House holiday rentals in Collingwood

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Popular amenities for house rentals in Collingwood

House rentals with a pool

Top guest favourite
Home in Nottawa
4.94 out of 5 average rating, 17 reviews

Nature Retreat in The Pretty River Valley for 6

ElizabethRating, 5 stars12 months ago
Our group of three couples stayed with Nonie and Armand for a little staycation, and we couldn't be happier with our experience. As fellow Airbnb hosts, it was a delight to be on the receiving end of such exceptional hospitality. Nonie and Armond truly go above and beyond to ensure their guests feel welcome and cared for. Although it rained for much of our stay, having the covered outdoor gazebo allowed us to continue enjoying the peaceful surroundings. You can tell how much thought and love goes into their home, making it a special place. The photos simply don’t capture how amazing it truly is. Our group frequently rents Airbnbs, and while we were initially hesitant about this type of stay, we are so glad we chose it. Nonie and Armand are wonderful people who made us feel right at home. We wholeheartedly recommend their place for anyone looking for a relaxing and enjoyable stay.
Guest favourite
Home in The Blue Mountains
4.88 out of 5 average rating, 85 reviews

Rivergrass Oasis - Outdoor Pool / Walk to Blue

TaraRating, 5 stars1 month ago
Hosting Blue was very clean, great location with a 5 minute walk to the village. The place was well stocked with everything we needed. The guide book provided was very helpful and the hosts were very friendly and responded right away!
Guest favourite
Home in The Blue Mountains
4.96 out of 5 average rating, 26 reviews

Large 4 br and 3 full bathroom/Sauna by Village

CelineRating, 5 stars1 month ago
We had a great time here! Very close to the Blue Mountain Inn, which is where we wanted to be. The host was easy to deal with and very helpful! We forgot an item at the house and they made sure to get it for us and ship it back! Great spacious house and clean. We would go again :)
Guest favourite
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars9 months ago
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.
Guest favourite
Home in Kimberley
4.88 out of 5 average rating, 201 reviews

Heart of Kimberley - with views and a hot tub

JoelsonRating, 5 stars2 weeks ago
We had an amazing experience. It’s a beautiful home with modern amenities and a beautiful outdoor area. We arrived in a cozy town with nearby restaurants and general store. It was a very clean and well prepped home. Our host was amazing. She was accommodating and very kind, always responsive and very welcoming. We highly recommend this stay. 10/10 experience.
Superhost
Home in Elmvale
4.88 out of 5 average rating, 75 reviews

Ski, Swim, Soak, Boat & Golf

JessicaRating, 5 starstoday
Had a great time at the cottage. Everything as pictured, beds were comfy, bathrooms clean, and lots to do including games, kayaking, paddle boarding, plunge pool, and hot tub. The lake isn’t great for swimming but we were never at a loss of things to do because of it. Wasaga is also just a drive away if you want something more lively for a night. Herb was a great host and very responsive, friendly and accommodating :)
Guest favourite
Home in Innisfil
4.91 out of 5 average rating, 105 reviews

Sauna*King Bed*Fireplace*SmartTV

MuskanRating, 5 stars1 month ago
Tristan’s stay was amazing! From booking to checking out the entire process was seamless, not to mention the amenities in the AIRBNB were amazing - remember to bring your own toiletries but other than that - FANTASTIC stay chef’s kiss! Will definitely check out Tristan’s other listings given his hospitality and professionalism. Thank you again!
Guest favourite
Home in Honeywood
4.98 out of 5 average rating, 57 reviews

Sunnylea Acres

MaryRating, 5 stars4 months ago
Our family of adults and children enjoyed our stay. The home is well appointed and beds were all comfortable. The weather was challenging (Ontario snow storm), but the hosts were very accommodating. The driveway, up to the property, was cleared for our arrival. We enjoyed snowshoeing out back of the property and made our way to Bruce Trail. Highly recommend Sunnylea Acres.

