
Vacation rentals with outdoor seating in Grey Highlands
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Top-rated outdoor seating rentals in Grey Highlands
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Valley View Farm Retreat ~ Hiking, Skiing, Pets
Enjoy this unique 4 bedroom Farm House as a gorgeous space to gather with family or friends. -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.

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!

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.

Secluded Cabin overlooking Valley.
Our comfy one-room cabin sits on the edge of 40 wooded acres, overlooking a pastoral valley. Enjoy a relaxing breakfast (included) on the deck while taking in the countryside view, and in the evening, lose yourself in the deep, dark, star-studded sapphire sky. A great home base as you experience the area - hiking beaches, waterfalls, cideries, vineyards and wineries. See more things to do at visitgrey. ca. Or stay put and enjoy your secluded getaway. Read a book, take a hike, or have a nap.

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.

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.

Aframe cabin by babbling brook with sauna & hottub
Cabin is 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 Sauna & jacuzzi tub available yr round. Note: Wood hot tub replaced in 2025 with jacuzzi spa Cabin heated by wood stove in the winter months and supplemented with a mini split heater. Firewood/kindling provided Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road

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.

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Boho Beaver Cabin 1 with saltwater hot tub
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. 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
House rentals with outdoor seating

A-Frame hidden in forest Muskoka, Georgian Bay

The Artist’s House B&B | Blue Mountain Area

Williamsford Blacksmith Shop

Birdsong, the perfect Blue Mountains getaway

Serene mountainside home with View/Shuttle Bus

Newly Renovated! Charming Beaver Valley Farmhouse

Heart of Kimberley - with views and a hot tub

Kiss & Bond Water View Colpoys Bay 4 -Seasons
Apartment rentals with outdoor seating

Spacious Apartment 5 Minute Walk to Innisfil Beach

Beautiful Riverside Country Apartment

Devin's Dream

Sunny Side Up Apartment

Sunrise and Bayview with Kayaks & Bikes

L&S Comfy Suite

Private Suite • Near Bruce Trail • Modern & Bright

The Evelyn Suites - Suite B - Small Pied-à-Terre
Condo rentals with outdoor seating

Blue Mountain condo in Historic Snowbridge

Cozy Studio Mountainside stay in Blue Mountains

Base of Blue Mountain, Modern Studio

3 Peaks at Blue Mountains, your luxury staycation!

Cozy & Charming Retreat at Blue Mountain

Rustic Chic Renovated 2Bd Condo by Village

Modern Condo *King Bed*Ski Hills*Spa*Lake*Beach

Snowbridge Escape at Blue
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ709 | ﺩ.ﺇ742 | ﺩ.ﺇ694 | ﺩ.ﺇ606 | ﺩ.ﺇ650 | ﺩ.ﺇ683 | ﺩ.ﺇ786 | ﺩ.ﺇ812 | ﺩ.ﺇ646 | ﺩ.ﺇ661 | ﺩ.ﺇ650 | ﺩ.ﺇ900 |
| 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 |
Quick stats about vacation rentals with outdoor seating in Grey Highlands

Total vacation rentals
Explore 690 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

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

Family-friendly vacation rentals
560 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 310 rentals that welcome pets

Vacation 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 vacation 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!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Elora Gorge
- Caledon Ski Club LTD
- Wasaga Beach Area
- Forks of the Credit Provincial Park
- Inglis Falls
- Awenda Provincial Park
- Elora Quarry Conservation Area
- Wye Marsh Wildlife Centre
- Sauble Beach
- Harrison Park
- Mono Cliffs Provincial Park
- Innisfil Beach Park
- Sunset Point Park
- Island Lake Conservation Area
- Centennial Beach
- Sauble Falls Provincial Park




