Holiday rentals in Richmond Hill

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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

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, 25 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.

Top guest favourite
Home in Richmond Hill
5 out of 5 average rating, 28 reviews

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

Guest favourite
Flat in Richmond Hill
4.94 out of 5 average rating, 155 reviews

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.

Luxe
Home in Richmond Hill
5 out of 5 average rating, 18 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.

Top guest favourite
A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.
Flat in Richmond Hill
4.96 out of 5 average rating, 436 reviews

Modern Cozy Home near the Mill Pond Park.

Our bright and cozy basement apartment features large lookout windows and everything you need for a comfortable stay. Just steps from beautiful Mill Pond Park, enjoy scenic trails and a peaceful residential setting. Located in Richmond Hill, about an hour from downtown Toronto. A vehicle is recommended. Free parking included. Perfect for guests seeking a quiet retreat with easy access to the city and ideal for nature lovers. Shops and restaurants are just a short drive away.

Superhost
Home in Richmond Hill
4.83 out of 5 average rating, 12 reviews

Quiet 1BR Basement Getaway

Enjoy a cozy and private stay in this bright 1-bedroom basement suite in the heart of Richmond Hill. Perfect for solo travelers, friends, or couples, the space offers a comfortable bedroom, with a sofa bed in the living room, a clean bathroom, and a welcoming living area. Relax in the shared backyard or unwind indoors after exploring nearby shops, parks, and restaurants. With a peaceful atmosphere and convenient location, this suite is ideal for short or extended stays.

Superhost
Home in Richmond Hill
4.78 out of 5 average rating, 116 reviews

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.

Guest favourite
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge
4.86 out of 5 average rating, 127 reviews

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.

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, 102 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!

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, 175 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.

Superhost
Apartment in Richmond Hill
4.8 out of 5 average rating, 5 reviews

Warm, spacious condominium with a view!

Forget your worries in this ample and serene space, located on Toronto’s most important road (Yonge St). This condo is located right in front of a public transportation Viva station and walking distance from Hill Crest Shopping Mall and No Frills grocery store. Enjoy your stay on this amazing 11th floor condo located just 25 minutes from downtown Toronto.

Guest favourite
Home in Markham
5 out of 5 average rating, 6 reviews

2 Bedrooms with 2 Private Bathroom!

🛏️ 2 Bedrooms space features a comfortable Queen beds, ideal for a group of 4. 🛋️ Bright and thoughtfully designed living area — perfect for unwinding after a long day. 🍳 Fully equipped kitchen (light cooking only) for your convenience. 🚗 1 Free parking included. 📶 High-speed WiFi for work or entertainment.

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 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.

  • 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.

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