
Pet-friendly vacation rentals in Caledon
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Caledon
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Mill View
Close to the Sportsplex, we have a spacious walk-out backyard & picnic table. A beautiful view; quiet neighborhood. Close to amenities and shopping, hiking and biking trails, Belwood Lake, Elora Gorge, Elora Mill and Quarry. Excellent for couples, solo adventurers, business travellers, and we're pet friendly! Free WiFi. A double (not queen) bed and private washroom with shower. Games room with pool table, tabletop hockey and darts. Fridge, freezer, toaster oven, kettle, microwave & cooktop.

Your Own Suite-Moderncharm Hideaways Near TorAirp
Charming Executive Suite with Large Backyard on Ravine Just minutes away from Toronto International Airport, a variety of amazing restaurants (including authentic Indian cuisine),grocery stores This suite is perfect choice for a weekend getaway, business trip, staycation, work-from-home alternative, or a cozy home base while exploring Toronto best The unbeatable location puts you 24 minutes from Downtown Toronto, 1.5 hours from Niagara Falls. And the breathtaking fall colors of North Country.

Tranquil Tiny House Retreat 4-Season Radiant Floor
Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

The Clayhill Bunkie
Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

Cozy Cabin Vibes - Hot Tub• Firepit• Snowy Retreat
Escape to our riverside cabin this winter—soak in the hot tub under falling snow, curl up by the fire, and enjoy cozy evenings surrounded by nature. Perfect for couples, families, a ski weekend away, girls’ weekends, or a quiet work-from-home retreat. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

Studio Apartment
Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

1850 Settler's Cabin in Private Forest
Our beautiful 1850 settler's log cabin is simply furnished and does not have plumbing. Electricity is powered by a honda generator. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and guests have access to our centralized guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

Romantic King Suite | Countryside | Pet Friendly
Escape to Our Cozy Country Suite – your perfect getaway on a peaceful, picturesque farm. Ideal for a romantic escape or quiet retreat, just 50 minutes from Toronto. The Suite is located on the same property as our farmhouse, Country Cabin and Event Barn. Blinds are provided to enhance your privacy during your stay. The Suite includes a full kitchen, king sized bed, propane BBQ and many other amenities, for a full list please review the "What this place offers" section of our listing.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

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!

The Sunset Loft
Welcome to the Sunset Loft in Guelph ON. Centrally located, you will find you are within walking distance of Downtown and can easily enjoy parks and walking trails, restaurants and breweries. Your space includes both private porch and patio and inside you will find all the amenities of home including: wifi, smart tv, 2 queen beds, full 4 piece bathroom, fully equipped kitchen, in-apartment laundry and lots of windows so you can enjoy a view of nature from sunrise to sunset.

The Captain's Cottage at Willow Pond
You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.
Popular amenities for Caledon pet-friendly home rentals
Pet-friendly house rentals

Private Lower 1 BR + Sofabed Self Checkin with PKG

3 BR 2 WR Entire home 5 Km Toronto Pearson Airport

The Walnut - Steps to Canoe Launch & Downtown

Comfy Oasis In Historic Downtown Neighborhood

RivertrailRetreat | Unique Deck + Skiing + Theatre

JJ’s small town country retreat

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean
Pet-friendly home rentals with a pool

Year-Round Heated Pool & Hot Tub Family Oasis

Utopia villa and spa

Humber Bay Family Friendly condo w Terrace&Parking

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games

Entire Guest Unit+Free Parking by Glenbridge Plaza

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Beautiful Lake View Studio Condo + 1 free Parking

King West Triplex Main FLR PVT APT 1 BDRM Parking
Private, pet-friendly home rentals

Charming 1 bdrm + den on a beautiful horse farm.

Fern Hill Cabin

Super Luxury Condominium in Brampton

Modern & Luxury 1+Den Condo w/Parking

Private & Detached Downtown Brampton Garden Suite

Live Lavishly: Modern Studio, 5G, Parking

3 separate sleeping rooms on 23-acre horse farm

Guest Suite in Hockley Valley
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ331 | ﺩ.ﺇ327 | ﺩ.ﺇ331 | ﺩ.ﺇ367 | ﺩ.ﺇ404 | ﺩ.ﺇ430 | ﺩ.ﺇ400 | ﺩ.ﺇ437 | ﺩ.ﺇ382 | ﺩ.ﺇ375 | ﺩ.ﺇ364 | ﺩ.ﺇ349 |
| 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 vacation rentals that are pet-friendly in Caledon

Total vacation rentals
Explore 260 vacation rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 7,690 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
250 of Caledon vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Caledon rentals

4.7 Average rating
Caledon stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Caledon's top spots, include SilverCity Brampton Cinemas, Landmark Cinemas 7 Bolton, and Uptown Theatre
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