East Gwillimbury holiday rentals

We found 289 holiday rentals — enter your dates for availability
Discover a selection of 15 homes and other holiday rentals in East Gwillimbury that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you need and want for your stay, which might include a garden and pool. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – East Gwillimbury

Showing deals for:13 Nov - 20 Nov

Children’s area
Interior
Interior
Living area
Exceptional
(50 reviews)

Luxury Lakefront Escape Near Toronto | Hot Tub, Sandy Beach & Amazing Views

Georgina

8% off
AU$7,567
for 7 nights, 1 home
AU$1,081 per night
includes taxes & fees
Luxury Lakefront Escape Near Toronto | Hot Tub, Sandy Beach & Amazing Views
Private kitchen
Interior
Interior
Living area
Exceptional
(18 reviews)

Newly renovated luxury Home with deck, surrounded by trees on a 5 acres land

Whitchurch-Stouffville

8% off
AU$5,014
for 7 nights, 1 villa
AU$716 per night
includes taxes & fees
Newly renovated luxury Home with deck, surrounded by trees on a 5 acres land
Property grounds
Property grounds
Exterior detail
Dining
Exceptional
(15 reviews)

Sunrise Villa on the Lake

Innisfil

8% off
AU$4,165
for 7 nights, 1 cottage
AU$595 per night
includes taxes & fees
Sunrise Villa on the Lake
Living area
Terrace/patio
Children’s area
Dining
Exceptional
(12 reviews)

Luxury Lake Simcoe Retreat | Hot Tub, Private Dock & Sandy Shore

Georgina

8% off
AU$7,567
for 7 nights, 1 home
AU$1,081 per night
includes taxes & fees
Luxury Lake Simcoe Retreat | Hot Tub, Private Dock & Sandy Shore
Dining
Living area
Private kitchen
Interior
Exceptional
(16 reviews)

4000 Sq. Ft. English-Style Stone House

Uxbridge

37% off
AU$5,897
for 7 nights, 1 home
AU$842 per night
includes taxes & fees
4000 Sq. Ft. English-Style Stone House
Custom made stairs from our own Cedar trees
Christmas at The Cabin  
AHHHH! Peaceful and Serene!
From The Bedroom looking over the Bridge to the Games room
Enjoy the heat and ambiance of the Propane stove
Exceptional
(153 reviews)

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

Georgina

5% off
AU$1,765
for 7 nights, 1 cabin
AU$252 per night
includes taxes & fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Living area
Living area
Property grounds
Property grounds
Excellent
(6 reviews)

Serene 5 bedrm entire house on acres land & ponds

Whitchurch-Stouffville

8% off
AU$5,921
for 7 nights, 1 home
AU$846 per night
includes taxes & fees
Serene 5 bedrm entire house on acres land & ponds
Exterior detail
Private kitchen
Living area
Living area
Exceptional
(9 reviews)

Sunlit Brand-New Home: Comfort & Convenience for Families

East Gwillimbury

7% off
AU$2,347
for 7 nights, 1 home
AU$335 per night
includes taxes & fees
Sunlit Brand-New Home: Comfort & Convenience for Families
Private kitchen
Pool
Private kitchen
Property grounds
Exceptional
(6 reviews)

Cozy 2 bedroom basement with pool, jacuzzi, gym & sauna. Come see the chickens

Whitchurch-Stouffville

12% off
AU$2,844
for 7 nights, 1 apartment
AU$406 per night
includes taxes & fees
Cozy 2 bedroom basement with pool, jacuzzi, gym & sauna. Come see the chickens
Room
Exterior
Living area
Private kitchen
Exceptional
(11 reviews)

Unique Industrial designer studio

Aurora

8% off
AU$1,552
for 7 nights, 1 apartment
AU$222 per night
includes taxes & fees
Unique Industrial designer studio
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit East Gwillimbury

  • Natural Beauty: Explore the scenic parks and nature reserves, perfect for leisurely walks and appreciating the local flora and fauna.
  • Outdoor Activities: Enjoy a variety of outdoor pursuits, including golfing at renowned country clubs and engaging in family-friendly activities.
  • Community Events: Participate in vibrant community events throughout the year, showcasing local culture and fostering a sense of togetherness.
  • Charming Atmosphere: Experience the welcoming ambience of East Gwillimbury, ideal for romantic getaways or family holidays.
  • Diverse Accommodation: Choose from a range of comfortable stays, including private homes, cottages, and apartments, for a memorable visit.

