Holiday rentals in Richmond Hill

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Top-rated holiday rentals in Richmond Hill

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

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Guest favourite
Home in Richmond Hill
5 out of 5 average rating, 8 reviews

Spacious 5BR Richmond Hill Home •Sleeps 10•Parking

Welcome to this spacious 5-bedroom home in a peaceful, family-friendly Richmond Hill neighborhood—perfect for families & groups. Spread across three levels, it comfortably hosts up to 10 guests with plenty of privacy & flexibility. Enjoy a bright main floor with an indoor fireplace, piano, & board games, plus a finished basement for relaxing. Step outside to a private backyard, and take advantage of parking for two cars in the garage. Centrally located near highways, transit, parks, & shopping.

Guest favourite
A spacious living area features a large flat-screen television mounted on the wall, accompanied by ambient lighting. The modern gray sofa faces the TV, while decorative shelves with various items and a small coffee table with a floral arrangement complete the space.
Flat in Richmond Hill
4.89 out of 5 average rating, 188 reviews

Newly Renovated 2 bdr. Basement apartment

Located in a quiet and peaceful neighborhood on a private street, this newly renovated 2 bedroom with 2 queen sized beds, 2 full bathrooms, basement home is a perfect choice for a short or long stay for the family or anyone needing a spacious place to stay. Right next to Yonge Street and close to the highway that will take you directly to downtown Toronto. Up to 2 additional guests a night, for $50/a person, however ZERO TOLERANCE against any parties loud music or loud talking past 11PM

Guest favourite
Home in Richmond Hill
4.93 out of 5 average rating, 82 reviews

Spacious 4BR House · Free Parking · GO to Toronto

Lovely newly built and fully furnished end unit townhouse in Richmond Hill. With 10 sec drive to Yonge St you will have everything possibly needed at your finger tips. only minutes away. Highway 404 and 400, Go train, Plazas, schools, libraries, you name it! The property is only 6 min away from Wilcox lake and Oak Ridges Community Centre. With only 8 mins drive you have access to breathtaking landscapes of Bond Lake to really digest one of the best lakes Toronto has to offer!

Guest favourite
The living area is furnished with light-colored sofas arranged around a glass coffee table, creating an inviting space for relaxation. Soft lighting from recessed fixtures complements natural light filtering through windows. A modern fireplace provides warmth, while decorative plants enhance the overall ambiance.
Guest suite in Richmond Hill
4.96 out of 5 average rating, 108 reviews

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.

Guest favourite
A spacious living area is furnished with a modern gray sofa and a white TV unit, which holds a flat-screen TV. Natural light enters through sliding glass doors leading to a balcony. In the background, a kitchen with white cabinetry and a dining area is visible.
Guest house in Richmond Hill
4.94 out of 5 average rating, 156 reviews

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

Luxury Detached 1-Bedroom Residence in prestigious Observatory Hill. Unlike nearby studios, this is a true 1-bedroom suite with a separate closing door for quiet and privacy. 100% independent building—no shared walls, no shared air (private HVAC), No Footsteps Above You! Features a condo-style layout with full kitchen, living room, and in-suite laundry. Includes 3Gbps Wi-Fi, 50” Smart TV & Nespresso. Perfect for executives/couples needing space. Parking included.

Guest favourite
Home in Richmond Hill
5 out of 5 average rating, 8 reviews

Charming 3 Bedroom Detached House in Richmond Hill

Welcome to your inviting 3BR home in Richmond Hill! Bright, spacious, and family-friendly, it offers a fully equipped kitchen, cozy living room, fast WiFi, and a private yard for relaxing evenings. Three comfortable bedrooms ensure a restful stay, whether you’re here for work or leisure. Nearby, you’ll find Hillcrest Mall for shopping, the Centre for the Performing Arts for culture, and Lake Wilcox Park for nature and walks. A perfect base to explore the GTA.

Top guest favourite
Home in Richmond Hill
5 out of 5 average rating, 14 reviews

Spacious 4BR Home w/ Parking • Near Lake Wilcox

Discover a stylish and spacious 4-bedroom home near Lake Wilcox, perfect for families, groups, and long-term stays. Enjoy bright, open-concept living, 2.5 baths, and comfortable bedrooms designed for relaxation. The home sits in a quiet, upscale neighborhood just steps from parks, trails, and the lake—ideal for peaceful walks and outdoor enjoyment. With plenty of room to unwind and free parking, it’s a welcoming Richmond Hill retreat for every kind of stay.

