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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Top guest favourite
Guest suite in Richmond Hill
5 out of 5 average rating, 23 reviews

Luxe Premium Reno'd 2BR King|Queen|Spa shower|Park

Luxury Meets Comfort – Renovated 2BR Modern Basement Suite in Richmond Hill. A modern zen, the private space is 1300sq ft in prestigious Bayview Hill neighborhood. 5-min to community ctr, parks, pool, pickleball + Hwy 404&407. Fully renovated July25, this 2-bedroom basement suite (hosts up to 6) offers new king+queen bed, spa-shower 6 jets, new kitchen appliances, full washer/dryer, Natuzzi couch. Private entrance w/ parking, ideal for families or professionals seeking a high-quality stay.

Luxe
Home in Richmond Hill
5 out of 5 average rating, 16 reviews

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.

Guest favourite
Home in Richmond Hill
5 out of 5 average rating, 11 reviews

Stylish Richmond Getaway • Backyard• Parking•Patio

Experience peaceful and stylish living in this spacious Richmond Hill retreat. Perfect for couples and professionals, this thoughtfully designed home features a cozy fireplace, open-concept living area, and a fully equipped kitchen. Relax on the patio or unwind in the private backyard with outdoor furniture and sun loungers. With free parking for two vehicles and easy access to parks, shops, and major highways, it’s your serene getaway in a beautiful suburban setting.

Guest favourite
Bungalow in Richmond Hill
4.95 out of 5 average rating, 19 reviews

Modern Retreat by Lake Wilcox

Welcome to your private getaway, surrounded by a serene forest on three sides with only one neighbor. Nestled at the end of a quiet court. Just a 1-minute drive or a 10-minute walk to Wilcox Lake. The peaceful neighborhood is perfect for a quiet escape while still being close to local amenities. Enjoy: ✔ Stunning forest views from every window ✔ A peaceful and safe cul-de-sac location ✔ 4 private parking spaces ✔ Quick access to Wilcox Lake and outdoor activities

Top guest favourite
Home in Richmond Hill
5 out of 5 average rating, 17 reviews

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.

Top guest favourite
The exterior of a newly constructed coach house is showcased, featuring a modern design with stone and brick elements. Two garage doors are visible, along with a front porch and balcony above. A well-maintained lawn and a young tree add greenery to the inviting entrance.
Guest house in Richmond Hill
4.94 out of 5 average rating, 101 reviews

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!

Superhost
Home in Richmond Hill
4.85 out of 5 average rating, 52 reviews

Steps to Lake Wilcox 4 BR Luxury Home with Sauna

Welcome to our fabulous and luxurious family home located at The Prestigious Wilcox Lake! This home is situated in the community of Oak Ridges Lake Wilcox in Richmond Hill. Within 5 mins walk to Lake Wilcox Park that offers various outdoor recreational experiences for friends and families. You can also enjoy a day on the water kayaking, canoeing, fishing or windsurfing. Conveniently located 42 mins from Toronto. Must be thirty years old or older to book.

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, 173 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
Home in Richmond Hill
4.88 out of 5 average rating, 69 reviews

modern cozy home in Richland

Welcome to our brand new cozy 2+1 bedroom retreat in the heart of Richmond hill, blending modern elegance with comfort and accessibility. with 2 tastefully designed bedrooms+1 dan. 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

Guest favourite
Flat in Richmond Hill
5 out of 5 average rating, 12 reviews

Full Apartment in Richmond Hill

Newly built one-bedroom apartment in Richmond Hill. Ideally located within walking distance of public transit, restaurants, banks, shopping centers, and parks, with a direct route to downtown Toronto. Enjoy scenic second-floor views from a spacious balcony and soak up natural light while dining beside a floor-to-ceiling sliding door that opens to the outdoors. Great Fifa World Cup 2026 destination.

Top guest favourite
A neatly arranged bedroom features a decorative, patterned bedspread on a spacious bed. Two bedside tables with lamps are placed on either side. The wall displays a dreamcatcher design and an uplifting message, contributing to a calming atmosphere. Natural light enhances the inviting space.
Home in Richmond Hill
4.95 out of 5 average rating, 237 reviews

20%OFF| 0 Cleaning Fee| Mins to Lake| Free Parking

❥ Transportation: 🚗 5 mins to Highway 404. 🎢 20 mins to Wonderland; ✈️ 40 mins to airport. ⛳ 7 mins to Golf. ❥ Privacy: 🅿️ Driveway parking. 🌙 No sidewalks for added quiet. ❥ Amenities: 🛒 Close to Food Basics, No Frills, and 🥢 15 mins to T&T. ❥ Recreation: 🛶 Near Lake Wilcox (boating), 🏊 5 mins to Oak Ridges Center, 🌊 10 mins to Lake Wilcox & Bond Lake, 🥾 hiking trails nearby.

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. ⚽️🏟️

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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