Popular types of accommodation in East Gwillimbury

East Gwillimbury, Ontario, is a charming city offering an array of attractions and experiences for holidaymakers. Discover the beauty of nature at local parks, explore scenic trails, or enjoy the vibrant community events throughout the year. For your stay, you can choose from popular accommodation options such as private holiday homes, cottages, and apartments, ensuring a comfortable and memorable visit to this delightful destination.

  • Private Holiday Homes: These spacious residences offer a home-like atmosphere, ideal for families or groups seeking comfort and privacy during their stay.
  • Cottages: Quaint and charming, cottages provide a delightful escape, perfect for those looking to unwind in a picturesque setting.
  • Apartments: Conveniently located, apartments offer a modern living experience with all the necessary amenities for a hassle-free holiday.
  • Condos: Stylish and well-equipped, condos often feature communal facilities, making them a popular choice for both relaxation and socialising.
  • Cabins: For a rustic experience, cabins nestled in nature provide a serene getaway, appealing to outdoor enthusiasts and adventurers alike.**

Top attractions in and around East Gwillimbury

East Gwillimbury offers a delightful blend of urban parks, nature reserves, and golf course country clubs, making it an ideal destination for outdoor, family, and romantic getaways. Visitors can enjoy scenic walks, leisurely golfing, and a vibrant city ambience, ensuring a memorable holiday experience in this charming Canadian town.

  • Holland Landing Prairie Provincial Park: This serene reserve offers a unique ecological experience, showcasing diverse flora and fauna. Visitors can enjoy scenic walking trails and birdwatching amidst the tranquil surroundings, perfect for nature lovers.
  • Fox Island: A charming island that boasts beautiful beaches and outdoor vibes, ideal for relaxation and leisurely activities. Explore the natural beauty while enjoying a picnic or a swim in the refreshing waters.
  • Holland Marsh: A picturesque wetland known for its friendly community and family-friendly atmosphere. Experience the secluded, tropical vibes while exploring the lush landscapes and local wildlife.

Things to do recommended for couples

Seeking a romantic getaway in East Gwillimbury? Explore the scenic trails of the Holland River or indulge in a cosy picnic at one of the charming parks. Don’t miss the picturesque sunset views, perfect for a memorable evening with your loved one.

Things to do recommended for families

Families visiting East Gwillimbury can enjoy a delightful day at the local parks, such as the scenic East Gwillimbury Sports Complex, where kids can play and explore. Don't miss the chance to visit the nearby Holland Marsh, perfect for nature walks and discovering local wildlife.

Things to do recommended for groups

Groups visiting East Gwillimbury can delight in a scenic hike at the picturesque Holland Landing Trail, explore the local wineries for tastings, and enjoy a fun-filled day at the nearby East Gwillimbury Sports Complex with various recreational activities for all ages.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in East Gwillimbury

Whether you're journeying with a group, as a family, with your pets, or in search of extended stays, be sure to apply the appropriate filters. Here are some Stayz booking pointers to assist you.

  • Traveling to East Gwillimbury with a group: Consider the number of bedrooms required, along with features like a fully-equipped kitchen or an outdoor area suitable for social gatherings. Fortunately, Stayz allows you to filter for all these options and more.
  • Traveling to East Gwillimbury with young kids: Traveling with young children can be demanding. It is essential to prioritise their comfort and safety, as well as access to age-appropriate facilities, such as a private swimming pool. It is also wise to consider how close you are to attractions that are suitable for the whole family.
  • Taking your pets with you to East Gwillimbury: For many, a family holiday isn’t complete without their four-legged companion. If this resonates with you, consider exploring Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting East Gwillimbury: If you're seeking holiday lets with special offers for stays of a month or more, you've come to the right place. With the appropriate filter, you can effortlessly discover and benefit from savings on monthly rentals. You might also want to include options such as a parking space, a well-appointed kitchen, or a private pool in your search.

