Holiday rentals with breakfast in Caledon

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Quick stats about holiday rentals with breakfast included in Caledon

  • Total holiday rentals

    Explore 40 holiday rentals in Caledon

  • Nightly prices starting at

    Caledon holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Caledon holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Caledon rentals

  • 4.8 Average rating

    Caledon stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated Holiday Accommodation with Breakfast in Caledon

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

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Top Guest favourite
A view from the backyard showcases a green and lush landscape, with trees framing the scene. In the background, a multi-story building is visible, along with sloped rooftops of nearby structures. The quiet neighborhood is highlighted by an abundance of greenery and open spaces.
Guest suite in Fergus
4.8 out of 5 average rating, 382 reviews

Mill View

Close to the Sportsplex, we have a spacious walk-out backyard & picnic table. A beautiful view; quiet neighborhood. Close to amenities and shopping, hiking and biking trails, Belwood Lake, Elora Gorge, Elora Mill and Quarry. Excellent for couples, solo adventurers, business travellers, and we're pet friendly! Free WiFi. A double (not queen) bed and private washroom with shower. Games room with pool table, tabletop hockey and darts. Fridge, freezer, toaster oven, kettle, microwave & cooktop.

Top Guest favourite
A cozy living area features a brick fireplace with a warm flame, complemented by soft lighting from decorative lanterns. A coffee table is adorned with candles and a chilled bottle of champagne, while comfortable seating invites relaxation.
Guest suite in Pickering
4.88 out of 5 average rating, 813 reviews

* HOT TUB* Guest Suite - Minutes to the Beach!

Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

Guest favourite
A cozy living space features a mix of seating options, including two patterned chairs and a simple sofa. Light from a window brightens the area, which is complemented by a writing desk with stationery. Textured wall art adds visual interest to the neutral tones.
Apartment in Richmond Hill
4.86 out of 5 average rating, 370 reviews

Spacious private apartment includes coffee/tea bar

Cozy-Contemporary Spacious Private Apt. in the Historical Downtown Core of Richmond Hill. 15 MINUTES FROM YYZ. Fully functional complete kitchen, NEWLY RENOVATED bathroom, heated floor, spacious shower, private entrance, parking COVID-Super-CLEAN Very quite, beautiful Mature trees and gardens. The Old Mill Pond area is known for it's canopy of trees, ponds and walking trails. Close to Yonge Street, GO transit, and 15 MINUTES FROM AIRPORT Walking distance to Major Mackenzie Health Hospital.

Guest favourite
Cottage in Innisfil
4.91 out of 5 average rating, 277 reviews

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

Top Guest favourite
The exterior of a two-story barnhouse is illuminated in the evening light. A spacious upper balcony is adorned with wooden railings and features a cozy hanging chair. The lush green lawn complements the red siding and white accents of the structure.
Guest suite in Niagara-on-the-Lake
5 out of 5 average rating, 433 reviews

Wine country loft, breakfast included

The Barnhouse Loft offers a very unique opportunity to enjoy Niagara Wine Country in full privacy and great comfort. You will be treated to a delicious full hot breakfast every morning and have exclusive use of the entire apartment. We are located right on the Niagara Escarpment, halfway between the majestic Niagara Falls and historic Niagara On The Lake. ***NOTE: We are not able to accommodate any pets or service animals due to serious allergies in the family. Thanks for your understanding.

Top Guest favourite
The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.
Apartment in Newmarket
5 out of 5 average rating, 202 reviews

The Hilton BnB Adult Luxury Suite

Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

Top Guest favourite
Guesthouse in Hamilton
5 out of 5 average rating, 192 reviews

Boutique coach house with Scandinavian Steam Sauna

Morwick Lane - a boutique retreat steps from Hamilton’s best downtown spots, and just an hour from Toronto and Niagara Falls. This restored coach house features curated comforts including a sleek fireplace, luxurious bedding, and a cedar Scandinavian sauna. Enjoy the garden shower after your steam sauna, then unwind in the courtyard with a fireplace and stunning gardens. Perfect for a romantic escape or solo wellness retreat, Morwick Lane invites you to experience something unforgettable.

