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

East Gwillimbury Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for East Gwillimbury holiday rentals

A two-story house with a garage, double doors, and a nameplate reading "247 Walter English Drive".

1. The Luxe Haven

The Luxe Haven
East Gwillimbury
The price is HK$471
HK$2,032 total
includes taxes & fees
5 Oct - 6 Oct
The Luxe Haven
A modern kitchen with white cabinets, stainless steel appliances, and a black sink.

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

New, Clean and Comfortable Apartment with Private Entrance.
East Gwillimbury
8.6 out of 10, Excellent, (13 reviews)
"easy to check in and a great place to stay! very helpful hosts."
United States
Kwame A.
The price is HK$793
HK$1,257 total
includes taxes & fees
4 Oct - 5 Oct
New, Clean and Comfortable Apartment with Private Entrance.
A grassy outdoor area with a house in the background, a small statue, and a red object on the ground.

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

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
East Gwillimbury
The price is HK$978
HK$2,226 total
includes taxes & fees
4 Oct - 5 Oct
Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
A wooden cabin with a porch, surrounded by snow and trees.

4. 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, (157 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
The price is HK$1,016
HK$1,882 total
includes taxes & fees
5 Oct - 6 Oct
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Room

5. 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
The price is HK$661
HK$1,170 total
includes taxes & fees
14 Oct - 15 Oct
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Sauna

6. The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!

The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
Uxbridge
6.6 out of 10, (4 reviews)
"More of a glamping experience than a normal air bnb. Be handy with troubleshooting in case of any minor issues that can crop up, especially during storms. If you're up to the challenge, though, 5/5"
Canada
Jordan
The price is HK$892
HK$1,437 total
includes taxes & fees
4 Oct - 5 Oct
The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
A front-loading LG washer and dryer unit with a control panel, a digital display, and a vent hose.

7. 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
The price is HK$570
HK$1,640 total
includes taxes & fees
5 Oct - 6 Oct
Spacious | Private | Quiet | 2 BR Walkout Suite
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.

8. 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.
The price is HK$1,927
HK$2,489 total
includes taxes & fees
5 Oct - 6 Oct
Escape to Nature, Sleep Under The Stars
A modern kitchen with white cabinetry, a dishwasher, and a dining area with two chairs.

9. Woodspring Vacation Home

Woodspring Vacation Home
Newmarket
9.4 out of 10, Exceptional, (27 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
The price is HK$1,476
HK$2,887 total
includes taxes & fees
4 Oct - 5 Oct
Woodspring Vacation Home
A living room with a sofa, armchair, glass coffee table, and a flat-screen TV.

10. Wonderful place of Lake Simkoe

Wonderful place of Lake Simkoe
Innisfil
8.8 out of 10, Excellent, (8 reviews)
"We only stayed 1 night but it was perfect "
Canada
William O.
The price is HK$743
HK$2,029 total
includes taxes & fees
4 Oct - 5 Oct
Wonderful place of Lake Simkoe
A modern kitchen with stainless steel appliances, a microwave, oven, and a refrigerator.

11. Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Kettleby, King City
7.0 out of 10, Good, (4 reviews)
"Owners were very nice. Told us to reach out if we needed anything. She offered to help us with our luggage. Very sweet. Even though we were forewarned about the sound of the pump in washroom, we weren’t expecting it to be that loud and running that often. The washroom is right behind the bed, so it will wake you up. The place was pretty clean, except the washroom and the entrance. Bed was comfortable and floors were clean. Location was great for where we needed to be. Beautiful neighbourhood....
Canada
Frank
The price is HK$551
HK$1,114 total
includes taxes & fees
4 Oct - 5 Oct
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
A living room with a white sofa, a coffee table with a glass bowl, and a flat-screen TV on a stand.

12. 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
The price is HK$1,790
HK$2,309 total
includes taxes & fees
6 Oct - 7 Oct
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
A two-story house with a garage, surrounded by a well-maintained lawn and a driveway.

