Pet-friendly vacation rentals in Caledon

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Top-rated pet-friendly home rentals in Caledon

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A serene waterfront area features a wooden deck with Muskoka chairs and a large umbrella. Lush greenery partially frames the scene, while gentle waves can be seen lapping at the shore in the background under a partly cloudy sky.

Guest suite in Innisfil

4.84 out of 5 average rating, 147 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

A spacious backyard is surrounded by tall trees, creating a natural ambiance. A wooden deck features seating arrangements and a firepit area. A small shed is visible, adding functionality to the outdoor space, which provides a calm setting for relaxation.

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

Top guest favorite

A charming exterior view of the two-story home showcases large windows framed by greenery. A brick pathway leads to a patio area with multiple Adirondack chairs, surrounded by landscaped gardens and trees, providing a serene outdoor space.

Home in Niagara-on-the-Lake

4.95 out of 5 average rating, 135 reviews

Lovely 3 Bdrm Home Centre NOTL Old Town up to 6

Welcome to Victoria House - a beautiful home for travellers to take in the finest that Niagara-on-the-Lake has to offer. With a location second to none, our home includes: - 3 bedrooms, 2 full bathrooms - complete kitchen with all appliances, dishware, glassware - fresh linens & towels included - large outdoor space with covered pergola & BBQ Literally steps to Queen Street, our home is minutes by foot to restaurants, shops, theatre, golf, Lake Ontario and all the best that NOTL has to offer!

Guest favorite

A grassy area leads to a calm river, with lounge chairs and a fire pit nearby. Trees and bushes frame the space, providing a natural setting. A path made of stones guides visitors towards the water, while umbrellas offer shade for outdoor seating.

Cottage in Wasaga Beach

4.94 out of 5 average rating, 234 reviews

Charming riverside cottage, B&B license

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!

Guest favorite

A serene outdoor seating area features two light-colored chairs facing a small red table. Beyond lies a calm lake surrounded by trees, with a hanging ornament visible above. The ground is covered in grass, offering a peaceful spot to relax.

Cottage in New Dundee

4.9 out of 5 average rating, 197 reviews

Cozy Waterfront Cottage

Cozy waterfront cottage. Nestled in the woods on a private lane. Enjoy this cottage vacation while being only minutes from the city of Kitchener. Take in the fresh air, cast a rod in the lake, float around in a canoe, enjoy a fire under the stars, or just hang out on the deck. In winter, explore the frozen lake with skates or snowshoes. Propane fireplace is available for emergency heat only in winter. In the event of a power outage this would be the only heat available. We allow one pet.

Superhost

A serene view of the water is captured at sunset, with soft hues of orange and purple reflecting on the calm surface. Silhouetted trees line the shore, while a few ducks glide across the water, enhancing the tranquil atmosphere of this lakeside setting.

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 !

Superhost

A spacious backyard is enclosed by a wooden fence, featuring well-maintained grass and a variety of shrubs and trees. Bright sunlight casts a warm glow over the area, creating a peaceful outdoor space suitable for relaxation or play.

Bungalow in Niagara-on-the-Lake

4.88 out of 5 average rating, 222 reviews

Quality Beautiful Bungalow - hot tub Old Towne

Serenity Retreat Quality, beautiful home, hot tub, pet friendly with fenced backyard to enjoy Niagara-on-the-Lake. We consistently receive great reviews for cleanliness, amenities, mattresses & nice decor touches. We are close to wineries, Shaw, town, Niagara Falls, Casinos, & Outlets. Our mattresses are high quality, with hotel quality linens. equipped with Smart TV, Cable & high speed Wifi, a deck, gas BBQ & private hot tub to Enjoy. We are committed to A+stays. License 002-2022

Top guest favorite

A bright indoor seating area is visible, featuring comfortable chairs and a stylish table. Large sliding glass doors provide views of the outdoor patio and Lake Ontario, allowing natural light to fill the space. The lush green lawn and umbrellas can be seen in the background.

Home in Port Dalhousie

4.95 out of 5 average rating, 282 reviews

Nautica Beach House on Lake Ontario

License 23 110691 STR. Enjoy extraordinary sunsets and views of Lake Ontario and the Toronto Skyline while sitting in comfortable Muskoka chairs around a fire pit, enjoying a cup of coffee or a glass of wine. My home offers high-speed internet, multiple Smart HD TVs, indoor fireplace, 2 outdoor fire pits, and a large backyard with stairs leading to a Private Beach. Just a short walk to Lakeside Beach, downtown Port Dalhousie, and a short drive to Niagara wineries!

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

A cozy outdoor seating area features comfortable gray wicker furniture arranged around a wooden deck, with decorative flower boxes enhancing the backdrop. Surrounding greenery provides a serene atmosphere, complemented by clear blue skies and a nearby heating element for cooler evenings.

Apartment in The Beaches

4.92 out of 5 average rating, 117 reviews

One bedroom vacation rental at The Beaches

Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

Guest favorite

A living room features a flat-screen television mounted on a stone accent wall above a small fireplace. A cozy armchair and a wooden dining table with matching chairs are visible. Natural light filters in through a window adorned with soft curtains.

Condo in Oro

4.95 out of 5 average rating, 132 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)

Top guest favorite

Guest suite in Orangeville

4.98 out of 5 average rating, 160 reviews

Your Peaceful Santuary in Nature

Tranquil space to go walking through the 20 acres of forest with trails, lots of wildlife, and beautiful bright stars at night for stargazers. You can have a coffee in the morning on the patio set in front of the suite and have a drink on one of the hills in comfortable muskoka chairs up on a hill of the property and watch the sunset or sunrise if you are an early bird.