Holiday rentals in Richmond Hill

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Top-rated holiday rentals in Richmond Hill

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Guest favourite
A spacious living area features a light-colored sectional sofa and an upholstered chair positioned around a glass coffee table. A soft area rug lays beneath, while neutral walls and recessed lighting contribute to a bright atmosphere. A staircase is visible in the background.
Guest suite in Richmond Hill
4.94 out of 5 average rating, 127 reviews

Luxurious Retreat ; 2BR basement

Welcome to our modern brand new 2BR, 2BA basement in Richmond Hill! Ideal for families or groups, it boasts a stylish living space, laundry area, and well-equipped kitchenette. The master bedroom features a fireplace and attached bathroom, while both bedrooms offer king-size beds and ample storage.Entertainment is provided with a TV and Wi-Fi-Netflix and Amazon prime,in a luxurious neighborhood, just a 5-minute walk to Yonge St and bus station for easy access . Experience comfort and convenience

Guest favourite
A spacious sleeping area features a queen bed with crisp white linens, a sleek dresser, and a work desk with a chair. A decorative vase of roses adds a touch of color. Natural light enters through the glass doors leading to the patio.
Guest house in Richmond Hill
4.93 out of 5 average rating, 180 reviews

Balcony House with Separate Entrance,free Parking

Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and 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 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1-2 free parking

Top guest favourite
Home in Oak Ridges
4.97 out of 5 average rating, 167 reviews

Place You Want To Stay at With Tons of Options ! !

Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much More

Top guest favourite
A cozy living area features a soft, light-colored seating arrangement with a coffee table in the center. A wall-mounted television displays entertainment options, while warm lighting from lamps enhances the atmosphere. Decorative mirrors and wall art add elegance to the space, complementing the wooden flooring.
Guest suite in Richmond Hill
4.95 out of 5 average rating, 74 reviews

The Orchid | Rustic Retreat in Richmond Hill

Welcome to The Orchid - a captivating rustic retreat in the heart of Richmond Hill. Experience a blend of French-Country & Shabby-Chic decor, old charm, and new comfort. Built fully to code, The Orchid's aesthetics provide a space that's as warm as it is unique. Whether you're here for work, leisure, or a bit of both, The Orchid is designed to be your sanctuary in the middle of the vibrant GTA. Immerse yourself in the refreshing beauty of this lovely accommodation, just off Yonge Street.

Guest favourite
A bright living area features a spacious sofa paired with two yellow armchairs. A sleek coffee table sits on a soft area rug, while a media console holds a large TV displaying a tropical scene. Natural light streams through the windows, accented by blue drapes.
Home in Oak Ridges
4.95 out of 5 average rating, 84 reviews

Sun Filled & Modern 3 Bdrm W/ 1 Parking!

Look No Further, This Is The One!!! New, Modern & Open Concept Luxury TownHome Located Between Highway 400 & 404. Thoughtfully Decorated & Furnished To Bring Comfort And Peace During Your Stay. This Space Is Ideal For Families, Group Of Friends Or Associates! This Home Is Nestled In Richmond Hill With Lots Of Amenities Close By: - Mins To Lake Wilcox & Bond Lake + Many Other Trails - A Variety Of Restaurants - Grocery Stores - Gym - Coffee shops - Public Transportation + Much More!

Superhost
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
4.88 out of 5 average rating, 172 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

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, 410 reviews

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Guest favourite
A comfortable sleeping area features a king bed with a light blue coverlet and decorative pillows showcasing a subtle animal print. A white dresser and nightstand are positioned nearby, while framed art hangs on the walls. Natural light enters through a window covered with light-colored blinds.
Flat in Richmond Hill
4.85 out of 5 average rating, 266 reviews

King Bed! 2 Parking! Kitchen! Side Entr! Private!

Experience comfort and convenience in the heart of Richmond Hill’s Historic Heritage district. Boasting a private side-door entrance and a massive King Bed, this suite is designed for a seamless stay. This private lower-level apartment offers a Smart TV (Netflix/YouTube), fast WiFi, and a kitchen with a big fridge. All windows are openable for fresh air. Steps from the best restaurants, cafés, and transit, plus 2 FREE parking spots. A private, walkable stay. Book today!

Top guest favourite
Bungalow in Richmond Hill
5 out of 5 average rating, 16 reviews

Botanical garden 3BD home /outdoor Jacuzzi & Sauna

Let us invite you to a little getaway while still in the heart of Richmond Hill. Relax with your family at this peaceful bungalow. 3 bedrooms and 2 full bathrooms on one floor. Big floor-to-ceiling windows in the back make the living room special. Beautiful, green landscaped front and backyard. Outdoor sauna, cozy fireplace, jacuzzi, and EV charger make this house a perfect stay in South Richvale. Please note: lower level is not included. Your private retreat awaits!

Top guest favourite
Bungalow in Richmond Hill
4.94 out of 5 average rating, 155 reviews

Newly renovated 3 bedroom Bungalow Free parking

Discover comfort in our newly renovated three-bedroom bungalow at the heart of peaceful Richmond Hill. With modern amenities, brand-new appliances, and free parking, it's your ideal home away from home. Book now for a relaxing stay in this serene community. Key Features: • 3 bedrooms • Newly renovated top to bottom • New appliances and furnishings • Free parking • Located in a quiet community in Richmond Hill, Ontario, Canada.

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
4.88 out of 5 average rating, 50 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 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, 223 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.

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 1,560 holiday rentals in Richmond Hill

  • Verified guest reviews

    Over 37,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    620 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 270 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    910 properties have a dedicated workspace

  • Wifi availability

    1,530 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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