Pet-friendly vacation 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.

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Guest favorite

Guest suite in Innisfil

4.84 out of 5 average rating, 146 reviews

Open tiny king suite with semi-private waterfront

Your family will enjoy to stay in this centrally-located PET FRIENDLY SMOKE FREE place. Small open concept tiny king suite semi-private waterfront. King suite - attached to family home-shared walls & locked doors. (Suite-kitchenette & laundry) Play board games inside on rainy days. Walk outside around home to enjoy waterfront morning sunrise over lake. Pullout loveseat. All Beds in same room. Order food. Walk to beach, shopping & fast food. Drive to larger shopping centers, restaurants & more

Guest favorite

Home in Wasaga Beach

4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

Lovely, spacious house- 2 min walk to the beautiful & longest freshwater beach in the world. 20 min to Blue Mountain.Lots to do in the area during all seasons: various trails for hiking, biking, 500 Go-Karts & Wasaga Adventure Park, Skydiving & Boat Cruise Wasaga Beach Casino, etc. Adorable 3 Bedroom 2 Bathrooms cottage situated in a beautiful, quiet area perfect for families, friends and couples. This family friendly bungalow is thoughtfully designed for comfort and is packed with amenities

Guest favorite

Cottage in Innisfil

4.95 out of 5 average rating, 102 reviews

Innisfil retreat: Hot Tub, Sauna, Game room

Welcome to our serene Lakeside Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and hot tub, perfect for unwinding after a day of adventure. Entertain with family and friends in our game room, which includes a pool table, air hockey table, and dartboard. The large outdoor deck is ideal for BBQs, complemented by a cozy fire pit for evening relaxation. The house offers five beautifully appointed bedrooms, ensuring comfort for everyone. Water softener.

Top guest favorite

Guesthouse in Mansfield

4.99 out of 5 average rating, 104 reviews

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

Guest favorite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Top guest favorite

Chalet in The Blue Mountains

4.97 out of 5 average rating, 152 reviews

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

Superhost

Home in Wasaga Beach

4.89 out of 5 average rating, 114 reviews

Stunning Beach House

This beautiful Beach House is completely renovated with new appliances and too TV’s with cable and wifi and large windows that back on Georgian Bay with the most incredible views possible .It’s location is incredible only 12 minutes from the beautiful ski hills of blue mountain and 6 minutes to collingwood, it is only a 5 minute walk to the NEWLY OPENED CASINO AND RESTAURANT. The location of this beach house is amazing right off hw 26 and close to everything…one of a kind location !

Guest favorite

Cottage in Flesherton

4.94 out of 5 average rating, 138 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.

Top guest favorite

Farm stay in Markdale

4.99 out of 5 average rating, 134 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.

Guest favorite

Cottage in Elmvale

4.89 out of 5 average rating, 116 reviews

Orr Lake Oasis

Sit, kick back, laugh & relax in this calm, stress-free, pet-friendly, stylish space with family and friends. Enjoy the great cottage views, games and much more. Drink your favourite drink by the hot tub or by the fire pit overlooking the lake. Take a steam in the barrel sauna just a hop away or take a walk on the local trails. Shop and dine at a tasty local restaurant 10 minutes away or drive out to the city of Midland just under 20 minutes

Guest favorite

Condo in Oro

4.95 out of 5 average rating, 130 reviews

Pet-friendly, 1 BR condo in Horseshoe Valley

All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , driving range across the road, hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY)

Guest favorite

Apartment in Gilford

4.89 out of 5 average rating, 216 reviews

Lakeside Simcoe Fisher's apartment

Enjoy the cozy attached private Fisher's apartment in the small town of Gilford. The town is surrounded by Lake Simcoe and we are right across the street from the lake. You can fish at any season and sail your boat during the summer! We are also minutes away from the Cooks Bay Marina where you can rent boats and canoes. It's a great place to enjoy it with friends and family! ( Not a lakefront home)

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What guests are saying

Mill Dam Inn

5 out of 5 average rating, 20 reviews5 months ago

We had a wonderful stay at Tiffany’s. Cozy place, very clean and nice touch up décor. Pretty nice neighborhood and very close to a nice trail. Walking distance to good restaurants, Foodland, and many attractions we found within 15-20 min drive. Appreciate Tiffany's prompt response and help throughout our stay. Highly recommended to everyone and we will come back for sure. Mioara & Dan

Apartment in Schomberg

What guests are saying

Cozy 4 Season Family Cottage

4.95 out of 5 average rating, 147 reviews6 days ago

The stay was very safe and cozy. The well-cleaned and maintained building created a great atmosphere. It is one of the best B&Bs I have ever stayed in. Anthony's responses were very quick and straightforward, making everything go smoothly. I asked for an hour early check-in, and it was approved. I will definitely come back again later.

Cottage in Tiny

What guests are saying

Luxury Chalet in Blue Mountains with HotTub Sauna

4.92 out of 5 average rating, 142 reviews1 month ago

Perfect for our family getaway. With 13 people ages 3-71 we appreciated the large areas to gather and smaller corners to get a little quiet when needed. Lots of amenities for various ages on the property as well as in the area. Clean and well stocked kitchen and bathrooms. Thanks for being a great host Jakub

Cottage in The Blue Mountains

What guests are saying

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit

4.9 out of 5 average rating, 61 reviews2 months ago

So amazed with this chalet . Too bad it was a short stay but cannot explain how much fun we had during this short period. The place met our expectations, very clean , fully equipped and accommodating. Oksana was amazing, available every time I called her to inquire on somethings, she gave us local recommendations, easy to speak to. I 100% recommend this place especially for big groups, we were a big group of friends, and all had so much fun and more so have loved this place. We are thinking of returning this summer. Thanks so much our dear hosts.

Chalet in Meaford

What guests are saying

COZY Cottage steps away from the beach.

4.88 out of 5 average rating, 50 reviews5 months ago

Andreina was a great host. I booked her place for a guest of ours and she was quick to answer any questions and was really accommodating to our guest who had pets. Her place was in a great location, private but not too far from town. The house was just as the pictures said and kept really clean, she made our guest feel right at home! I would recommend her place and I look forward to working with her again in the future!!

Home in Wasaga Beach

What guests are saying

The CHIC Tower @Friday Harbour Resort

5 out of 5 average rating, 20 reviews1 month ago

I've stayed at a lot of airbnbs over the years and I must say that in terms of interior design, communication, cleanliness this was all around by far the best Airbnb I've stayed at. The place was just as photographed. I admired all the decor and little touches that Michelle had added to her place. It had so much character and was exactly up my alley in terms of interior design. You did a phenomenal job Michelle. The communication and ease of reaching Michelle was amazing. She responded within minutes which I appreciated. 5 - star service. *Chef kiss* Cleanliness - now this was one of the most clean places I've stayed it. The place was in pristine condition and I don't think I found even one spec of dirt. This one of the few places I've stayed at where I felt like I did not have to rinse over the dishes. 6/5 stars. Highly recommend. Would stay here again. Thank you for an AMAZING stay Michelle!

Home in Innisfil