
Pet-friendly holiday rentals in Grey Highlands
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Top-rated pet-friendly home rentals in Grey Highlands
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

The Stone Heron
Welcome to the Stone Heron, a diamond in the country side! An hour from Toronto.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom 2nd BR bunk beds w/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly

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.

Aframe cabin by babbling brook with sauna & hottub
Cabin is partially OFF GRID in winter months (Nov -May) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse. Wifi & electricity all yr round. Sauna & jacuzzi tub available yr round. Pet friendly /$80 pet fee Cabin heated by wood stove in the winter months and supplemented with a mini split heater. Firewood/kindling provided. Fall/winter 2025 there are residential homes being built on the street that may cause extra noise outside

The Little Blue Spruce! Free shuttle to village
Welcome to The Little Blue Spruce Chalet, the place to unwind and rejuvenate. Located 5min from the village, this spacious unit comes with everything you might need to make your vacation carefree: fast internet, cable and multiple streaming channels, lots of linens and towels, a washer/dryer and a fully stocked kitchen. Relax on the back patio watching the birds and bunnies, walk 2 min to the pool or take the free shuttle to the village. Message me for more info! LICENCE NO. LCSTR20220000080

Beautiful Riverside Country Apartment
Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

Loft Where City Meets Country With Hot Tub
This unique place has a style all its own, while situated on a very private 39 acres where city style meets country living. The industrial apartment has been designed inside of a driving shed and offers all the luxuries of real glamping. Comfort and style throughout, complete with hotel quality mattress and linnens. The forested trails and beautiful property are a nature lovers paradise. You will find everything needed for a perfect getaway rather walking the trails or relaxing by the pond!

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.

Sundance of Blantyre Ski Lodge w/ Hot Tub & Sauna
Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

Cozy 'Off the Grid" Rustic Cabin
If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Mono - Charming, Rustic 150 Year Carriage House
This rustic private space is perfect for a weekend getaway. Guests have access to the shared kitchen in the main house. Close to ski hills, nature trails and the quaint town of Orangeville; it will provide you the authentic feel of our iconic cabin in the woods with the sophistication and comforts of your personal retreat for the weekend. The interior design is eclectic, funky and contrasts the rustic charm of the 140 yr old, hand cut wooden beams and the overall log cabin feel.

Private 5 Acre Chalet with Bunkie & Sauna
An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

MapleHaven Cabin @ Lake Eugenia
A rustically elegant log cabin sitting on an acre of beautiful mature maple trees on a quiet dead-end street. Find peace and tranquility in the rustic atmosphere the log cabin setting provides, but enjoy all of the comforts of home. Enjoy 3 bedrooms ,2 baths with a master bedroom that features a coffee bar and covered balcony . Located at Lake Eugenia, in the heart of the scenic Beaver Valley, a 4 seasons playground. Walking distance to public beach/boat launch.
Popular amenities for Grey Highlands pet-friendly home rentals
Pet-friendly house rentals

Close to Beach & Hiking with Large Fenced in Yard

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Newer Cozy Townhouse walk to Village/Free Shuttle

Williamsford Blacksmith Shop

Studio Apartment

Luxury Guest House with Private Hot Tub and Trails

Heart of Kimberley - with views and a hot tub

Driftwood on 6th Heritage Downtown Collingwood
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course

Woodski Winter Haven: Mountain Cottage Near Skiing

Experience Country Living at Firefly Ridge

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Base of Blue Mountain, Modern Studio

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Blue Mountain Escape! Pool&HotTub. Walk to Village

Hidden gem! Amazing, Corner-unit
Private, pet-friendly home rentals

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Blue Mountain Riverside Lodge | Hottub & Sauna

"Bike" at Hills | Pet-Friendly Stay Near Blue Mtn

Charming Pioneer Cabin in the Woods

Cozy, quiet, clean cabin with wi-fi and fire pit.

Cozy Loft at Carrick Creek Farmstead

Charming riverside cottage, B&B license

Eugenia Falls Modern Farmhouse
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 179 | € 197 | € 179 | € 148 | € 165 | € 172 | € 206 | € 214 | € 161 | € 155 | € 143 | € 202 |
| 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 holiday rentals that are pet-friendly in Grey Highlands

Total holiday rentals
Explore 500 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 31,730 verified reviews to help you choose

Family-friendly holiday rentals
420 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
470 of Grey Highlands holiday rentals include wifi 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
- Cobble Beach Golf Resort Community
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- TPC Toronto at Osprey Valley
- The Georgian Peaks Club
- Caledon Country Club
- The Club At Bond Head
- Sauble Beach Park
- The Georgian Bay Club
- Barrie Country Club
- Alpine Ski Club
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- Toronto Ski Club
- Inglis Falls
- Horseshoe Adventure Park
- Legacy Ridge Golf Club
- Springwater Golf Course
- Heritage Hills Golf Club
- National Pines Golf Club




