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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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.
$354 nightly
The price is $400
Oct 18 - Oct 19
Total with taxes and fees
Cozy 2 bedroom basement with pool, jacuzzi, gym & sauna. Come see the chickens
A modern kitchen with white cabinets, a marble countertop, and a built-in oven.

2. 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
$160 nightly
The price is $180
Nov 4 - Nov 5
Total with taxes and fees
Stylish 1BR + Den Apartment | Sleeps 5 | Separate Ent. & Comfort with Parking
A staircase with a glass door leading to a shoe rack.

3. 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, (20 reviews)
"Quite, clean, had everything we needed.. great place to spend with the family, I would definitely give this one 2 thumbs up!"
United States
Nick T.
$105 nightly
The price is $118
Oct 19 - Oct 20
Total with taxes and fees
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free 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.
$357 nightly
The price is $404
Oct 26 - Oct 27
Total with taxes and fees
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
A two-story house with a garage, surrounded by a well-maintained lawn and a driveway.

5. 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.
$132 nightly
The price is $149
Oct 19 - Oct 20
Total with taxes and fees
Beautiful Garden & Forest View Private Suite
A wooden pergola with string lights, outdoor furniture, and hanging flower baskets in a garden setting.

6. 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)
"everything went well and the stay was great"
United States
TIM S.
$167 nightly
The price is $188
Oct 19 - Oct 20
Total with taxes and fees
Luxury 2 bedroom house - fully renovated - full feature
A staircase with wooden railings leading to a room with a bed and a white door.

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

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Lamoreaux
$363 nightly
The price is $410
Oct 18 - Oct 19
Total with taxes and fees
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
A modern living room with a sofa, coffee table, and dining area.

8. 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.
$374 nightly
The price is $423
Oct 26 - Oct 27
Total with taxes and fees
Spacious 4-bedroom house in Pickering
A modern living room with a large flat-screen TV, a sofa, a glass coffee table, and a patterned carpet.

9. 25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk

25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk
Richmond Hill
9.2 out of 10, Wonderful, (20 reviews)
"Great location, beautiful houses"
United States
Jack L.
$228 nightly
The price is $257
Oct 29 - Oct 30
Total with taxes and fees
25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk
A spacious living room with a fireplace, a television, and a kitchen in the background.

10. 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.
$497 nightly
The price is $562
Oct 18 - Oct 19
Total with taxes and fees
Modern Spacious Luxury detached-House new in RH
A black metal shed with a sloped roof, a door, and a small step leading to the entrance.

11. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
$225 nightly
The price is $254
Oct 18 - Oct 19
Total with taxes and fees
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
A modern bedroom with a large bed, a desk, and a chair.

12. 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.
$125 nightly
The price is $142
Oct 18 - Oct 19
Total with taxes and fees
Cozy Countryside Guesthouse with BBQ & Firepit
A cozy living room with a fireplace, a sofa, a bed, and large windows with a view of greenery.

13. Forest Nature Retreat with Firepit Near Durham trails and Thermea Spa

Forest Nature Retreat with Firepit Near Durham trails and Thermea Spa
Uxbridge
10.0 out of 10, Exceptional, (4 reviews)
"The cottage was close to downtown Uxbridge. It was comfortable and clean. The host was easy to connect with."
United States
Danielle G.
$209 nightly
The price is $236
Oct 18 - Oct 19
Total with taxes and fees
Forest Nature Retreat with Firepit Near Durham trails and Thermea Spa
A modern living room with a grey sofa, a coffee table, and a dining area with a black chair and a small table.

14. 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
$326 nightly
The price is $369
Oct 19 - Oct 20
Total with taxes and fees
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Interior

15. Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland

Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland
Richmond Hill
$238 nightly
The price is $268
Oct 22 - Oct 23
Total with taxes and fees
Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland
A bedroom with a bed, a desk, and a door leading to a bathroom.

16. Very Modern New Luxury House in RichmondHill

Very Modern New Luxury House in RichmondHill
Richmond Hill
$492 nightly
The price is $557
Oct 18 - Oct 19
Total with taxes and fees
Very Modern New Luxury House in RichmondHill
Sauna

17. The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!

The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
Uxbridge
6.6 out of 10, (4 reviews)
"More of a glamping experience than a normal air bnb. Be handy with troubleshooting in case of any minor issues that can crop up, especially during storms. If you're up to the challenge, though, 5/5"
Canada
Jordan
$162 nightly
The price is $183
Oct 16 - Oct 17
Total with taxes and fees
The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
A modern kitchen with a central island, built-in appliances, and a dining area with a dark wood table and chairs.

18. Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO

Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO
Richmond Hill
10.0 out of 10, Exceptional, (8 reviews)
"Quick easy check-in, host was quick responding, location was quiet. This place was comfortable, immaculate with very beautiful features. I would definitely stay here again. It’s also close to grocery store and other sights. "
Canada
Velma N.
$220 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO
A laundry area with stacked washers and dryers, wooden cabinets, and a tiled backsplash.

19. 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 18 - Oct 19
Total with taxes and fees
Modern Comforts, Quiet Neighborhood, Free 02 Parking
A neatly made bed with white linens, a grey towel, and a nightstand with a lamp.

20. 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 19 - Oct 20
Total with taxes and fees
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
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

Montecassino Hotel and Event Venue

Montecassino Hotel and Event Venue

8/10 Good
"Parking was fantastic inasmuch as both of us have mobility issues. The location was ideal for us and not much outside noise."
Muriel 1-night trip
Posted less than an hour ago
Montecassino Hotel and Event Venue

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 $129 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.