Vacation rentals with a patio in Caledon

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Top-rated patio rentals in Caledon

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Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 213 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Dec 13 – 20

€ 128 per night

Guest favorite

Barn in Hamilton

4.95 out of 5 average rating, 153 reviews

The Barn-Fieldstone Suite

You'll love this unique and romantic escape. Hot tub, sunsets and rustic charm with modern amenities. We are ideally located close to many attractions. Niagara wine country is just a half hour drive. Conservation areas, walking trails, local eateries, shopping and more are all conveniently located. We are a 12 minute drive from the John C Munro Hamilton International Airport and just over an hours drive from Toronto. Downtown Hamilton and the First Ontario Concert Hall are approx 25 min drive

Sep 4 – 11

€ 154 per night

Guest favorite

Guesthouse in Aurora

4.92 out of 5 average rating, 114 reviews

Adorable Guesthouse Apartment With Free Parking

This beautiful brand new suite offers, Separate private guesthouse with vaulted ceilings & heated floors throughout. Private bathroom with standing shower. Queen loft bed & pull out couch. Flat screen smart TV. Kitchenette which includes: Fridge, cooktop & cookware, toaster oven, kettle, coffee maker. Live edge walnut table with 2 stools. Free wifi. 1 Free parking space. Close to Go Train. Fresh bed sheets & towels are provided. Phone charger and blue tooth speaker. Instagram @blueheronloft

Sep 13 – 20

€ 101 per night

Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 191 reviews

Newly Built Woodsy Loft Retreat

Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A perfect home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino, all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Jan 2 – 9

€ 157 per night

Guest favorite

Condo in Fergus

4.96 out of 5 average rating, 186 reviews

Cozy Fireplace & Loft - StoneMill Retreat

Escape to our modern and rustic 1860 open-stone, three-floor townhome in the heart of Fergus. Our cozy retreat features our queen suite, loft, kitchen, sunroom, and indoor fireplace. Centrally located in historic Fergus, just minutes from Elora and the Grand River. Enjoy nearby hiking trails along the Grand River and many annual festivals, such as the Fergus Highland Games, Riverfest music festival and many culinary adventures. Relax and unwind at this getaway retreat in the heart of it all!

Oct 30 – Nov 6

€ 135 per night

Guest favorite

Farm stay in Essa

4.99 out of 5 average rating, 119 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Dec 11 – 18

€ 167 per night

Guest favorite

Shipping container in Caledon

4.94 out of 5 average rating, 16 reviews

High Meadows Escape

Enjoy a cozy and quiet winter getaway before the holidays! A beautiful view of the blanket of snow covering the surrounding forest, a crackling fire inside or out and twinkling lights in this serene escape. Hidden among acres of forest, enjoy your private, tranquil, nature escape. Located upon a hill, with a private deck to enjoy meals overlooking the pond. Enjoy this escape no matter the season, indulging in cozy fire nights, skiing, snowshoeing, hiking, picnics and so much more.

Dec 27 – Jan 3

€ 123 per night

Guest favorite

Cabin in Erin

4.94 out of 5 average rating, 277 reviews

Erin Cabin Getaway and Bunkie

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

Jan 27 – Feb 3

€ 254 per night

Guest favorite

Guest suite in Mono

4.98 out of 5 average rating, 66 reviews

Welcome to a Sweet Suite

Forget your worries in this spacious and serene space. Enjoy the hiking trails at Mono Cliffs and Island Lake or an afternoon of wine tasting at Adoma Winery. Golf/ski is only 5km away at beautiful Hockley Valley. Enjoy a 5 star dinner at one of the fabulous restaurants in Orangeville. After a busy day return to your cozy queen size bed for a great night sleep. In the morning no need to head out for coffee as it is available for brewing on site. Cream and sugar provided.

Jul 8 – 15

€ 90 per night

Guest favorite

Apartment in Ariss

4.97 out of 5 average rating, 110 reviews

Rural Retreat, 1 bedroom suite near Elora

The perfect winter country retreat in Ariss. Relax in the hot tub and watch the birds. Well situated between Elora, Fergus, St Jacobs and Guelph. Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking, biking, snowshoeing, snowmobile trails & Chicopee Ski Resort. King bed, portable crib, shower, kitchenette, seating area, natural light. Swimming pool, hot tub, large backyard, bonfires, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

Mar 29 – Apr 5

€ 116 per night

Guest favorite

Apartment in Shelburne

5.0 out of 5 average rating, 115 reviews

A&M Cozy Home Away From Home

Bring the whole family to this great place with lots of room for fun. Guests can enjoy this beautiful modern 2 bdrms with queen size beds, legal/separate entrance apartment equipped with kitchen appliances, microwave, stove, dishwasher, fridge, toaster, coffee maker, pots, plates, utensils, separate laundry. Equipped with your comfort in mind. It offers shampoo, conditioner, body wash, towels, keyless entry. Ignite TV premier PKG, Netflix, free 500 mbps Wifi.

Nov 20 – 27

€ 88 per night

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Feb 9 – 14

€ 202 per night