Holiday rentals with outdoor seating in Caledon

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Caledon outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Home in Niagara Falls
4.95 out of 5 average rating, 60 reviews

Luxury Home I Mins from Falls I Pool & Pong Table

JoshRating, 5 stars3 days ago
Had an amazing time here. Very responsive, and clean. Had lots of space to fit the 12 in my group. A great area with lots of different types of food, and a nice walk to Clifton Hill. Highly recommend staying here.
Guest favourite
Home in Pickering
4.89 out of 5 average rating, 9 reviews

Sunlight.

MaryRating, 5 stars2 months ago
Suzanne’s place was excellent! Bright, clean and quiet - perfect for our weekend stay. It had everything we needed to cook meals for ourselves and Suzanne was kind enough to let us check out late to accommodate my son’s swim meet schedule. We would 100% stay there again!
Superhost
Home in Elora
4.77 out of 5 average rating, 264 reviews

Country Oasis in the Village - 4 bed - 2 bath home

JoshRating, 5 stars1 month ago
We booked our stay for a wedding at the Elora Mill and this place was a great spot for a group of 4!
Guest favourite
Home in York
4.89 out of 5 average rating, 191 reviews

Family Home Near St Clair W and Public Transport

DavidRating, 5 stars8 months ago
Great for our family of 4…easily holds family of 5 because of 2 beds in the 3rd room. Well stocked and very clean. Perfect location for visiting family and being close enough to downtown. Great hosts - would recommend.
Superhost
Home in Niagara Falls
4.78 out of 5 average rating, 9 reviews

Garden House.

NadeemRating, 5 stars5 months ago
Edu is a great host and he provide us all the information about the area and showed us exact places to see and places for free parking, Really enjoyed his place with our guests also enjoyed a lot. Thank you Edu for everything you did for us.
Guest favourite
Home in Rexdale
5 out of 5 average rating, 16 reviews

Debonair Luxury Stays

EricRating, 5 stars7 months ago
Long weekend with family here. Was perfect. Thank you. Exactly as advertised. Clean and very functional for us. Highly recommended.
Guest favourite
Home in Downtown Toronto
4.95 out of 5 average rating, 112 reviews

Victorian Home Downtown Toronto, Cabbagetown

JeffRating, 5 stars1 month ago
We came as a group for a raptors game and Sarah’s place was the perfect accommodation! There was adequate space and it was one of the most comfortable spots. Overall, u a great stay!
Top Guest favourite
Home in Lincoln
5 out of 5 average rating, 13 reviews

3 Bedroom with ensuites. Newly Renovated. Spacious

SarahRating, 5 stars5 months ago
We had a great few nights at the house. The unit was perfect for the 6 of us to have our own space and also spend time together eating and enjoying conversations. Too cold to enjoy the fire pit but it looked lovely nestled among the vines. Definitely worth booking again if you’re wanting to explore the Bench.

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Port Perry
4.97 out of 5 average rating, 170 reviews

Modern Lakefront Apartment

MuinRating, 5 stars4 months ago
Doreen and Derek were excellent hosts. They were warm, friendly and receptive. The place was clean, nicely furnished and the kitchen had all necessary amenities. The neighbourhood was quiet and beautiful. We would like to visit the place again if the opportunity arises.
Guest favourite
Apartment in Midtown
4.94 out of 5 average rating, 157 reviews

Cute Private Apartment near University of Toronto

KelleyRating, 5 stars4 months ago
Rhuland's place was exactly what we needed! We were attending an event nearby and it was perfect. So clean and comfortable! In a nice and quiet neighbourhood as well so if you want a place that isn't right in the hustle and bustle of the city, but close enough to it to be convenient, this is the place for you.
Guest favourite
Apartment in The Beaches
4.92 out of 5 average rating, 117 reviews

One bedroom vacation rental at The Beaches

Robert DanielRating, 5 stars2 weeks ago
Very responsive and welcoming host! Would definitely stay again in the future 😊
Top Guest favourite
Apartment in Elora
4.96 out of 5 average rating, 283 reviews

