A calm lake surrounded by lush greenery and trees under a clear blue sky.

Stouffville Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Stouffville vacation rentals

A backyard with a swimming pool, deck, and outdoor seating area.

1. Cozy 2 bedroom basement with pool, jacuzzi, gym & sauna. Come see the chickens

Cozy 2 bedroom basement with pool, jacuzzi, gym & sauna. Come see the chickens
Gormley
9.6 out of 10, Exceptional, (7 reviews)
"Stayed for four days to explore Canada and for a concert downtown. "
United States
Elizabeth L.
$356 nightly
The price is $402
Oct 8 - Oct 9
Total with taxes and fees
Cozy 2 bedroom basement with pool, jacuzzi, gym & sauna. Come see the chickens
A modern kitchen with a central island, a dining area with a bench, and a living room with a fireplace.

2. King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
Pickering
10.0 out of 10, Exceptional, (29 reviews)
"Great stay, beautiful place "
Canada
Steven F.
$375 nightly
The price is $424
Oct 12 - Oct 13
Total with taxes and fees
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
A modern kitchen with white cabinets, a marble countertop, and a built-in oven.

3. Stylish 1BR + Den Apartment | Sleeps 5 | Separate Ent. & Comfort with Parking

Stylish 1BR + Den Apartment | Sleeps 5 | Separate Ent. & Comfort with Parking
Markham
9.4 out of 10, Exceptional, (6 reviews)
"Super clean room and friendly host! Check in instructions were clear and accurate, but we still got a bit of confusion with too many doors. Extremely clean place, fresh towels with nice scent."
Canada
Weiqiao
$109 nightly
The price is $123
Nov 1 - Nov 2
Total with taxes and fees
Stylish 1BR + Den Apartment | Sleeps 5 | Separate Ent. & Comfort with Parking
A modern kitchen with a large island, bar stools, and a dining area with a view of the outdoors.

4. Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park

Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Lamoreaux
9.6 out of 10, Exceptional, (10 reviews)
"The house is beautiful, clean, and quiet. The host was very responsive and answered all my questions promptly. We had a great stay."
United States
Manouchka M.
$356 nightly
The price is $403
Oct 19 - Oct 20
Total with taxes and fees
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
A wooden pergola with string lights, outdoor furniture, and hanging flower baskets in a garden setting.

5. Luxury 2 bedroom house - fully renovated - full feature

Luxury 2 bedroom house - fully renovated - full feature
Richmond Hill
9.4 out of 10, Exceptional, (52 reviews)
"I had a great sty at this location. I would recommend to anyone. Walmart, liquor store, restaurants all close by."
United States
Nata B.
$141 nightly
The price is $159
Oct 8 - Oct 9
Total with taxes and fees
Luxury 2 bedroom house - fully renovated - full feature
A spacious living area with a wooden staircase, a chandelier, and a fireplace.

6. Privacy Magical Forest Cottage 30+ Party Room, Disco KTV

Privacy Magical Forest Cottage 30+ Party Room, Disco KTV
Uxbridge
7.6 out of 10, Good, (4 reviews)
"Great property. Perfect location for us. "
Canada
Louise F.
$906 nightly
The price is $1,024
Oct 12 - Oct 13
Total with taxes and fees
Privacy Magical Forest Cottage 30+ Party Room, Disco KTV
A two-story house with a garage, surrounded by a well-maintained lawn and a driveway.

7. Beautiful Garden & Forest View Private Suite

Beautiful Garden & Forest View Private Suite
Richmond Hill
9.4 out of 10, Exceptional, (28 reviews)
"The host was very welcoming and we have really enjoyed more than our expectations."
Canada
MOHAMMED S.
$133 nightly
The price is $150
Oct 30 - Oct 31
Total with taxes and fees
Beautiful Garden & Forest View Private Suite
A staircase with wooden railings leading to a room with a bed and a white door.

8. Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Lamoreaux
$365 nightly
The price is $413
Oct 18 - Oct 19
Total with taxes and fees
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
A black metal shed with a sloped roof, a door, and a small step leading to the entrance.

9. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
$225 nightly
The price is $254
Oct 28 - Oct 29
Total with taxes and fees
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
A modern living room with a large flat-screen TV, a sofa, a glass coffee table, and a patterned carpet.