Top Guest favourite
The historic home showcases a classic façade with white columns and a welcoming porch. Flower beds with vibrant blooms enhance the entrance, while a wrought-iron fence adds to the charm. A sign is visible, marking the property as 'Tea on the Grand'.
Loft in Brant
4.9 out of 5 average rating, 209 reviews

Historic Carriage House Flat STUNNING VIEW

Step back in time to 1850 while staying at the iconic historic home built by The Lumber Merchant. Stay in the suite featuring the original post and beam structure and still offering modern conveniences such as gas fireplace , heated stencilled ceramic floors. Enjoy the quality mattress set into a 200 yr old brass bed once owned by royalty. Escape down to the river where a little cabin sits. If you are lucky you will have deer, heron, beaver, fox and many more wildlife come to visit.

Top Guest favourite
The exterior of the cabin features a rustic wooden facade with two windows and a central door. A dog stands on the steps, flanked by two cozy chairs. Decorative elements include a pumpkin and potted flowers adding charm to the welcoming outdoor space.
Tiny home in Acton
4.98 out of 5 average rating, 338 reviews

Farmview Sunset Cabin

Welcome to our tiny Farmview Cabin that is nestled in the middle of our private oasis located in Acton ON. Our 50 acre farm has spectacular views from every direction. Our horses, sheep, swans, ducks, chickens and goats are here to greet you as well. This unique space will allow you to enjoy the beautiful outdoors during the day and a cozy warm space in the evenings! We offer a complementary breakfast to our guest, our in-house chef can also accommodate vegan and plant based

Top Guest favourite
An open-concept living area is highlighted by a dining table set for six, with sleek black chairs surrounding a glass tabletop. A comfortable seating area is visible, featuring dark furniture and an entertainment unit. Light wood flooring complements the modern décor throughout the space.
Guest suite in Port Dalhousie
4.99 out of 5 average rating, 345 reviews

Spacious private suite, movie room & free parking!

Nestled in the epicentre of Niagara’s wine region sits ‘Garden City’ and our family-friendly, pet-friendly, two bedroom suite. Our space is bright, comfy and fully stocked for your comfort. We can’t wait to share it with you! From our home you can walk to the beach in Port Dalhousie, and drive on the QEW; for convenient access to Niagara Falls, Niagara On The Lake, The Bench Wineries, Toronto and the US Border. Don’t forget to ask the us for restaurant suggestions, we love to eat!

Top Guest favourite
A spacious living area features a comfortable dark gray sofa adorned with yellow throw pillows. A black coffee table is positioned in front of the sofa, complementing the light-colored rug beneath. The kitchenette is visible in the background, with modern appliances and bright lighting.
Guest suite in Dundas
4.96 out of 5 average rating, 138 reviews

Charming Private suite near Village & Trails

Welcome to our private getaway. This spacious suite features a fully equipped kitchen, full bathroom, big screen TV, laundry & strong Wi-Fi. Enjoy a dedicated parking spot, continental breakfast, (milk, cream, cereals etc.) and a basket of goodies including hand baked cookies! Keyless entry for easy check-in. Our prime location puts you just minutes from breathtaking trails, stunning waterfalls, and the lively downtown village of Dundas. Internet Download Speed: 1.5 Gbps

Top Guest favourite
Guest suite in Hamilton
4.99 out of 5 average rating, 76 reviews

Summertime! Steam shower+breakfast+rooftop hottub

Nestled in a picturesque escarpment community overlooking the historic town of Dundas, The Hayloft is a charming getaway for anyone looking for an escape and a breath of fresh air. Relax in the steam shower inside or the hot tub on the fully private rooftop deck overlooking gardens. Take a nap on the lounge chairs. Visit with the chickens, make friends with the fish or the frogs. Unwind at night with a movie in bed, with breakfast (surcharge) in the morning.

Popular amenities for Caledon Holiday Accommodation with Breakfast

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