
Cottage holiday rentals in Grey Highlands
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Top-rated cottage rentals in Grey Highlands
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Popular amenities for cottage rentals in Grey Highlands
Cottage rentals with a hot tub

Waterfront cottage on quiet Spence lake
This is a beautiful place to stay, right on the lake with an amazing view, and a friendly beaver right next door! Our highlights were the hot tub, the fire pit and kayaking on the lake. This spot would be amazing in the Summer. The house is clean and well set up, the 2 downstairs bedrooms are small but just fine for sleeping. There is plenty of room in the rest of the house.

CozyPeaceful LakeCottage HotTub Canada
Our family enjoyed a nice, quiet stay at Sarah’s place. The view is beautiful, living space is spacious and comfortable, with good wifi, and fishing at the dock is a great way to enjoy some relaxed time. Sarah is very responsive for questions, which we thoroughly appreciate.

Nordic Spa- Sauna: Spring Getaway
Amazing time at this wonderful cottage. The hosts were very responsive and friendly, and have put a lot of time and energy into making this cottage an excellent stay. The hosts for this cottage clearly have a passion for making people feel right at home. Thoughtfully, they've left notes, instructions, videos, and even created home automations to make staying here as easy as possible. Everything was fully stocked from cutlery, spices, cleaning supplies, linens, etc. there was almost nothing that they missed out on that a group of people might need! The Hot tub and Suna were wonderful additions that we took full advantage of. The bed rooms and guest houses were cozy and comfortable (with AC/heating). The waters were very nice. Sandy lake that doesn't get too deep until much much further out. The dock was well constructed and great for relaxing. Overall, one of the best AirBnB cottages that we've stayed at in years.

Charlie the Cottage | Hot Tub | Trail | Hike/Run
Stayed here our first time using air bnb. The place was beautiful and was exactly what the website said it would be. Felt very comfortable and at peace. I highly recommend this place!

Luxury Chalet in Blue Mountains with HotTub Sauna
We had an amazing time! The atmosphere was immaculate and the vibes were perfect! Host Jakub was extremely helpful and friendly! Would go back again!

Utopia Villa and Spa
We had a wonderful stay at Shahrzad’s cottage in Innisfil! The place was cozy, clean, and exactly as described. It had everything we needed for a relaxing getaway. Shahrzad was a fantastic host—very responsive and thoughtful. The location was peaceful and close to the lake, which made it perfect for a weekend escape. We would definitely stay here again. Highly recommended!

Stunning Lakefront Cottage Hot Tub & Sauna
Fantastic place and beautifull view. Kris was very accommodating and very helpful. The amenities made the stay worth every penny. would definitely stay again.

Balmy Breezes - Waterfront Cottage with Hot Tub
We had a wonderful time in Steve and Jane's quaint and cozy cottage! The beautiful view and the sound of the water made our time spent there enjoyable and peaceful. The cottage was clean, instructions were clear and they had everything you might need to make your stay a wonderful one. Steve and Jane were also quick to respond to any questions we had prior to and during our stay. Amazing hosts!! Thank you for a great time!
Pet-friendly cottage rentals

Charming cottage on Lake Muskoka
We had a wonderful time here on a short excursion out of the city! the cottage itself is magical with a beautiful view of the lake and a gorgeous back patio shaded by trees. Bryan and Pam were very helpful and had made sure to provide everything we needed and more

Serenity, Simplicity and Stone
We had a wonderful stay at Carol's place. the cottage is beautiful, cozy and clean. It had all the amenities we needed. The area is very quiet and peaceful, which was exactly what we were looking for. The walking trails are beautiful. We brought our kayaks and went to a public beach/boat launch which was only a two minute drive away. Couldn't have been happier with everything. We would love to return for another getaway.

Lakefront Cottage with Sauna and Steam Room
We loved this place. From start to finish it was fantastic. Great location. Open and spacious. Everything we needed was provided. The host was very responsive and gave good clear instructions. We had a fantastic time to wind down.

Cozy 4 Season Family Cottage
Great cottage in a perfect location, just a short walk to the water Very clean, with a spacious yard and thoughtful touches like provided firewood and essentials. Would definitely stay again!

Waterfront @Muskoka Pines /kayaks/bbq/firepit
Very accommodative and responsive host. The place is at a great location. It is breathtaking and peaceful.

The Guesthouse on the North Shore Trail
My girlfriend and I stayed at Don’s place Saturday night with our two dogs, and it was perfect for us….having the waterfront trail right behind it was even better…..it was relaxing and very quiet and just like shown in the pictures! We would highly recommend it! Thank goodness for the air conditioning with this heat wave!

