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Bed and breakfast holiday rentals in Caledon

Find and book unique bed & breakfast rentals on Airbnb

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 £22 per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Wifi availability

    20 of Caledon holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Caledon rentals

  • 4.6 Average rating

    Caledon stays receive an average rating of 4.6 out of 5 from guests

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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Superhost
A bright, spacious room with green walls features a queen size bed, light bed linens, and two bedside lamps. A wooden desk with a chair is situated beside the bed, along with a mirror above a small shelf displaying decorative items.
Private room in Alliston

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

4.89 out of 5 average rating, 223 reviews
Top guest favourite
A calm bedroom features a spacious bed with crisp white linens and decorative pillows. Two small chairs and a bistro table are positioned near a window, showcasing natural light. A television is mounted on the wall, and a doorway at the rear leads to the ensuite bathroom.
Private room in Niagara-on-the-Lake

Beau's, The Patricia Room, Beautiful Historic NOTL

A downtown location, steps to the main street of NOTL. A private entry, clean main floor room, with lots of natural light in a quiet area. Tastefully decorated with a bistro table and chairs, a private ensuite, curbless shower, Wi-Fi and Netflix. Breakfast includes a hot item, pastries, fruit, yogurt, juice, coffee & tea. Breakfast is relaxed and can be enjoyed in your own room, outside in the picnic area or upon request with your hosts. Guests can also stay in The Portico Room. Lic # 020-2023

4.99 out of 5 average rating, 343 reviews
Guest favourite
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 Toronto

Beautiful Studio on 2nd floor! @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

4.98 out of 5 average rating, 42 reviews
Guest favourite
A rustic log home is set within lush greenery, featuring large decks and multiple gabled roof sections. A winding staircase leads from a grassy area to the house, which is surrounded by trees and vibrant landscaping. A gravel parking area is visible in the foreground.
Private room in Horning's Mills

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.

4.89 out of 5 average rating, 260 reviews
Top guest favourite
A bright and airy living room features large windows allowing ample natural light. Comfortable seating includes a sofa and two armchairs, arranged around a wooden coffee table. A decorative piece rests on a side table, and greenery adds a touch of nature to the space.
Private room in Paris

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!

4.96 out of 5 average rating, 377 reviews
Top guest favourite
A shaded outdoor area features a winding brick pathway surrounded by lush greenery and blooming trees. A white wicker chair and small table are positioned on one side, while a relaxing swing beckons from the other, inviting moments of tranquility in a private setting.
Private room in Bronte

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😁

4.97 out of 5 average rating, 350 reviews
Top guest favourite
A charming front porch features comfortable seating and a welcoming entrance. Lush greenery and flowers surround the pathway, leading towards scenic country views. The tranquil setting is highlighted by a clear blue sky and sunlight filtering through the trees.
Private room in Niagara-on-the-Lake

Family Suite B&B sleeps 4/5 Ensuite

Old Town, B&B, 2 Bedroom Suite sleeps 4/5, ensuite with country views - ideal for families. Consists of 2 Queen bedded rooms & integral ensuite private bathroom. Roll away twin bed available - suitable for a child. Walk to Queen Street shops, bars, restaurants and lakefront. Home-cooked breakfast. Scottish hospitality, Wifi, AC, Bike Storage Breakfast included. See separate listing for additional King Room ) License: NOTL STR 088-2020 Self Check-in No Cooking facilities on site

4.92 out of 5 average rating, 202 reviews
Top guest favourite
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

“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

4.96 out of 5 average rating, 162 reviews
Top guest favourite
Two bright red chairs are positioned on a grassy area overlooking a calm lake. The water reflects the sky, and trees line the shore in the background. A small boat is visible on the water, enhancing the serene lakeside setting.
Hotel room in Innisfil

Beautiful Lakefront Boutique Inn - Rm #3

A large lakefront home, Our B&B is located at the heart of Innisfil and just a 45 minute drive from the GTA. Bon Secours Beach B&B offers spectacular views of Lake Simcoe. We offer free use of stand up paddle board, kayaks and peddle-boat to explore the lake. A relaxed atmosphere and a variety of outdoor activities, Bon Secours is the perfect retreat for a quiet getaway or enjoying the beauty of all that nature has to offer. ALSO INCLUDED is a delicious FULL breakfast.

4.97 out of 5 average rating, 104 reviews
Top guest favourite
The exterior of a charming stone farmhouse is illuminated at dusk, showcasing a balcony with seating and well-lit windows. The landscaped yard features neatly arranged rocks and greenery, creating a relaxed outdoor setting against a colorful sky.
Farm stay in Guelph/Eramosa

Cozy Farm B&B - Hot tub, Getaway 20 Min From Elora

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.

