House holiday rentals in Regional Municipality of York

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Regional Municipality of York

House rentals with a pool

Guest favourite
Home in East Gwillimbury
4.96 out of 5 average rating, 23 reviews

Private river access with pool, canoes, kayak

SrinidhiRating, 5 stars1 month ago
Clean space, amenities were good! Responsive host!
Guest favourite
Home in Toronto
5 out of 5 average rating, 13 reviews

Award Winning Luxury Home with Heated Pool + Sauna

OnyxRating, 5 stars2 weeks ago
My group and I truly loved this home ! It was quiet and in the perfect area for us! We will definitely be back!
Superhost
Home in Newmarket
4.73 out of 5 average rating, 26 reviews

"THE BIRD HOUSE" getaway!

MargotRating, 5 stars8 months ago
Megan’s house was just like the pictures. It had lots of beds which was perfect for family traveling to town for a family wedding. The pool table and heated pool were an added bonus.
Superhost
Home in Newmarket
4.83 out of 5 average rating, 23 reviews

Cozy Pool house in Newmarket

FabrizioRating, 5 stars10 months ago
Great stay. Brought the family there for a weekend of pool fun. My kids are 3 and 16 months. Minoo is a great host and very responsive. The home is meticulous but not particularly kid friendly - she was upfront and described this to me in advance. If you have a little one that likes to explore on their own - you need to keep an eye on them, lots of little decorations at arms reach for the kids. Spiral staircase can be difficult to use with kids in your arms as well. Pool was beautiful and warm however is not a walk in and the shallow end is a third of the pool. We spent most of our time in the private backyard or out for walks. Local parks and amenities close by. We had a great time and would absolutely stay at Minoos place again when visiting Newmarket. Thanks for the hospitality Minoo !!
Superhost
Home in Georgina
4.75 out of 5 average rating, 32 reviews

Beautiful Waterfront Cottage with Pool&HomeTheater

MeenuRating, 5 stars1 month ago
Myself and my friends had a pleasant staycation at Xin’s house in May. I had given a heads up that there will be a 4 months baby with us and they made sure the entire space is clean making it most comfortable especially for the baby. The host was super responsive from the time I booked and replied to my questions in a timely and respectful manner. Highly recommend to anyone looking for a spot not very far from city yet appreciate a peaceful and relaxing atmosphere.
Guest favourite
Home in East Gwillimbury
5 out of 5 average rating, 5 reviews

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths

AbdulmalikRating, 5 stars1 month ago
This place is the perfect getaway for anyone looking to relax and enjoy quality time with family and friends. Surrounded by beautiful nature and fresh air, it offers a peaceful, private setting that’s ideal for both adventure and quiet moments. I highly recommend it to anyone seeking a refreshing escape.
Superhost
Home in Cedar Valley
5 out of 5 average rating, 5 reviews

Forest House | Golf/Hiking/Horse Riding Nearby

BrandonRating, 5 stars2 weeks ago
Had a really good time here place was beautiful. Would defiantly recommend if your looking for a weekend get away!! Hosts went above and beyond to make sure our stay was amazing.
Top guest favourite
Home in Innisfil
5 out of 5 average rating, 26 reviews

The CHIC Tower @Friday Harbour Resort

EstherRating, 5 stars5 days ago
Michelle responds quickly on all inquiries we need on her place, she also instructed us on checked ins and out. Her place is gorgeous layout and exactly what is described on the pictures . Me and my family had a great time staying on her place, very homely and convenient. I will recommend her place to everyone.

Weekly house rentals

Guest favourite
Home in Richmond Hill
5 out of 5 average rating, 13 reviews

Charming Home near Bond Lake—Entire Main Level

MehdiRating, 5 stars1 day ago
Amazing hosts. Beautiful place. Highly recommended.
Top guest favourite
Home in East Gwillimbury
5 out of 5 average rating, 19 reviews

Serenity Canyon: Up Class Business-Family Retreat!

SameerRating, 5 stars1 month ago
Very comfortable and cozy space! Alex was very kind and helpful. We will definitely be back here!
Guest favourite
Home in Richmond Hill
4.9 out of 5 average rating, 30 reviews

Very Modern New Luxury House in RichmondHill

ShuyiRating, 5 stars6 days ago
Steve is a very good host to talk to, he is very friendly and patient, responds quickly and gives clear instructions to help guests enter the house. Everything in the house is exactly as described and the photos match exactly. Every corner is clean, there is enough space and toilet. I would recommend this place to anyone who is interested, it is definitely worth it!
Superhost
Home in Newmarket
4.67 out of 5 average rating, 6 reviews

Central Newmarket-Second floor

VirginiaRating, 5 stars1 week ago
We recently stayed here for the first time and we just loved it, in fact we have re-booked for all our future 2025 work trips to Newmarket. The space actually feels like a house, it is very big. The photos do not do the place justice. It is large, bright, airy, clean, freshly painted and renovated with 2 washrooms, one that is above and beyond what I have ever seen at AirBnB. Fully equipped kitchen and just an overall very nice environment. The furniture was all super comfortable - the space was just terrific. And the hosts were very friendly, super helpful, accommodating - I can’t say enough. They live on site in the main floor apt which we really liked because it seemed like much more care was put in to the experience than an Airbnb with an off site owner. Minutes walk to the hospital, historic Main Street, children’s park, bike paths - lovely neighbourhood and very quiet. Thank you so much Lili!
Top guest favourite
Home in Richmond Hill
4.99 out of 5 average rating, 68 reviews