Top guest favourite
The modern kitchen features sleek cabinetry in contrasting colors, stainless steel appliances, and a spacious island with a marble-like countertop. Three pendant lights hang above the island, providing ample lighting. Bar stools are positioned at one side, creating a functional dining space.
Flat in Richmond Hill
4.95 out of 5 average rating, 76 reviews

Spacious modern 2-bedroom unit/separate entrance

Stylish newly renovated basement unit with a private separate entrance centrally located in Richmond Hill, (Yonge St/Major Mackenzie Dr), with many restaurant and cafe options available within close proximity. 3 Min walk - Bus Stop on Major Mackenzie Dr. 10 Min walk - Bus Stop on Yonge St. 5 Min drive - Hillcrest Mall Steps to a park and the Richmond Hill library Short drive to hwy 400, 404, 407 and a 35-40 min drive from downtown Toronto (no traffic).

Top guest favourite
A modern kitchen is presented with sleek cabinetry in light and dark tones. Stainless steel appliances, including an oven and refrigerator, are visible. A large island with bar seating for two is positioned near expansive windows, allowing ample natural light to enhance the space.
Home in Richmond Hill
4.92 out of 5 average rating, 172 reviews

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.

Guest favourite
A bright living area is showcased, featuring a comfortable brown leather sofa adorned with decorative pillows and a soft throw. A contemporary coffee table sits in front, complemented by a patterned area rug. The open kitchen area is visible in the background, equipped with stainless steel appliances.
Home in Richmond Hill
4.9 out of 5 average rating, 59 reviews

Modern Luxury cozy house at Richland(upper)

Welcome to our luxurious 4-bedroom retreat in the heart of Richmond hill, blending modern elegance with comfort and accessibility. with 4 tastefully designed bedrooms, our newly built home is perfect for large groups or families, offering plenty of space for relaxation. conveniently located, it provides easy access to highways, public transit, walking distance to Costco and restaurant. 10 mins drive to Lake Wilcox

Top guest favourite
A cozy living area includes a dark sofa, a wooden coffee table, and a flat-screen TV mounted on the wall. A spacious bed with a patterned comforter is visible in the background, while warm lighting enhances the inviting ambiance of the room.
Guest suite in Richmond Hill
4.93 out of 5 average rating, 89 reviews

Spacious suite in Richmond Hill.

This special place is close to downtown Richmond Hill, making it easy to plan your visit. Also walk distance to the Richmond Hill centre for the performing arts. 🚂 1 km away from Richmond Hill Go Station with routes to Union Station, Exhibition Station and more! 1 km to the Mackenzie Hospital. 🏥 11 km to Canadas Wonderland . 🎢 32 km to BMO field. ⚽️🏟️

Top guest favourite
An open living area features a stylish fireplace, a yellow sectional sofa, and a modern TV unit. The kitchen includes sleek cabinetry and stainless steel appliances. Soft lighting and neutral tones create a bright and inviting design, complemented by a plush area rug underfoot.
Home in Richmond Hill
4.95 out of 5 average rating, 64 reviews

Newly Renovated Bright Suit with Free Parking

Guest Favorite, Top 1% of Highly Rated & Reliable Homes on Airbnb! Superhost-managed, spotless, and stress-free — exactly as pictured. Cozy, bright, newly renovated basement suite in a classy, green Richmond Hill neighborhood near Mill Pond. Quiet street with direct access to a scenic trail 🌿

Popular amenities for Richmond Hill holiday rentals

When is the best time to visit Richmond Hill?

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Frequently Asked Questions

  • What are the best places to stay in Richmond Hill?

    Many visitors choose to stay near Richmond Hill’s downtown for access to galleries, eateries, and cultural sites. Residential areas around major parks are also frequently suggested for quiet, family oriented stays.

  • What are the best things to do in Richmond Hill with kids?

    Families often explore interactive museums, vibrant parks, and indoor play centers around Richmond Hill. Activities like skating, swimming, or visiting the observatory are frequently suggested for children of various ages.

