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Holiday rentals in East Gwillimbury

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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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    170 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!

Top-rated holiday rentals in East Gwillimbury

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.97 out of 5 average rating, 495 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...

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, 142 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.

Superhost
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, 279 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.

Guest favourite
A cozy living area features a dark sofa and a mustard-colored armchair. A minimalist coffee table sits in the center, surrounded by a soft area rug. A stylish wall-mounted shelf holds decorative items, and artwork is displayed on the wall.
Flat in East Gwillimbury
4.89 out of 5 average rating, 54 reviews

cozy basement apartment

Modern, cozy, and family-friendly stay in a brand-new, stylish unit in East Gwillimbury with free driveway parking. Comfortably accommodates up to 3 guests with new appliances and an elegant bedroom.high-speed Wi-Fi, Netflix, and a Roku TV,perfect for work or relaxing .Grocery stores are just 5 minutes away, with restaurants and a cinema nearby. Close to transit, highway and 6 minutes from Southlake Regional Health Centre. Quiet, welcoming neighborhood—ideal for short or extended stays.

Guest favourite
Flat in Mt Albert
4.92 out of 5 average rating, 26 reviews

Cozy Cabin Getaway

Step into this perfect nature getaway in the heart of Mount Albert. This 700 sq-ft open concept walk-out basement apartment is loaded with a state of the art kitchen, a king bed, 65 inch TV, gas fireplace, a 1/3 acre backyard including BBQ & gazebo. The space was recently renovated to give a cozy cabin feel. It is filled with beautiful greenery both inside and out, giving life everywhere you step. Wooden art pieces hand carved by the owner himself fill the room with creativity.

Guest favourite
A modern family room features a comfortable sofa with decorative pillows and two accent chairs. A large TV is mounted above a sleek fireplace. Natural light floods the space through multiple windows, with a cozy window seat inviting relaxation.
Townhouse in East Gwillimbury
4.91 out of 5 average rating, 23 reviews

Stylish 4BR Family Home•Near GO Transit & Highways

Welcome to our comfort & style in our private 4BR and 3.5WR East Gwillimbury home - perfect for families and groups. ✓ Entire home to yourself – full privacy ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Fully equipped kitchen for preparing meals ✓ Smart TV & High-Speed Wi-Fi ✓ High-quality Linens. Comfy Beds ✓ Open-concept layout with modern décor ✓ Safe neighbourhood. Easy access to highways ✓ Minutes from Mall & Hospital Book your stay with confidence and make unforgettable memories!

Top guest favourite
An off-grid tiny home converted from a Bluebird school bus is nestled on a grassy field. The bus features an inviting entrance, with orange Muskoka chairs arranged around a fire pit in front. Nearby, trees and open skies create a natural, peaceful environment.
Tiny home in East Gwillimbury
5 out of 5 average rating, 55 reviews

Tiny Home Farm Stay

Spend the night in a Bluebird school bus, converted into a fully off-grid tiny home. Walk a field of wild flowers, play lawn games, enjoy an outdoor sauna, have a campfire, cozy up inside with the wood stove and wake up on the farm, next to chickens and donkeys. One double bed, and one single pull out couch. Kitchen area with fridge/freezer, propane oven/stove and coffee maker. Toilets and an outdoor shower are located in a common Silo area for guests - 100 yards from the bus.

Guest favourite
A glamping dome is set amidst a lush green landscape, reflected in a serene pond featuring lily pads and blooming flowers. Towering trees provide a natural backdrop, while a wooden deck extends from the dome, enhancing the outdoor experience.
Dome in East Gwillimbury
4.9 out of 5 average rating, 263 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
Dome in Zephyr
4.92 out of 5 average rating, 194 reviews

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

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
4.85 out of 5 average rating, 137 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.