Stylish, Bright & Spacious - 3 Brdm W/ 1 Parking

KishanRating, 5 stars1 month ago
We stayed at Tara’s lovely home during our visit to Markham, and could not have been any more pleased with our stay. The entire check in process was simple and clear, Tara was extremely friendly and responsive, and the neighborhood is in a very convenient location. The home itself was very spacious, welcoming and spotless, not to mention it had all the amenities needed during our stay. We highly recommend to anyone staying in the area and would 10/10 return during our next visit to the area. Thanks again Tara!
Top guest favourite
Home in Bond Head
4.94 out of 5 average rating, 54 reviews

3BR Spacious Home - KING BED

TrevorRating, 5 stars2 weeks ago
Brigitte's place was amazing! Very beautiful property, very spacious and inviting! Very clean and she has everything labeled which is very helpful! Has everything you could think of and more. We traveled with a group of 4 grown men for a golf trip and it was more than enough space for everyone! Having 2 full bathrooms is a must and the en-suite attached to the master has a beautiful soaker tub. Very beautiful deck with BBQ and comfortable patio furniture and the front yard has a nicely landscaped firepit which we didn't use this time but will next time as we will definitely be back! Great place for families and it is even pet friendly! Brigitte is an amazing host, very attentive and knowledgeable of the surrounding area. Nicest Air BnB I've ever personally stayed at! Solid 9/10
Guest favourite
Home in Newmarket
4.92 out of 5 average rating, 39 reviews

Basement apartment with fully loaded gym!

The Little Crooked HouseRating, 5 stars1 month ago
We truly enjoyed our stay and loved the uniqueness of the place! If our son has another tournament in the area, we would definitely like to come back.
Top guest favourite
Home in East Gwillimbury
5 out of 5 average rating, 18 reviews

comfy basement apartment

MichaelRating, 5 stars5 months ago
Mahsa’s space was well maintained and cozy. I felt at home and she is a fantastic communicator!

Private house rentals

Guest favourite
Home in Richmond Hill
4.93 out of 5 average rating, 42 reviews

Cozy Basement Bachelor suite

MouadRating, 5 stars2 months ago
Everything was good, I appreciate the stat, it will be my favorite place whenever I’m on the area 🥰
Guest favourite
Home in Richmond Hill
4.9 out of 5 average rating, 21 reviews

Modern brand new2BR Ground Suite

MoustaphaRating, 5 stars1 week ago
Good place to stay my family and I had a really good time felt like home very clean enough space for the kids to be free around Checking in and out was smooth definitely recommend specially for that price
Superhost
Home in Newmarket
5 out of 5 average rating, 12 reviews

Near Downtown Newmarket | Pet-Friendly | Parking

SamuelRating, 5 stars2 months ago
Foad's house met our needs very well. It was clean and spacious. The communication was always quick. The layout of the rooms is a little unusual and there is no oven or dishwasher, but we were happy overall with our stay.
Superhost
Home in Richmond Hill
5 out of 5 average rating, 3 reviews

Modern Family Friendly Convenient in Richmond Hill

AveryRating, 5 stars6 days ago
This place was clean easy to access and very clean, the beds were comfortable and we appreciated the concise and clear directions for check in/out.
Guest favourite
Home in Newmarket
5 out of 5 average rating, 9 reviews

Main Home, free parking & wifi near everything

NaderRating, 5 stars1 month ago
Shiva was a great communicator, before during and after the stay. The house was exactly as described, and had all amenities one could need. Ample parking in the driveway. Quiet neighbourhood. Would stay here again if I was in the area
Guest favourite
Home in Barrie
4.94 out of 5 average rating, 34 reviews

Cozy Creek Side walkout basement.

FaruqRating, 5 stars1 week ago
Shakker was an amazing host. We felt right at home and super comfortable, definitely worth the price!
Guest favourite
Home in Richmond Hill
4.92 out of 5 average rating, 65 reviews

Cosy Elegance: New-Build 2-Bedroom Luxury Stay

KarenRating, 5 stars2 weeks ago
Host was very responsive and attended to our needs accordingly. The place is beautiful especially with the big island, definitely helped with cooking. Big bedrooms and comfortable living space. Would come back again!
Guest favourite
Home in Richmond Hill
4.94 out of 5 average rating, 49 reviews

Spacious Richmond Hill Home with 3BR & City Access

MelodeezzyyRating, 5 stars1 week ago
lovely and spacious. Check in was easy thanks to the wonderful hosts. They were very supportive and responsive but not only that, they were very kind to let me know that if I had needed anything that I was able to reach out to them anytime. As hosts they were attentive which was great. Me and a the group of people enjoyed our stay. House was clean and it was very welcoming and inviting as soon as we had arrived. All and all we had a great stay.

Destinations to explore