Bed and breakfast holiday rentals in Caledon

Find and book unique bed & breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Caledon

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite

Private room in Port Union

5 out of 5 average rating, 11 reviews

Bright Lakeview Room with Dedicated Workspace

You’ll love staying at our uniquely situated home, which is on Lake Ontario (Rouge Hill GO Stn). The space has been designed to capture the coastal vibe of our part of the city, which feels like cottage country with the convenience of getting to the downtown core in 30 minutes driving or on the Lakeshore GO. Both windows open to a beautiful view of the lake. Our guests also enjoy spending time in the yard, which backs onto the Green Belt conservation area — calling nature & bird enthusiasts!

Guest favourite

Private room in Alliston

4.89 out of 5 average rating, 195 reviews

BuchananBnB ONE block south of Hwy89; Free parking

You will enter a spacious bright room (15' X 16') facing the backyard +NEW Queen size bed +full private bathroom +futon couch bed +desk with device outlets +high speed WiFi +sanitized with ozone generator You will have free parking in east Alliston +one block south of Hwy 89 +quiet residential area You eat a continental breakfast +oatmeal +yogurt +coffees caffeinated/decaffeinated +teas +bottled water You may bring food into kitchenette/foyer +microwave +toaster oven +table + two chairs

Guest favourite

Private room in Horning's Mills

4.9 out of 5 average rating, 230 reviews

Pine River Log Home: Canopy Bed Room

Diana & Eric welcome you to join them to their family built log home. Though quaint and a tad rustic, we have modern amenities. Nestled in 11 forested acres of the Pine River Valley, we are just 1 hour north of Pearson & 45 minutes from Collingwood or Wasaga. Hike the trails, enjoy the hot tub and leave the busy world behind. If you would enjoy a 'glamping' experience, check the listings for our 2 new bunkies in the woods. We welcome families, friends, groups and workshops or retreats.

Place to stay in Upper Beaches

4.97 out of 5 average rating, 39 reviews

Private Studio on 2ndfloor! @upperbeaches ca

Own Private Entrance, NOT A BASEMENT This is Bright, Modern, Hotel Style room with a Miami vibe at Gerrard and Coxwell. Close to Beaches, Little India, The Danforth, Parks. Own entrance, large smart TV, streetcars and all night Buses at door. Private your own suite. Hotel style room with own entrance and own ensuite luxury bathroom sofa, a 65" smart TV with Rogers Extreme, Netflix. & Unlimited fast internet. A stylish experience in a centrally located place. NO SMOKING / NO PETS/NO PARTIES

Top guest favourite

Private room in Bronte

4.97 out of 5 average rating, 328 reviews

Bronte Village Near the Lake

(Inquire re longer stays.) Lovely, quiet, clean. Ideal for work or holiday. No other guests. Bedroom w ensuite has a comfy queen. Separate cooking facilities , a relaxing den w couches, desk, table, TV, lovely sunroom for warmer weather. Laundry available. Walk, bike to nearby lake, trails. Restaurants, shops in quaint Oakville or Bronte Harbour. Go Train to Niagara or Toronto 40 - 50 min. Sheridan 15 min. Park in driveway. Experience peace and rest in this tranquil getaway😁

Top guest favourite

Apartment in Entertainment District

4.98 out of 5 average rating, 118 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

Guest favourite

Private room in Malton

4.86 out of 5 average rating, 260 reviews

"Don't Miss This" Very Near Airport Book it Now!

This is a spacious private room in a quiet comfortable home. Only a short drive of 5 mins or 3.5 miles from the Toronto international airport. "A guest actually timed it" This is a great location for singles, couples, or business travelers and ideally suited for shorts trips. Flight layover, Trade show attendance, and short breaks. If you're looking for an Airbnb that is well kept is great value, this is it! "New Canadians" We have a settlement program for you. Ask us about it.

Top guest favourite

Private room in Virgil

4.99 out of 5 average rating, 177 reviews

Whippletree Serenity N.O.T.L. License #062-2025

With a private entrance for your room, We managed to accomplish a spa like feel for your stay. Serenity and Tranquility are mirror image rooms with a kitchenette between. Each have their own ensuite and soaker tub. We use all top end linen for the ultimate experience. We want to ensure you have a great visit to we go all out & we stop at nothing to make your stay luxurious. With a comp'd continental breakfast, many folks enjoy their balcony overlooking the Water & wildlife.

Top guest favourite

Private room in Creemore

4.95 out of 5 average rating, 120 reviews

“THE NEST” king private ensuite in charming home

Come and enjoy a peaceful, quiet moment in time in the Village of Creemore. Our one bedroom is bright, spacious and has all the amenities to help you enjoy your stay. While visiting enjoy our local brewery, or visit our fabulous downtown. The Pine - a Michelin star restaurant - is a 10 min walk away for your culinary tour. So much to do - Spa Weekend - Culinary Tour - see my guide - Road Biking - Hiking - Trial Bikes - Beaches - Downhill Skiing - Nordic Skiing - Golfing

Guest favourite

Private room in Downtown Toronto

4.89 out of 5 average rating, 244 reviews

Amazing Bed & Breakfast Downtown

Welcome to Toronto, Yorkville Area. Breakfast is included. I have a cozy Queen-sized bed with lots of closet space, fuffy pillows with protective cases, and a private bathroom with tub and shower, soaps included. Warm swimming pool can be used year round and gym. Piano is in the solarium of this an elegant Yorkville apartment. Located by the corner of Bay and Bloor. Underground parking garage available. Designer Boutique Shopping. I welcome you at my door. Your Host Caroline

Guest favourite

Private room in Oakville

4.94 out of 5 average rating, 109 reviews

Greater Toronto B&B- Your Oasis Away

Set amongst lots of greenery in a quiet neighbourhood in Oakville, this beautiful home is a traditional B&B with a dedicated guest suite with queen bed, electric fireplace, table, couch and space for 1-2 comfortable cots. Ideally suited for 2 adults sharing the queen bed, we can accommodate 2 extra persons with the cots. Your private bathroom is next door with heated floor, double sink and bathtub/shower. We provide a full hot breakfast and cater to any dietary restrictions.

Guest favourite

Hotel room in Hillsburgh

4.97 out of 5 average rating, 136 reviews

Tailwinds - Gran Fondo

Tailwinds is close to great views, art and culture, restaurants and dining, the village centre, and parks. You’ll love staying here because of the location, peacefulness, scenery and wildlife. Our home is good for couples, solo adventurers and business travelers alike. Our many common areas even make it an ideal company meeting or retreat location. Escape the city to some peace and tranquility to plan your next business strategy.