5.0 out of 5 average rating, 37 reviews
Top guest favourite
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

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!

4.93 out of 5 average rating, 305 reviews
Top guest favourite
A two-story Victorian guesthouse with crisp blue siding is framed by a well-maintained lawn. Rocking chairs sit invitingly on the spacious front porch, alongside decorative seasonal plants. A flag hangs from the porch, adding a touch of character to the charming exterior.
Home in Youngstown

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.

4.99 out of 5 average rating, 81 reviews

Popular amenities for bed & breakfast rentals in Caledon

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly bed & breakfast rentals

Guest favourite
A comfortable sleeping area features a spacious bed with floral bedding and decorative pillows. Artwork is displayed on the walls, adding color and character. Soft lighting is provided by bedside lamps, creating a calm atmosphere.
Private room in Barrie

Bright room near College & RVH- parking - Netflix

4.88 out of 5 average rating, 395 reviews
Guest favourite
A cozy bedroom features a queen-sized bed with blue bedding and a soft headboard. A small nightstand with a lamp and a fan is positioned beside the bed. Vertical blinds cover the window, allowing soft light to filter into the space.
Private room in Brooklin

Welcoming stay in Whitby

4.98 out of 5 average rating, 141 reviews
Top guest favourite
A spacious sleeping area features a king-sized bed with crisp white linens and warm brown pillows. Two bedside lamps provide soft lighting, while a wooden bench sits at the foot of the bed. Natural light enters through a window dressed with light drapes.
Private room in Lincoln

Benchlands B & B - Private Suite in Jordan Village

5.0 out of 5 average rating, 53 reviews
Top guest favourite
A warmly decorated room features a spacious bed with white linens and a wooden headboard. A rocking chair and small side table are positioned nearby. Natural light filters through the arched window, casting gentle illumination on the plush carpeted floor.
Private room in Port Perry

Willow Pond Satellite B&B, Port Perry

4.96 out of 5 average rating, 26 reviews
Superhost
The exterior of a large stone house is visible, showcasing a unique blend of architectural styles with red accents on the upper portion. Surrounding greenery includes flowering plants, and a pathway leads to the entrance. Tall trees provide shade to the property.
Private room in Lincoln

Bonnybank Bed and Breakfast - Escarpment Room

4.69 out of 5 average rating, 60 reviews
Top guest favourite
A spacious room features a large bay window with natural light illuminating the space. A cozy bistro set is positioned near the window, accompanied by decorative plants. The room includes a comfortable bed with subtle bedding patterns and ample storage provided by double closets.
Private room in Seagrave

Tudor Pines B&B-Garden Suite (Jacuzzi tub).

5.0 out of 5 average rating, 26 reviewsA cozy guest suite is shown with a queen bed adorned with soft bedding and decorative pillows. A small desk and chair are positioned nearby, accompanied by a lamp. Natural light enters through a set of double glass doors, leading to the outdoor area.
Private room in Port Perry

Maya B&B Guest Suite

5.0 out of 5 average rating, 4 reviewsThe room features a pillow-top queen size bed with a light-colored quilt and coordinated bedding. Nightstands with lamps provide soft lighting. Walls are adorned with three decorative panels. A window allows natural light in, covered by sheer and dark curtains, creating a cozy ambiance.
Private room in Niagara-on-the-Lake

Secord room

5.0 out of 5 average rating, 3 reviews

Bed and breakfast rentals with breakfast

Superhost
A two-story house features a combination of brick and light-colored siding. Large windows allow natural light to enter. The front porch is supported by classic-style columns, and a red door serves as a focal point. A green lawn surrounds the property, complemented by trees.
Private room in Waterloo

Lakeshore North - Waterloo

4.74 out of 5 average rating, 120 reviews
Top guest favourite
A wooden deck is surrounded by lush green grass, featuring two comfortable chairs and a small table at the center. Potted flowers add color, and the scene is framed by tall trees and distant vineyards, creating a serene outdoor space.
Private room in Niagara-on-the-Lake

Vineyard Villa B&B - Chestnut Room

4.95 out of 5 average rating, 125 reviews
Top guest favourite
A cozy bedroom features a spacious bed with fresh linens, complemented by soft pillows. A wooden dresser stands against the wall, and a charming mirror reflects light from nearby windows. Natural light fills the room, enhancing the warm colour tones of the decor.
Private room in Niagara-on-the-Lake

