Bed and breakfast vacation rentals in Grey Highlands

Had a fabulous (and alas, all-too-brief) stay at this architectural gem, located in a quiet and tranquil setting just a few minutes from the centre of Owen Sound. Sim was a wonderful host -- communicative and with lots of tips for things to see and do in the district. We aim to return as soon as possible!

An amazing, clean comfortable get away. A great stay

Clean, well equipped, stylish and comfortable rooms

Harry & Carol's house is just across the Georgia bay overlooking it. it is very neat & clean place. The breakfast was delicious, Carol we need the recepies please. The places recommended by them are worth the visit same as the restaurants. This couple is so humble, approachable and down to earth. we never felt away from home. We are coming again for sure during summer days.

Great trip, very quiet and great location to relax & unwind. Great hosts and food, would definately go back.

What an amazing weekend. Suzanne was an outstanding hostess. She always made sure we felt at home and had everything we needed to enjoy our time. Suzanne shared great local attractions to check out and always made sure we left for our adventures with a warm snack for the road. I’ll be sure to come back.

Very nice and cozy place ! Thanks again

We had a wonderful stay and would highly recommend this place, especially for couples. The property offers several rooms, and we booked one of the more charming ones with a beautiful view. The room was spotless, and Andy (owner) was incredibly kind and helpful, despite a slight language barrier. He really went out of his way to assist us. We also had access to a canoe, which was either free or came at a minimal charge. The serene surroundings made for the perfect getaway, exactly what we needed. While the view alone is worth the price, the hospitality truly made our stay memorable. If you have a bit more in your budget, I’d suggest booking the cottage on the same property. It comes with a private deck and offers even more seclusion and privacy. Thanks again for the amazing stay, Yuling!

Beautiful location. The host is very welcoming. The room was cozy perfect for a short stay. Lots of outdoor seating, the bath tub was super luxurious. Would highly recommend!!!

Very nice accommodations and great hosts. Will be going back to this gem.

We had a great stay at Tailwinds. Bed was super comfy and breakfast was fantastic! Very welcoming atmosphere. Amazing hosts! Highly recommend!

What a wonderful b&b! I wish we could have stayed longer than one night. The breakfast was superb. Judy, Chuck, and Misty (the cat) were so kind to us. It was the ideal place to rest our heads for the night.

We had an amazing stay at Katarina and John’s place! From the moment we arrived, everything was seamless—check-in was easy, and the space was spotless and beautifully designed. One of the highlights was the complimentary breakfast bar, which was such a thoughtful touch and made our mornings so much more enjoyable. Katarina was an exceptional host, always responsive and ensuring I had everything we needed. The location was perfect, and the atmosphere was cozy and welcoming. We would highly recommend staying here! 😊✨

Cozy room in a beautiful old building. Walkable to a trail which was really nice! Breakfast was a wonderful addition!! Thank you :)

I don’t even know where to start. It was an awesome stay. Beautiful night spent and the breakfast mouth watering. Already can’t wait to return.

Judith and her husband were marvellous hosts, very welcoming and always had a smile on their face. We were doing volunteer work for a major event and needed a quiet place to stay as we were working from early mornings to late evenings. The queen bed was very comfortable and the jacuzzi was a bonus. I would definitely recommend Judith’s place for a quiet place to stay.

We had an amazing stay! The place was even better in person, clean, cozy, and perfectly located near the lake. We experienced exactly what we were looking for, peace and relaxation. Rad even offered a fishing net for my daughter to use during our fishing time. She was very accommodating and quick to respond. We highly recommend this spot for a relaxing getaway.

I don't usually take AirBNBs within homes; however, Shilpi did a great job showcasing her place as a B&B and placing guest amenities at the opposite side of the home, well away from others, and with your own bathroom. She was so welcoming, showing genuine interest in your comfort. I could have talked to her for a very long time, and actually we did in the morning when indulging in the amazing breakfast she made for me. It truly was the icing on the cake for my stay - absolutely delicious without being heavy. We shared a love for teas and the teas she provided - one after I arrived, and another at breakfast, was also spectacular. I would definitely stay again! Thank you Shilpi for sharing your wonderful home with me!

Lovely clean and bright place. I slept well. The hostess was warm and had chats over coffee in the mornings! Sherri is very accommodating and great personality! I will definitely let others know of this Airbnb! Will return in future out of town trips ☺️

Amazing people and a great place to stay. Markus helped us out when our car got stuck and even guided us in extreme snow, everything about this place is amazing and makes it a must visit The breakfast was amazing as well. And i just miss yodel the dog

We had a lovely stay, great location, beautiful home and the most comfortable bed I’ve slept in in a long time. Including my own.

I was welcomed by all of the chickens at Lush Oasis when I arrived...put a smile on my face instantly! Amanda and Roberto where extremely welcoming and hospitable. Making me a coffee to go so I could walk the property with my dog in the morning...came back to a tasty full breakfast! Was up for a birthday gathering and had an ice cream cake to store..they accommodated by making room in the freezer for me. White crispy sheets and a comfortable bed...perfect! Thanks again to you both for your kindness.

We had a fantastic 2 night stay at this beautiful b'n'b! From booking to the last day, Stu and his partner were so lovely, quick to respond, provided tons of local recommendations and hospitality was amazing! Everything is true to the pictures and the place is STUNNING. The room was great with AC unit & ceiling fan, lovely common areas, & a beautiful deck & garden with views out over the lake. We used the kayaks, peddle boat and paddleboard, we didnt need the bikes. Lounged dock-side & basically chilled the entire weekend which coming from DT Toronto was what the soul needed. Breakfast was plentiful and tasty - eggs, peameal bacon, croissants, fruit & yoghurt, juices and Tea, Starbucks coffee pods. We used the food delivery service Stu told us about, and Uber is subsidized by the city. Super easy & cheap to get to without a car & we enjoyed walking around the neighborhood/beaches. Bring some wine, watch the sunset and sunrise, and play on the lake. Honestly, we will 100% be back!

Joanne was responsive and helpful! Just slept here for the night while at the Canadian open. Very hospitable and convenient!