
Pet-friendly holiday rentals in Grey Highlands
Find and book unique pet-friendly homes on Airbnb
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

Vintage School House ~Hiking, Skiing, Pet Friendly
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.

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.

King’s Escape at Blue Mountain
Welcome to our cozy, ground-level, two-bedroom condo in Historic Snowbridge, just a short walk from Blue Mountain Village-your perfect year-round escape! Backing onto Monterra Golf Course, you’ll enjoy stunning views and endless outdoor activities. Ski in winter or hike and bike in summer. Relax at our *seasonal* outdoor pool and take advantage of free rides to the village. Amenities include comfortable sleeping for families, a fully equipped kitchen, and a cozy living space LCSTR20210000165

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.

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.

Cozy, quiet, clean cabin with wi-fi and fire pit.
Welcome to Penny Creek. A simple cabin just south of Durham. A private location surrounded by ponds, streams and forest - yet close to many day adventures should you want to explore beyond the property. Nearby amenities include restaurants, grocery, lcbo, fuel, coffee and shopping . An open concept space that offers one queen bed and a pull out sofa. Full kitchen and bath. Picnic tables, Fire pit and bbq. Excellent hiking trails nearby. Easy access to ofsc (snowmobile) trails!

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.

Full Studio Suite #3 - The Lake at Blue Mountains
Experience The Comforts of Home While You're Away & we are pet friendly! All rental check-ins are “non contact/digital” and every suite has it’s own heating and cooling system (no shared air)! All our suites are fully contained and separated with concrete walls & outside access only (no shared hallways or doors). Your safety is our priority! Just drive-up and check yourself in safely. Located in a quiet community, we ask that there are no parties or events

The Red House-Oasis in woods with hottub
Clean comfort awaits, with comfy beds (king, double, double bunks), a well equipped kitchen, and wood-burning stove. Hottub and wrap around deck overlooking the woods are perfect for relaxing after hiking the Bruce Trail, paddling or swimming Lake Eugenia, a day at Blue Mountain, cycling the countryside, or playing on the beaches of Georgian Bay. Bonfire pit. Explore 3acres of trails. Nestled in the beautiful Beaver Valley close to dining, bakeries, and markets.

Cozy & Private Guest Suite in Stayner, Ontario.
PLEASE READ THE DESCRIPTION In "The Space" BEFORE BOOKING. The space DOES NOT HAVE A SHOWER. We are a proud Superhost destination close to Wasaga Beach (15-20 mins), Collingwood (20-25 mins) and Blue Mountain Village (30-35 mins.) The place is super cozy. You'll love the location, the privacy, the amenities, the hosts and the value. This place is fabulous for couples, solo adventurers, business travellers, and canine companions. Also… THERE IS NO SHOWER
Popular amenities for Grey Highlands pet-friendly home rentals
Pet-friendly house rentals

The Cozy Corner Townhome - Shuttle to the Village

Close to Beach & Trails with Large Fenced in Yard

Relax & enjoy fall- 20 min drive to Blue Mnt

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

Mountain Cedar Chalet! Across from The Village

Serene mountainside home with View/Shuttle Bus

Forest Loft - Forest, Sauna, Ponds & Stargazing

Heart of Kimberley - with views and a hot tub
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course

Farmhouse Guest Suite; Year round hot tub

Woodski Retreat w/Heated Pool on 3+ Private Acres

Experience Country Living at Firefly Ridge

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Your Peaceful Santuary in Nature

Blue Mountain Escape! Pool&HotTub. Walk to Village

Sunny Pines Farm Studio Tennis Court/Bruce Trail
Private, pet-friendly home rentals

Private 40 Acre Cottage with Hot Tub

Kempenhaus- Lake Simcoe Cottage & Spa

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

Jewel of Blue - 4 Bed 4 Bath - walk to village

Whispering Pines Cabin in Woodland Acres

Stonefox Retreat: secluded cottage on 100 acres

Charming Pioneer Cabin in the Woods

Cozy Loft at Carrick Creek Farmstead
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £160 | £176 | £159 | £131 | £147 | £153 | £169 | £188 | £147 | £135 | £127 | £179 | 
| 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 £23 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! 
Destinations to explore
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- Rentals with a hot tub Grey Highlands
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- Pet-friendly rentals Grey County
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- Blue Mountain Village
- Cobble Beach Golf Resort Community
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Caledon Country Club
- The Club At Bond Head
- The Georgian Bay Club
- Barrie Country Club
- Toronto Ski Club
- Mansfield Ski Club
- Alpine Ski Club
- Heritage Hills Golf Club
- Inglis Falls
- Legacy Ridge Golf Club
- Springwater Golf Course
- Horseshoe Adventure Park
- National Pines Golf Club
- Shanty Bay Golf Club
