
Holiday rentals with outdoor seating in Whitchurch-Stouffville
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Top-rated rentals with outdoor seating in Whitchurch-Stouffville
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Cabin in the forest minutes away from Trails & Spa
Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

Lakefront getaway for two on Musselman's Lake
An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Modern Main Floor Bachelor Suite w/Patio & Parking
Stylish, modern, self-contained guest suite on main floor of a house with separate entrance. Free driveway parking for 2 cars. Private guest patio in a safe, beautiful neighborhood in Aurora. Well appointed bachelor suite with modern bathroom and kitchenette: microwave, electric kettle, coffee machine, toaster, and counter height fridge w/ freezer. Netflix, smart TV channels, free WiFi are provided. Walking distance to parks, restaurants, bakeries and more. License #: STR-26-0003

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

Port Perry Island Krazee Acres Hobby Farm
Krazee Acres! Private 8-acre hobby farm a short walk to Lake Scugog, with Farm Fresh smells! Rustic Boho accents, Relaxing Soaker tub, walk-in shower, fully equipped kitchen, pellet stove, and air conditioning. Enjoy outdoor wood fires, sunsets and stars year-round. Free Parking for cars, trailers, boats etc. Large patio. BBQ provided. 3KM to the Great Blue Heron Casino, minutes to Historic Downtown Port Perry. Close to trails and Marina/Restaurant, (Seasonal). Relax

Lakeside Guest Suite, on Lake Scugog, Port Perry
WATERFRONT PROPERTY….Enjoy stunning sunsets from the basement walkout guest suite. Take in views from the living room, bedroom (queen bed), or large 34 foot long private patio! The backyard leads directly to the lake including a fire pit for your use. Please note that the natural slope of the yard (40 stairs) may not be suitable for those with mobility issues. While the suite doesn't feature a kitchen, Port Perry is only an 8 min drive and offers many culinary options.

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds)

Orchard cottage, experience the farm in the city
Beautiful country home nestled in an apple orchard surrounded by nature with private access to walking forest trails and set back off the road with beautiful idyllic views. Close to highway 404 and to all amenities-Walmart, Best Buy, etc. 45 min to downtown Toronto. Property has friendly dogs. **discount for 5 guests or more on a long-term stay. Response time up to 3 hours. Town of Stouffville appoved short-term rental permit # is PRSTR20250480
Popular amenities for outdoor seating rentals in Whitchurch-Stouffville
House rentals with outdoor seating

“Elysium” Where happiness is real!

Stylish 1870s Home near Distillery District & Old Toronto

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Brand New Home! Introducing - The White Lotus.

Basement Apartment - New Build!

Bright Cozy Guest Suit in Maple

Good Stay at Maple

Empire Home | Clean & Luxurious | EV Charging
Apartment rentals with outdoor seating

Spacious Apartment 5 Minute Walk to Innisfil Beach

Your home in Toronto

LOVE and Relax at Dream Catcher Retreat

Top 1% Home | One Nigh Left in June |June 25 - 26

Cute Private Apartment near University of Toronto

Aquarius bldg @ Friday Harbour 1st fl 2 bdr/2 bath

The Chieftain Suite

Serenity Suite w/Sauna-Your Entire Apt Awaits You
Apartment rentals with outdoor seating

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Stunning 1BR w Pool ~ Free Parking & Self Check-In

The Penty: Luxurious Penthouse with Pool, Hot Tub

Central condo in heart of Liberty Village +parking

Lovely Open Concept Friday Harbor Resort Condo

Resort Condo in Friday Harbour

Bohemian Luxury at Friday Harbour Resort Simcoe
When is the best time to visit Whitchurch-Stouffville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £87 | £73 | £115 | £107 | £128 | £110 | £126 | £134 | £122 | £109 | £95 | £99 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals with outdoor seating in Whitchurch-Stouffville

Total holiday rentals
Explore 20 holiday rentals in Whitchurch-Stouffville

Nightly prices starting at
Whitchurch-Stouffville holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Whitchurch-Stouffville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Whitchurch-Stouffville rentals

4.8 Average rating
Whitchurch-Stouffville stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a patio Whitchurch-Stouffville
- Rentals with a fireplace Whitchurch-Stouffville
- Rentals with a washing machine and dryer Whitchurch-Stouffville
- Family-friendly rentals Whitchurch-Stouffville
- Rentals with a firepit Whitchurch-Stouffville
- Rentals with lake access Whitchurch-Stouffville
- House rentals Whitchurch-Stouffville
- Pet-friendly rentals Whitchurch-Stouffville
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Downsview Park
- Snow Valley Ski Resort
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Lakeridge Ski Resort





