
Bed and breakfast holiday rentals in Caledon
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Top-rated bed and breakfasts in Caledon
Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.

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

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.

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

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😁

“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

“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

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.

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!

Cozy Farm B&B - Hot tub, Winter Holiday Getaway
Welcome to your countryside escape. This charming bed and breakfast is thoughtfully designed with beautiful decor that blends rustic charm and modern comfort. Our spacious home features four inviting bedrooms and five beds, perfect for families and friends seeking a restful getaway. Whether you're sipping coffee on the porch, enjoying a glass of wine on the patio, or soaking in the hot tub under the stars, this hidden gem offers the warmth of a B&B experience.

This Must Be The Place Guesthouse - 5 Bedrooms
Beautifully restored 1850s Victorian Guesthouse in the center of the quaint Village of Youngstown, NY, where the Niagara River meets Lake Ontario. Within walking distance of Old Fort Niagara, a short bicycle ride to the Village of Lewiston and Artpark, and a mere 20 minute scenic drive to one of the natural wonders of the the world - Niagara Falls. (Oh, Canada is just across the river as well.) Forget your worries in this spacious and serene space.

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.

Free parking, breakfast - Ground level - Cozy room
Enjoy your place in our cozy house at very convenient location. This place is prepared especially for you, . We have free Wifi with fiber optic cable and more than 4 parking space so that you can enjoy your stay. We provide breakfast with cereal, breads, milk, tea, coffee with many flavors to choose. If you need iron, shampoo, or any travel essentials, we got them all for free. Note: *PLEASE REMOVE SHOES AT THE ENTRANCE
Popular amenities for Caledon bed and breakfasts
Family-Friendly Bed and Breakfasts

A La Galleria Bed and Breakfast Room 1

The Treehouse: Suite in a riverside 1912 cottage

The Tea Cosy B&B-NOTL: The Earl Grey Room

3 Renovated Bedrooms - NOT full house!

Wolverton House-The Game Room

Tailwinds - Spring Classic

Bed and Breakfast big suit Room

Luxury 1 Bedroom Bed and Breakfast
Bed and breakfast rentals with breakfast

The Tea Cosy B&B-NOTL: The Orange Pekoe Room

Amazing Bed & Breakfast Downtown

School House Bed & Breakfast - Secretary's Suite

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

Lakeshore North - Waterloo

Harrogate House Boutique Inn-Queen Luxury Then

Room with double bed

Queen Suite with ensuite and fireplace
Bed and breakfast rentals with a patio

Escarpment king suite at Sequel Inn

Bright Lakeview Room with Dedicated Workspace

Luxury Guest Suite in Old Town -Seasonal Lakeviews

Filipino Inspired Room with Ensuite - Loghaus

Comfortable bedroom next Yorkdale mall

Bed and breakfast - private room in Country home.

Private Suite. Pool, Green space, Patio, Camp fire

Beautiful Lakefront Boutique Inn - Rm #2
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 NZD | $168 NZD | $168 NZD | $172 NZD | $173 NZD | $177 NZD | $177 NZD | $175 NZD | $161 NZD | $175 NZD | $173 NZD | $168 NZD |
| 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 bed and breakfast rentals in Caledon

Total holiday rentals
Explore 20 holiday rentals in Caledon

Nightly prices starting at
Caledon holiday rentals start at $17 NZD 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- 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
- CF 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




