Family-friendly vacation rentals in Richmond Hill

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Top-rated family-friendly rentals in Richmond Hill

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Vaughan

4.92 out of 5 average rating, 542 reviews

Luxury Modern Two Bedrooms Basement Apartment

No 3rd party booking! No parties! No visitors! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE 24hr Exterior Surveillance Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV(no cable, please use your streaming login), full kitchen, laundry and large wardrobe One parking on our driveway Free Wifi Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport

Jul 19 – 26

G$21,348 GYD per night

Guest favorite

Guest suite in Pickering

4.94 out of 5 average rating, 125 reviews

Separate 2 Bedroom & 2 Washroom up to 4 people.

Hotel-style apartment in a home annex. Not a basement. The apartment has 2 bedrooms with attached washrooms, Living area, kitchen, dining. Our property accommodates up to 4 people. Children are welcome to stay. Conveniently located just off Highway 401. Close to downtown Pickering, Go Station, mall, restaurants. We are a good stopover point if you are traveling to downtown Toronto which is only a 40 min drive. Note: Show us your ID when "Checking In" and it has to match with your booking name.

Jul 20 – 27

G$24,673 GYD per night

Guest favorite

Apartment in Richmond Hill

4.87 out of 5 average rating, 275 reviews

Spacious private apartment includes coffee/tea bar

Cozy-Contemporary Spacious Private Apt. in the Historical Downtown Core of Richmond Hill. 15 MINUTES FROM YYZ. Fully functional complete kitchen, NEWLY RENOVATED bathroom, heated floor, spacious shower, private entrance, parking COVID-Super-CLEAN Very quite, beautiful Mature trees and gardens. The Old Mill Pond area is known for it's canopy of trees, ponds and walking trails. Close to Yonge Street, GO transit, and 15 MINUTES FROM AIRPORT Walking distance to Major Mackenzie Health Hospital.

Jul 10 – 17

G$17,469 GYD per night

Guest favorite

Home in Richmond Hill

4.9 out of 5 average rating, 223 reviews

Timber Garden Studio: walk to Shops & Diners!

Our beautifully furnished basement studio with private entrance & free parking accommodating up to 5 guests, is conveniently located just: - 25 min from downtown Toronto - 25 min from the airport - 15 min from subway You'll love our 2500+ sqft fenced and gated private garden oasis. Just one block away, you'll find amazing restaurants, bars, &cafes, including diners, bank & bakery, all within a short walk. Don't miss out on the perfect vacation spot - come & enjoy all our space has to offer!

Jul 18 – 25

G$24,810 GYD per night

Guest favorite

Home in Vaughan

4.91 out of 5 average rating, 152 reviews

The Loft! Charming, Private, Cozy, Quiet in Nature

The Loft! One-Of-A-Kind, Private, Separate Entry, Non-sharing Suite, 1 room or 2-Bedroom** **READ details re: 2nd bedroom in section below Views of nature area and golf course Bright, open concept space sleeps up to 6 people. Safe, quiet, upscale neighborhood in Vaughan (Maple) just north of Toronto Short walk to hiking trails, tennis courts, kids playgrounds. Close to groceries, pharmacy, fuel, dining, beer/liquor stores, yoga, golf. CAR HERE A MUST. Parking for ONE (1) car on driveway.

Jun 13 – 20

G$16,038 GYD per night

Guest favorite

Apartment in Whitby

4.95 out of 5 average rating, 156 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

Dec 19 – 26

G$16,358 GYD per night

Guest favorite

Home in Richmond Hill

4.87 out of 5 average rating, 127 reviews

Luxury 5 beds, 6 Baths custom home

Multi-million dollar custom home in Richvale Ontario. Over 5000sqf 5 bedrooms, 6 washrooms, bar, entertainment room, custom kitchen, 1 in-garage & 3 outdoor parking. Private backyard with deck from the main floor & a walk-out Juliette from primary bedroom. 3 smart TVs & internet included 2 sofa beds in addition to 5 Beds Pool/Snooker Table No parties/loud music allowed Closet in the basement is not accessible for guests Please bring your own personal items e.g. shampoo, body wash etc.

Mar 28 – Apr 4

G$147,601 GYD per night

Guest favorite

Townhouse in Richmond Hill

4.89 out of 5 average rating, 124 reviews

Bright Cozy Townhouse in Richmond Hill,HWY404/HWY7

Our cozy home is close to Yonge street of Richmond Hill. This end unit Townhouse is very bright, clean, spacious and provides you all the necessities you need for a great stay incl. free WiFi, 2 garage parking spots. Modern open concept kitchen. Hardwood flooring throughout. Walking distance to Langstaff Go Train station bringing you directly to downtown Toronto. Highway 404 and Hwy 7 nearby, 30 mins away from Pearson Airport. Minutes walk to Walmart, Loblaws, Starbucks and restaurants.

Jul 7 – 12

G$31,994 GYD per night

Guest favorite

Guest suite in King City

4.98 out of 5 average rating, 177 reviews

Spacious guest apartment on beautiful greenspace

Spoil yourselves in a multi-million dollar neighbourhood with this stunning lower level downstairs apartment suite on a 1/2-acre of tranquil green space. We're central to all major highways and close to some of the best hiking trails in Ontario. We adore kids, dogs and cats (we have a cat who loves to visit our guests!) and thrive in the ample wander room in the suite, backyard and the trails. *NOTE* We have a "leave the suite close to how you found it" cleaning policy.

Feb 27 – Mar 6

G$28,336 GYD per night

Guest favorite

Guest suite in Pickering

4.83 out of 5 average rating, 196 reviews

Spacious suite Sleeps 4 & free Parking

The suite is close to public transport, parks and Toronto Zoo. You’ll love this place because of its serene location, and the ambiance of the entire suite. Rouge national park and Altona forests are on few minutes drive. Living here is like almost living in Toronto, because the house is literally on the border of Toronto and Pickering. You will be on a quaint, serene Crescent that is great for couples, families, solo adventurers, and business travellers.

Oct 16 – 23

G$14,104 GYD per night

Guest favorite

Condo in Toronto

4.89 out of 5 average rating, 187 reviews

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Jun 24 – 29

G$29,955 GYD per night

Guest favorite

Guesthouse in Schomberg

4.93 out of 5 average rating, 344 reviews

Country Cabin for Long and Short Stays Queen bed

Our Country Cabin get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay! Enjoy a little winter getaway and share our paradise in the countryside and be part of it all. You’ll love our location, full kitchen, access to camp fire pit, propane bbq, wifi internet, 40" Smart TV, three piece bathroom, laundry facilities and more.

Jun 3 – 8

G$24,260 GYD per night