Stouffville Vacation Rentals from $74: Search Short-Term Rentals

Q: What's the top vacation rental in Stouffville?

Charming bungalow in lovely Richmond Hill with AC, WiFi : Visitors like this Stouffville vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Stouffville vacation rentals

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Ajax

Melissa

$105 nightly

Apr 26 - Apr 27

Total with taxes and fees

Residence and Conference Centre – Toronto

North York

Rekha

$71 nightly

May 10 - May 11

Total with taxes and fees

Residence and Conference Centre – King City

King

BENJAMIN

$65 nightly

May 14 - May 15

Total with taxes and fees

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

Richmond Hill

Etienne G.

$99 nightly

Apr 27 - Apr 28

Total with taxes and fees

SH203-Cozy Holiday Home

Pickering

$96 nightly

Apr 25 - Apr 26

Total with taxes and fees

Beautiful three bedroom house in Pickering

Pickering

William H.

$340 nightly

Apr 25 - Apr 26

Total with taxes and fees

Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry

Richmond Hill

"The place was bright and spacious, just like the ad said. We were four for the weekend and we didn't feel crowded. The beds were comfortable, so was the daybed. The place was clean and in a very beautiful, quiet neighborhood. Our host, Kia, was quick to respond to any of our questions or concerns.It would have been nice to have a bit more supplies such as toilet paper and towels, although, I'm sure if I would have asked, it would have been provided. I would definitely stay here again. Thank...

Chantal D.

$184 nightly

Apr 26 - Apr 27

Total with taxes and fees

Clean precious house

Ajax

$117 nightly

Apr 28 - Apr 29

Total with taxes and fees

Modern luxury suite near historic downtown Port Perry

Port Perry

Judith S.

$166 nightly

Apr 26 - Apr 27

Total with taxes and fees

1 bedroom, iron/ironing board, WiFi, bed sheets

A Modern Private Basement Suite – Richmond Hill

Richmond Hill

Lysis

$134 nightly

Apr 26 - Apr 27

Total with taxes and fees

Charming bungalow in lovely Richmond Hill with AC, WiFi

Richmond Hill

Aileen

$129 nightly

Apr 25 - Apr 26

Total with taxes and fees

Cozy & modern apartment in Pickering

Pickering

Akiko M.

$115 nightly

Apr 30 - May 1

Total with taxes and fees

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi

Pickering

$141 nightly

Apr 25 - Apr 26

Total with taxes and fees

Private bedroom suite in shared house near Ontario Tech U in North Oshawa

Samac

Mark M.

$91 nightly

May 21 - May 22

Total with taxes and fees

Brand new 2 bedroom basement apartment

Ajax

Sajee S.

$131 nightly

Apr 25 - Apr 26

Total with taxes and fees

Fully Furnished Private Guest Suite

Richmond Hill

$280 nightly

May 24 - May 25

Total with taxes and fees

Beautiful Cozy Walkout Basement Apartment

Whitby

$105 nightly

Apr 25 - Apr 26

Total with taxes and fees

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry

Whitby

"Comfortable stay. Unit was very quiet. Area is new so lots of construction close by. With the AC running in the rest of the house (most of the day) it made the unit cold. There was no way to control the temperature in the unit. Would have been great to have a side table with a lamp in the bedroom I slept in. Gravel walkway at the side of the house to access the unit. Need to be careful walking on the loose gravel. Overall stay was excellent. "

Oral

$171 nightly

Apr 28 - Apr 29

Total with taxes and fees

Whitby 2BR escape l Near Thermea spa l Iroquois sport centre l 401 l Downtown

Whitby

$130 nightly

Apr 28 - Apr 29

Total with taxes and fees

Modern Gem| 2026 FIFA - 40 Mins to BMO Field | THH

Ajax

$272 nightly

Apr 27 - Apr 28

Total with taxes and fees

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Top Stouffville Hotel Reviews

Pickering Casino Resort Hotel

10/10 Excellent

"Was super convenient to have so many amenities in one location, especially traveling with young children, the food court area made it easy to get meals without leaving the site. Room was very large and the pool was extremely clean so overall very good stay and will come back to stay again"

Monte Carlo Inn Toronto - Markham

4/10 Poor

"some of the staff were not pleasant at all accusing us of smoking in the room, which we weren’t but refused to come to my room. I called Expedia for help and didn’t get any. The breakfast does not include eggs, bacon or hashbrowns. You have to pay extra if you want these items, there was hair that came out of the hot tub it was disgusting. The carpets are very old and worn out not a pleasant stay"

Courtyard by Marriott Toronto Northeast/Markham

6/10 Okay

"The pull out bed in the “suite” was broken, and I had to go ask for bedding, then make the bed myself. When I wanted to change rooms that was going to be difficult, however after much discussion and reiterating the bed was broken, we got a move. I think we were on the third floor team section, as the carpets were disgusting, the couch stained, the wall paper peeling. We were moved higher up in the building, and although not great, much better. Expedia pricing gets you the well used third floor. It was a nice hotel in the 1990s There are no options for breakfast nearby, but proximity to the 404 and 401 and highway 7 was helpful"

Find out more about Stouffville

Everything you need to know about Stouffville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stouffville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stouffville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stouffville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stouffville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Stouffville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $74 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Stouffville rentals

At Expedia, we put the best Stouffville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Stouffville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stouffville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stouffville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Stouffville?

Yes, we have vacation rentals in Stouffville close to Whitchurch-Stouffville Leisure Centre, or you can select a secluded option if you're looking for a relaxing stay. Stouffville is known for its shopping and restaurants. Make sure you have time to check out the coffeehouses while you're in the area.

What's the top vacation rental in Stouffville?

Charming bungalow in lovely Richmond Hill with AC, WiFi: Visitors like this Stouffville vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Stouffville?

Choose from 3 Expedia vacation rentals in Stouffville for a memorable vacation.

What can I see and do in Stouffville?

While exploring the area, visit family-friendly sights like Toronto Zoo, or get outside and enjoy nature at Rouge National Urban Park. In the larger area, you’ll find Whitchurch-Stouffville Leisure Centre and Willow Springs Winery.

What are vacation rentals like in Stouffville?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Stouffville. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family getaway.

Stouffville Vacation Rentals

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Check prices for these dates

Our top choices for Stouffville vacation rentals

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Residence and Conference Centre – Toronto

Residence and Conference Centre – King City

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

SH203-Cozy Holiday Home

Beautiful three bedroom house in Pickering

Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry

Clean precious house

Modern luxury suite near historic downtown Port Perry

A Modern Private Basement Suite – Richmond Hill

Charming bungalow in lovely Richmond Hill with AC, WiFi

Cozy & modern apartment in Pickering

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi

Private bedroom suite in shared house near Ontario Tech U in North Oshawa

Brand new 2 bedroom basement apartment

Fully Furnished Private Guest Suite

Beautiful Cozy Walkout Basement Apartment

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry

Whitby 2BR escape l Near Thermea spa l Iroquois sport centre l 401 l Downtown

Modern Gem| 2026 FIFA - 40 Mins to BMO Field | THH

Find vacation rentals that suit your style

Top Stouffville Hotel Reviews

Pickering Casino Resort Hotel

Find out more about Stouffville

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