
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.

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!

Cozy Beeton Retreat - Gas Fireplace
Welcome to Beeton! We welcome our guests to enjoy our newly renovated suite that has every comfort of home. 1 Queen size posturepedic pillow top bed with hotel quality linens. Very comfortable living room set up for movie nights or a chill night in. A gas fireplace for cool and chilly seasons. Full size kitchen fully stocked for cooking meals. 2 TV’s, 1 of which is in the bedroom for you to enjoy on rainy days. We live on a quiet residential street very close to Main Street.

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!

Sweet Studio Cottage Cozy Fireplace Backyard Haven
Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

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.

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.

Garden Studio Apartment
Enjoy a stylish experience at this centrally located place. Newly renovated 1 bdrm walkout apartment located in our home in downtown Orangeville. Steps to Theatre Orangeville, Orangeville farmers market, and Jazz & Blues Festival. Enjoy evenings on your own patio in a 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.

Peaceful & Cozy Downtown Gem ~ Parking ~ Queen Bed
Welcome to our peaceful Tiny House in Guelph’s Exhibition Park—just a short walk to downtown. Enjoy a full-size kitchen with Samsung appliances, in-suite laundry, wall-mounted Smart TV, heated bathroom tile, and a spa-like shower. Large windows fill the space with natural light. Unique, beautiful, and functional. Free year-round street parking. Professionally cleaned after each stay.
Popular amenities for Caledon pet-friendly home rentals
Pet-friendly house rentals

Entire 2 Bedroom Basement with private entrance

3 BR 2 WR Entire home 5 Km Toronto Pearson Airport

RivertrailRetreat | Unique Deck + Skiing + Theatre

Live Lavishly: Modern Studio, 5G, Parking

JJ’s small town country retreat

Large Luxury Villa with Swim Spa! Near downtown!

Pond View Gardens

Entire Lower Level Home 3500 Sq Walk Out
Pet-friendly home rentals with a pool

Downtown Toronto Condo/Parking/ Sleeps 4/ Balcony

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

The Nautical Nook | Luxury Beach House
Private, pet-friendly home rentals

Whispering Pines Cabin in Woodland Acres

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

Super Luxury Condominium in Brampton

Modern & Luxury 1+Den Condo w/Parking

Vintage Charm on the River

Private & Detached Downtown Brampton Garden Suite

3 separate sleeping rooms on 23-acre horse farm

High Ceiling | Opulent Touche | Comfort stay
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 CAD | $122 CAD | $123 CAD | $137 CAD | $151 CAD | $160 CAD | $149 CAD | $163 CAD | $142 CAD | $140 CAD | $135 CAD | $130 CAD |
| 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 250 vacation rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 7,170 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
230 of Caledon vacation rentals include wifi access

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

4.6 Average rating
Caledon stays receive an average rating of 4.6 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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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Snow Valley Ski Resort
- Toronto City Hall
- Rouge National Urban Park
- Beaver Valley Ski Club




