
Holiday houses in East Gwillimbury
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Top-rated holiday rentals in East Gwillimbury
Guests agree: these stays are highly rated for location, cleanliness and more.

2 Bed-2Bath-Kitchen | Private | Family-Couple-Work
We have an ideal place for you regardless of work, pleasure, or family time. The recently renovated suite includes: - Separate keyless entry - 2 bedrooms with closets - Living room with 55" TV - Full kitchen with storage & dining - 2 full bathrooms (1 en suite) - 2 on-premises Parking - Laundry - WiFi & more FAST EV Charger-Check for availability ($15/charge) CENTRAL LOCATION! Steps to Upper Canada Mall, Groceries, Restaurants, Trails, Parks, Golf Course, Costco, Walmart, Highway, Go, & more

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...

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.

Bed of Roses Airbnb. Hot tub! 45 mins N of Toronto
*Requests typically replied to within 15 mins during the day.* Private bright 2 bedroom basement (sleeps 4 & no shared areas), 45 minutes N of Toronto. We live in a safe neighbourhood, in a home which backs onto a forest. Walking distance to a train station and a very large mall. You will have two private bedrooms, your OWN bathroom and full kitchen, 3 fireplaces, internet & HOT TUB! Separate entrance. No parties. No instant booking. We screen our guests as we live upstairs with our kids.

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.

Stylish, Modern 2nd Floor Private Apt. Quiet Area
Located in a beautiful and quiet neighborhood, this modern apartment can make for a perfect peaceful getaway no matter the occasion. Close to Lake Simcoe, beautiful beaches for swimming & fishing, and plenty of nature trails. Highlights: Large and cozy bedroom with ample storage and work space. Beautiful open concept dining area and kitchen with everything you need. Keurig coffee, tea and some snacks provided. Comfy sofa in front of a large screen TV with Netflix. High speed internet provided.

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Warnica Coach House
Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Quiet Vaughan Retreat near Wonderland & Hwy 400
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

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.

Deerleap Glamping Dome
Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

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.
Popular amenities for East Gwillimbury holiday rentals
Other great holiday rentals in East Gwillimbury

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

Lake Days & Cozy Nights – Your Year-Round Retreat

BRAND NEW Guest 1 bedroom Retreat

Luxury 2BED+2 BATH Apartment in Central Newmarket

The Uxbridge Inn

Nature-Lovers paradise.

Modern Cozy Lower Level Retreat | Near Lake Simcoe

Superhost | Comfort, Cleanliness & Peace of Mind
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $141 NZD | $147 NZD | $130 NZD | $151 NZD | $154 NZD | $169 NZD | $151 NZD | $168 NZD | $142 NZD | $132 NZD | $132 NZD | $132 NZD |
| 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 |
Frequently Asked Questions
What are the best places to stay in East Gwillimbury?
Guests often choose stays in the Holland Landing and Mount Albert areas, which are close to conservation spaces and community amenities. Rural neighborhoods provide peaceful surroundings and easy access to local sights.
What are the best things to do in East Gwillimbury with kids?
Kids can enjoy farm visits for fruit picking, local splash pads, and nature scavenger hunts in public parks or conservation areas. Community centers sometimes host family workshops and interactive exhibits.
What are some of the best things to do in East Gwillimbury?
You can explore heritage sites, local farms, and nature trails throughout East Gwillimbury. Many visitors enjoy birdwatching, farmers’ markets, and art spaces that feature regional creators.
How is the weather in East Gwillimbury?
East Gwillimbury has cold, snowy winters with temperatures from 12–32°F (-11–0°C), and milder conditions in late spring and early fall around 49–70°F (10–21°C). Waterproof layers and warm clothing are useful, especially during winter and rainy periods.
When is the best time to visit East Gwillimbury?
Late spring through early autumn is often recommended for milder temperatures and outdoor activities. Winter brings cold weather and the chance to experience seasonal community events or snow-covered trails.
What are the best places to visit in East Gwillimbury?
Frequently suggested spots include Rogers Reservoir Conservation Area, Sharon Temple National Historic Site, and local farms throughout the community. Town parks and heritage centers provide opportunities for both learning and outdoor fun.
What are some hiking trails in East Gwillimbury?
East Gwillimbury has scenic trails through forested areas, wetlands, and conservation lands. Visitors often explore routes in Holland Landing Conservation Area, Rogers Reservoir Conservation Area, and nearby town parks.
What are some family activities we can do in East Gwillimbury?
Families often enjoy picnics in neighbourhood parks, farm visits for seasonal fruit picking, and interactive exhibits at local heritage centers. Conservation areas provide easy trails for all ages to explore.
What are some of the best day trip ideas from East Gwillimbury?
Visitors often explore nearby conservation areas, botanical gardens, historic villages, or art spaces in surrounding communities. Wine country, regional museums, and lakefront parks are also frequently suggested for a change of scenery.
Are there any pet friendly accommodations available in East Gwillimbury?
Several accommodations in East Gwillimbury are pet friendly, especially options in quiet residential areas or near outdoor spaces. Check for listings that highlight pet amenities or nearby walking trails.
What are some local tips for visiting East Gwillimbury?
Bring sturdy footwear for nature trails, and check in with local farm stands for fresh produce or seasonal treats. Outdoor activities are popular, so packing layers and waterproof gear helps you stay comfortable year-round.
What is East Gwillimbury known for?
East Gwillimbury is known for its rural landscapes, conservation areas, and agricultural heritage. Community events and farm-to-table experiences are frequently highlighted by locals and travelers alike.
What are the best hidden gems to explore in East Gwillimbury?
Consider exploring lesser-known conservation lands, small art galleries, and historic landmarks dotted around the community. Local farm stores tucked along rural roads are a favorite for unique finds and fresh products.
What are the best foods to try in East Gwillimbury?
Locally grown produce is a staple, with fresh corn, apples, and berries often suggested by visitors. Many enjoy baked goods made in small town bakeries, as well as honey and preserves from local farms.
What should I bring for a trip to East Gwillimbury?
Pack comfortable layers, sturdy walking shoes for trails, and a waterproof jacket, especially in the cooler months. If you plan to visit farms or markets, reusable bags and sun protection are also helpful.
What is the nightlife in East Gwillimbury like?
East Gwillimbury has a quieter nightlife scene, where local restaurants, cozy pubs, and occasional live music events create a welcoming atmosphere. Most evening activities focus on relaxed social gatherings and seasonal community events.
What are the most popular events or festivals in East Gwillimbury?
East Gwillimbury hosts agricultural fairs, holiday markets, and seasonal community events that highlight local traditions and food. Summer often brings outdoor concerts and family-friendly celebrations in local parks.
Are there family friendly vacation rentals in East Gwillimbury?
Family friendly vacation rentals can be found throughout East Gwillimbury, especially in residential zones near parks or nature areas. Larger homes and cottages often have outdoor space for children to enjoy.
Quick stats about holiday rentals in East Gwillimbury

Total holiday rentals
Explore 170 holiday rentals in East Gwillimbury

Nightly prices starting at
East Gwillimbury holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 4,770 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
170 of East Gwillimbury holiday rentals include Wi-Fi 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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- Rogers Centre
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