Pet-friendly vacation 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.

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Guest favorite

Farm stay in Williamsford

4.93 out of 5 average rating, 149 reviews

Tiny Home for 2 with Hot Tub, Shower & Outhouse.

‌We built this set of structures as a private camping retreat for adult couples. Come experience the outdoors with our shower house, fire pit, outhouse, BBQ, picnic table, sheltered hot tub and on site nature trail access. ‌Our small (8' x 12') white pine cabin sleeps 2 adults in a 5' wide loft accessible by a 6' ladder. Placed on a working 1 acre hobby farm in a country setting right off a main highway. Our main house is on site but fully separate. You'll enjoy the large green outdoor space.

Guest favorite

Barn in Eugenia

4.98 out of 5 average rating, 179 reviews

Blue Barn Bed n Bale / Blue Mountain

2 q. beds A relaxing farm stay on a working farm with or without your horses. Bright clean bunkie built in 2016 in our 160 year old barn. The space is new, cozy and offers a chance to spend hours of time with your horses or ours. Nothing like having coffee with your horses in the morning. We back on to 30,000 acres of trailed crown land and the Kolapore Trails lending itself to horseback riding, hiking, snow shoeing, atving, mountain biking. Check out the beautiful sunset behind the barn.

Guest favorite

Chalet in Priceville

4.91 out of 5 average rating, 461 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

Relive Retreat's Hilltop Chalet is a 700 sq ft open concept rustic cabin w/high ceilings, full-length windows, spring water, private + new hot tub, fireplace, BBQ, wrap around deck w/views, hiking trails + more. Perfect for couples, friends or families looking to relax & rejuvenate in nature. If peace is what you are looking for this is it! Occassionally dog friendly so please inquire first. This is a private 72 acre retreat. We live here with our 2 dogs, currently hosting 2 yurts and 2 cabins.

Guest favorite

Rental unit in Horning's Mills

4.96 out of 5 average rating, 271 reviews

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.

Guest favorite

Tiny home in Meaford

4.86 out of 5 average rating, 310 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. 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. INTERNET just upgraded! Window Aircon unit for main floor added.

Guest favorite

Chalet in Grey Highlands

4.94 out of 5 average rating, 120 reviews

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.

Guest favorite

Cottage in Flesherton

4.94 out of 5 average rating, 136 reviews

All-Season Cottage on the Lake

An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.

Guest favorite

Farm stay in Markdale

4.99 out of 5 average rating, 133 reviews

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. PLEASE NOTE DOGS MUST BE ON A LEASH WHILE ON THE PROPERTY.

Superhost

Cabin in Creemore

4.79 out of 5 average rating, 310 reviews

Cozy Cottage Bed and Breakfast. Set on 4 acres.

Set on 4 acres of wooded land, this wee Bed and Breakfast provides a relaxing country retreat. Basic breakfast provided. High speed WIFI on site !! My one bedroom B&B is complimented by a deck with BBQ and fire pit. It is a 3 min walk to the Bruce Trail and 5 to Noisy River Provincial Park. Located on county Rd 9 and ideal for biking, hiking and sleeping. The Noisy River is a fav spot hiking. Downhill & xskiing are close by. Creemore & Beer 7 minutes.

Guest favorite

Cottage in Kimberley

4.91 out of 5 average rating, 297 reviews

School House Retreat •Hiking •Pets •Campfire •WiFi

Enjoy this unique renovated School House as a safe space to gather as a family or group. Independent and remote, the School House is located in the beautiful Beaver Valley, near the Blue Mountains. With reliable, consistent high speed internet, and a close drive to groceries and towns with essential needs, the School House is an ideal location to come together, relax, connect, and explore the trails and stunning views of the Niagara Escarpment.

Guest favorite

Guesthouse in Southgate

4.9 out of 5 average rating, 161 reviews

Cozy, quiet, clean cabin with wi-fi.

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!

Guest favorite

Cottage in Grey Highlands

4.92 out of 5 average rating, 153 reviews

Hilltop garden cottage

enjoy a relaxing stay at a rustic family cottage with open concept for entertaining.relax in front of the fireplace with a glass of wine.Enjoy a morning coffee on the upper deck with a views of the gardens and lower deck for your family dinner in a peaceful setting . 2 minute walk to the lake at beach and boat launch or enjoy the many hiking trails including the Bruce trail with stunning views of Beaver Valley with local water falls.