
Holiday rentals with outdoor seating in Grey Highlands
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Top-rated Holiday Houses with Outdoor Seating in Grey Highlands
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Grey Highlands outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Close to Beach & Trails with Large Fenced in Yard
Jesse was a very helpful, responsive host. This house was perfect for our family with all the amenities as described in the listing. It is next door to a community centre which had a dance on the Saturday night, but the music was not that loud and it was over at midnight. Each bedroom had a sound machine you could use to fall asleep to waves or birds or other soothing sounds. The whole house was very clean and the pantry was well stocked and every kind of utensil and dish and glass and cup you could need was provided. The narrow fairly steep stairs to bedrooms on the second floor might be a challenge for some if you have knee issues. For us it was really a great place to stay and exactly as pictured and described.

Beaver Valley Vintage A-Frame
Beautiful A-frame house in Kimberley, and it was an incredible experience! The home itself was stunning—thoughtfully designed, fully equipped with all the amenities you could need, and offered breathtaking views of the surrounding mountains. It was the perfect getaway spot for a trip with friends. We spent our days relaxing in the cozy space and exploring the area, which had some great hiking trails nearby. The peaceful mountain setting made it feel like a true escape. We’re already planning to return in the winter to take advantage of the nearby skiing. Highly recommend this place to anyone looking for a mix of comfort, nature, and adventure!

Williamsford Blacksmith Shop
We had a lovely stay in Robin’s home. We really appreciate the cleanliness of the home and that it looked exactly the same as the photos. The property is beautiful and so relaxing. Thank you for also allowing us to bring our pup! We felt right at home.

Pine Villa-Mediterranean Cottage with Hot Tub
Beautiful space and super responsive & accommodating hosts! The place looks exactly like the photos and was a really nice space to spend the week. The only thing I wish we knew ahead of time was that the neighbours are pretty close on all 3 sides so it does impact the privacy of the backyard at times!

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.

Paradise in the Valley
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!

Hillside Haven Retreat: Sunroom & Pond Escape
Aram's place was brilliant and the house is decorated very well. The sun room is the best place in the house, me and my friends spent most of our time there. Aram has made a lot of games available to play may it be indoors or ourdoors. He was very responsive and was able to accomidate our requests. I would love to visit again.

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
Justin was amazing at responding and communicating. The place is beautiful and very spacious! Thanks again’ we will be back!
Apartment rentals with outdoor seating

8min-BlueMtn:15min-Beach:A/C:FastWifi:FreeParking
It was great experience at this place. It was clean, peaceful place to stay, exactly like shown in the pictures. It’s 9/10 place to stay at blue mountains.

Beautiful Riverside Country Apartment
The gardens and creek were just lovely…the apartment was clean & pretty much had all I needed. In particular the bed was excellent- had a great sleep. Would stay here again, if needed. Wendy was easy to communicate with & prompt with her replies & very accommodating to my schedule. Thank you, Wendy!

Luxury 1 Bedroom Apt In The *HEART* Of Orilla
We enjoyed location, cleanliness and great coffee.

The Upper Deck
Cathy was an exceptional host! The accommodations were so beautiful, so much love and hard work put in to making it a cozy place to stay. Bed was huge and comfy. Cinnamon buns were delicious. Hot tub was relaxing and private. We want to come back and try one of her other suites.

Suite on the Creek
We had a fantastic stay at Sarah's place. The surroundings were very peaceful and private, yet conveniently close to all amenities. We were in the area for a fastball tournament, and this accommodation was a much nicer option than a hotel or motel. We utilized the kitchen to prepare our breakfasts and dinners instead of eating out, and the living room was a comfortable space for us to relax in during the evenings. The bedroom was spacious, and the bed and linens were extremely comfortable. We would definitely recommend this place to our friends and family. Thank you for a great stay!

Sunrise and Bayview with Kayaks & Bikes
Shauna and Matt’s place is absolutely beautiful! It’s right across from the lake with captivating views. All meaford locals are friendly and there is great food! The home was squeaky clean, had all fresh linen, and decorated beautifully! Definitely will be coming back!

