container holds beverages, inviting relaxation.

Home in Ajax

4.94 out of 5 average rating, 108 reviews

Luxury Kitchen/King Beds/Hot Tub Table+Beds for 24

Bring your family or team together in this luxurious home! Beautifully refurnished in 2022, including a new hot tub and new hotel-quality mattresses & linens, this 4000 sq. ft house is ideally suited for large families or athletic teams. Featuring a remodeled kitchen w/ gas stove, 7 new beds (3 king), gym, office, smart TVs, 4 parking spaces & fast Wi-Fi. Only 5 minutes from the 401 & Ajax Go Train station, accessing the city is a breeze. Tennis + playground 50 meters away. *3 extra beds avail

Top guest favorite

The exterior of a two-story home showcases a brick façade with a blue garage door. A welcoming front porch features seating, while a neatly landscaped pathway leads to the entrance. Ample windows allow natural light to brighten the space.

Home in Whitby

4.88 out of 5 average rating, 228 reviews

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.

Guest favorite

Aerial view of a spacious bungalow set in a large green landscape. The property is surrounded by trees and open fields, with a long driveway leading to the entrance. Nearby structures and a natural setting contribute to a serene atmosphere.

Cottage in Hampton

4.87 out of 5 average rating, 153 reviews

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

Superhost

The exterior of a retro-executive home features a red brick façade and a welcoming front porch. A sloped roof with skylights is visible, while greenery frames the porch area, enhancing the connection with nature. The spacious yard offers a well-maintained appearance.

Home in Leskard

4.91 out of 5 average rating, 142 reviews

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 (11 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.

Superhost

The modern three-story residence features a mix of stone and siding, characterized by large windows that allow natural light to fill the interior. A rooftop terrace is visible, providing a perfect spot for outdoor relaxation, alongside two garages located at the ground level.

Villa in Bowmanville

4.89 out of 5 average rating, 177 reviews

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!

Top guest favorite

A modern living area features a spacious gray sectional sofa and a minimalist coffee table. The walls are adorned with a gallery of framed artwork. A large window brings in natural light, while greenery adds a fresh touch to the room's bright yellow accent wall.

Townhouse in Whitby

4.94 out of 5 average rating, 122 reviews

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.

Guest favorite

Home in Oshawa

4.93 out of 5 average rating, 14 reviews

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 fast 850 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.

Guest favorite

A well-lit bedroom features a spacious bed dressed in a plaid blanket, with large windows providing natural light and access to a walk-out balcony. The modern townhouse exterior showcases a blend of brick and siding, framed by neatly landscaped areas.

Townhouse in Pickering

4.89 out of 5 average rating, 105 reviews

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.

Top guest favorite

The living room features a large sectional sofa and a coffee table with a decorative plant. A modern gas fireplace is situated beneath a wall-mounted television displaying a streaming service. Sunlight fills the space through multiple windows, creating a bright and cozy atmosphere.

Home in Pickering

4.99 out of 5 average rating, 171 reviews

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)

Guest favorite

The modern exterior of the house showcases a blend of stone and brick materials. Sunlight reflects off the upper windows, highlighting the clean lines and architectural features. A spacious driveway leads to the garage, complemented by neatly manicured grass.

Home in Bowmanville

4.92 out of 5 average rating, 278 reviews

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.

Superhost

An outdoor dining area features a long table set with plates and glasses, complemented by decorative elements like flowers. Soft string lights illuminate the space above, creating a warm ambiance. Nearby, a spa-like hot tub is situated under a wooden gazebo.

Home in Oshawa

4.82 out of 5 average rating, 136 reviews

4BR Family Getaway with Hot Tub & Pool Table

Escape to a stylish 4-bedroom home near Toronto, perfect for families, friends, and groups of up to 10 guests. Relax in the private hot tub, enjoy indoor pool table games, or fire up the gas BBQ in the beautiful backyard oasis. The home features a fully equipped kitchen, modern amenities, comfortable living spaces, and a dedicated workspace. Conveniently located for exploring Toronto, it’s the perfect home base for a relaxing getaway or fun-filled group stay.

Guest favorite

A modern living area is highlighted by a large black sectional sofa adorned with colorful throw pillows. A light wood coffee table sits atop a soft area rug, with a potted plant nearby. Light streams through large windows dressed with stylish shades, creating a bright and inviting space.

Townhouse in Oshawa

4.89 out of 5 average rating, 76 reviews

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