Where to stay near East Gwillimbury

Discover East Gwillimbury, a charming destination perfect for outdoor, family, and romantic holidays. Enjoy a relaxed holiday experience with ample seating, storage, and a welcoming atmosphere. Explore the city’s parks and community areas, engaging with local friendly people and enjoying family-friendly activities. Whether seeking a peaceful retreat or a lively day out, East Gwillimbury offers a delightful base for an unforgettable stay.

  • Markham: Situated approximately 32km from East Gwillimbury, Markham is a vibrant city known for its family-friendly atmosphere and bustling business scene. Visitors can indulge in an array of activities, including shopping at expansive malls and enjoying thrilling rides at the local amusement park. Markham also boasts impressive landmarks such as a sports facility stadium and a large waterpark, making it a perfect destination for both leisure and entertainment. The city’s blend of urban sophistication and family-oriented attractions ensures a fulfilling travel experience.
  • Newmarket: Located about 10km from East Gwillimbury, Newmarket offers a delightful mix of family-friendly activities and urban charm. This city is ideal for those looking to shop at its various centres or enjoy the excitement of an amusement park. Newmarket is also home to notable landmarks, including a waterpark and a fascinating museum, where visitors can immerse themselves in local history and culture. Its proximity to East Gwillimbury makes Newmarket a convenient and enjoyable stop on your holiday itinerary.
  • Keswick: Just 10km away from East Gwillimbury, Keswick is a picturesque village that invites visitors to explore its stunning scenery and outdoor recreational opportunities. Ideal for a romantic getaway or a peaceful retreat, Keswick features beautiful lakes, nature reserves, and expansive parks, perfect for leisurely strolls or adventurous activities. The village is also known for its ski resorts, offering winter sports enthusiasts a thrilling experience. Keswick’s tranquil atmosphere and natural beauty make it a must-visit for those seeking relaxation and outdoor exploration.

Best time to go to East Gwillimbury

If you're planning a trip to East Gwillimbury, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and September, while off-peak times, like January to February and June tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January20.1°F (-6.6°C)Light RainMostly CloudySlightly LowSlightly Low
February20.8°F (-6.2°C)Light RainMostly CloudySlightly LowAverage
March30.6°F (-0.8°C)Light RainMostly CloudySlightly HighSlightly Low
April41.9°F (5.5°C)Light RainMostly CloudySlightly HighSlightly Low
May55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.4°C)Light RainMostly SunnySlightly LowSlightly High
July69.1°F (20.6°C)Light RainMostly SunnyAverageSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyAverageSlightly High
September61.3°F (16.3°C)Light RainMostly SunnySlightly HighAverage
October49.3°F (9.6°C)Light RainMostly CloudyAverageAverage
November37.4°F (3.0°C)Light RainMostly CloudyAverageAverage
December28.2°F (-2.1°C)Light RainMostly CloudyAverageAverage

Booking with Stayz is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, opting for a longer stay often results in even better deals. To discover the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's innovative Trip Board offers you a dedicated space to craft new journeys, pick up right where you paused, or manage and arrange your travel plans. You can easily locate properties you've previously saved or booked in the sections for Potential, Upcoming, or Current Trips. To access the Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The friendly area of East Gwillimbury awaits your stay

Enjoy the temples and other features of East Gwillimbury. This welcoming city is known for its gardens, coffee shops and fishing. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around East Gwillimbury

Are you hoping to discover things to do during your stay? Venture out of your cosy holiday rental and check out everything that East Gwillimbury has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Canada's Wonderland (21.8 mi / 35.2 km)
  • Cardinal Golf Club (10.7 mi / 17.3 km)
  • Briars Golf Club (12.6 mi / 20.3 km)
  • Willow Springs Winery (13 mi / 21 km)
  • Wooden Sticks Golf Course (14.8 mi / 23.7 km)
  • Angus Glen Golf Club (17.2 mi / 27.7 km)