13. Beautiful Garden & Forest View Private Suite

Beautiful Garden & Forest View Private Suite
Richmond Hill
9.4 out of 10, Exceptional, (27 reviews)
"The host was very welcoming and we have really enjoyed more than our expectations."
Canada
MOHAMMED S.
The price is HK$551
HK$1,176 total
includes taxes & fees
5 Oct - 6 Oct
Beautiful Garden & Forest View Private Suite
Interior

14. Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland

Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland
Richmond Hill
The price is HK$1,085
HK$2,116 total
includes taxes & fees
10 Oct - 11 Oct
Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland
A modern kitchen with a central island, built-in appliances, and a dining area with a dark wood table and chairs.

15. Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO

Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO
Richmond Hill
10.0 out of 10, Exceptional, (7 reviews)
"Quick easy check-in, host was quick responding, location was quiet. This place was comfortable, immaculate with very beautiful features. I would definitely stay here again. It’s also close to grocery store and other sights. "
Canada
Velma N.
The price is HK$914
HK$1,892 total
includes taxes & fees
2 Nov - 3 Nov
Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO
A modern living room with a sofa, a TV, and large windows.

16. Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Bond head
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and the host was very accommodating. One of the best places to stay in the area."
United States
A A.
The price is HK$832
HK$1,494 total
includes taxes & fees
13 Oct - 14 Oct
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
A staircase with a glass door leading to a shoe rack.

17. 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
9.4 out of 10, Exceptional, (19 reviews)
"Host was very accommodating of our needs, cute little place "
Canada
Haley B.
The price is HK$666
HK$927 total
includes taxes & fees
11 Oct - 12 Oct
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
A cozy living room with a brown sofa, a coffee table, and a TV. There's a kitchen area with a fridge and a sink in the background.

18. Crazy Farm C-Can Chalet

Crazy Farm C-Can Chalet
Innisfil
8.8 out of 10, Excellent, (6 reviews)
"Hospitality was on key. Enjoyed our stay"
Canada
Hannah
The price is HK$606
HK$859 total
includes taxes & fees
1 Nov - 2 Nov
Crazy Farm C-Can Chalet
A multi-story building with a stone facade and multiple windows.

19. 5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Georgina
9.8 out of 10, Exceptional, (7 reviews)
"Excellent property close to our event and family. Really enjoyed our stay. "
Canada
Jeff
The price is HK$1,101
HK$1,991 total
includes taxes & fees
6 Oct - 7 Oct
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
A modern hallway with wooden flooring, white walls, and a door leading to a room with a large window.

20. Luxury, Brand-New, Spacious , Modern Apartment with One Parking.

Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
Richmond Hill
8.4 out of 10, Very good, (7 reviews)
"Host was very accommodating place was very clean and spacious bathroom and shower were absolutely perfect definitely will be back again!"
Canada
Keyonna G.
The price is HK$706
HK$1,041 total
includes taxes & fees
8 Oct - 9 Oct
Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top East Gwillimbury Hotel Reviews

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

10/10 Excellent
"Hotel was nice and the room was comfortable."
Juliana 1-night trip
Posted 4 hours ago
Hilton Toronto/Markham Suites Conference Centre & Spa

Find out more about East Gwillimbury

Search for holiday rentals in East Gwillimbury on Expedia! You can easily find your home rentals, villas, holiday apartments in East Gwillimbury using one of the methods below:

  • View our selection of featured holiday rentals in East Gwillimbury
  • Use the map to find apartments and other holiday homes in the East Gwillimbury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in East Gwillimbury while they last

Look no further and take a look at our great range of rental properties in East Gwillimbury!

Frequently asked questions

Can I find a holiday rental in East Gwillimbury?

Yes, there are holiday rentals in East Gwillimbury close to Rail Yard Wake Park, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in East Gwillimbury. Make sure you have time to check out the coffee shops and temples during your trip.

What are some of the best holiday rentals that East Gwillimbury has to offer?

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!: This holiday home rental outside of East Gwillimbury is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals are there in East Gwillimbury?

With 16 Expedia holiday rentals, you're guaranteed 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 holiday rental in East Gwillimbury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in East Gwillimbury. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.