Vacation rentals with a patio in Simcoe County

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Top-rated patio rentals in Simcoe County

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Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 214 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...

Nov 30 – Dec 7

G$25,083 GYD per night

Superhost

Guest suite in Moonstone

4.83 out of 5 average rating, 163 reviews

SKI, Trails HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

May 13 – 18

G$27,016 GYD per night

Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 192 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.

Sep 14 – 21

G$29,718 GYD per night

Guest favorite

Home in Shanty Bay

5.0 out of 5 average rating, 30 reviews

Beautiful Town For 5, Ravine View, Resort Pool

Enjoy a stylish experience in this spacious and serene space at Carriage Country Club Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Close to Major Ski Hills in Horseshoe Resort Area!

Nov 30 – Dec 7

G$24,327 GYD 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!

Nov 9 – 16

G$35,846 GYD per night

Guest favorite

Apartment in Orillia

4.94 out of 5 average rating, 144 reviews

Your Downtown *Hot Tub* Getaway!

This Incredible unit is the perfect blend of style, luxury & convenience. Filled With all the amenities you look for with the touch of luxury that you would expect in a hotel. Spend your evenings relaxing with a glass of wine in the private hot tub area, immersing yourself in the cinematic feel of the 65" TV, or walking through the bustling downtown streets of Orillia on the way to catch the sunset at the waterfront. However you choose to spend your stay, there is much to enjoy! 🤩

Sep 6 – 13

G$24,697 GYD per night

Guest favorite

Condo in Oro

4.88 out of 5 average rating, 118 reviews

4-Bed Country Club Haven with Pool, BBQs, and More

Welcome to our one-of-a-kind 4-bed condo country club, an exceptional destination that caters to large families and offers an unforgettable vacation experience. This uniquely structured property features two separate bedroom suites, with Wi-Fi and a range of outstanding amenities, your every need will be catered to. Dive into the ultimate aquatic experience with our heated indoor/outdoor pool, indulge in the benefits of our sauna, and melt away your cares in the inviting hot tub.

Nov 13 – 20

G$29,938 GYD per night

Guest favorite

Condo in Oro

4.9 out of 5 average rating, 154 reviews

Spacious 1-br w pool & jacuzzi at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Oct 19 – 26

G$20,678 GYD 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 12 – 17

G$38,643 GYD per night

Guest favorite

Apartment in Innisfil

4.91 out of 5 average rating, 118 reviews

King Bed*Pool*Fireplace*BBQ*Smart TV

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a king bed and queen pull out loaded with entertainment from TVs (Netflix, Amazon Prime, Disney+) to the best board games! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen

Nov 20 – 27

G$24,292 GYD per night

Guest favorite

Apartment in The Blue Mountains

4.95 out of 5 average rating, 113 reviews

Blue Mountain Studio-KingBed/Pool/HotTub/Shuttle

Welcome to our studio unit in the North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *55 inch SMART TV, cable and WIFI *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Pool (closed for the season) *Tennis Courts *Ski In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)! STA License #LCSTR20230000092

Nov 2 – 9

G$22,499 GYD per night

Guest favorite

Tiny home in Uxbridge

4.89 out of 5 average rating, 36 reviews

Country Escape Tiny Home

You'll love this unique, romantic and private Tiny home appointed with all the comforts of a large home. Enjoy the country oasis with horses grazing in the fields, and immediate access to some of the most beautiful, extensive and exciting trails in southern Ontario. A hiking, biking, and cross country skiing paradise!

Dec 21 – 28

G$17,614 GYD per night