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Vacation rentals with outdoor seating in Caledon

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Caledon outdoor seating rentals

House rentals with outdoor seating

Superhost
Home in Guelph
4.89 out of 5 average rating, 105 reviews

Hot Tub - Cozy - Guelph 3 Bed 1 Bath Loft House

IhechiRating, 5 starstoday
Wonderful spot! Had a great time :)
Superhost
Home in Halton Hills
4.81 out of 5 average rating, 109 reviews

Stunning 4-BDRM Home-Toronto Area - Quiet Location

ChrisRating, 5 stars2 weeks ago
House was clean and Spacious Cody is a great host. Highly recommend
Top guest favorite
Home in West Montrose
4.99 out of 5 average rating, 148 reviews

Austrian Log house

KatieRating, 5 stars2 weeks ago
The Austrian Log House is a little slice of heaven. We enjoyed every minute of our stay, and really hope we will get to go back again someday. The location is peaceful and quiet with beautiful views. The log house was very clean, had everything we needed, super comfortable beds. This place is absolutely stunning!! And our host was super friendly, helpful, and made us feel so welcome. It was a truly magical weekend away at the beautiful Austrian Log House.
Superhost
Home in Caledon Village
4.89 out of 5 average rating, 18 reviews

Charming and Peaceful Retreat with Hot Tub

AimeeRating, 5 stars2 weeks ago
My family (5 adults, 1 child, 1 infant) came to town for a wedding and were So Lucky to have stayed in this Beautiful home for 5 days last month. The house is spotless, modern, well maintained, and so spacious with plenty of very comfortable, well appointed rooms (4 upstairs, 2 basement) and bathrooms (2 upstairs, 1 basement, 1/2 main floor). The cozy living room is equipped with ample seating and board games. The dining room is large with a great table easily accommodating 10 people. The kitchen is huge and we found all we needed there. There is also a laundry room and mud room leading to the Fabulous hot tub in its own "house" on the outside deck. This Beautiful house is situated on a Gorgeous piece of property with Incredible views all around. The co-host, Brendan, was easy to communicate with and gave us clear instructions. This was the Perfect place for our day-trip into Toronto, "hiking day" in the Island Lake Conservation area, and relax-at-home day, before the wedding.
Guest favorite
Home in Brampton
4.93 out of 5 average rating, 56 reviews

Modern Lakefront Cottage In The City With Hot Tub

TeNishaRating, 5 stars1 month ago
We really enjoyed our stay. It was very clean, peaceful and can’t wait to book again!
Guest favorite
Home in Badjeros
4.94 out of 5 average rating, 108 reviews

JJ’s small town country retreat

RebeccaRating, 5 stars2 weeks ago
the house has been in the family since 1934, however has been updated and additions built that adds to the charm. Super cool sauna lay out and the bedrooms were spacious and clean...we had a great stay and even managed a few cider tours in the surrounding area. so fun...
Superhost
Home in Oak Ridges
4.88 out of 5 average rating, 109 reviews

Luxurious Spacious Dream Home with Parking!

MellissaRating, 5 stars1 week ago
Romalis place was Beautiful comfortable, so spacious and clean!!
Guest favorite
Home in Brampton
4.87 out of 5 average rating, 15 reviews

Fun living space

Harneet SinghRating, 5 stars3 days ago
We had the great fortune to host my wedding at Ankush's place. He was very responsive and accommodating to all our needs. We hosted some pre events at the house and all the guests loved the venue. I would highly recommend this place if you are looking to host your wedding. Even if not, the house offers a great escape from our otherwise monotonous routine. The house is equipped with pool table, table tennis, soccer, darts, fully equipped bar, cricket pitch, putting turf and so so much. Thank you to the hosts for a flawless stay!

Apartment rentals with outdoor seating

Top guest favorite
Apartment in Newmarket
4.99 out of 5 average rating, 178 reviews

The Hilton BnB Adult Luxury Suite

KathleenRating, 5 stars3 days ago
My husband and I spent our first year anniversary at Lanny & Jennifer’s beautiful property. Right from the start, they made us feel right at home by greeting us and giving us a walk through of the property. We never felt so at home at an air b n b! The place is so well kept - clean, smelled great & had all the essentials. We felt safe and at home throughout the stay. The pool was well kept and the laundry was an amazing addition. The neighbour hood is quiet and close to all the stores. The hosts were extremely personable and made sure we had everything we needed for our stay. We highly recommend this property and we will be back!
Guest favorite
Apartment in St. Catharines
4.93 out of 5 average rating, 446 reviews

hidden gem hot tub and igloo st-catharines

JessicaRating, 5 stars4 days ago
Excellent spot. Exactly as described: hot tub is indeed hot (and clean and works well), beds are very comfortable, it is easy manage temperature, the shower was great, and kitchen well stocked. All just perfect. Isabelle was very kind and helpful, too. Would recommend and would return!
Guest favorite
Apartment in Hamilton
4.98 out of 5 average rating, 375 reviews

Vintage Dreams | Mid-Century Design in artsy area

BrontëRating, 5 stars2 weeks ago
We had a wonderful time! Would highly recommend!
Guest favorite
Apartment in Wasaga Beach
4.94 out of 5 average rating, 435 reviews

