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
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, 75 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
The exterior of a modern detached home is displayed, featuring a stone façade and a well-maintained lawn. A large driveway leads to a double garage, and the entrance is accentuated by a small staircase. Nearby homes exhibit a variety of contemporary architectural styles.
Home in Richmond Hill
4.95 out of 5 average rating, 38 reviews

Cozy House For Family Retreat

Welcome to our spacious 4-bedroom, 3.5-bathroom detached home in Richmond Hill, Ontario! This 2800 sq ft gem is perfect for families or groups, comfortably accommodating up to 10 guests. Enjoy the modern open kitchen with a natural gas stove and French door fridge/freezer. Conveniently located near major highways, grocery stores, restaurants, and shopping malls. Just 35 km from downtown Toronto and 3.2 km from the nearest GO Station, making it easy to explore the city. Book your stay today!

Top guest favourite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.99 out of 5 average rating, 426 reviews

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

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, 423 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.

Top guest favourite
Flat in Richmond Hill
4.92 out of 5 average rating, 227 reviews

King Bed! 2 Parking! 55"TV! Side Entr! Private!

Enjoy total privacy in Richmond Hill’s Historic Heritage district! This suite features a private side-door entrance and a massive King Bed. A rare highlight is the dedicated massage room for relaxation. This bright lower-level retreat includes a 55” Smart TV (Netflix/YouTube), fast WiFi, a kitchen with a big fridge, and openable windows for fresh air. Steps from restaurants, cafés, and transit, with 2 FREE parking spots. A private sanctuary in a prime spot. Book your stay!

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
4.85 out of 5 average rating, 112 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.

Guest favourite
The living area contains a blue sofa and a dark leather sofa, arranged around a wooden coffee table. A flat-screen TV is positioned against the wall, displaying a vibrant image. Recessed lighting creates a well-lit environment.
Home in Richmond Hill
4.95 out of 5 average rating, 214 reviews

Cozy Two Bedroom Apartment Basement

Welcome to our tranquil retreat! With two bedrooms furnished with queen beds and a cozy living area featuring a sofa bed, our newly renovated space provides warmth and relaxation. Guests will appreciate the separate entrance to the basement apartment for privacy and easy access, along with the added convenience of free parking. Whether unwinding indoors or exploring nearby attractions, our Airbnb provides the perfect setting for creating memories.

Superhost
A living space features a white brick fireplace and a large television mounted on the wall. Comfortable seating is arranged around a decorative area rug, and natural light enters through a nearby window. A small workspace is visible in one corner.
Flat in Richmond Hill
4.79 out of 5 average rating, 121 reviews

Bright & Spacious 1BR Basement | Private Entrance

Enjoy a private, bright, and well-maintained one-bedroom basement apartment in a quiet, safe neighborhood. The unit features high ceilings and great natural light, making it feel open and comfortable. You’ll have a separate side entrance for full privacy, plus a 55-inch TV with free streaming apps for live channels, movies, and TV series. 🚭 No smoking 🐾 No pets All kitchen amenities in unit. One parking spot for normal and up to SUV size cars.

Guest favourite
Guest suite in Richmond Hill
4.8 out of 5 average rating, 107 reviews

1 Bdr + 1 Parking BSMT Apt Sep Entr. Hill Crest Ma

Dear guests, Please read all information including house rules!! You will have entire apartment for your self! Fully equipped kitchen with small appliances , linens and towels. Walking distance to public transp. , Hillcrest Mall bus station on Yonge St . Modern, clean newly furnished and reno basement guest suite with a separate entrance. Smart TV ( No cable) Netflix , wifi , 1 parking! En suite laundry no extra charge with unlimited use .

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, 171 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.

Top guest favourite
A spacious bed is dressed in a patterned comforter featuring earthy tones, complemented by decorative pillows. Soft lamps are positioned on either side of the bed, providing warm lighting. A wall above the bed displays a dream catcher and an inspirational quote.
Home in Richmond Hill
4.95 out of 5 average rating, 235 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.

Superhost
A spacious living area features a large sectional sofa arranged around a soft area rug. Light wood flooring is complemented by pale walls and columns. A mounted television and shelves are visible. A dining area is to the right, with a table and chairs.
Flat in Richmond Hill
4.87 out of 5 average rating, 188 reviews

Large Walk-out private apartment w/ parking

A walk-out basement apartment in Richmond Hill. This sunlit apartment has abundance of natural lighting streaming through the many large windows. It has a full kitchen, a full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access. Perfect for couples or small families, this apartment comfortably accommodates two adults and up to two children.

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

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