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Villa holiday rentals in Collingwood

Find and book unique villas on Airbnb

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Popular amenities for Collingwood villa rentals

Private villa rentals

Villa in Port McNicoll

Luxury home, cozy, ski, snowmobile, hot tub, sauna

CarloRating, 5 stars11 months ago
Great location and good for families with kids! You can enjoy the pool and hot tub. For change of scenery head into town which has a lot of restaurants and boutiques, plus if you time it right; the butter tart festival is held there in summer. There's also Little Lake Park that's 10 minutes if you want to go the beach. And anyone who enjoys Pickleball, there's excellent courts at Tiifin Park.
Superhost
Villa in The Blue Mountains
4.84 out of 5 average rating, 32 reviews

The Blue Mountains New Villa

MauricioRating, 5 stars1 week ago
Great stay! Thanks edward
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.
Superhost
Villa in Tiny
4.87 out of 5 average rating, 67 reviews

The Sandals Of Tiny Hottub, Sauna, White SandBeach

DivineRating, 5 stars3 weeks ago
Our group had a great stay at Mina’s place! The home was exactly as pictured — clean, spacious, and really comfortable for a group. There was more than enough room for everyone to relax, and the setup made it easy for us to spend time together without feeling crowded. Mina was an amazing host — super easy to communicate with and thoughtful throughout our stay. She made sure we had everything we needed and made us feel really welcome. We had such a smooth and comfortable experience staying here, and would definitely come back again. Highly recommend Mina’s place for groups looking for a comfortable and easy stay!
Guest favourite
Villa in Collingwood
5 out of 5 average rating, 9 reviews

Luxury Collingwood Getaway

C.J.Rating, 5 stars7 months ago
Firstly, this home was the nicest vacation home my family and I have EVER stayed at. It was very spacious, luxurious finishes throughout , it fit my family of 7 very well. The rooms are all good sizes. There are 4 rooms with beds in them, an office on the main floor that we put a crib in for the baby and an additional room in the basement which could be used as a bedroom if you bring a blowup mattress. The backyard is huge, the playground set was a great treat for my kids, however the hot tub did not seem like it was operable. Mina our host was absolutely AMAZING! Her response time to any of our enquires was very prompt, she made sure we truly enjoyed our stay. We would have loved if the home had blackout curtains as the rooms get quite bright in the morning when the sun comes up, but it wasn't the end of the world. All in all, it was an AMAZING STAY! Definitely recommended!!
Superhost
Villa in Collingwood
4.81 out of 5 average rating, 108 reviews

The Family Escape Townhome

JuneRating, 5 stars2 weeks ago
We brought a few friends from overseas for a visit. We were delighted with our stay. The house met all our needs. It was a quiet and peaceful place for us to sit around and catch up with our friends whom we haven’t seen for many years. We were delighted with the generous supply of shampoo and conditioner even though we were not expecting them. We would go back if we ever need to in the future.
Guest favourite
Villa in Tiny
4.9 out of 5 average rating, 146 reviews

Beautiful Getaway Location - Cuddles Cove

StacyeRating, 5 stars4 months ago
This home is beautiful and well equipped. Giovanni was pleasant and responded quickly to inquiries. My only suggestion would be for visitors to check the beds before choosing rooms, as some bed are firm and others quite soft.
Villa in Bradford West Gwillimbury
4.69 out of 5 average rating, 111 reviews

Executive Villa - Year Round Swim Spa & Game Room

LoganRating, 5 stars2 weeks ago
The place was great! Host was great at responding during the trip and sent very thorough messages about the rules and what was allowed. Even answered late at night when there was a problem. Loved the local recommendations and local restaurants provided on the welcoming sheet. The area is very peaceful and good for anyone who is okay driving places. Me and my group were from America and we couldn’t have had a better first experience in Canada here. Very affordable too if you’re in a group!

