Holiday rentals in Caledon

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Caledon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Niagara Falls

4.82 out of 5 average rating, 158 reviews

Walk to the Falls, Restaurants, Casino and Canada

We within walking distance of the falls, restaurants, Canada and all attractions, in a safe, quiet historic neighborhood. The home is a city approved and licenced 50's era mid modern Airbnb with full size kitchen, wood burning fireplace, king size bed, queen size bed and 2 twin size hideaway beds, Full bath, outdoor grill, and Firepit. I have been a superhost 10+ years and have 140+ 5 stars reviews, Remember your vacation time is precious, so please check rental reviews before you stay anywhere.

Guest favourite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 202 reviews

Blue Mountain Getaway!

Wonderful Mountain Getaway! EXTENDED STAYS WELCOME! Fantastic location! Rest assured that our condo is thoroughly sanitized for each guest with high quality disinfectant products. From remotes and door handles to faucets and floors, we take great pride in our 5* SUPER CLEAN rating! Our two-storey, 1700 sq ft condo is conveniently located in the exclusive Sierra Lane. Nestled between the base of Blue Mountain village, Monterra golf course and the ski hill, this is sure to be a wonderful stay!

Guest favourite

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

Guest favourite

Home in Chippawa

4.92 out of 5 average rating, 564 reviews

Canada Million Dollar Listing Hot Tub 8mins -falls

Great place to getaway and live in Luxury. Rated 1 of the Top 10 Airbnb's in Niagara Falls The best Niagara has to offer, Vacation in style *BRAND NEW* Everything in this house is first class and immaculately clean. Features an EX-LARGE relaxing 9 seater Summit XL Salt Water Hot Tub SPA. This residence has 2 stunning kitchens and 2 separate entrances. This home can be split into 2 separate suites for in-laws CHECK IN 4PM CHECKOUT 10AM(no exceptions) NO PARTIES PRICE BASED ON # GUESTS

Superhost

Apartment in Innisfil

5 out of 5 average rating, 4 reviews

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

Spectacular view of marine and lake view! Abundant natural light. Opening to a spacious atmosphere. 1,010.00 sf, luxurious living space. 2 bedrooms equipped, 2 upgraded bathrooms. Fully furnished, all brand new furniture. Hot top available all season. Kitchen includes Island, microwave oven, toaster, kettle (all new). Dining table seats four. 65 inch Sony smart TV. Washer & dryer. Over 15 days+ require to pay utilities. Underground parking. Wifi included. long term rental available.

Superhost

Guest house in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Top guest favourite

Home in Niagara-on-the-Lake

4.95 out of 5 average rating, 131 reviews

Alexander Mckee House, Best Location in Old Town

Beautifully restored, built in 1835 & located on the best street in town. Step back in time & experience The School Masters cottage. This home has been featured in numerous Niagara Books. Steps from NOTL famous Queen st. shops, dining & Theatres. Short walk to parks, golfing & the waterfront. Gorgeous porch for your morning coffee. Historic dining & living room with pullout sofa bed and bathroom with shower on first floor. 2 Bedrooms located upstairs. Fully equipped kitchen & new laundry.

Guest favourite

Bungalow in Niagara-on-the-Lake

4.92 out of 5 average rating, 123 reviews

Walking Distance to Wineries, Sparkling Clean!

** Single Night Bookings may be requested and are subject to a surcharge of $100 and approval by the owner** By the Vines is located in beautiful Niagara-on-the-Lake, voted Canada's prettiest town! My place is close to wineries, several in walking distance from the house and over 100 more are a short drive or wine tour away! We are close to restaurants and dining, family-friendly activities. My place is good for couples, solo adventurers, business travellers, and families (with kids).

Superhost

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 !

Guest favourite

Farm stay in Niagara-on-the-Lake

4.92 out of 5 average rating, 109 reviews

The 3 Bears Vineyard Estate. Lic# 013-2022

Welcome to our beautiful vineyard retreat! Nestled on 20 acres of picturesque vineyards, our charming property offers a serene and unforgettable experience for those seeking a peaceful getaway. With three bedrooms and enough space to comfortably sleep eight people, it is the perfect destination for groups or families. The cozy fireplace in the living room creates a warm and inviting atmosphere, perfect for curling up with a good book or enjoying quality time with loved ones.

Guest favourite

Home in Wasaga Beach

4.92 out of 5 average rating, 12 reviews

Hot March Deal at The Perfect Getaway

Welcome to Your Serene Georgian Bay Retreat! Just a two-minute walk from the beautiful Wasaga Beach, this cozy home is perfect for family getaways. With 8 bedrooms(5 queen beds and 3 bunk beds) and 2 full bathrooms. Enjoy stunning sunsets, spacious living and a fantastic size backyard for endless fun. Comfort and Convenience Close to shops, parks, and ice cream parlour’s, with Collingwood nearby for more adventures. Book Your Family Escape Today

Top guest favourite

Bungalow in Hamilton Beach

4.94 out of 5 average rating, 157 reviews

Lakefront. Pool. Beach. Fire-pit.

A PERFECT COMBINATION OF LOCATION, LUXURY AND LIFESTYLE. This unique, self contained Studio is only steps from the beach and the beach trail. Enjoy unforgettable beach sunrises. This exclusive beach-sand-bar community is centrally located between Toronto and Niagara. It's a hop, skip & a jump to world renowned restaurants, art crawls, fashion, theatre, culture & more. ADULTS ONLY (21>). Long weekends have a 3 night min.