The Irish House Bed & Breakfast Fiona Jean Room

4.97 out of 5 average rating, 102 reviews
Top guest favourite
A spacious interior showcases a wooden staircase leading to a second level. The walls are adorned with artwork, and natural light filters through large windows. A wooden sideboard is placed against the wall, complemented by decorative plants and vases.
Private room in Niagara-on-the-Lake

The Tea Cosy B&B-NOTL: The Darjeeling Room

4.97 out of 5 average rating, 230 reviews
Top guest favourite
A spacious bed is adorned with decorative pillows and a soft throw blanket. A small dining table with two chairs sits nearby, while a large window invites natural light into the room. Wall decor features floral accents, enhancing the calming color scheme.
Private room in Niagara-on-the-Lake

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

4.99 out of 5 average rating, 240 reviews
Top guest favourite
A charming two-story house features a white exterior complemented by dark shutters and a welcoming front porch. Surrounding gardens display a variety of green foliage and blooming flowers, while tall trees provide shade to the property.
Private room in Lewiston

Off Center Bed & Breakfast

4.95 out of 5 average rating, 164 reviews
Top guest favourite
A charming Tutor-style home is displayed with elegant brickwork and decorative half-timbering. The well-maintained lawn is framed by vibrant flowerbeds, and large windows enhance the facade. A welcoming entrance is highlighted by a decorative sign and tasteful landscaping.
Private room in Niagara-on-the-Lake

Ranger's Retreat Bed & Breakfast

4.96 out of 5 average rating, 258 reviews
Top guest favourite
A colonial-style cottage is nestled within a verdant garden, featuring a mix of lush greenery and flowering plants. The house displays a welcoming facade with multiple windows and a central entrance, complemented by a stone pathway leading to the porch.
Private room in Niagara-on-the-Lake

Bushy House B&B / Merton Suite (License #089-2017)

4.96 out of 5 average rating, 107 reviews

Bed and breakfast rentals with a patio

Top guest favourite
A charming heritage house features a wrap-around porch and is surrounded by lush greenery. The exterior is bright white with dark shingles, while flowers and shrubs contribute to the welcoming landscape. A gravel path leads to the entrance, enhancing the inviting atmosphere.
Private room in Niagara-on-the-Lake

John&Gate queen suite 02,Unique Wrap Around Porch

4.98 out of 5 average rating, 107 reviews
Top guest favourite
A cozy bedroom features a vintage metal bed with neutral bedding. A wooden table and lamp provide warm lighting beside a window framed by leafy patterned wallpaper. A full-length mirror reflects the space, enhancing its charm. Natural light enters through the window, highlighting the earthy tones.
Private room in Glencairn

Cozy bedroom for 1 traveller!

5.0 out of 5 average rating, 32 reviews
Top guest favourite
A landscaped garden area features neatly arranged flower beds and potted plants. A stone patio includes a small table and chairs, inviting relaxation. The surrounding greenery and blooming flowers contribute to a serene outdoor space, complemented by the charming blue facade of the century-home.
Private room in St. Jacobs

Baumann Haus B&B Twig Room 1 Queen Bed

4.9 out of 5 average rating, 29 reviews
Top guest favourite
Private room in East Gwillimbury

Peaceful Bed and Breakfast

5.0 out of 5 average rating, 26 reviews
Superhost
A historic building with two connected structures is depicted. The main house features a large porch with columns and multiple windows, while the adjoining section provides a more modern appearance. Greenery surrounds the properties, contributing to the overall charming setting.
Private room in Brant

Wolverton House-The Game Room

5.0 out of 5 average rating, 6 reviews
Top guest favourite
The living area features comfortable seating with plush armchairs placed on a soft carpet. A small table holds decorative items, and a mirror reflects light, enhancing the brightness of the room. A doorway leads to the bedroom, creating an inviting transition.
Private room in Niagara-on-the-Lake

Guest Suite Old Town Steps To Everything & Lake !

4.96 out of 5 average rating, 77 reviews
Top guest favourite
A white two-story house is set within a green landscape, featuring well-maintained grass and trees providing natural shade. A stone patio borders a rectangular pool, while outdoor seating and potted plants enhance the relaxed outdoor atmosphere. A storage shed is visible in the background.
Private room in Niagara-on-the-Lake

Butler Suite: room in B&B with Pool, Old Town NOTL

5.0 out of 5 average rating, 47 reviews
Guest favourite
A patio area is seen from an elevated perspective, featuring a small table with two chairs and a vase of sunflowers. A red umbrella provides shade over a lounge chair, while a green lawn extends in the background, bordered by trees.
Private room in Glen Morris

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

4.87 out of 5 average rating, 45 reviews

Destinations to explore