Top guest favourite
A hallway connects two bedrooms, featuring a sleek console table with a decorative vase of flowers. A mirrored wall accent adds depth, while soft lighting illuminates the modern decor. Dark wood flooring extends throughout the space, enhancing the overall contemporary feel.
Flat in East Gwillimbury
4.93 out of 5 average rating, 27 reviews

Your Home Away From Home

Welcome to your home away from home! Nestled in the scenic community of East Gwillimbury, this retreat offers the perfect blend of nature and convenience. Enjoy peaceful walking trails, lush surroundings and easy access to all the amenities you need for a relaxing and enjoyable stay. This bright two-bedroom, two-bath walk-out apartment is thoughtfully equipped to provide a comfortable and stress-free stay - your perfect home away from home.

Superhost
Home in East Gwillimbury
4.86 out of 5 average rating, 122 reviews

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

THE COVE suite is located at The Taiga Animal Sanctuary with 10 acres of scenic forest trails. Clean & spacious 2200 sq ft basement unit. Outdoor sauna and hot tub! We have a gated outdoor vegetable garden and fire pit our guests can enjoy, along with various trails, seating, dinning tables, lawn games and hammocks to relax in. Enjoy a walk in nature, relax in the hot tub or just hang out with our rescue animals.

Popular amenities for East Gwillimbury holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in East Gwillimbury

Guest favourite
The exterior of a charming log cabin is highlighted, featuring natural wood logs and a stone chimney. Lush greenery surrounds the cabin, including neatly trimmed shrubs. A gravel pathway leads up to the structure, with a clear blue sky overhead.
Cabin in Innisfil
4.98 out of 5 average rating, 80 reviews

Bird Haven Log Cabin

Top guest favourite
A serene backyard view showcases a well-maintained lawn bordered by diverse greenery and a calm river. Several seating areas, including white chairs and a shaded gazebo, provide relaxation spots. A swimming pool is visible, reflecting the clear blue sky above, creating a peaceful outdoor setting.
Home in East Gwillimbury
4.98 out of 5 average rating, 58 reviews

Private river access with pool, canoes, kayak

Top guest favourite
Flat in East Gwillimbury
5 out of 5 average rating, 13 reviews

Sunny Haven – Curated Private Suite w/ Projector

Top guest favourite
A charming exterior view of the apartment with manicured green lawn and garden. The stone façade is complemented by colorful flower pots on the porch. The front deck features white railings, while clean pathways lead to the entrance marked with the house number.
Guest suite in Newmarket
4.96 out of 5 average rating, 48 reviews

Trendy/Quaint/Clean 2-Bed Lower Unit Guest Suite

Top guest favourite
A spacious brick home stands surrounded by well-maintained greenery and vibrant flowers. Large windows enhance the inviting facade, while a covered entrance leads to the front door. The manicured landscaping adds to the overall charm of the property.
Home in Newmarket
4.96 out of 5 average rating, 57 reviews

Feel like home 1 bedroom unit w/ King bed

Top guest favourite
A cozy living area features a brick fireplace and a floor-to-ceiling bookshelf filled with books. Two striped armchairs are positioned around a glass-topped coffee table, and a wooden dining table with chairs is situated by a window adorned with shutters.
Home in East Gwillimbury
5 out of 5 average rating, 25 reviews

Countryside walk-out with pool.

Top guest favourite
A spacious living area features a large sectional sofa, positioned in front of a flat-screen television mounted above a sleek fireplace. Natural light filters through window coverings, creating a bright atmosphere. A geometric area rug adds a touch of color to the tiled flooring.
Home in Georgina
5 out of 5 average rating, 16 reviews

New Home Close to Simcoe

Guest favourite
A modern kitchen is equipped with stainless steel appliances, including a stove and dishwasher. White cabinetry complements the sleek design, while a countertop offers space for meal preparation. A coffee maker and small plants add functionality and a touch of greenery to the space.
Flat in East Gwillimbury
4.92 out of 5 average rating, 38 reviews

Superhost | Comfort, Cleanliness & Peace of Mind

When is the best time to visit East Gwillimbury?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$97 SGD$94 SGD$94 SGD$115 SGD$118 SGD$129 SGD$115 SGD$128 SGD$108 SGD$101 SGD$101 SGD$101 SGD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°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.

Destinations to explore

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