Mill View one bedroom apartment . Upper level

EmiliaRating, 5 stars3 days ago
Shannon’s place is a great place to stay in Elora. Walking distance to all attractions. She is super responsive and helpful. Left us some treats that were very much appreciated. Will definitely be back 🙏🏼
Superhost
Apartment in Kitchener
4.85 out of 5 average rating, 109 reviews

CY3 Icing on the Cake--Chic DT Basement Unit

SamuelRating, 5 stars2 weeks ago
A great deal with friendly hosts and very smooth check-in process. The interior is well-decorated and the kitchen is fully equipped. Worth for a visit and thank you very much for the nice place.
Guest favourite
Apartment in Elora
4.96 out of 5 average rating, 428 reviews

AirBnB Elora : Victoria Street Retreat

TaylorRating, 5 stars1 month ago
Christine was a fantastic host! We loved our stay at her Elora Airbnb. It had enough space for my family (we have 8-month-old baby) to get comfy and relax while we were in elora for a wedding at the Mill. The place was spotless and came with any and every amenity we could need (e.g., an iron to crisp up our wedding attire). The Airbnb is so conveniently located to the Elora Mill, and a very short walk to elora’s main restaurants and shops. We loved everything about this stay!
Guest favourite
Apartment in Parkdale
4.95 out of 5 average rating, 132 reviews

Charming Apt w/ Private Deck in a 1890s Victorian

Benoit-CarlRating, 5 stars2 weeks ago
Kate's place is fantastic. It's exactly as described. It's one of the cleanest airbnb's we've stayed at in several years. In fact, it's one of those rare places where we felt we didn't need to wash all the dishes before using them. The bathroom was spotless. The bed was also very comfortable, and Kate was friendly, proactive and responsive.
Guest favourite
Apartment in Tonawanda
4.94 out of 5 average rating, 123 reviews

Hygge Hidden Gem Apartment

WendeRating, 5 stars3 months ago
The place was cozy and comfortable. The host was very responsive and made sure I had everything I needed. I would stay there again when visiting in the area. It felt like home.

Condo rentals with outdoor seating

Guest favourite
Condo in The Blue Mountains
4.98 out of 5 average rating, 151 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

SusanRating, 5 stars1 month ago
We have a wonderful time at Sabine's place, which was an ideal space in every way. It was beautiful, well laid out, and had everything we needed. Sabine was very responsive and accommodating. We would gladly go back when we are next at Blue Mountain.
Superhost
Condo in Innisfil
4.87 out of 5 average rating, 222 reviews

2BR Getaway at Friday Harbour All Season Resort

JohnRating, 5 stars3 weeks ago
Brilliant location for the harbour everything in walkable distance, clean and well stocked kitchen . Responsive host would recommend.
Guest favourite
Condo in The Blue Mountains
4.9 out of 5 average rating, 162 reviews

Close to Village, 2 Bedrooms , Rivergrass

KirstinRating, 5 stars1 month ago
We had a great girls weekend away at Bruce’s place! It was very cute and homey, well stocked and very comfortable. Great location too - the shuttle service was a bonus! Unfortunately we had to deal with a wide spread power outage while there but the place was equipped with emergency lights and we made the most out of it. Will definitely be back.
Superhost
Condo in Innisfil
4.91 out of 5 average rating, 140 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

LoriRating, 5 stars2 months ago
Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).
Guest favourite
Condo in Innisfil
4.93 out of 5 average rating, 111 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

AlinaRating, 5 stars1 week ago
Shai was a wonderful host — everything was great from start to finish! The place was clean, comfortable, and exactly as described. Highly recommend!
Guest favourite
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars7 months ago
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive
Guest favourite
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars10 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Guest favourite
Condo in Innisfil
4.88 out of 5 average rating, 204 reviews

Lake Simco penthouse at Friday Harbour resort

MonicaRating, 5 stars1 week ago
my friends and I had a fantastic stay at Anna's place. It is a beautiful condo in a great location, with lots of great places to eat and very safe and walkable. we enjoyed the balcony and the spacious and eclectic interior for a bachelorette hang out. Anna was very responsive and kind. highly recommend!

Quick stats about holiday 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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