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

Guesthouse in Orangeville

4.95 out of 5 average rating, 345 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Guest favorite

Rental unit in Horning's Mills

4.96 out of 5 average rating, 272 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 Acton

4.98 out of 5 average rating, 272 reviews

Farmview Sunrise Cabin located at Molinaro Ranch

Welcome to our Farmview Sunrise tiny cabin that are nestled in the middle of our private oasis located in Acton ON. Our 50 acre farm has spectacular views from every direction. Our horses, longhorn cattle, swans and miniature goats are here to greet you as well. This unique space will allow you to enjoy the beautiful outdoors during the day and a cozy warm space in the evenings. Breakfast fixings are included. Our in house chef is happy to accommodate vegan/plant based meals as well.

Superhost

Cabin in Rural Flamborough

4.89 out of 5 average rating, 137 reviews

Hidden Cabin with hot tub

Immerse yourself in the woods. Experience the calmness and privacy of an off grid cabin in the woods, surrounded by nature and with a view of majestic horses. This cabin is perfect for a romantic getaway, or an escape with friends and family The large sliding glass door gives you the perfect view of a stunning morning sunrise with beautiful views of horses just steps away The Cabin consists of a main bedroom and also a full bathroom and kitchen to make your stay that much more comfortable

Guest favorite

Cabin in Erin

4.93 out of 5 average rating, 349 reviews

Erin Cabin Getaway and Bunkie

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

Guest favorite

Guest suite in Mono

4.98 out of 5 average rating, 279 reviews

Mono - Charming, Rustic 150 Year Carriage House

This rustic space is perfect for a weekend getaway, year round. Close to ski hills, nature trails and the quaint town of Orangeville the Carriage house will provide you the authentic feel of our iconic cabin in the woods with the sophistication and comforts of your personal retreat for the weekend. The interior design is eclectic, funky and perfectly contrasts the rustic charm of the 140 year old, hand cut wooden beams and the overall log cabin environment.

Guest favorite

Home in Elora

4.96 out of 5 average rating, 699 reviews

Elora Heritage House

Welcome to Elora Heritage House, where unforgettable experiences await in the heart of Elora. Built in the 19th century, our meticulously crafted home exemplifies quality and attention to detail. Discover carefully curated rooms with mid-century furniture, modern design, and a nostalgic ambiance. Nestled amidst serene trees, generous natural surroundings, world-class dining, and shops are just steps away. Embrace the essence of Elora at our cozy haven.

Guest favorite

Guest suite in Schomberg

4.92 out of 5 average rating, 451 reviews

Romantic Country Suite for Couples with King Bed

Our Country Suite is all about Rustic Elegance. Come to our farm for a night, a weekend, or longer. Perfect place for a quiet, peaceful & relaxing weekend escape or a romantic getaway. You’ll love our rural location, full kitchen, wifi internet, 55" 4K Smart TV, three piece bathroom, laundry, propane BBQ, Patio access to propane fire pit. Enjoy walking trails in our bush, biking, close to nature and much more. Located about 50 min. from Toronto.

Superhost

Tiny home in Schomberg

4.89 out of 5 average rating, 276 reviews

HONE Retreat - An Honest Designed Tiny House

Experience a retreat to the country and a beautifully effective space. Designed as an experiment in creating the perfect get away space that could be taken off-grid. Within the space is a kitchen (stovetop, wall oven, double sink & fridge), full washroom (a beautiful cedar shower, sink, custom composting toilet & mirror), washing machine, radiant heating, AC & loft sleeping space with king bed and a skylight to view the stars!

Guest favorite

Guest suite in Orangeville

5 out of 5 average rating, 119 reviews

Garden Studio Apartment

Enjoy a stylish experience at this centrally located place. Newly renovated 1 bdrm apartment located downtown Orangeville. Steps to Theatre Orangeville, Orangeville farmers market, and Jazz & Blues Festival. Enjoy evenings on your own private backyard overlooking the garden. Enjoy walks on the Island lake Conservation Park.. Dine at any of the many fine restaurants or cook at meal in your own fully equipped kitchen.

Guest favorite

Tiny home in Erin

4.89 out of 5 average rating, 129 reviews

Bright and Cozy Tiny Pine House

Cozy cabin on a mixed farm with great views of surrounding fields and forests. Take a walk through the property, and take in the fresh air, veggie gardens, chickens, and cattle. 20 minutes from Guelph, a short trip to Guelph and Belwood Lakes, and many trails, restaurants and other attractions. Meat, eggs and veggies (summer months only) grown on the property available upon request.

Guest favorite

Guest suite in Orangeville

4.97 out of 5 average rating, 155 reviews

Your very own 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.