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

East Gwillimbury Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for East Gwillimbury vacation rentals

Bar (on property)

1. Private recreational basement in Holland Landing

Private recreational basement in Holland Landing
East Gwillimbury
8.8 out of 10, Excellent, (18 reviews)
"Very accommodating was a great place to stay."
Canada
Julie D.
$136 nightly
The price is $154
Nov 12 - Nov 13
Total with taxes and fees
Private recreational basement in Holland Landing
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
$281 nightly
The price is $327
Nov 16 - Nov 17
Total with taxes and fees
Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
Room

3. 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, (16 reviews)
"This location is perfect for one or two travelers who are looking for a quiet stay in a neighborhood that is well connected to amenities. The check-in process and communication with the host was efficient and easy. The room was well appointed and very comfortable."
Canada
Diane
$117 nightly
The price is $132
Nov 19 - Nov 20
Total with taxes and fees
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
A modern kitchen with white cabinetry, a dishwasher, and a dining area with two chairs.

4. Woodspring Vacation Home

Woodspring Vacation Home
Newmarket
9.4 out of 10, Exceptional, (28 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
$291 nightly
The price is $328
Nov 12 - Nov 13
Total with taxes and fees
Woodspring Vacation Home
Property grounds

5. 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
$167 nightly
The price is $188
Nov 14 - Nov 15
Total with taxes and fees
Spacious | Private | Quiet | 2 BR Walkout Suite
A modern kitchen with stainless steel appliances, a microwave, oven, and a refrigerator.

6. 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
$121 nightly
The price is $137
Nov 12 - Nov 13
Total with taxes and fees
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Living area

7. New & Private Modern Suite | Free Parking | Walk To Shops & Cafés

New & Private Modern Suite | Free Parking | Walk To Shops & Cafés
Aurora
9.8 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay, everything was very clean and bright. Communication with the host was very prompt. Far enough out of the big city but close enough to the big city with all amenities very close by. Would definitely stay here again."
United States
Michael B.
$142 nightly
The price is $161
Nov 12 - Nov 13
Total with taxes and fees
New & Private Modern Suite | Free Parking | Walk To Shops & Cafés
A two-story house with a front porch, a covered entryway, and a small front yard.

8. The Scarlet Retreat | Spacious 2BR Suite

The Scarlet Retreat | Spacious 2BR Suite
Bradford West Gwillimbury
$174 nightly
The price is $197
Nov 12 - Nov 13
Total with taxes and fees
The Scarlet Retreat | Spacious 2BR Suite
A modern living room with a sofa, a TV, and large windows.

9. 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.
$168 nightly
The price is $190
Nov 30 - Dec 1
Total with taxes and fees
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
A two-story house with a garage, surrounded by trees and a clear sky.

10. Villa in the Forest with Tesla charger

Villa in the Forest with Tesla charger
King
10.0 out of 10, Exceptional, (1 review)
"If you are looking for a nice quiet stay in Newmarket then this affords you a level of privacy that you need to get away from it all."
Canada
Jeff B.
$580 nightly
The price is $675
Nov 12 - Nov 13
Total with taxes and fees
Villa in the Forest with Tesla charger
A staircase with a glass door leading to a shoe rack.

11. 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, (21 reviews)
"Quite, clean, had everything we needed.. great place to spend with the family, I would definitely give this one 2 thumbs up!"
United States
Nick T.
$97 nightly
The price is $110
Nov 15 - Nov 16
Total with taxes and fees
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
A paved pathway leading to a house with a stone facade, a white railing, and a small garden area.

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

Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
Richmond Hill
8.6 out of 10, Excellent, (8 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.
$106 nightly
The price is $120
Nov 17 - Nov 18
Total with taxes and fees
Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
A wooden cabin with a porch, surrounded by snow and trees.

13. 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, (160 reviews)
"Great little cabin! Very private and cozy. Zero issues during our stay and very reasonable price."
United States
Brodie V.
$204 nightly
The price is $230
Nov 15 - Nov 16
Total with taxes and fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
A living room with a view of the sea, a balcony with a railing, and a sign that reads 'Life is better here.'

14. Waterfront Stay | Lake Simcoe | 3BR Escape

Waterfront Stay | Lake Simcoe | 3BR Escape
Innisfil
$349 nightly
The price is $394
Nov 12 - Nov 13
Total with taxes and fees
Waterfront Stay | Lake Simcoe | 3BR Escape
A modern kitchen with stainless steel appliances, a marble island, and pendant lighting.

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

Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland
Richmond Hill
$228 nightly
The price is $257
Nov 18 - Nov 19
Total with taxes and fees
Elegant 2BR/2BA Suite • Near Lake Wilcox, GO Transit & Wonderland
A backyard with a swimming pool, deck, and outdoor seating area.

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

Cozy 2 bedroom basement with pool, jacuzzi, gym & sauna. Come see the chickens
Gormley
9.6 out of 10, Exceptional, (7 reviews)
"We had such a great time staying here! The house was exactly what we were looking for clean, cozy, and had everything we needed. The pool and jacuzzi were amazing and definitely our favorite part. It was the perfect place to relax and unwind.The location was peaceful, and we really enjoyed spending time outside. The host was kind, responsive, and made everything easy from start to finish.We made some wonderful memories here and wouldn't hesitate to stay again. Highly recommend this place to...
United States
Zakaria G.
$339 nightly
The price is $383
Nov 12 - Nov 13
Total with taxes and fees
Cozy 2 bedroom basement with pool, jacuzzi, gym & sauna. Come see the chickens
A two-story brick house with a front garage, a balcony, and a basketball hoop in the front yard.

17. Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry

Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry
Richmond Hill
9.8 out of 10, Exceptional, (7 reviews)
"Great host! And very clean place"
Canada
KABIR
$180 nightly
The price is $204
Nov 17 - Nov 18
Total with taxes and fees
Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry
A modern living room with a fireplace, a dining area with a glass table, and a large window.

18. Walk-out unit—better than any hotel

Walk-out unit—better than any hotel
Richmond Hill
$123 nightly
The price is $139
Nov 18 - Nov 19
Total with taxes and fees
Walk-out unit—better than any hotel
A living room with a white sofa, a coffee table with a glass bowl, and a flat-screen TV on a stand.

19. Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
6.0 out of 10, (3 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
$211 nightly
The price is $238
Nov 12 - Nov 13
Total with taxes and fees
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
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.

20. 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
$90 nightly
The price is $101
Nov 30 - Dec 1
Total with taxes and fees
Crazy Farm C-Can Chalet
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

Monte Carlo Inn Barrie Suites

Monte Carlo Inn Barrie Suites

8/10 Good
"Desk staff were good, no line ups."
Carolyn 1-night trip
Posted 2 hours ago
Monte Carlo Inn Barrie Suites

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 $139 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.