
Pet-friendly holiday rentals in Grey Highlands
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Top-rated pet-friendly home rentals in Grey Highlands
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RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

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

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.

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.

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.

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

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

"Bike" at Hills | Pet-Friendly Stay Near Blue Mtn
Welcome to Hills! Stay in the Bike Suite, a bright pet-friendly ground floor apartment in a restored historic building in downtown Meaford. Enjoy Saavy Coffee House in the building and a bike shop two doors down, then relax in a cozy space with a full kitchen, queen Endy bed, sofa bed and smart TV. Free street and lot parking nearby, or reserve an assigned spot across the street for $15/night. Walk to the harbour, trails, shops and restaurants in minutes.

Peaceful cabin-in-the-woods 50 acre private forest
Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails (loaner snowshoes provided!) and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out.
Popular amenities for Grey Highlands pet-friendly home rentals
Pet-friendly house rentals

Close to Beach & Hiking with Large Fenced in Yard

Cozy Corner Townhome | Shuttle To The Village

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

Serene mountainside home with View/Shuttle Bus

Tiny House in Penetanguishene

Newly Renovated! Charming Beaver Valley Farmhouse

Luxury Guest House with Private Hot Tub and Trails

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

Experience Country Living at Firefly Ridge

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Oasis Spa w/ Private Sauna!

The Parker Slopeside: Hot Tub + Mountain Views

Your Peaceful Santuary in Nature

Great kitchen, comfy beds, games, walk 2 village +
Private, pet-friendly home rentals

Kempenhaus- Lake Simcoe Cottage & Spa

Modern, Private and Luxurious!

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Blue Mountain Riverside Lodge | Hottub & Sauna

Upgraded 3-Bed Chalet in Blue Mtn Village

Quaint and Cozy -your home away from home!

Kettle Creek Cabin

Charming Pioneer Cabin in the Woods
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $362 NZD | $399 NZD | $361 NZD | $298 NZD | $333 NZD | $347 NZD | $416 NZD | $433 NZD | $326 NZD | $314 NZD | $288 NZD | $407 NZD |
| 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 $52 NZD 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 and kid-friendly amenities

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Toronto Ski Club
- Mansfield Ski Club
- Inglis Falls
- Horseshoe Adventure Park
- Legacy Ridge Golf Club
- Springwater Golf Course
- Heritage Hills Golf Club
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