Family-friendly holiday rentals in Richmond Hill

Private, Clean and Cozy Suite | 20% Off July 28–29

A quiet, fully private suite for work, family visits and short or extended stays in Richmond Hill and Markham. Enjoy a separate entrance, comfortable bedding, full kitchen, private washer-dryer combo, dedicated workspace and free parking. Located about 3 minutes from Highway 404, with easy access to Highway 407, local businesses, restaurants, Costco and the Greater Toronto Area. Welcome drinks and snacks are provided on arrival. Spotless, peaceful and thoughtfully prepared for a comfortable stay

Hot Tub+outdoor Sauna, big family | huge backyard

Welcome to stunning 4-bed 3-bath retreat located in the neighborhood of Richmond Hill. There is 2 living room and 1 fully equipped kitchen upstairs and 1 equipped kitchenette in lower lever with its own fridge, microwave and coffee machine Each of the four bedrooms is beautifully decorated and features a comfortable bed, high-quality linens, & ample storage space. 3 bed upstairs and 1 bedroom lower level. hot tub, pool table, ping pong and foosball table. Please read guest access before booking

Cheerful luxury 7 bedroom/7 washroom ravine house

Bring your family to this great place with lots of rooms for fun. Enjoy your stay and feel at home in this new, cozy, beautifully renovated house! Step out into a beautifully park to view and enjoy the beautiful nature trails along with the protected ravine. Stepping outside of the property, guests can find a large children's playground for family entertainment. This property is a 10-minute drive to highways 404 and 407, Canada's Wonderland, grocery stores, entertainment and great restaurants.

Luxury Brand-New, Spacious Apartment Richmond Hill

Welcome to our BRAND NEW modern two-bedrooms basement suite! Unit can fit up to 4 guests (Ideally 2 Adults - 2 Kids under 12) This bright, open space offers comfort and convenience with a private entrance and one parking spot included with brand new kitchen and appliances and furniture. This sunlit apartment has abundance of natural lighting streaming through the many large windows. A full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access.

Quiet Studio Apt. w/private elevator in Mill Pond!

We are back after renos! Quiet studio apartment with all the beauty of an artist's apartment. Comfy bed. Nespresso maker. Internet. Netflix. Steps from the Viva Yonge line, GO train only 5 min away. LCBO/ other amenities in walking distance. *please no smoking on the balcony as we receive complaints from neighbours. Smoke out front at street & do not put cigarette butts in planters! 2 Nespresso Coffee Pods/per person, per night and/or an assortment of teas. Organic cream/milk. Sugar/Honey.

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.

Beautiful 4 Bedroom House (main & second floor)

- Beautiful, clean and private two story house (main & second floor) located in a nice, safe and peaceful neighborhood of South Richvale, close to Yonge and highway 7. 15-20 minutes drive to Canada’s wonderland. Close to: super market and shopping centre. Hillcrest Mall and Silver city Cinemas Starbucks and gas station Hunter’s point Park, play ground and public tennis court right across the street. 1 minute walk to bus station, Easy access (steps) to VIVA/YRT public transit.

Warm Home 4Bed/ High Ceilings

" Whole House" 4 Bedrooms, sleeps up to 8 guests. Room 1 King 80” x 80” - Ensuite Room 2 Bunk Bed 54” x 77” - Ensuite Room 3 Queen 57” x 79” Room4 Queen 54” x 77” Walking Distance to Shopping & Grocery Centers (Food basic, No-frills, Shopper Drug Mart) and Restaurants This exceptional designer cottage offers a great balance between luxury and comfort. The Open Concept Design, High Ceilings, and an Abundance of Natural Light Create a Sense of Spaciousness Throughout.

Snow-Free Garage Parking / Modern bright 2BR Suite

Drive directly into your private garage and enter this bright, modern 2BR suite. No snow or rain to worry about—plus a Tesla EV charger is available! The Comforts: Cozy electric fireplace & Smart TV Fast Wi-Fi for remote work/streaming Secure indoor parking included Located in Oak Ridges, you're steps from Grovewood Park and minutes from Lake Wilcox & Canada's Wonderland. A private, modern and newly remodeled retreat—perfect for families or business travelers.

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.

Entire 1 Bedroom Detached Coach House

This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway and many more!

Luxury & Cozy 3 Bedrooms Entire Basement

Beautiful and spacious 3-bedroom separate entrance basement unit in Bayview Hill (16th and Leslie). Ideal for families or groups, it boasts a stylish living space, laundry area, and well-equipped kitchenette. In a quiet & safe neighborhood, near parks and restaurants. A few steps away from the local park and the walking trails. Just a 10-minute walk to McDonald's/Tim Hortons/Richlane mall. Private parking and flexible, easy self-check-in.