  • What are some of the best things to do in Richmond Hill?

    Explore peaceful parks, discover local art at galleries, and attend cultural festivals that celebrate the city's diversity. Many visitors also enjoy stargazing at the observatory and browsing bustling farmers' markets.

  • How is the weather in Richmond Hill?

    Richmond Hill has cold, snowy winters, averaging 20–33°F (-7–1°C), and mild summers with temperatures near 65–81°F (18–27°C). Spring and fall are transitional, with moderate rain and fluctuating temperatures.

  • When is the best time to visit Richmond Hill?

    Late spring to early fall is often suggested for outdoor activities and community festivals, with temperatures ranging from 50–81°F (10–27°C). Winters are cold and suited for indoor attractions, skating, and festive events.

  • What are the best places to visit in Richmond Hill?

    Popular places to visit include spacious parks, local art galleries, and the observatory, which is known for stargazing experiences. Community centers and seasonal markets are also welcoming stops for visitors.

  • What are some hiking trails in Richmond Hill?

    Richmond Hill has forested hiking paths in its conservation areas, including scenic boardwalks and nature loops. Many trails provide birdwatching opportunities and are suitable for families or casual walkers.

  • What are some family activities we can do in Richmond Hill?

    Families frequently enjoy picnics in spacious parks, exploring interactive science exhibits, or catching a show at a local performing arts center. Seasonal festivals often include activities for all ages.

  • What are some of the best day trip ideas from Richmond Hill?

    Visitors often explore historic sites, scenic conservation areas, and nearby wine or farm tours around the region. Urban adventures to art museums and lakeshore parks are also frequently suggested for a full day out.

  • Are there any pet friendly accommodations available in Richmond Hill?

    Richmond Hill has pet friendly rentals in both downtown and residential neighborhoods. Many parks and trails around the city welcome dogs, making it easier for guests traveling with pets.

  • What are some local tips for visiting Richmond Hill?

    Locals often suggest checking community event calendars for cultural celebrations, packing for variable weather, and exploring smaller parks. Booking accommodation near transit or amenities helps access attractions with ease.

  • What is Richmond Hill known for?

    Richmond Hill is often recognized for its blend of cultural diversity, thriving green spaces, and community events. The area has parks, arts facilities, and a notable observatory that have become local highlights.

  • What are the best hidden gems to explore in Richmond Hill?

    Locals often suggest discovering quiet garden parks, art workshops tucked into residential neighborhoods, and independently run cafes. Small museums and community markets around Richmond Hill also welcome visitors looking for something distinct.

  • What are the best foods to try in Richmond Hill?

    Richmond Hill has a diverse culinary scene, with restaurants serving Chinese dim sum, Persian stews, and Italian pastries among frequently suggested local dishes. International flavors are celebrated year-round.

  • What should I bring for a trip to Richmond Hill?

    Pack layers for changing temperatures, especially from late fall through spring when weather can range from 20–47°F (-7–8°C). Comfortable walking shoes, a rain jacket, and sun protection for summer months are often recommended.

  • What is the nightlife in Richmond Hill like?

    Richmond Hill has a welcoming nightlife scene with locally owned bars, lounges, and casual eateries. Many spots host live music or karaoke around the downtown area, making evenings lively and relaxed.

  • What are the most popular events or festivals in Richmond Hill?

    Richmond Hill often hosts cultural festivals in summer, outdoor concerts during warm months, and seasonal markets near the holiday period. The city's Canada Day celebrations are among the most popular locally.

  • Are there family friendly vacation rentals in Richmond Hill?

    Richmond Hill has many family friendly vacation rentals in residential neighborhoods and near parks. Homes and apartments often feature multiple bedrooms and access to local amenities, making them suitable for visitors with children.

Quick stats about holiday rentals in Richmond Hill

  • Total holiday rentals

    Explore 1,700 holiday rentals in Richmond Hill

  • Verified guest reviews

    Over 37,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    620 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 280 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    1,060 properties have a dedicated workspace

  • Wifi availability

    1,660 of Richmond Hill holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Richmond Hill rentals

  • 4.7 Average rating

    Richmond Hill stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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