
House vacation rentals in Simcoe County
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Top-rated house rentals in Simcoe County
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Vacation rentals for every style
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Popular amenities for Simcoe County house rentals
House rentals with a pool

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Great stay at Blue Mountain. The kiddos really enjoyed the game room and the pool table. it was also super convenient to be able to schedule free shuttle to pick up and drop off to and from the village. Even if couldn't catch the shuttle it's only 20 min walk.

2 Bd Boardwalk Condo Patio Oasis
We love the location and the large TV and couch! Tristan was also pretty responsive, overall a great place to stay at over the weekend away from home! Btw, I’m a fan of the pillows!

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
This house was perfect for our large group: for couples and a baby. Having the pool was a bonus that we really appreciated in the warm weather. The kitchen was extremely well equipped, and there were enough linens as well as pool towels for us all. There was plenty of space for everybody as the rooms were all quite large, particularly the master bedroom. The house were incredibly accommodating when we realized after checkout that we had left a couple of items behind. They were able to make arrangements for us to retrieve them several days later back in Toronto! I definitely can recommend this house.

Blue Mountain Retreat w/ Pool + Village Shuttle
My family and I really enjoyed our stay here. The house is very comfortable. Spacious, clean and very private. Close to Blue Mountain and all it has to offer. The Property Valet team was very quick to respond to communication and attentive. I would definitely stay here again.

Hockley Valley - Jazzy Pines - 4 BR with Pool
We had such a wonderful time staying at John’s place—it honestly couldn’t have been better. The home was gorgeous, spotless, and felt so warm and inviting. You can tell a lot of care went into making it a space where guests can truly unwind and feel at home. The private pool was a dream. Surrounded by trees and completely peaceful, it felt like our own hidden escape. We spent hours swimming and lounging by the water, and since it was deep enough to dive, it added that extra bit of fun we didn’t expect but absolutely loved. John was an incredible host—super responsive and kind. Any time I had a question, he got back to me right away and made sure everything went smoothly. It was so reassuring to know he was just a message away. If 10 stars were an option, we’d give them in a heartbeat. This stay set the bar so high, and we’re already talking about coming back. Huge thanks to John for making it such a memorable getaway!

Pool Open / Serene mountainside home View/Shuttle
We had a wonderful stay with a family of four including 18 year old teen boys and two dogs. The boys enjoyed the pool table and great tv's while my wife and I enjoyed the great walking and quiet surroundings. It was also easy to have our well trained dogs with us in this location which was wonderful. Thank you Brendan for the terrific stay and allowing us to change our reservation when our plans changed with ease.

Cozy Lakefront Cottage with Hot tub and Pool.
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 🌎.

Farm House Resort Stay Pool Hot Tub
Amanda’s property was the perfect spot for our baseball teams out of town tournament. Located 6 mins from the ball parks made it easy to make it to the games on time. The property was great! pool, hot tub and outdoor lounging was great for a group of guys to kick back and have an awesome weekend in the sun. 10/10 would recommend & would go back if we play this tournament in the future!
Weekly house rentals

New Build Luxury - Family Cozy Orillia Home
The only issue was the kettle was t clean and the pots and pans could be updated and other than that beautiful spot and area and wasn’t far from where we wanted to be .

14 Guest Retreat- 4BR/4BA Near Spas, Golf &Ski Fun
We were attending a family reunion, in the area and found Clair's place, for our home base for the weekend. It is a beautiful home and we felt comfortable and at home right away. Everything thing we needed was available and Clair was available to help us in any way. We hope to book this home again.

3BR Spacious Home - KING BED
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

Stylish & Renovated 3bdr home in Barrie
Olha & her co-host were amazing! They were quick to reply & very accommodating. We booked this place for our wedding party to get ready at since we had our wedding in Innisfil. Their house was everything advertised & beautiful. The laundry room and garage were accessible to guests which were a bonus! The area is close to Costco & major stores + is in a new neighbourhood. Would recommend people to book this house! Its gorgeous!

Mulmur Getaway, outside of Creemore
Great place for a peaceful getaway in beautiful surroundings just a few minutes from town. Can’t say enough good things! Comfortable and cozy in combination with spacious, airy and bright. Everything you need. Lots of space with walking paths for kids and dogs. Great working kitchen. Huge deck with great bbq. Beautifully kept property. Responsive and friendly host.

HomeSweetHome!
This is the second time I stayed at Allison’s place and it is a lovely spot. The house is clean and comfortable and the kitchen well equipped. It is a perfect home away from home.

Upper Shadow Creek Haven - Waterfront
we had a wonderful stay. squeaky clean,stylish host was very accommodating .defiinetly would stay again.

Bright & Clean One Bdrm Aprt
very happy with the host, place and communication. will be back.
Private house rentals

Blu Lake House | Waterfront June Special
Would recommend Nadia’s home to anyone visiting the area, the house is located on the lake with amazing scenery within a few seconds walking distance from the house! The house was beautiful so clean and spacious, everything was labelled and well laid out for us and Nadia was just fantastic to communicate with and super helpful with any requests we had! There was a lovely homely touch when we arrived to receive a welcome basket and a note from Nadia. I would highly recommend this property to anyone and we will for sure be back to visit during the summer months.

Blue Mountain Riverside Lodge | Hottub & Sauna
My husband and I just got back from a much needed relaxing weekend away and the place was perfect! We loved the hot tub and the privacy, including the water fall you can hear. My husband made great use of the sauna. The place was clean and updated. We stayed the whole weekend and found it the perfect place to unwind.

Beautiful Waterfront Cottage with Pool&HomeTheater
I had a fantastic stay! The host was incredibly welcoming and communicative from the very beginning, making the whole check-in process smooth and stress-free. The space was exactly as described, spotlessly clean, thoughtfully decorated, and equipped with everything I needed for a comfortable stay. The neighborhood was safe and perfectly located, with great shops around. I would absolutely stay here again and highly recommend it to anyone visiting the area!

Beautiful Family Friendly Renovated Barrie Home
The home exceeded our expectations, comfortable beds and linens, all the necessities and Adam was a personable and attentive host. We'd love to come back!

Luxurious Lake House for Family Stays
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!

IRIE home beach cottage
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.

Leonard’s Beach House
Would definitely go back! The place was nice and clean and offered a hot tub and a nice big deck. The beach is really close by and the kids loved it!

Beautiful Home in Port McNicholl
Our stay at Keegan’s place was great. The cottage is beautiful and exactly as advertised. It had everything we needed and so much more - including board games etc. Keegan was also very responsive. Highly recommend to anyone for a peaceful weekend getaway!
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
- Muskoka Lakes Golf and Country Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- The Georgian Peaks Club
- The Club At Bond Head
- Muskoka Bay Resort
- Caledon Country Club
- Alpine Ski Club
- Wooden Sticks Golf Club
- Dagmar Ski Resort
- National Pines Golf Club
- Barrie Country Club