
House holiday rentals in Simcoe County
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Top-rated house rentals in Simcoe County
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Popular amenities for house rentals in Simcoe County
House rentals with a pool

Serene Escape: A Nature Getaway
I rented the villa for a group of 16 ladies for a golf getaway. The owners are excellent to communicate with and responded immediately to any questions or issues we had during and before our stay. The villa was spacious and well equipped with dishes ect to accommodate a large group. Beds comfortable. Unfortunately due to the weather the pool was not opened but some enjoyed the hot tub. Grounds looked like the would be very nice but again due to weather grounds we’re not manicured and grass has not been cut. Would definitely book again and hopefully next time enjoy the outdoor area. Thks for having us

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Visited with 4 couples for a few nights away. Beautiful location. Would recommend

2 Bd Boardwalk Condo Patio Oasis
Had a great time with wife and 2 daughters Would definitely get this place again from. Tristan

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
We really enjoyed our stay! The home was large and very clean, and in a great location for going to the spa and into the village.

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.

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
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.

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 🌎.
Weekly house rentals

Cozy Barrie Getaway ①: Private Clean New Build 3BR
This place was very cute and cozy. The only downside was that there is no kitchen table. There is an island but as people who like to play board games, it would be nice to have a table. The place was very clean and had everything we needed. The host was very clear on her expectations and was easy to communicate with. 5stars would recommend.

Suite close to Barrie Waterfront
Very beautiful apartment for a quick overnight stay. me and my daughter's enjoyed the proximity of the lake and restaurants

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.

Modern Boho Beach Retreat
This was hands down the cleanest Airbnb I’ve ever stayed in, spotless from top to bottom. Everything was incredibly neat, well-organized, and thoughtfully labeled with clear instructions, which made our stay seamless and stress-free. Mary truly went above and beyond in every way. She was super responsive when we had questions about local fishing tackle shops, and her attention to detail in the home was amazing. She left us a selection of teas, snacks, travel-sized lotion and hand sanitizer, and other small touches that made the whole place feel like a cozy hotel retreat. The neighborhood was peaceful and within easy walking distance of the lake a perfect location to unwind. Would absolutely recommend this stay to anyone looking for comfort, cleanliness, and a caring 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.

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

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!

Private Collingwood Home, with acreage & sauna
Erics place was great for the weekend. Just outside of town to keep it a quiet place but close enough so you could go explore collingwood. Sauna is a great addition. Place was clean and had everything you needed for a comfortable stay.
Private house rentals

Summer Deals! Modern & Cozy, 4 Season Cottage!
First cottage trip with friends this summer. Stayed 3 nights and had a blast. Clint was responsive and gave us great recommendations for activities/food around the area. We were able to have a great time cooking meals with the already provided cookware, utensils, bonfire (s’mores) etc. Utilized the big TV for movies, Nintendo Switch games, and music. If you’re interested in a clean mix between cottage vibes and homey this is the right place to pick. Would come back again. Aside from staying in we visited Friday Harbour: okay boardwalk (not much to do but to walk around), trail was nice.

PoolTable 8MinsToLake PingPong Foosball King Beds
Mariam was a great host - we thoroughly enjoyed our stay. House was beautifully furnished and had lots of games available for us. Kitchen was very spacious and bedding was comfortable. We will definitely come back!

Blue Mountain Home
We stayed at Dianna’s place while we were in Collingwood and the accommodate was even better than the photos! Her place had everything we needed and more. We only stayed a couple nights but it’s set up for long term stays as well. The location was 5 minutes from the water and a 6 minute drive to the downtown core. I would recommend this spot to anyone travelling to Collingwood.

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!

Close to Hospital and school 4 bedroom bungalow
Our stay at this residence was truly exceptional. The property was impeccably clean and well-maintained, providing a comfortable and welcoming environment throughout our visit. The host was exceedingly courteous and readily available to address any inquiries or concerns, demonstrating a high level of hospitality. I would not hesitate to recommend this accommodation, and I am pleased to report that all of my companions were equally satisfied with their experience.

New, Modern, Close to Wasaga Beach & Blue Mountain
Jamie’s place is charming and very well kept! Absolutely loved the fact that there’s a farmers field directly behind his house so that gave some additional privacy that isn’t there when an Airbnb home has a small subd backyard and then backs onto another home(s). Jamie was easy to deal with and was always responsive.

Luxurious Lake House for Family Stays
What a dream location for our family to spend a week of relaxation and fun! The home was as beautiful in person as it was in the photos, and Paola was a lovely host. l Every last detail was thought of and truly made for such a memorable stay. We hope to return in the future!

Upper Shadow Creek Haven - Waterfront
we had a wonderful stay. squeaky clean,stylish host was very accommodating .defiinetly would stay again.
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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 Club At Bond Head
- The Georgian Peaks Club
- Muskoka Bay Resort
- Caledon Country Club
- Alpine Ski Club
- Wooden Sticks Golf Club
- Dagmar Ski Resort
- National Pines Golf Club
- Barrie Country Club