
Holiday rentals with outdoor seating in East Gwillimbury
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Top-rated rentals with outdoor seating in East Gwillimbury
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.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

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.

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 your own 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.

Bunkie On The River
Welcome to our four season bunkie retreat on the river. Leave the world behind and seek comfort and peace at Riverside Ranch. Imagine starting your day reconnecting with nature amidst wooded walking trails. Along your walk you see geese swimming in the river, goats exploring the woods, and Highland cattle grazing in the pasture. Upon return, you open the door to the crackle & pop of a toasty wood burning sauna, followed by an icy cold plunge in the river. *No air-conditioning*

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 ( 2 bunk beds) $100 flat fee

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.

Chirping-Paradise Glamping Dome
Looking for a quick escape close to the city? Our glamping dome offers a serene retreat on 10 acres of trails, streams, and a peaceful pond. Perfect for birthdays, anniversaries, and family gatherings, it blends nature with a touch of luxury. In winter, enjoy the snowy outdoors and stay warm inside with the wood pellet stove. Thoughtfully designed for comfort and romance, with upscale amenities and fast Wi-Fi, it’s the ideal spot to create unforgettable memories.

Quiet Private Retreat - Entire Space & Cozy
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

Glamping Dome Riverview Utopia
Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.
Popular amenities for outdoor seating rentals in East Gwillimbury
House rentals with outdoor seating

Cottage vibes in Sharon’s Heart. A Spot to Relax!

Cozy Lakeside Cottage on Lake Scugog

Lake Days & Cozy Nights – Your Year-Round Retreat

Private river access with pool, canoes, kayak

Beautiful lakefront Cottage on Lake Simcoe.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Luxury Guest House with Private Hot Tub and Trails

Entire Unit 2 bdr 2 bathroom | Full privacy
Apartment rentals with outdoor seating

Spacious Apartment 5 Minute Walk to Innisfil Beach

LOVE and Relax at Dream Catcher Retreat

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

Top 1% Home|Super Host|July 28-30 Open

The Upper Deck

Toronto Island Wonderland View

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

The Chieftain Suite
Apartment rentals with outdoor seating

Golf, Spa & Spring Vibes Getaway at Friday Harbour

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

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

The Penty: Luxurious Penthouse with Pool, Hot Tub

Pet friendly 2 BR with a private terrace at FH

Designer Condo with beautiful harbour view.

Amazing Views, King Bed, Easy Access to World Cup!

Exceptional 2+1 ground floor condo @Friday Harbour
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £86 | £86 | £92 | £118 | £124 | £131 | £137 | £153 | £115 | £105 | £91 | £129 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals with outdoor seating in East Gwillimbury

Total holiday rentals
Explore 40 holiday rentals in East Gwillimbury

Nightly prices starting at
East Gwillimbury holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of East Gwillimbury holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across East Gwillimbury rentals

4.8 Average rating
East Gwillimbury stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with lake access East Gwillimbury
- Rentals with pools East Gwillimbury
- Rentals with beach access East Gwillimbury
- Rentals with a hot tub East Gwillimbury
- Waterfront rentals East Gwillimbury
- Rentals with a patio East Gwillimbury
- Rentals with a washing machine and dryer East Gwillimbury
- Rentals with a fireplace East Gwillimbury
- Flat rentals East Gwillimbury
- Rentals with a firepit East Gwillimbury
- Family-friendly rentals East Gwillimbury
- House rentals East Gwillimbury
- Private suite rentals East Gwillimbury
- Fitness-friendly rentals East Gwillimbury
- Pet-friendly rentals East Gwillimbury
- 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
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Casa Loma
- Massey Hall
- Mount St. Louis Moonstone
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Yorkdale Shopping Centre





