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

East Gwillimbury Holiday Rentals

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Our top choices for East Gwillimbury holiday rentals

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.
The price is NZ$281
includes taxes & fees
5 Sept - 6 Sept
New, Clean and Comfortable Apartment with Private Entrance.

2. The Luxe Haven

The Luxe Haven
East Gwillimbury
The price is NZ$459
includes taxes & fees
15 Sept - 16 Sept
The Luxe Haven

3. Nice and clean cosy apartment basement

Nice and clean cosy apartment basement
Newmarket
The price is NZ$327
includes taxes & fees
13 Sept - 14 Sept
Nice and clean cosy apartment basement

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

Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Georgina
The price is NZ$318
includes taxes & fees
7 Sept - 8 Sept
Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!

5. 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 NZ$552
includes taxes & fees
7 Sept - 8 Sept
Escape to Nature, Sleep Under The Stars

6. Woodspring Vacation Home

Woodspring Vacation Home
Newmarket
9.2 out of 10, Wonderful, (24 reviews)
"This property provided a nice place for our family to stay while in town for a wedding. There was ample space for everyone to spread out. Rooms were clean and all the necessities you would expect were provided."
Canada
Lisa H.
The price is NZ$632
includes taxes & fees
7 Sept - 8 Sept
Woodspring Vacation Home

7. Lake Simcoe Waterfront Retreat Near Toronto Private Dock, Sandy Beach Hot Tub

Lake Simcoe Waterfront Retreat Near Toronto 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.
The price is NZ$1,982
includes taxes & fees
7 Sept - 8 Sept
Lake Simcoe Waterfront Retreat Near Toronto Private Dock, Sandy Beach Hot Tub

8. Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore

Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore
Georgina
10.0 out of 10, Exceptional, (14 reviews)
"The property is perfect! We love it and we will come back to it soon!"
Canada
farah b.
The price is NZ$2,021
includes taxes & fees
7 Sept - 8 Sept
Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore

9. 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, (155 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
The price is NZ$414
includes taxes & fees
7 Sept - 8 Sept
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

10. 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.
The price is NZ$2,738
includes taxes & fees
5 Sept - 6 Sept
Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups

11. 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 NZ$320
includes taxes & fees
5 Sept - 6 Sept
The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!

12. Family/Group: Cozy 3BR Entire Home

Family/Group: Cozy 3BR Entire Home
Bradford West Gwillimbury
The price is NZ$540
includes taxes & fees
4 Oct - 5 Oct
Family/Group: Cozy 3BR Entire Home

13. Warm & Cozy 3BR Retreat!

Warm & Cozy 3BR Retreat!
Bradford West Gwillimbury
10.0 out of 10, Exceptional, (1 review)
"Clean. As described. Perfect for what we needed.There were people outside at neighboring houses in the evening (not loud just enjoying the evening). You could not hear them inside.Know that there is one set of steps to get to the main floor and another set of steps to get to the bedroom level. Great for most people but it would be hard for some.We would stay again."
United States
Erica L.
The price is NZ$504
includes taxes & fees
6 Sept - 7 Sept
Warm & Cozy 3BR Retreat!

14. Cozy Lake Simcoe Waterfront Escape for 10

Cozy Lake Simcoe Waterfront Escape for 10
Innisfil
10.0 out of 10, Exceptional, (2 reviews)
"Everything was grand!!! This place was amazing."
United States
Robert
The price is NZ$862
includes taxes & fees
1 Oct - 2 Oct
Cozy Lake Simcoe Waterfront Escape for 10

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
The price is NZ$508
includes taxes & fees
15 Sept - 16 Sept
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

16. Villa in the Forest

Villa in the Forest
King
The price is NZ$1,275
includes taxes & fees
5 Oct - 6 Oct
Villa in the Forest

17. 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 NZ$262
includes taxes & fees
11 Sept - 12 Sept
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

18. 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 NZ$419
includes taxes & fees
8 Sept - 9 Sept
Spacious | Private | Quiet | 2 BR Walkout Suite

19. Luxe waterfront cottage with a private dome

Luxe waterfront cottage with a private dome
Whitchurch-Stouffville
10.0 out of 10, Exceptional, (1 review)
"The host was responsive and friendly. The accommodations were clean."
Canada
Christine
The price is NZ$602
includes taxes & fees
16 Sept - 17 Sept
Luxe waterfront cottage with a private dome

20. Chic Lakefront Summer Escape

Chic Lakefront Summer Escape
Whitchurch-Stouffville
9.2 out of 10, Wonderful, (23 reviews)
"Great place for a family getaway"
Canada
Aneeq A.
The price is NZ$1,071
includes taxes & fees
30 Sept - 1 Oct
Chic Lakefront Summer Escape
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

Find out more about East Gwillimbury

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our East Gwillimbury holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up East Gwillimbury. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in East Gwillimbury. Seeing all the best attractions is bound to make you fall in love with East Gwillimbury. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in East Gwillimbury short-term rentals, that won’t be hard to do.

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?

Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.: This holiday home rental outside of East Gwillimbury offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals are there in East Gwillimbury?

With 15 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 Marsh and Holland Landing Prairie Provincial Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Rail Yard Wake Park. Stardust Drive-In and Queensville Antique Mall on Woodbine 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.