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Bed and breakfast vacation rentals in Caledon

Find and book unique bed and 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 favorite
A private deck overlooking the water features a comfortable sectional seating area with soft grey cushions. A round table is positioned nearby, and a decorative stove adds warmth. The shoreline stretches along the background, blending with tranquil water under a cloudy sky.
Chalet in Wasaga Beach
4.86 out of 5 average rating, 133 reviews

Amazing lower level suite-Deck on water

This incredible lower level suite on the most beautiful private beach..with deck on the beach and the suite is totally private and has a private entrance and is totally renovated with new downsview kitchen fireplace and private sauna with shower….the location is incredible with private parking spot.. 12 minutes to blue mountain 7 minutes to collingwood and 5 minute walk to the brand new CASINO AND RESTAURANT. This location is perfect for the most incredible beach vacation. BOOK BEFORE GONE…!!

Guest favorite
Private room in Horning's Mills
4.89 out of 5 average rating, 236 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.

Guest favorite
A modern hotel-style room presents a spacious layout featuring a queen-size bed with light blue linens. A cozy sofa is positioned nearby, complemented by a coffee table. A wall-mounted TV and artwork contribute to the room's serene atmosphere, with natural light illuminating the space.
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 favorite
Private room in Paris
4.96 out of 5 average rating, 318 reviews

The Treehouse: Suite in a riverside 1912 cottage

Whether travelling solo or as a couple or small family group, enjoy a taste of yesteryear while staying in our 1912 cottage, right on the banks of the Grand River in old Paris. Watch kayakers pass by on the river from the window of your spacious and sunlit suite, or take in the old-fashioned street view from the covered front porch. All just a few minutes’ walk from Paris’ quaint downtown shops and restaurants. Come enjoy the quiet…get some work done or just reconnect…your room is waiting!

Top guest favorite
The exterior of the cabin features a sloped roof with a reddish-brown tile, constructed from natural wood. A cozy seating area with two chairs and a small table is located under a covered porch, surrounded by seasonal foliage.
Guesthouse in Kimberley
5 out of 5 average rating, 20 reviews

BnB Cabin at Dragonfly Ridge in Beaver Valley

Take in stunning panoramic views of Beaver Valley at Dragonfly Ridge. Close to many ski hills, hiking trailheads & river access points for paddling. Wake up to breathtaking views from your cozy, private cabin with a King Bed and Queen Bed in the loft. Book the Clubhouse ($40/hour, 2 hour minimum) to access a separate recreation building on the property with an 8-person cedar sauna, 6-person hot tub, cold plunge, a professional golf simulator, private movie theater, Ping Pong and more.

Top guest favorite
Private room in Bronte
4.97 out of 5 average rating, 329 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 favorite
The kitchen features modern appliances and a sleek countertop, while a dining table with six chairs occupies the central space. A vibrant artwork adorns the wall, and large windows provide a view of the cityscape, letting in natural light.
Condo in Entertainment District
4.98 out of 5 average rating, 122 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 favorite
Private room in Malton
4.86 out of 5 average rating, 262 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 favorite
A cozy bedroom features a king bed adorned with neutral linens, flanked by two nightstands. Large windows with white frames provide natural light, while exposed wooden beams add architectural interest to the ceiling.
Private room in Creemore
4.95 out of 5 average rating, 124 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

Top guest favorite
Private room in Scarborough
4.96 out of 5 average rating, 499 reviews

Away to Relax! Lake View, 2nd floor, Private Bath

Enjoy cottage life while you visit Toronto. An opportunity to relax, unwind and step away from the hustle and bustle. access downtown via public transit or by car. Your second floor suite has a king bed, Private bath, private deck & panoramic view of Lake Ontario. Clean, Safe Space, Free (street) parking, Fast WIFI, Beautiful neighborhood, easy walk to public transit. Award winning garden, Good feng shui, Heaven for birders, Designated Superhost more than 25 times!

Top guest favorite
Private room in Kimberley
4.98 out of 5 average rating, 124 reviews

Skeldale Acres B&B

Terry, Al and Daisy welcome you to ‘Skeldale Acres’ B&B, just outside of the town of Kimberley on Grey rd. 7. Clean, clean, clean! Private room with a comfortable sealy foam queen bed, modern 4 piece bath, private balcony, tv, comfortable sitting area in the room, internet, light continental breakfast, (breads, cereal, fruit, coffee and tea) gas bbq . No cooking in kitchen. fire pit open,Lots of privacy. Parking on property. Indoor bicycle and motorcycle parking.

Top guest favorite
The exterior of the cabin features warm wooden logs and a welcoming entrance framed by vibrant flower beds. A stone pathway leads to the door, bordered by landscape lighting. A tall blue spruce tree and rustic wheel complement the natural surroundings.
Cabin in Wallenstein
4.92 out of 5 average rating, 277 reviews

Cozy Cabin with Jacuzzi tub

Walnut Hill Cabin is a beautiful cabin located near the historic village of St. Jacobs. We invite you to come relax in our oasis, we love our place and are happy to share our cabin with you! Kitchenette and continental breakfast is included. Great for business travel. Come, relax and refresh while watching squirrels and birds play A great couples weekend getaway! We thoroughly clean after every visit. When you book you get the whole cabin to yourself!

Popular amenities for Caledon bed and breakfast rentals

Quick stats about bed and breakfast rentals in Caledon

  • Total vacation rentals

    Explore 20 vacation rentals in Caledon

  • Nightly prices starting at

    Caledon vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 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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