Weekly house rentals

Guest favourite
Home in The Blue Mountains
4.98 out of 5 average rating, 83 reviews

Newer Cozy Townhouse walk to Village/Free Shuttle

AlisonRating, 5 stars1 month ago
Brendan’s place was lovely. It was very clean and bright with a modern decor. The beds were comfortable and the location was perfect to walk to the village under 10 minutes. There was free shuttle service but we enjoyed the walk. Brendan was very welcoming and provided detailed instructions, check in was seamless and he was very accommodating and always quick to reply to any questions. I would highly recommend his place if you want to be close to Blue Mountain yet in a peaceful location.
Top guest favourite
Home in Meaford
4.92 out of 5 average rating, 59 reviews

Georgian Escape.Steps to Georgian Bay w/ hot tub

JeremyRating, 5 stars1 month ago
We had an incredible Victoria Day long weekend at Tracy's beautiful Meaford home! From the moment we arrived, we were impressed by how clean and welcoming the house was, with super easy check-in. The open-concept living area was a highlight, especially the lovely, big open kitchen which was truly fully stocked with everything imaginable for preparing meals. We especially enjoyed seeing the sunrise through the open windows each morning. The beds were incredibly comfortable, ensuring a restful stay. The location couldn't be better. We loved being just a short stroll from the Bay, around the corner from Memorial Park, and a quick walk to the vibrant harbor in downtown Meaford. Tracy was an outstanding host – very responsive and went above and beyond to make our stay comfortable. We definitely would recommend Tracy's Airbnb for anyone looking for a fantastic getaway!
Superhost
Home in Wasaga Beach
4.67 out of 5 average rating, 9 reviews

Cozy Beachfront Getaway

GaryRating, 5 stars1 month ago
We had a wonderful stay at the cottage. The best part was the spectacular view of Georgian Bay. The view of the sunrise over the lake was stunning. We enjoyed relaxing on the deck, watching the swans and other birds. We also enjoyed a fire at the waterside fire pit. Not far from the beach or the slopes in winter.
Top guest favourite
Home in Leith
5 out of 5 average rating, 67 reviews

River's Edge Retreat

KlemidoRating, 5 stars1 week ago
My wife and I came for a weekend getaway. This place felt at home. Sparkling clean, great kitchenette, beautiful backyard and super comfortable. Barry was very accommodating, kind and caring. Very polite, cheerful man. He made sure we were comfortable and was able to reach out if we needed anything. He helped us find a free fishing area near by without having to pay for a boat. We will be back again! It was great!
Guest favourite
Home in Stayner
5 out of 5 average rating, 9 reviews

The Vault

AshleyRating, 5 stars3 months ago
went away for the weekend on a girls trip. it was a perfect location for us as we were between Collingwood and Blue mountain. would happily return
Superhost
Home in Wasaga Beach
4.75 out of 5 average rating, 53 reviews

IRIE home beach cottage

MichaelRating, 5 stars2 weeks ago
We had an amazing time at Irie Home Beach Retreat. They really did think of everything. Very clean and comfortable stay. Thank you for being a wonderful host.
Top guest favourite
Home in Meaford
4.95 out of 5 average rating, 40 reviews

Near Blue Mountain & Downtown | Cozy Blue House

StaciRating, 5 stars2 months ago
This little home is a beautiful gem. Walkable to the charming town of Meaford and a short drive to great hiking, skiing, and small town shopping. The house was plenty large enough for our family of 4 and perfectly decorated and equipped for visitors. We would definitely return.
Guest favourite
Home in The Blue Mountains
5 out of 5 average rating, 5 reviews

5 Star Renovated Luxury Chalet | Sauna + Hot Tub!

LaurenRating, 5 stars1 month ago
Our stay was very nice! A great space for a larger group with an amazing living space to spend time in. Jesse was very responsive, and the location was great. An easy 20min walk to the village, but removed enough that it was nice and quiet. We stayed in the spring, but would definitely love to come back during ski season!

