A river with cattails and yellow flowers, surrounded by trees and mist.

East Gwillimbury Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for East Gwillimbury vacation rentals

A modern kitchen with white cabinets, stainless steel appliances, and a black sink.

1. New, Clean and Comfortable Apartment with Private Entrance.

New, Clean and Comfortable Apartment with Private Entrance.
East Gwillimbury
9.0 out of 10, Wonderful, (12 reviews)
"easy to check in and a great place to stay! very helpful hosts."
United States
Kwame A.
$143 nightly
The price is $161
Sep 27 - Sep 28
Total with taxes and fees
New, Clean and Comfortable Apartment with Private Entrance.
A woman sitting on a bench inside a wooden sauna with a Harvia sauna heater in front of her, surrounded by wooden benches and a large circular window.

2. Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
East Gwillimbury
$259 nightly
The price is $286
Sep 29 - Sep 30
Total with taxes and fees
Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
A two-story house with a garage, double doors, and a nameplate reading "247 Walter English Drive".

3. The Luxe Haven

The Luxe Haven
East Gwillimbury
$242 nightly
The price is $273
Sep 26 - Sep 27
Total with taxes and fees
The Luxe Haven
A bedroom with a bed, two bedside tables, and a window with blinds.

4. Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!

Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Georgina
10.0 out of 10, Exceptional, (1 review)
"The amenities of this property were amazing. The outdoor entertainment area with home theatre, hot tub, sauna and peaceful garden was fantastic It was a true gem, happy that I experienced with my family’s This is perfect for couple getaway or a girls trip! Highly recommend!"
Canada
Sorina
$225 nightly
The price is $254
Sep 26 - Sep 27
Total with taxes and fees
Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!

5. Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub
Georgina
9.8 out of 10, Exceptional, (50 reviews)
"Fabulous location right on the lake with excellent backyard set-up"
Canada
Dwight C.
$984 nightly
The price is $1,112
Oct 8 - Oct 9
Total with taxes and fees
Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub
A modern kitchen with white cabinetry, a dishwasher, and a dining area with two chairs.

6. Woodspring Vacation Home

Woodspring Vacation Home
Newmarket
9.2 out of 10, Wonderful, (25 reviews)
"We stayed at this house for two nights for a wedding near by, and the house is beautiful and so clean. There are lots of bathrooms and bed. The whole house is super spacious with lots of areas to sit and relax. The house is also across the street from a nice park if you want a nice stroll. I would stay again if I'm in town."
Canada
Lily
$328 nightly
The price is $371
Sep 27 - Sep 28
Total with taxes and fees
Woodspring Vacation Home
A hallway with a dining area in the background, a bathroom with a toilet and bathtub, and a door with a brass handle.

7. RH Executive Stay

RH Executive Stay
3.0 star property
Richmond Hill
$563 nightly
The price is $636
Sep 26 - Sep 27
Total with taxes and fees
RH Executive Stay
A modern kitchen with stainless steel appliances, dark cabinetry, and a wine rack.

8. Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups

Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Gilford
9.6 out of 10, Exceptional, (19 reviews)
"Nice and clean place . "
Canada
zeshan r.
$1,362 nightly
The price is $1,539
Sep 27 - Sep 28
Total with taxes and fees
Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a black countertop. There is a sink, a microwave, and a stove. The room has a wooden floor and a dining area with a table and chairs.

9. Escape to Nature, Sleep Under The Stars

Escape to Nature, Sleep Under The Stars
Zephyr
10.0 out of 10, Exceptional, (1 review)
"amazing experience"
United States
Melissa B.
$276 nightly
The price is $312
Oct 5 - Oct 6
Total with taxes and fees
Escape to Nature, Sleep Under The Stars
A wooden cabin with a porch, surrounded by snow and trees.

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

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Sutton
9.6 out of 10, Exceptional, (156 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
$214 nightly
The price is $242
Sep 27 - Sep 28
Total with taxes and fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
A modern building with a dark exterior, large windows, and a grassy yard with two birch trees.

11. Cozy 1-bedroom in basement house in adorable Richmond Hill with AC

Cozy 1-bedroom in basement house in adorable Richmond Hill with AC
Richmond Hill
2.0 out of 10, (1 review)
"DO NOT FALL FOR THIS PROPERTY. It may look clean and “luxurious” in the pictures, but our experience was completely different. Upon arrival, the host told us the room we had booked was suddenly unavailable and offered us a basement room for an EXTRA $70. We were exhausted and didn’t have the time or extra money to find another place, so we agreed. After leaving our things and going out to eat, the host called us twice asking how long we would be out and saying he had a “SURPRISE” for us. When...
Canada
Anonymous traveler
$79 nightly
The price is $89
Oct 12 - Oct 13
Total with taxes and fees
Cozy 1-bedroom in basement house in adorable Richmond Hill with AC
A front-loading LG washer and dryer unit with a control panel, a digital display, and a vent hose.