Exploring the natural features in East Gwillimbury

Whether you're an adventurous traveller or just want to take in the scenery, East Gwillimbury is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Holland Marsh (5.3 mi / 8.6 km)
  • Claredon Beach Park (6.8 mi / 10.9 km)
  • Sibbald Point Provincial Park (12.9 mi / 20.8 km)
  • Lake Wilcox Park (13.4 mi / 21.6 km)
  • Lake Simcoe (19.5 mi / 31.3 km)
  • Holland Landing Prairie Provincial Park (4.2 mi / 6.7 km)

How to get to and around East Gwillimbury

Fly into Toronto, ON (YYZ-Pearson Intl.), the closest airport, located 33.4 mi (53.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Toronto, ON (YTZ-Billy Bishop Toronto City), which is 35.3 mi (56.9 km) away.

If you're travelling by train, the main station serving the city is East Gwillimbury Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in East Gwillimbury?
According to our research, houses are the most sought-after property type in East Gwillimbury. But as you know, everyone's idea of the perfect trip differs. Stayz has holiday homes with every size, shape and budget in mind, and we'll help you discover the perfect fit for you.
How much does it cost to rent a holiday home in East Gwillimbury?
The average price for a holiday home in East Gwillimbury depends on several factors, including property type, length of stay and time of year. Whether you prefer a sprawling villa with space for extended family or a cosy condo that's perfect for two, just enter your dates of travel to see stays with amazing value.
How much does it cost to rent a beach house in East Gwillimbury?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Type in your East Gwillimbury travel dates to see all your options on Stayz. Can't live without a private pool? Use the filters to select the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in East Gwillimbury?
With 11 holiday homes that allow pets, your furry friend can join you on your East Gwillimbury break. Use the filter tool to search our pet-friendly holiday homes and find your pawfect holiday home on Stayz.
Can I rent a house with a pool in East Gwillimbury?
Dig out your swimsuit and inflatable swan, because there are three houses with a private pool in East Gwillimbury. Book a stay at one of these superb holiday homes and let every day be a pool day. Simply enter your dates into Stayz, then use the "pool" filter to find a place to make a splash!
What are popular home amenities in East Gwillimbury?
The most popular home amenities guests are looking for in East Gwillimbury are a sauna, a garden and a fireplace. Whether you're on the road with family, pals or even pets, Stayz holiday homes come with the best amenities for fun and relaxation with the people closest to you.
Are there large group holiday homes in East Gwillimbury?
East Gwillimbury has three holiday properties that can accommodate 10 or more guests. These properties come with plenty of space to share good times with loved ones.
Are there holiday homes in East Gwillimbury that welcome kids?
Gather your whole crew for a fun-filled adventure in East Gwillimbury at one of our 11 family-friendly holiday homes. A lot of these stays feature amenities that are suitable for getaways with the kids, including laundry facilities, bunk beds and outdoor spaces. Simply click on the "Properties good for families" filter box and pick out your favourite.
What are the top attractions for families in East Gwillimbury?
There are tons of amazing things to see and do with the family in East Gwillimbury, such as:
  • Rail Yard Wake Park
  • In Play Inc.
  • Elman W. Campbell Museum
Are there one-bedroom holiday homes in East Gwillimbury?
Yes, you can pick from five one-bedroom homes in East Gwillimbury. Whether you'd like an apartment or an upmarket condo, our one-bedroom homes are just right if you don't require tons of space. One of the major perks of having your own digs? You won't ever need to share your holiday with strangers.
Are there holiday homes with WiFi in East Gwillimbury?
Whether you'd like to keep up with the headlines, reply to emails or update your social media, there are five holiday homes with WiFi in East Gwillimbury. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in East Gwillimbury?
East Gwillimbury has nine holiday homes where you'll be able to relax and recharge in air-conditioned comfort. To locate a property on Stayz featuring this amenity, choose your travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in East Gwillimbury?
We recommend checking with the East Gwillimbury holiday home you're considering on Stayz as the minimum age varies. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in East Gwillimbury for?
The amount of time you can book an East Gwillimbury holiday home for is up to each property. Just tap in your dates of travel to browse options offering longer term stays. They come with everything you need to make your extended getaway more enjoyable and convenient, like kitchens and backyards. Some holiday homes might also offer weekly or monthly discounts, so you can stick around for longer for less.

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