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking
My friends and I had a truly fabulous cottage experience here! The washrooms were clean and tidy, which made our stay extra comfortable. We also appreciated the entertainment options available. Even though the weather was a bit cool and the dock slightly tricky to manage, we had an amazing time using the kayaks for the first time! The host provided life jackets, which made our water adventures both safe and memorable. Another highlight was the sauna — such a relaxing and refreshing treat after a day of outdoor activities. It was our first time trying a sauna, and it was easy to use. We loved it! One more thing worth mentioning — one of my friends accidentally left her phone behind. The host and cleaning team acted quickly and efficiently, and the phone was returned the next day! Overall, we would absolutely choose this cottage again. The great location, cleanliness, well-prepared facilities, and the kind and thoughtful host made this a wonderful getaway. Highly recommended!

Summer Getaway - 3 min walk to Beach, Clean & Cozy
We had a wonderful winter getaway at Woodward by the Beach! The home was beautiful and far exceeded our expectations. It was clean, nicely decorated, and well stocked with the essentials. We especially loved the fire! The host, Kevin, was extremely responsive and even took the time to provide us with recommendations for snow tubing, tobogganing, restaurants, and cafes. The home is in a great location and there are no shortage of activities, restaurants, and shops within short driving distance. We can’t wait to come back in the summer! Thank you Kevin!
Private cottage rentals

Greenery Lane - w/ private pond, hot tub & sauna!
Jennifer’s place is everything you want for your stay- The home is very private, clean and has lots to do at the location. Jennifer is incredibly responsive, friendly and beyond helpful. We look forward to coming back as my family knows at Jennifer’s location we will never be disappointed. Thank you for everything!

Cozy 3 Bedroom Cottage Retreat
Our second stay at Sydney's cottage was great! Sydney was very responsive to any questions and we enjoyed our stay. It is a good mix of rustic cottage but with everything you need to be comfortable and relaxing. It's right on the main road but the trees out front help it feel more secluded. With beautiful fall trees around the yard's pond and a quick walk to the lake to enjoy the view it was a lovely fall getaway.

Ideal Summer Getaway- BBQ, Hot Tub, Sauna, Firepit
Jovita & Julio were excellent hosts from the very beginning! The listing provided all the information I could need and they were great about communication. The cottage was perfect for what my group needed - the kitchen was fully stocked and we never felt like we were missing anything, including activities. I would recommend this place to any groups looking to spend quality time together in nature. Thank you again Jovita & Julio - your cottage and your hospitality made this trip unforgettable!!

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball
Amazing home with so much to offer for outdoor activities! Even a pool table inside that was great for a rain day and pizza oven is covered by a pavilion which was great too we made pizzas every day! Hot tub is a great option too but the only negative part of the whole experience was that the hot tub was quite dirty. We messaged the host who was very responsive and had someone come out to clean it but it needs a little more maintenance to be cleaned properly. Other than that 10/10 stay would definitely go back!

Cottage on the Noisy River/Blue Mountain/Wasaga
Nikki’s family cottage is truly a gem outside of the city. I stayed in her property for a quick 3 day solo R&R with my dog. This was the perfect property for my dog to play around and let out his zoomies. Also, there were so many spots in the property to lounge around with my glass of wine in hand. The river was perfectly shallow for me to walk on the rocks, with my water shoes, ofcourse. The cottage was clean and cozy, the kitchen is stocked with all your needs and they’ve got plenty of throwback DVD movies to choose from. Nikki’s house manual and rules were very clear and easy to follow. She was also quick to reply back when needed, leaving me not to worry. I’ll definitely be back! Thanks Nikki + Family!

Cottage Retreat on 11 Acres
We loved our stay. Sara was very responsive and helpful. The home was cozy, clean and comfortable. The snow was more than 3 feet deep when we arrived and it snowed everyday we were there! The property was a magical winter-wonderland that we explored with snowshoes. The driveway in was plowed so we had no difficulties getting in and out and, despite feeling so private, it was just a short drive to an amazing bakery and other great amenities. We would definitely return!

The Squire's Cottage
Best place ever to start a honeymoon. We arrived around 11:30 pm and the cottage was unlocked and ready to go. Everything was cozy and homey. Jan gave us an amazing cheese and fruit board and Doug had fresh baked cookies for us. Peaceful location to unwind. Wi-Fi was a bit spotty but that’s probably the location (and helps force an unplug). The piano was a great extra touch!

The Surf Shack - Hot Tub, Bay Views & Beach Access
What a perfect location for our family getaway! The place was great to accommodate all of us. The amenities were great. We made the best of the fire pit and BBQ. To add it was nice and close to BLUE MOUNTAIN
Quick stats about cottage rentals in Grey Highlands
Total rentals
80 properties
Nightly prices starting at
₹4,300 before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Grand River Holiday rentals
- Brampton Holiday rentals
- London Holiday rentals
- Muskoka Lakes Holiday rentals
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Osler Bluff Ski Club
- Beaver Valley Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Cobble Beach Golf Resort Community
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Hockley Valley Resort - Golf, Spa and Ski
- The Club At Bond Head
- Craigleith Ski Club
- The Georgian Peaks Club
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- Barrie Country Club
- National Pines Golf Club
- Inglis Falls
- Legacy Ridge Golf Club
- The Georgian Bay Club
- Mansfield Ski Club
- Mad River Golf Club
- Heritage Hills Golf Club
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