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

“Elysium” Where happiness is real!
Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

Guesthouse w/Woodstove in Nature Near 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 resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

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.

The Hilton BnB Adult Luxury Suite
Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

Retreat 82
Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

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 in 2021, 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.

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, portable electric stove, and counterheight fridge w/ freezer. Netflix, smart TV channels, free WiFi are provided. Walking distance to parks, restaurants, bakeries and more.

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.

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 $35/GUEST MINIMUM $120/NIGHT

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

The Quiet Retreat
Welcome to our cozy suite, your perfect private retreat. Soft beige walls and warm lighting create a comforting atmosphere in our open-concept space. Unwind in the sleeping area or kick back in the living and dining areas with a good book or work. Our separate entrance ensures complete privacy, allowing you to come and go as you please. Make yourself at home in our warm and inviting place, your home away from home. License #BL2023-00257

Ultra-Modern Luxury Retreat! Close to Thermea SPA.
COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.
Popular amenities for outdoor seating rentals in Whitchurch-Stouffville
House rentals with outdoor seating

Cozy Lakeside Cottage on Lake Scugog

Luxury Spacious 4 Bedroom House

Cosy 3 Bedrooms House in Heart of Richmond Hill

Beach House: First Floor

Backs onto nature near IBM and Hospital

Stylish, Bright & Spacious - 3 Brdm W/ 1 Parking

Welcome to Greenhills, a Charming Home w/ Parking

Luxury & spacious house in Upscale district.
Apartment rentals with outdoor seating

Your home in Toronto

LOVE and Relax at Dream Catcher Retreat

King Bed! 2 Parking! 55"TV! Side Entr! Private!

Cute Private Apartment near University of Toronto

Condo in Heart of Mississauga

One bedroom vacation rental at The Beaches

Comfort, Style and Privacy.

Spacious private apartment includes coffee/tea bar
Apartment rentals with outdoor seating

Bright & Stylish 1 Bedroom Condo in King West

Lovely 2-bedroom at Friday Harbour

Hidden gem in Humber bay shores Toronto w/ parking

Stylish Apartment in Toronto - Long term available

❤️Hidden Gem fully equipped 2BR w/ free parking

Luxury 1BR Executive Condo • Panoramic City Views

Chic 1 Bed DT Toronto w/ Parking & Balcony

Liberty Village Luxurious 1 Bed + Free Parking
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 1,320 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
20 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!
Destinations to explore
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- Rentals with lake access Whitchurch-Stouffville
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- Rentals with a fireplace Whitchurch-Stouffville
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- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Rogers Centre
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