Luxury villa rentals

Villa in Port McNicoll

Luxury home, cozy, ski, snowmobile, hot tub, sauna

CarloRating, 5 stars11 months ago
Great location and good for families with kids! You can enjoy the pool and hot tub. For change of scenery head into town which has a lot of restaurants and boutiques, plus if you time it right; the butter tart festival is held there in summer. There's also Little Lake Park that's 10 minutes if you want to go the beach. And anyone who enjoys Pickleball, there's excellent courts at Tiifin Park.
Superhost
Villa in The Blue Mountains
4.84 out of 5 average rating, 32 reviews

The Blue Mountains New Villa

MauricioRating, 5 stars1 week ago
Great stay! Thanks edward
Villa in Wasaga Beach
4 out of 5 average rating, 21 reviews

Beach1 Riverfront Resort - Villa #36

RyanRating, 5 stars24 months ago
Place was amazing and our group really enjoyed our stay. Would 100% return the place was super concurrent and super nice.
Superhost
Villa in Tiny
4.87 out of 5 average rating, 67 reviews

The Sandals Of Tiny Hottub, Sauna, White SandBeach

DivineRating, 5 stars3 weeks ago
Our group had a great stay at Mina’s place! The home was exactly as pictured — clean, spacious, and really comfortable for a group. There was more than enough room for everyone to relax, and the setup made it easy for us to spend time together without feeling crowded. Mina was an amazing host — super easy to communicate with and thoughtful throughout our stay. She made sure we had everything we needed and made us feel really welcome. We had such a smooth and comfortable experience staying here, and would definitely come back again. Highly recommend Mina’s place for groups looking for a comfortable and easy stay!
Guest favourite
Villa in Tiny
4.98 out of 5 average rating, 99 reviews

Spacious Villa in Pines– Steps from Beaches!

ValerieRating, 5 stars2 weeks ago
Lovely villa. Lots of room for 9 adults. Good quantity of bedding and towels. Kitchen was well equipped. Large eating area for everyone. The outside kitchen would be amazing in warmer weather. The games room was a big hit with basketball, table tennis, and pool table. There is a nice fire pit in the back yard with lawn chairs all around. It is just a short walk to the beach. We would highly recommend this place to anyone.
Villa in Wasaga Beach
4.09 out of 5 average rating, 22 reviews

Beach1*com - Riverfront Resort - Villa #32

MiguelRating, 5 stars22 months ago
Good place for big crowd!
Guest favourite
Private room in Gilford
4.92 out of 5 average rating, 24 reviews

Lake Simcoe Retreat | Steps to Lake · Kayaks · BBQ

MarisRating, 5 stars2 weeks ago
My family and I stayed at Edward's cottage and loved every minute of our stay. The place was perfect, and Edward was a great host—very responsive and accommodating. I highly recommend this cottage, and we’ll most likely rent it again for our next family getaway.

Villa rentals with a pool

Top Guest favourite
Private room in Blue Mountains
4.99 out of 5 average rating, 164 reviews

Cardinals Roost Nature Retreat~2 Double Beds Room

ValerieRating, 5 stars6 days ago
We loved our stay with Katherine and her husband. They are very warm, welcoming and interesting people. The B&B was exemplary clean. I want to emphasise that they paid particular attention to the bedding in the room. The bed was comfortable and the sheets super soft. The place is private and tranquil. It is also very nice to chat with them during breakfast, which was delicious! Katherine also makes homemade muffins that taste like heaven! Thanks again for your hospitality! Looking forward to seeing you again:) Valerie and Nicolas
Villa in Port McNicoll

Luxury home, cozy, ski, snowmobile, hot tub, sauna

CarloRating, 5 stars11 months ago
Great location and good for families with kids! You can enjoy the pool and hot tub. For change of scenery head into town which has a lot of restaurants and boutiques, plus if you time it right; the butter tart festival is held there in summer. There's also Little Lake Park that's 10 minutes if you want to go the beach. And anyone who enjoys Pickleball, there's excellent courts at Tiifin Park.
Superhost
Villa in The Blue Mountains
4.84 out of 5 average rating, 32 reviews

The Blue Mountains New Villa

MauricioRating, 5 stars1 week ago
Great stay! Thanks edward
Guest favourite
Private room in Wasaga Beach
4.93 out of 5 average rating, 40 reviews

Fabulous vacation out of City

SolsticeRating, 5 stars2 weeks ago
Excellent AirBnb! Halina is so nice and welcoming. Her home and property are beautiful. The room and amenities were very comfortable. We had a late check-in, around 9pm, and Halina was very accommodating. The pool and hot tub were very refreshing after a long day. We’re looking forward to returning to the area in the future and would certainly stay with Halina again!
Villa in Newmarket
4.75 out of 5 average rating, 8 reviews

Fairy Lake Manor

KathrynRating, 5 stars3 weeks ago
Modern, well maintained 3 bedroom home exactly as advertised with a responsive host. Perfect for attending a wedding at Madison Greenhouse in Newmarket being only 6 min away! Would stay there again.

Destinations to explore

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