
Holiday rentals with outdoor seating in Grey Highlands
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Grey Highlands

Total holiday rentals
Explore 690 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $58 AUD per night before taxes and fees

Verified guest reviews
Over 47,710 verified reviews to help you choose

Family-friendly holiday rentals
560 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 310 rentals that welcome pets

Holiday rentals with a pool
260 properties feature pools

Rentals with dedicated workspaces
420 properties have a dedicated workspace

Wi-Fi availability
660 of Grey Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grey Highlands rentals

4.8 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.8 out of 5!
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.

Stylish Log Chalet w/ Hot tub Minutes to Village
A real gem! Warm & inviting, our 3 bdrm chalet comfortably sleeps 8 & offers an upscale setting for your special Blue Mountain getaway. Decorated with a mix of vintage & modern to provide the very best comfort, we offer a 6 person Hottub on our south facing upper deck, Gourmet Kitchen, Spa Bathroom, 3 Smart TVs, WiFi, Laundry, Propane BBQ, & so much more. Come with families, friends, or just the 2 of you, to relax & put your feet up. In the country yet 2 minutes from town. You'll love it!

Vintage School House ~ Family, Pets, Hiking
Gather with family or friends in this vintage 5 bedroom School House in the Beaver Valley. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach. -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.

Luxurious Creek Retreat With Hot Tub
Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Aframe cabin by babbling brook with sauna & hottub
Cabin partially OFF GRID in winter months (Nov 1-May 7) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse *Wood hot tub replaced in 2025 with nordic spa *Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road *Wood stove remains off-limits during the summer season (June-September). Wood & kindling provided for fall/winter use *No firewood provided for firepit/guests to pick up

Quiet Retreat for Two
Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Hockley Riverside Cottage • Loft and Bunkie
Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Tiny Home Nestled between Thornbury & Meaford
Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

Kimberley Creek Cabin
Kimberley Creek Cabin is located in Kimberley, Ontario on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through the property. If you are looking to connect with nature and you enjoy upscale facilities, then this special vacation spot gives you the best of both worlds. Nightly rate includes HST. We are close to hiking, cycling, canoeing, golfing, winter sports, spas, art studios, and fine dining, or simply relax by the firepit or on one of two private decks.

The Nottawa Post Office Inn
Welcome to the Nottawa Post Office Inn! A cozy get away situated in the quaint village of Nottawa just 5 minutes south of downtown Collingwood and 15 minutes from Blue Mountain & Wasaga Beach. Enjoy a self contained suite with private entrance while being conveniently located within a two minute walk to the village variety store, LCBO, local Pub restaurant, cafe and art gallery. Perfect location to leave your car parked while finding all you need to make your stay a pleasant one.

The Post Office Motel & Spa in the ❤️ of Kimberley
*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Luxury tiny home on peaceful country estate
Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Boho Beaver Cabin 1 with saltwater hot tub & sauna
So close, yet so far. Only 2 hours north of Toronto, 15 minutes to the base of Blue Mountain. This 108 square foot of "adorable" offers a four-season experience with a communal salt water hot tub and sauna. A river runs through it, the majestic Beaver River! This charming, boho inspired tiny cabin for two is nestled on an 80 acre property surrounded by farm fields, wildflowers, and ancient woodlands Check out our social media for more information and photos at: @BohoBeaver
Popular amenities for Grey Highlands outdoor seating rentals
Holiday House Rentals with Outdoor Seating

The Artist's House B&B: Relax, Explore Collingwood

Beach & Hiking Nearby • Large Private Fenced Yard

Mountain Cedar Chalet! Across from The Village

Birdsong, the perfect Blue Mountains getaway

JJ’s small town country retreat

3BR Spacious Home - KING BED

Forest Loft - Forest, Sauna, Ponds & Stargazing

Heart of Kimberley - with views and a hot tub
Apartment rentals with outdoor seating

Beautiful Riverside Country Apartment

The Upper Deck

Suite on the Creek

Sunrise and Bayview with Kayaks & Bikes

L&S Comfy Suite

Private Suite • Near Bruce Trail • Modern & Bright

Brookside Studio at Blue Mountain - King Bed

Blue Mountain Studio Retreat
Condo rentals with outdoor seating

Lovely 3 Bedroom Condo with Stunning View and Pool

Blue Mountain condo in Historic Snowbridge

Enjoy the Summer Fun at Blue Mountain

Luxury Blue Mountain Condo-Walk to Village-Pool

Modern Studio, close to Village

The Parker Slopeside: Pool, Hot Tub, Tennis, Views

Cozy & Charming Retreat at Blue Mountain

K's Cozy Condo -Mins. to Ski, Trails, Shops, Beach
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $321 AUD | $350 AUD | $304 AUD | $238 AUD | $255 AUD | $268 AUD | $308 AUD | $318 AUD | $254 AUD | $259 AUD | $255 AUD | $353 AUD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Destinations to explore
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- Family-friendly rentals Grey Highlands
- Pet-friendly rentals Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with a sauna Grey Highlands
- Guesthouse rentals Grey Highlands
- Rentals with a fire pit Grey Highlands
- Rentals with a kayak Grey Highlands
- Smoking-friendly rentals Grey Highlands
- Chalet rentals Grey Highlands
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- Rentals with a washing machine and dryer Grey Highlands
- Cabin rentals Grey Highlands
- Bed and breakfasts Grey Highlands
- Rentals with a fireplace Grey Highlands
- Private suite rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with lake access Grey Highlands
- Condo rentals Grey Highlands
- Rentals with pools Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Rentals with an EV charger Grey Highlands
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- Hotel rooms Grey Highlands
- Rentals with breakfast Grey Highlands
- Waterfront rentals Grey Highlands
- House rentals Grey Highlands
- Loft rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Rentals with outdoor seating Grey County
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Elora Gorge
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Sauble Beach
- Wye Marsh Wildlife Centre
- Centennial Beach
- Cobble Beach Golf Resort Community
- Mono Cliffs Provincial Park
- Inglis Falls
- Forks of the Credit Provincial Park
- Harrison Park
- Elora Quarry Conservation Area
- Caledon Ski Club LTD
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area





