
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.

Tranquil Ambience with a Private Washroom
A serene space, you'll find the ideal haven to rejuvenate and unwind from the day's hustle. The inviting, well-lit, and comfortable atmosphere will revitalise your spirits. This newly constructed guest area boasts contemporary touches and conveniences such as high-speed WiFi, a towel dryer, fresh linens & a luxurious queen-sized bed, creating a home-like retreat. Guests will enjoy the privacy of their bedroom, a personal 3-piece bathroom, a fully-equipped kitchen, and a dedicated workspace.

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.

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 Alton Cabin | March Break Escape Near Toronto
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.

Modern Stay • Prime Location • Double Parking
Newly renovated, 1-bedroom walkout basement apartment! ✅ 750 sq. ft. of open space with large windows, making it bright and airy Cozy living area with: ✅ Sofa ✅ Day bed that extends to a king bed ✅ Fireplace ✅ Smart TV Modern kitchen equipped with: ✅ Dishwasher ✅ Microwave ✅ Washer and dryer ✅ Coffee machine ✅ Oven, toaster, etc. ✅ Outdoor area with a patio and BBQ ✅ 2 Parking Spots on driveway Perfect for family vacations or business trips! 😊

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!

Bright apartment/basement in Mississauga
You will be close to everything when you stay at this centrally located bright basement unit, It’s completely separate for your convenience to get in and out. The unit is centrally located within a short bus ride to Square one or Kipling subway station, close to Pearson Airport and the bus stop is located right on the street. It’s surrounded by beautiful parks if you are a nature enthusiast, It’s close to major HWY’s ,Downtown Toronto is 20 minutes drive(with no traffic)

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.

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.
Popular amenities for Caledon pet-friendly home rentals
Pet-friendly house rentals

Private Lower 1 BR + Sofabed Self Checkin with PKG

Cozy Leslieville 2-Bedroom Home

The Walnut - Steps to Canoe Launch & Downtown

Langford House

RivertrailRetreat | Unique Deck + Skiing + Theatre

Comfy Oasis In Historic Downtown Neighborhood

Live Lavishly: Modern Studio, 5G, Parking

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Pet-friendly home rentals with a pool

Beautiful Penthouse with Breathtaking View

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

The Farmer's Cottage

Oasis Spa w/ Private Sauna!

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

Sunny Pines Farm Studio Tennis Court/Bruce Trail

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

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

Cozy 1 Bedroom Basement Apartment!

Central Location Beautiful Full Townhome

Mono Mills Home next to the County Great Getaway

Charming modern house with expansive backyard

Vintage Charm on the River

The Perfect Getaway

Serene Stay Near Downtown

Entire Lower Level Home 3500 Sq Walk Out
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.ﺇ349 | ﺩ.ﺇ353 | ﺩ.ﺇ382 |
| 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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- Rogers Centre
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