Holiday rentals in Richmond Hill

Midtown Penthouse - Toronto City Skyline View

Stunning one bedroom penthouse apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton Station, 15 min commute to downtown. Enjoy spacious 10 ft ceilings and a south-facing, fully unobstructed view of the CN Tower / city skyline. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) on the main floor of the building. Great restaurants nearby.

A Luxury Heritage |5BD & 4.5BA|HWY 404

Welcome to an architect-designed home, where three eras meet in timeless harmony — the charm of 1840, the craftsmanship of 1910, and the luxury of 2025. Thoughtfully curated and well designed living spaces invite connection, with cozy gathering spots, comfortable rooms, spa-like bathrooms, a designated work space, a children’s play area, yoga + exercise nook, and a shared bookshelf for all ages. Perfect for families, friends, groups, or retreats seeking warmth, beauty, and connection.

Elegant Family Retreat

Welcome to this cozy and spacious 3-bedroom home, perfect for families, groups, or business travelers. Located in the peaceful Westbrook neighborhood of Richmond Hill. Inside, you’ll find 3 well-appointed bedrooms upstairs and an office in the ground floor. a fully equipped kitchen for preparing meals, and a bright living area with high-speed Wi-Fi and a large TV for relaxing evenings. Step outside to the private backyard. The basement is a fully separate unit and is rented independently.

King Bed! 2 Parking! 55"TV! Side Entr! Private!

Enjoy total privacy in Richmond Hill’s Historic Heritage district! This suite features a private side-door entrance and a massive King Bed. A rare highlight is the dedicated massage room for relaxation. This bright lower-level retreat includes a 55” Smart TV (Netflix/YouTube), fast WiFi, a kitchen with a big fridge, and openable windows for fresh air. Steps from restaurants, cafés, and transit, with 2 FREE parking spots. A private sanctuary in a prime spot. Book your stay!

Cozy 5BR Haven• Backyard • Pet Friendly • Parking

Enjoy a peaceful and family-friendly stay in this spacious 5-bedroom Richmond Hill home. With 5 bathrooms, two cozy living areas, and a private backyard, there’s plenty of room for everyone to relax. The home features comfortable beds including a king, three queens, and a double—perfect for large families and groups. Pets are welcome, and free on-site parking makes your stay convenient and stress-free. A calm, stylish retreat close to parks, shops, and local essentials.

Elegant Ridge Stay | FIFA World Cup

Elegant Ridge Stay is a stylish entire 3-bedroom home in quiet Oak Ridges, Richmond Hill — perfect for business or family stays. Work with ease in the dedicated workspace with ergonomic chair and fast Wi-Fi, then relax with smart TV, modern furnishings, and new beds. Includes 2 free parking spots and quick access to Hwy 400/407, lakes, trails, gyms, golf, dining and grocery shops nearby. ✅ Special weekly & monthly discounts 📋 Copy of ID required prior to check-in.

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Spacious 4BR Home in Prime Richmond Hill Location

Enjoy a peaceful and spacious stay in this bright 4-bedroom home in the heart of Richmond Hill. Perfect for families and groups, the house offers comfortable living spaces, a warm indoor fireplace, and a relaxing atmosphere throughout. Unwind in the private backyard or gather in the cozy main areas designed for easy, stress-free living. With a convenient location near shops, parks, and major routes, this home is the ideal base for both short and extended stays.

Studio House with Entrance, Kitchen, Free Parking

Newly painted luxury Studio house, Located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with one queen bed, sofa bed, smart TV, Bell 1.5G speed internet, private kitchen - Fridge, Washer, Dryer, Stove, Oven, Range Hood, Micro oven, and full bathroom with free Parking.

Bachelor Basement and 1 Free Parking Space

Private basement suite at Bayview Ave & Elgin Mills Rd, Richmond Hill. Minutes to Hwy 404, Richmond Green Park, Costco, Walmart, restaurants, and shopping. Near Bayview Secondary School and Richmond Hill High School. Free parking available in Spot A. Private entrance and living space with self check-in. Located in a quiet, family-friendly neighborhood. Occasional daytime household sounds may be heard. Quiet hours: 10 PM–7 AM.

Beautiful 2BD basement unit in Richmond Hill

Welcome to our comfortable and beautifully furnished 2-bedroom basement suite, located in the heart of Oak Ridges, Richmond Hill. Ideal for couples, small families, or professionals, this suite offers a cozy retreat with all the essentials to make your stay enjoyable and hassle-free. Whether you're visiting for a short stay or an extended trip, our home provides the perfect balance of comfort and convenience.

YOLO Guest House Lower unit Richmond Hill

Enjoy a stylish stay in this newly renovated designer home in the heart of Richmond Hill. Featuring contemporary finishes, comfortable bedrooms, a fully equipped kitchen, and inviting dining spaces, it’s ideal for families, friends, and professionals. Thoughtfully designed for comfort and convenience, you’ll be close to restaurants, cafés, shopping, and everyday essentials in a modern, relaxing setting.