Mansion vacation rentals in Oshawa

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Top-rated mansion rentals in Oshawa

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Guest favorite

Home in Whitby

4.86 out of 5 average rating, 187 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.

Top guest favorite

Home in Oshawa

4.96 out of 5 average rating, 24 reviews

Bright Spacious Sun Filled Oasis

Prepare yourself to live in the lap of luxury when staying at our 4 bdrm 3.5 bath family-friendly CUSTOM home. This private, sun filled oasis sits on a corner lot w/ huge windows over looking the vast greenery of Ravine Park Walking Trail. Marvel in the Great Room which boasts 10ft coffered ceilings and an open concept kitchen perfect for hosting all of our guests in one space. We look forward to hosting your stay and a memorable experience that will surely leave your family & friends in awe

Guest favorite

Home in Oshawa

5 out of 5 average rating, 6 reviews

Cozy Retreat with Modern Decor

Welcome to this stunning, brand-new home in North Oshawa’s vibrant community! Professionally designed with stylish, cozy, and comfortable furnishings, this spacious house features a 65” smart TV, a fully equipped kitchen, and laundry. Located just minutes from highways, shopping centers, restaurants, and bars, it’s the perfect spot for convenience and relaxation. Whether you're here for a short stay or a longer getaway, this home offers everything you need for a comfortable and enjoyable stay!

Superhost

Cottage in Bowmanville

4.84 out of 5 average rating, 164 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! This stunning 4-bed, 3-bath retreat is the perfect escape just outside the city. Enjoy unobstructed lake views, sunsets, kayaks, fire pit, BBQ, and a year-round hot tub. Relax indoors with a movie or on the private pebble beach. Explore nearby Darlington conservation areas for hiking and wildlife. Our home offers everything you need for the ultimate urban getaway. Whether you seek relaxation, adventure, or natural beauty, your perfect retreat awaits!

Top guest favorite

Home in Oshawa

5 out of 5 average rating, 8 reviews

Artful Retreat/Durham College 6 min Walk & Sleep 8

4 Bedrooms – Comfortable and spacious, perfect for families or groups. 2 King and 2 Queen beds. Sleeps 8 Guests – Ideal for vacations or extended stays. 70-Inch Smart TV – Enjoy entertainment with streaming apps and cable. 2 Free Parking Spots – Convenient parking for guests. Private Gym Kids' Play Area – Safe and fun space for children. Walking Distance to Durham College and Ontario Tech University – Perfect for visitors, students, or faculty. Large Fenced in backyard and new patio.

Guest favorite

Home in Leskard

4.94 out of 5 average rating, 116 reviews

The Hive - Exclusive Full House, Nestled in Nature

The Hive Stay offers exclusive use of a retro-executive home for up to 16 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.

Guest favorite

Villa in Bowmanville

4.91 out of 5 average rating, 139 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!

Superhost

Home in Windfields

4.86 out of 5 average rating, 81 reviews

New4BedRoomHouse 5Queen Beds minutes to UOIT

*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.

Guest favorite

Home in Whitby

4.93 out of 5 average rating, 14 reviews

Urban Zen Retreat/Ontario Largest Spa 15min Walk

Prime Location: Located in the Greater Toronto Area, just a 2-minute drive or a 15-minute walk to the renowned Thermea Spa. Spacious Interiors: Offers large living areas for comfort and relaxation. 2 Fully Equipped Kitchen: Perfect for cooking and dining during your stay. 3 bedrooms with queen beds(master has pack and play crib), 1 room with a single bed and one double pull out couch. 2 parking spots for regular sized cars(not trucks) in driveway and one in the garage

Top guest favorite

Home in Pickering

4.98 out of 5 average rating, 116 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 favorite

Home in Oshawa

4.96 out of 5 average rating, 53 reviews

Home in Durham

Welcome to your brand new modern home in the beautiful East End of the Durham region! This property features: 4 Spacious Bedrooms 3.5 Luxurious Bathrooms Just a short 15-minute drive to shopping malls, grocery stores, and fine dining restaurants. Enjoy the convenience of urban amenities while basking in the tranquility of your getaway! We’re happy to accommodate requests for early check-in and late check-out to ensure your stay is as comfortable as possible.

Guest favorite

Home in Bowmanville

4.91 out of 5 average rating, 196 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.