Blue Mountain Studio Retreat
Natalie’s place is excellent! The studio was super clean and very nice. We felt right at home!! It had everything we needed and was close to all the local attractions. Natalie provided a guide ahead of our trip with information about the AirBnb, as well as local recommendations for food and things to do. She was extremely kind and responsive. Would definitely stay here again! Thanks Natalie!!

Rural Retreat, near to Elora
What a lovely place to stay with such a wonderful host! The amenities were amazing - especially the lovely bedding! We used the pool and hot tub and both were lovely! Beautiful setting and stay!
Condo rentals with outdoor seating

Blue Mountain Getaway at North Creek Resort
Neil’s place was perfect. Very clean and cozy. Just as described. Neil’s was very helpful and responsive in terms of directions and rules and things to do in the area. The area was very peaceful and not too far from the village if you’re driving. Would stay again

Lovely 3 Bedroom Condo with Stunning View and Pool
Our one night stay at Sabine’s was tremendous. The home is well appointed with plenty of space and easy walking distance to the village. Located in a second floor end unit, it’s a place you immediately feel comfortable in. There is a view of the slopes from the main room picture windows and a small deck area with muskoka chairs. There’s a sizeable fridge to store your beverages to drink while soaking up the views. There are two bedrooms on the main floor, and good sized master in the loft with king bed and en suite. Sabine was very communicative and left detailed instructions. Remote check in was a breeze. There is parking available. I would definitely recommend, and would definitely come back.

Base of Blue Mountain, Modern Studio
Kate was a responsive host and the suite was comfortable. The king sized bed was a dream. The kitchen had everything we needed and there were ice cubes in the freezer upon our arrival.

Out of the Blue - Outdoor Pool / Shuttle to Blue
We lived our visit to this condo! It was warm and cozy and exactly as advertised. My daughter loved the loft area and chilling out on the pull-out sofa. We even went for a swim - the pool facilities are lovely! Thanks for a great stay - we will be back!

Cozy & Charming Retreat at Blue Mountain
Lovely modern place in a beautiful setting. Communication was great and the condo was very clean with everything you’d need. We wished we had more time to stay and explore.

Mountainside Studio w/Kitchen - Beside Blue
Just as described and pictures. A quiet unit at the back on the building, which is as nice. Check in and accessibility was easy. Just as pictured and you can’t beat the price! Uber was under $7 to the mountain, we did not look at free shuttle but know it was available. Hot tub was great, pool looks like it would be too in the summer months. Extra toilet paper would be appreciated, but we did bring back up so was not a problem. Ottoman/coffee table could use an upgrade, something easier to clean. Overall great experience, would book again. Dave and his team were on the ball and in communication often. Appreciated the instructions for check in/ check out. He had the unit ready 3+ hours before planned check in which was amazing! Lots of extra linens and pillows were available. Fireplace was a nice touch. Wifi was easy to access and worked well. Did not use the jacuzzi tub, but definitely a nice added feature to have. Deck out front and on the side we’re more spacious than expected.

K's Cozy Condo -Mins. to Beach, Trails, Shops, Ski
⭐️⭐️⭐️⭐️⭐️ Absolutely Perfect Stay! Kadri’s Airbnb was everything I could’ve hoped for and more. The place was spotless, beautifully decorated, and exactly as described in the listing. It felt like a home away from home — warm, peaceful, and very well-maintained. Kadri was an exceptional host: responsive, respectful, and genuinely thoughtful. They made check-in smooth and were available for any questions without being intrusive. The small personal touches around the space — from fresh towels to local recommendations really made a difference. The neighborhood was quiet and safe, yet still conveniently close to everything I needed restaurants, transit, and shops. Whether you’re visiting for business or pleasure, I’d 100% recommend staying here. I’ll definitely be booking again if I’m ever back in the area! Thank you, Kadri, for the outstanding hospitality!

Mountain Side One Bedroom
My husband and i make a date once a month to go away locally for a night (kid free) and this place was so cozy and perfect! We had dinner outside on the picnic table on the deck, bed was super comfortable.
Quick stats about holiday rentals with outdoor seating in Grey Highlands
Total rentals
550 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
38K reviews
Family-friendly rentals
450 properties are a good fit for families
Pet-friendly rentals
270 properties allow pets
Rentals with a pool
190 properties have a pool
Destinations to explore
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Osler Bluff Ski Club
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- The Georgian Bay Club
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