10. 25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk

25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk
Richmond Hill
9.6 out of 10, Exceptional, (18 reviews)
"Great location, beautiful houses"
United States
Jack L.
$228 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk
A laundry area with stacked washers and dryers, wooden cabinets, and a tiled backsplash.

11. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
10.0 out of 10, Exceptional, (1 review)
"House was neat and clean as showed in the pictures. We had a smooth check in process and enjoyed our stay. The house is really beautiful"
Canada
Prem
$224 nightly
The price is $248
Oct 21 - Oct 22
Total with taxes and fees
Modern Comforts, Quiet Neighborhood, Free 02 Parking
A room with a sliding glass door, a fireplace, and a small window.

12. RH Executive Stay

RH Executive Stay
3.0 star property
Richmond Hill
$558 nightly
The price is $630
Oct 9 - Oct 10
Total with taxes and fees
RH Executive Stay
A staircase with a glass door leading to a shoe rack.

13. 2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Richmond Hill
9.4 out of 10, Exceptional, (19 reviews)
"Host was very accommodating of our needs, cute little place "
Canada
Haley B.
$105 nightly
The price is $119
Nov 3 - Nov 4
Total with taxes and fees
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
A bedroom with a bed, a desk, and a door leading to a bathroom.

14. Very Modern New Luxury House in RichmondHill

Very Modern New Luxury House in RichmondHill
Richmond Hill
$495 nightly
The price is $559
Nov 4 - Nov 5
Total with taxes and fees
Very Modern New Luxury House in RichmondHill
A modern living room with a grey sofa, a coffee table, and a dining area with a black chair and a small table.

15. Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Lamoreaux
7.8 out of 10, Good, (8 reviews)
"We had an amazing stay here, would definitely recommend!"
Canada
Aqsa
$327 nightly
The price is $369
Oct 13 - Oct 14
Total with taxes and fees
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
A modern bedroom with a large bed, a desk, and a chair.

16. Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
7.6 out of 10, Good, (4 reviews)
"It was an alright night away. Place was fairly clean, newer Reno for sure with some smaller kinks to be worked out. No wifi instructions and noises in the morning with occupants of the other side of the house. Neat spot for a little getaway for the night."
Canada
Geoff G.
$126 nightly
The price is $143
Oct 11 - Oct 12
Total with taxes and fees
Cozy Countryside Guesthouse with BBQ & Firepit
A modern living room with a sofa, coffee table, and dining area.

17. Spacious 4-bedroom house in Pickering

Spacious 4-bedroom house in Pickering
Pickering
7.2 out of 10, Good, (5 reviews)
"Perfect and quiet location for us, plenty of room, clean and comfortable. "
United States
Jacob M.
$384 nightly
The price is $433
Nov 1 - Nov 2
Total with taxes and fees
Spacious 4-bedroom house in Pickering
A neatly made bed with white linens, a grey towel, and a nightstand with a lamp.

18. Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard

Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
$357 nightly
The price is $404
Oct 12 - Oct 13
Total with taxes and fees
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
A spacious living room with a fireplace, a television, and a kitchen in the background.

19. Modern Spacious Luxury detached-House new in RH

Modern Spacious Luxury detached-House new in RH
Richmond Hill
10.0 out of 10, Exceptional, (1 review)
"Beautiful home.Host very easy to communicate with.Highly recommend."
United States
Robert B.
$501 nightly
The price is $567
Oct 8 - Oct 9
Total with taxes and fees
Modern Spacious Luxury detached-House new in RH
A modern living space with a kitchen, dining area, and seating area.

20. Airy Nest - 4 Beds, 2.5 Baths, 2 park

Airy Nest - 4 Beds, 2.5 Baths, 2 park
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
$357 nightly
The price is $404
Nov 2 - Nov 3
Total with taxes and fees
Airy Nest - 4 Beds, 2.5 Baths, 2 park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stouffville Hotel Reviews

Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

10/10 Excellent
"amazing"
brienna 2-night trip
Posted 4 hours ago
Toronto Don Valley Hotel and Suites

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 $134 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.

Explore a world of travel with Expedia

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?

The Artist House in Downtown Richmond Hill [2bdrm|1 bath]: You might want to consider this vacation home rental near Stouffville, which has air-conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Lake Wilcox 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.