12. Spacious | Private | Quiet | 2 BR Walkout Suite

Spacious | Private | Quiet | 2 BR Walkout Suite
Aurora
10.0 out of 10, Exceptional, (1 review)
"This property is an amazing, family-friendly retreat located in a peaceful, quiet neighborhood. The spacious unit is impeccably clean and features a fully equipped kitchen. The host provides outstanding, responsive service, making this an ideal choice for both short-term and long-term stays. Highly recommended."
Canada
Ayla
$257 nightly
The price is $291
Sep 28 - Sep 29
Total with taxes and fees
Spacious | Private | Quiet | 2 BR Walkout Suite

13. Nice and clean cosy apartment basement

Nice and clean cosy apartment basement
Newmarket
$168 nightly
The price is $189
Sep 26 - Sep 27
Total with taxes and fees
Nice and clean cosy apartment basement
A staircase with a glass door leading to a shoe rack.

14. 2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Richmond Hill
9.6 out of 10, Exceptional, (18 reviews)
"Host was very accommodating of our needs, cute little place "
Canada
Haley B.
$105 nightly
The price is $119
Oct 11 - Oct 12
Total with taxes and fees
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
A living room with a white sofa, a coffee table with a glass bowl, and a flat-screen TV on a stand.

15. Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
8.0 out of 10, Very good, (2 reviews)
"The host is so awesome! They sent me a professional booklet before my stay. All questions answered promptly. I would recommend them again and again!!!"
Canada
Ashna
$225 nightly
The price is $254
Sep 27 - Sep 28
Total with taxes and fees
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

16. Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Aurora
10.0 out of 10, Exceptional, (15 reviews)
"My daughter and I stayed here for one week and we had the most amazing time. The owner answered all our questions so that everything went smoothly - from the moment of check-in to how to get to the neighbourhood grocery shop. This area was very safe and quiet and most of all, this very well-kept and welcoming place made our trip so memorable and pleasurable. She even shared her fresh baked croissants with us!! We are so satisfied to be able to stay here."
Canada
Hitomi
$133 nightly
The price is $150
Oct 6 - Oct 7
Total with taxes and fees
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
A two-story house with a garage, surrounded by a well-maintained lawn and a driveway.

17. Beautiful Garden & Forest View Private Suite

Beautiful Garden & Forest View Private Suite
Richmond Hill
9.4 out of 10, Exceptional, (26 reviews)
"The host was very welcoming and we have really enjoyed more than our expectations."
Canada
MOHAMMED S.
$133 nightly
The price is $150
Sep 28 - Sep 29
Total with taxes and fees
Beautiful Garden & Forest View Private Suite

18. Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub
Georgina
10.0 out of 10, Exceptional, (16 reviews)
"The property is perfect! We love it and we will come back to it soon!"
Canada
farah b.
Lake Simcoe Waterfront Retreat | Private Dock, Sandy Beach & Hot Tub
A modern interior with a kitchen, dining area, and living room.

19. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
2.0 star property
Georgina
8.0 out of 10, Very good, (4 reviews)
"It was comfortable and cozy felt like home. Alot of beaches ,trails and shopping around."
Canada
Corinne
$140 nightly
The price is $158
Oct 2 - Oct 3
Total with taxes and fees
Cozy 3BR Cottage Near Lake Simcoe
A compact kitchen with wooden cabinets, a built-in microwave, and a small countertop.

20. Quiet Basement in Markham

Quiet Basement in Markham
Regional Municipality of York
$66 nightly
The price is $66
Sep 27 - Sep 28
Total with taxes and fees
Quiet Basement in Markham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top East Gwillimbury Hotel Reviews

Monte Carlo Inn & Suites Downtown Markham

Monte Carlo Inn & Suites Downtown Markham

10/10 Excellent
"Very clean and easy check in. Would go back again."
Lauren 1-night trip
Posted 1 hour ago
Monte Carlo Inn & Suites Downtown Markham

Find out more about East Gwillimbury

Everything you need to know about East Gwillimbury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the East Gwillimbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect East Gwillimbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

East Gwillimbury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Gwillimbury. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit East Gwillimbury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on East Gwillimbury rentals

At Expedia, we put the best East Gwillimbury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top East Gwillimbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream East Gwillimbury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Gwillimbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in East Gwillimbury?

Yes, we offer vacation rentals in East Gwillimbury close to Rail Yard Wake Park, or you can choose a more secluded option if you want a relaxing stay. Nature enthusiasts will enjoy the gardens in East Gwillimbury. Make sure you have time to check out the coffeehouses and temples during your trip.

What are some of the best vacation home rentals in East Gwillimbury?

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!: This vacation home near East Gwillimbury is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals are there in East Gwillimbury?

With 16 Expedia vacation rentals, you're sure to find just the right place for your East Gwillimbury stay.

What’s there to see and do in East Gwillimbury?

Holland Landing Prairie Provincial Park and Holland Marsh are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Rail Yard Wake Park. Queensville Antique Mall on Woodbine and Sharon Museum and Gardens are other places to visit while you're in town.

What’s a vacation rental in East Gwillimbury like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in East Gwillimbury. Vacation rentals feature extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.