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.

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Guest favourite
A cozy living area features a couch facing a 55" television, placed on a low white media console. A floor lamp provides additional lighting, while a small coffee table adds functionality. Doorways can be seen in the background, leading to other areas of the suite.
Guest suite in Newmarket
4.93 out of 5 average rating, 254 reviews

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

Top Guest favourite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 463 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...

Guest favourite
The inviting living area features warm wood accents and a cozy seating arrangement. A brick fireplace stands as a focal point, complemented by large windows that flood the space with natural light. Ferns add a touch of greenery, enhancing the relaxing atmosphere.
Guesthouse in Uxbridge
4.93 out of 5 average rating, 181 reviews

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.

Top Guest favourite
The exterior of a two-story home is displayed, featuring a brick facade and large windows. A well-maintained lawn surrounds a decorative fountain at the front. Two garage doors are visible on the left, with flower pots adorning the window ledges and entrance area.
Guest suite in Newmarket
5 out of 5 average rating, 132 reviews

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.

Top Guest favourite
A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.
Cabin in Whitchurch-Stouffville
4.99 out of 5 average rating, 127 reviews

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.

Superhost
Guest suite in Holland Landing
4.91 out of 5 average rating, 505 reviews

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.

Guest favourite
A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.
Dome in Utopia
4.95 out of 5 average rating, 265 reviews

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.

Top Guest favourite
The open-concept living area features a comfortable sofa set against wooden accents and a rustic coffee table. The kitchen is visible in the background, equipped with modern appliances. Large windows allow natural light to fill the space, complementing the warm tones of the wood flooring.
Guesthouse in Barrie
5 out of 5 average rating, 259 reviews

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.

Top Guest favourite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.99 out of 5 average rating, 411 reviews

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.

Top Guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 310 reviews

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.

Superhost
A geodesic dome sits serenely beside a still pond, surrounded by lush greenery and tall trees. The clear blue sky reflects off the water's surface, enhancing the sense of tranquility in the natural landscape.
Dome in East Gwillimbury
4.9 out of 5 average rating, 251 reviews

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.

Guest favourite
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge
4.84 out of 5 average rating, 102 reviews

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

When is the best time to visit East Gwillimbury?

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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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