Mansion holiday rentals in Oshawa

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Top-rated mansion rentals in Oshawa

Guests agree: these mansions are highly rated for location, cleanliness and more.

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Guest favourite

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, 125 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

Top guest favourite

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

4.87 out of 5 average rating, 200 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 favourite

A modern living and dining area features an open layout with large windows allowing natural light. The dining table is surrounded by white chairs, and a circular coffee table sits in a cozy seating area with a vibrant rug. Bar stools are positioned at a sleek kitchen island.

Home in Whitby

4.96 out of 5 average rating, 23 reviews

Beautiful Corner Unit Town in Whitby W/Parking

Welcome to your home away from home! A Clean, Cozy & Beautifully Decorated Luxury Home located minutes to Hwy 401 & 407, Thermëa spa, Restaurants, Shopping and Golf. The Space Equipped with 3 Queen Beds & 2 Twin Beds, a full size sectional, 65 inch TV, dining table & with multiple perfect WFH spots, this Modern Townhome is perfect for any stay including those bridging gaps between purchases and sales. Guest access The home has a keypad entrance & direct access through the double car garage.

Superhost

A modern two-story brick home is featured, showcasing large windows and a welcoming front porch. The well-maintained lawn is bordered by a paved driveway leading to a garage. Neighbors’ homes are visible in the background, highlighting a friendly residential setting.

Home in Haydon

4.85 out of 5 average rating, 27 reviews

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!

Guest favourite

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

4.94 out of 5 average rating, 129 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 (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.

Superhost

A cozy living room features two blue sofas and a matching armchair arranged around a wooden coffee table. Large windows with sheer curtains let in natural light, while a wall art piece depicting a tree adds a calming touch to the space.

Home in Malvern

4.87 out of 5 average rating, 122 reviews

City Oasis: Modern & Central

Welcome to our luminous det home, nestled in a serene neighborhood. Conveniently located just minutes away from hwy 401, the U0fT Scarborough Campus, Centennial College, & the renowned Rouge Park. Toronto Zoo & Scarborough Town Centre are minutes away. A 20-minute drive will take you to downtown Toronto & the iconic CN Tower. Enjoy the proximity to the vibrant Scarborough Town Centre & the natural beauty of Rouge Park. this location truly offers the best of both urban & natural attractions.

Top guest favourite

A modern living space is visible, featuring a combination of comfortable seating with two dark armchairs and a sleek sofa. A wall-mounted television is positioned above a contemporary electric fireplace. Natural light filters through partially open blinds on large windows.

Home in Whitby

4.91 out of 5 average rating, 56 reviews

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!

Guest favourite

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

4.92 out of 5 average rating, 154 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 favourite

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, 104 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.

Superhost

A modern two-story red brick home with a well-maintained front yard and a paved driveway. The entrance features a decorative archway leading to a covered porch. Two garage doors are visible, and neighboring homes are situated nearby.

Home in Windfields

4.87 out of 5 average rating, 83 reviews

Large 4 Bed room house

*ABSOLUTELY NO PARTIES OR ANY EVENTS. *NO SMOKING * * This 5 year old new home has 4 bedrooms, 4 Washrooms , with living, dining, and family room. * This house is perfect for bigger families for up to 10 guests. Located in a great area with all amenities. The home is close to Durham University, restaurants, and and all kind of grocery shops, bus stops. *** The Basement apartment is not included. *** The garage space is used for our Personal belongings.

Top guest favourite

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

4.98 out of 5 average rating, 130 reviews

Chefs Kitchen I TorontoZoo I 8km to EV Chrg I Park

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 favourite

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, 233 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.