Private house rentals

Guest favourite
Home in The Blue Mountains
4.9 out of 5 average rating, 59 reviews

Luxury Home Blue Rose Chalet Hill View & Hot Tub

TrishaRating, 5 stars2 weeks ago
Kris's place felt just like home just alot bigger!!! There was 7 of us and we couldnt occupy all the space even if we wanted to. The decor , cleanliness and everything in the unit was immaculate. Any questions we had, Kris was super responsive and delivered solutions right away. This is a breathtaking home and an amazing getaway Would highly recommend this place and host Thank you for everything Kris!!!
Top guest favourite
Home in Innisfil
5 out of 5 average rating, 18 reviews

The Nest Lakehouse w/ Hot Tub, Steps to the Beach

AijithRating, 5 stars2 months ago
Our group had a great stay! The place was exactly as described—clean, comfortable, and in a great location. The host was super responsive and friendly, making the whole experience smooth from start to finish. Instructions for check-in and everything else were very clear and easy to follow. I would definitely recommend this place to anyone looking for a hassle-free stay!
Top guest favourite
Home in Meaford
5 out of 5 average rating, 10 reviews

The Cedar House

ShivangRating, 5 stars1 week ago
Cannot describe the experience in words. Truly worth the money and the place in itself is more than anyone could ask for. There is lots of things to do in the house and the surrounding areas. Had lot of fun and very thankful to the host for such a lovely experience. Adriana is a wonderful host and always responsive to each and every questions. Would recommend everyone to try this place at least once❤️☺️
Guest favourite
Home in Kimberley
4.95 out of 5 average rating, 22 reviews

Paradise in the Valley

TrevorRating, 5 stars1 week ago
We had a fantastic stay! The place was clean, comfortable, and had everything we needed—multiple bathrooms, fans in the bedrooms, and a relaxing hot tub. It was quiet and peaceful, perfect for our group. A special touch: our 4-year-old received birthday decorations and a present, which was incredibly thoughtful or Larissa and made the trip even more memorable. Larissa was very responsive and helpful throughout, the QR code to a personal google doc with instructions was a great touch. Highly recommend!
Top guest favourite
Home in Barrie
4.98 out of 5 average rating, 59 reviews

Bright basement apt with private entrance, Barrie

ChristinaRating, 5 starstoday
Yuliya’s home is absolutely lovely. The space was immaculately clean, very warmly decorated and there were so many thoughtful touches. I would absolutely recommend this space to anyone, and will absolutely be staying here again in future. Thanks Yuliya!
Superhost
Home in Flesherton
5 out of 5 average rating, 6 reviews

The Little Pink Cottage: Lakeside Charm Awaits

AndreaRating, 5 stars1 week ago
Amanda's cottage was great for a relaxing getaway. The highlights of my stay were: - a beautiful lake view from the dining area, living room and upper deck with full sun until late evening - receiving great suggestions for local food and day trips - great response from Amanda and team - a day trip to Creemore - just a half hour's drive away - a beautiful kitchen for cooking - the decor and design books throughout the cottage - the extras provided
Top guest favourite
Home in Gilford
5 out of 5 average rating, 49 reviews

Luxurious Lake House for Family Stays

JamesRating, 5 stars1 day ago
We had an absolutely wonderful time here! Beautiful house, very clean, peaceful location, and stunning views. We were a group of 8 (5 adults, 3 kids) and had plenty of space. The house had everything we needed and more and Paola was incredibly responsive throughout the week. We used the house as a base to explore the area and go into Toronto a few times, which was all easily accessible. We also just enjoyed downtime at the house, with a few nearby areas the kids could play outside. Highly recommend!
Guest favourite
Home in Collingwood
5 out of 5 average rating, 28 reviews

Charming Townhome in Collingwood

JanetRating, 5 stars3 months ago
This town home was absolutely perfect for our family of five. We were in Collingwood for ski racing competitions. This home had ample room, three bathrooms, two with excellent showers and good kitchen pots and pans. Bedrooms were large, garage was very helpful for multiple skies. Our host was helpful in every way. She gave us great recommendations for dining.

Quick stats about house rentals in Collingwood

  • Total rentals

    150 properties

  • Nightly prices starting at

    ₹1,731 before taxes and fees

  • Total number of reviews

    4.4K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore

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  3. Ontario
  4. Simcoe County
  5. Collingwood
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