The Upper Deck

KelseyRating, 5 stars2 weeks ago
Words can hardly capture the magic of Cathy’s BnB in Wasaga. From the moment we pulled into the driveway, we knew we were about to experience something special. This isn’t just a place to stay — it’s a destination in itself, a beautifully curated space that feels like stepping into the pages of an artist’s journal. The first thing that struck us was the atmosphere — peaceful, welcoming, and infused with personality. Every inch of the property is meticulously thought out and bursting with creativity. You can feel Cathy’s heart in every detail. It’s clear that this isn’t just a business for her — it’s a lifelong passion project rooted in artistry and hospitality. Cathy’s background in the arts and event world shines through in the most delightful ways. If you’re looking for something more than just a rental, if you want to stay somewhere that feeds your soul as much as it rests your body, Cathy’s BnB is it. Thank you so much for our stay!
Top guest favorite
Apartment in Oakville
4.99 out of 5 average rating, 100 reviews

Bright and Spacious 2 bedroom. Quiet house.

ChristinaRating, 5 stars6 days ago
We had such a wonderful stay. The space is absolutely spotless. It is in a wonderful area. I would absolutely recommend Marinas's place and I hope to stay again as well.
Top guest favorite
Apartment in Churchill Meadows
4.97 out of 5 average rating, 158 reviews

Comfort, Style and Privacy.

Melissa And Trey StricklandRating, 5 stars2 days ago
Such a beautiful and clean place. Very quiet and private. My husband and I loved everything about it. Can’t wait to come back!!
Top guest favorite
Apartment in Guelph
4.97 out of 5 average rating, 277 reviews

As seen on HGTV! 2-Bedroom Luxury Apartment

MichelleRating, 5 stars1 month ago
Janet’s place was perfect and exactly like the photos. Very cozy and homey feel. It is a basement suite and it was nice that she had a space heater and fireplace to keep us warm. She even had a basket of snacks for us when we arrived which the kids loved. This was very helpful as we arrived on our flight at almost 1am and needed a little snack. We highly recommend Janet’s place to anyone wanting a nice private place near the airport and a peaceful place to rest. Thank you Janet!
Top guest favorite
Apartment in Elora
4.99 out of 5 average rating, 199 reviews

The Evelyn Suites - Suite B - Petit Pied-a-Terre

MeganRating, 5 stars1 week ago
We felt right at home at the Evelyn Suites. We were in town for a wedding at the Mill and the location was walkable to the wedding venue. Also super close to all the amenities in town. We would definitely stay here again!

Condo rentals with outdoor seating

Superhost
Condo in Innisfil
4.83 out of 5 average rating, 480 reviews

Lovely 2-bedroom at Friday Harbour

AlyssaRating, 5 stars1 week ago
Lovely stay as described! Would recommend
Guest favorite
Condo in Pickering
4.94 out of 5 average rating, 282 reviews

“Elysium” Where happiness is real!

WayneRating, 5 stars3 days ago
everything was as described bed was comfortable and clean I would stay there again if necessary
Guest favorite
Condo in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars3 weeks ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Guest favorite
Condo in Churchill Meadows
4.92 out of 5 average rating, 108 reviews

Entire Condo - 20min from Toronto Airport

ElizabethRating, 5 stars1 week ago
Yassine and Amela are exceptional hosts. They were very responsive and provided all the check-in information I needed to enter the condo especially since I arrived late at night. The condo is beautifully furnished and very clean. The kitchen has all the amenities needed and is well stocked with tea, coffee, and hot chocolate. It is located in a quiet neighborhood, close to grocery stores, a shopping mall, and great restaurants. It is conveniently located to major highways leading to the airport, Toronto, and Niagara Falls. I had a great stay and look forward to returning. Thank you Yassine and Amela for being such warm and welcoming hosts!
Guest favorite
Condo in Innisfil
4.93 out of 5 average rating, 114 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

KayleighRating, 5 stars2 weeks ago
Shai’s place is beautiful and he was very easy to communicate with. Wonderful stay.
Guest favorite
Condo in Innisfil
4.95 out of 5 average rating, 416 reviews

Lovely Open Concept Friday Harbor Resort Condo

ShivaRating, 5 stars3 weeks ago
We stayed at Mark & Lisa’s place for a night and had a great night. Mark’s very responsive and gave very detailed instructions before the check-in. The place is nice and has all amenities one needs. We didn’t get to use most of them such as BBQ, patio furnitures, dishwasher, coffee machine, etc , due to limited time there, but these are all available.
Guest favorite
Condo in Innisfil
4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

MadelineRating, 5 stars3 weeks ago
Great place to stay! Close to everything!
Top guest favorite
Condo in Davisville Village
4.93 out of 5 average rating, 268 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

MarionRating, 5 stars1 week ago
Very nice apartment, with exceptional views, pool and gym, public land and visible from the apartment which is not far from it. Very nice bedding. Good location, next to the subway. Bonus: parking included. Excellent concierge and thank you to Harit the receptionist. A perfect stay.

Quick stats about vacation rentals with outdoor seating in Caledon

  • Total rentals

    260 properties

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

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