Family-friendly vacation rentals in Vaughan

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Top-rated family-friendly rentals in Vaughan

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 17 – 24

G$20,688 GYD per night

Guest favorite

Guesthouse in Orangeville

4.95 out of 5 average rating, 310 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Aug 17 – 24

G$31,278 GYD per night

Guest favorite

Loft in Toronto

4.96 out of 5 average rating, 321 reviews

Spectacular 1BR Trendy Loft - Bright and Spacious!

A stunning bright, industrial-style open concept loft! This trendy decorator inspired suite includes: 12 ft ceilings, stunning floor to ceiling windows and hardwood floors throughout; living area with oversized couch and large mirror; fully equipped kitchen with stainless steel appliances; high top table to enjoy your meals; bathroom with stand up shower; bedroom with comfortable Westin Heavenly queen bed; and washer/dryer in suite. A+ location near King Street West. High speed wifi and Netflix!

Dec 30 – Jan 6

G$23,976 GYD per night

Guest favorite

Apartment in Richmond Hill

4.86 out of 5 average rating, 274 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 7 – 14

G$17,500 GYD per night

Guest favorite

Home in Richmond Hill

4.9 out of 5 average rating, 222 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 12 – 19

G$25,346 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.

May 31 – Jun 7

G$15,717 GYD per night

Guest favorite

Guest suite in Orangeville

4.92 out of 5 average rating, 656 reviews

Private Hot Tub - Headwaters Retreat

Escape to our cozy and rustic queen suite with a modern touch. Private entrance & hot tub steps from your door, overlooking our peaceful conservation area. Spacious fireplace in main suite with en-suite bathroom, Apple TV, Netflix, and second bedroom with two twin beds. Steps from the hiking trails and just minutes from the town center. Perfect for outdoor adventures, art gallery visits, wine tours, weddings, sporting events, work trips or just a quiet getaway. Your getaway awaits!

Dec 8 – 15

G$15,643 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 21 – 28

G$28,298 GYD per night

Guest favorite

Cabin in Mono

4.94 out of 5 average rating, 272 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home and yoga studio, minutes to the Bruce Trail, Hockley Ski & Resort, and Mansfield Ski Club, enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Chef's creations and Private yoga and group classes available

Apr 23 – 30

G$34,910 GYD per night

Guest favorite

Apartment in Brampton

4.98 out of 5 average rating, 293 reviews

Beautiful Cheery Family Apt- Close to the Airport

Private, bright and very clean walk out apartment. Lots of parks and amenities close by. A large open living room with a pull-out couch and a 48" TV; including Netflix. There are two bedrooms; the larger bedroom has a 27" TV. The full bathroom has a large walk in shower. Enjoy the backyard and patio well you BBQ your favoite meal. You will not feel like your in a basement, with the large bright full windows. We hope to see you soon!

Oct 16 – 23

G$35,107 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.

May 17 – 24

G$22,025 GYD per night

Guest favorite

Guest suite in Orangeville

4.97 out of 5 average rating, 139 reviews

Your very own peaceful santuary in nature

Tranquil space to go walking through the 20 acres of forest with trails, lots of wildlife, and beautiful bright stars at night for stargazers. You can have a coffee in the morning on the patio set in front of the suite and have a drink on one of the hills in comfortable muskoka chairs up on a hill of the property and watch the sunset or sunrise if you are an early bird.

Jul 3 – 10

G$17,387 GYD per night