Villa holiday rentals in Regional Municipality of York

Find and book unique villas on Airbnb

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Popular amenities for Regional Municipality of York villa rentals

Private villa rentals

Villa in Aurora
4.88 out of 5 average rating, 8 reviews

6BR 6BA Luxe Aurora Retreat | Pool Table, Sun Room

YashRating, 5 stars3 days ago
Tiff and Matt were amazing hosts. they were very accommodating and responsive. the value the Airbnb provides for the prices is very excellent. they are very professional!
Guest favourite
Villa in Georgina
4.93 out of 5 average rating, 29 reviews

Charming Mid-Century Villa on 10 Acres Forest Land

LoladeRating, 5 stars5 months ago
I had the pleasure of returning to this wonderful Airbnb, and it was just as amazing as I remembered, if not better. The space is beautifully curated, with such an artistic flair that immediately makes you feel at home. Every corner of the home is thoughtfully designed, blending comfort with creativity, making it a perfect retreat. Sara is an absolute gem. She was incredibly responsive to all my questions, ensuring everything was perfect for my stay. Her warmth and attention to detail made the entire experience seamless and inviting. I can’t recommend this place enough, it’s not just a stay; it’s an experience.
Guest favourite
Villa in Brampton
4.84 out of 5 average rating, 31 reviews

Brand NEW Modern Beautiful 4 Bedroom Detached Home

MunawarRating, 5 stars1 month ago
We left our expensive watch there and Satnam immediately sent us messages to pick it up, Bravo
Villa in Whitchurch-Stouffville
4.67 out of 5 average rating, 24 reviews

Luxury countryside/Forest Villa (close to lake)

SelinaRating, 5 stars3 weeks ago
Thank you George for letting us stay in your beautiful Airbnb! The karaoke was excellent source of entertainment and the big spacious backyard was great for our pup to run around! house was spacious and accommodating for our guests!
Guest favourite
Villa in Kettleby
4.97 out of 5 average rating, 61 reviews

Entire Villa with beautiful fenced backyard

ShreyaRating, 5 stars3 weeks ago
Amazing location for private and peaceful time with family!! We did our baby shower gathering just family and friends. And it was beyond perfect because of location. We had the best baby shower ! Super clean and host is super responsive and friendly. Thanks Helena for the best time of our life. Will cherish this dau forever !!
Villa in Innisfil
4.67 out of 5 average rating, 9 reviews

4Bedroom Elegant LakeViewCottage

Justin JamesRating, 5 stars21 months ago
The location is great, very chill and relaxing neighborhood. Tigran was very helpful and willing to negotiate for extra guests with extra cost. The place itself was good, the rooms are clean and spacious, and sitting by the fire pit at night is definitely our highlight. However some furniture could use an upgrade. Also not in the listing but this is a semi-detached house, but the neighbors did not intervene and even tolerated our midnight fire pit chit chats. Overall the stay was great.
Guest favourite
Villa in Whitchurch-Stouffville
4.95 out of 5 average rating, 22 reviews

Cedar Escape in 10-Acre Private Forest

LourdesRating, 5 stars5 days ago
Patricks place was a perfect mini get away thats close around the city! We absolutely loved how private and spacious his place is. The pool and sauna was needed on a hot day! Definitely will come back again!
Guest favourite
Villa in Richmond Hill
4.95 out of 5 average rating, 87 reviews

Cheerful luxury 7 bedroom/7 washroom ravine house

Iok-HouRating, 5 stars3 weeks ago
Beautiful and serene neighborhood - we really enjoyed our daily walks there. Lots of different types of restaurants and grocery stores - only minutes of drive away. The house is better than advertised, wonderfully spacious, and well designed with 7 bedrooms, 7 beds, 7 baths, perfect for family reunions or groups of friends. Susan was a great host. Her instructions and responses were timely, concise, and easy to follow. We had a magnificent time in the house and will definitely stay in it if it is available when we come back in the future.

Luxury villa rentals

Guest favourite
Villa in Aurora
4.91 out of 5 average rating, 33 reviews

Luxe 6BR 6BA Aurora Oasis | Pool Table, Sun Room

RoxanneRating, 5 stars4 months ago
Overall our large group of young families enjoyed our stay. Some of the furniture could be improved - in particular more comfy, lounge seating in common areas (particularly for large groups like ours), but otherwise the stay was comfortable. The ensuite bathrooms in majority of the bedrooms is a game changer for groups with young kids! Communication with the host was excellent, and appreciate accommodating a later check-out on short notice. It was a big help!
Villa in Whitchurch-Stouffville
4.67 out of 5 average rating, 24 reviews

Luxury countryside/Forest Villa (close to lake)

SelinaRating, 5 stars3 weeks ago
Thank you George for letting us stay in your beautiful Airbnb! The karaoke was excellent source of entertainment and the big spacious backyard was great for our pup to run around! house was spacious and accommodating for our guests!
Guest favourite
Villa in Richmond Hill
4.95 out of 5 average rating, 87 reviews

Cheerful luxury 7 bedroom/7 washroom ravine house

Iok-HouRating, 5 stars3 weeks ago
Beautiful and serene neighborhood - we really enjoyed our daily walks there. Lots of different types of restaurants and grocery stores - only minutes of drive away. The house is better than advertised, wonderfully spacious, and well designed with 7 bedrooms, 7 beds, 7 baths, perfect for family reunions or groups of friends. Susan was a great host. Her instructions and responses were timely, concise, and easy to follow. We had a magnificent time in the house and will definitely stay in it if it is available when we come back in the future.
Guest favourite
Private room in Innisfil
4.91 out of 5 average rating, 23 reviews

Lake Simcoe Retreat | Steps to Lake · Kayaks · BBQ

AliRating, 5 stars2 weeks ago
We had a fantastic stay at this beautiful and spacious cottage located just outside the city — close enough for convenience, yet far enough to enjoy peace and nature. The canal access to Lake Simcoe was a real highlight and made the experience even more special. With 10 comfortable rooms, the cottage easily accommodated our group and felt like a true home away from home. A huge thank you to our amazing host, who was not only responsive and approachable but also genuinely kind and reasonable throughout our entire stay. From booking to check-out, everything was smooth and stress-free thanks to their thoughtful communication and care. We truly appreciated the warmth and hospitality — it made all the difference. Would absolutely love to come back again and highly recommend this cottage to anyone looking for a relaxing and memorable getaway.

Destinations to explore