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Compare 61 Cottages in East Gwillimbury with updated reviews, rates, and availability.

Two Story Boathouse Located On East Side of Lake Simcoe
Exterior
Two Story Boathouse Located On East Side of Lake Simcoe
9.2 out of 10, Wonderful, (15)
"We decided to come back next time. We did not much enjoy because the water is super wavy. "
The price is SAR 553
SAR 1,053 total
includes taxes & fees
29 Sep - 30 Sep
Two Story Boathouse Located On East Side of Lake Simcoe
Cute family cottage getaway near Lake Simcoe!
Firepit -Backyard in Summer
Cute family cottage getaway near Lake Simcoe!
9.8 out of 10, Exceptional, (9)
"Nice place "
Cute family cottage getaway near Lake Simcoe!
Cozy Cottage Across Lake Simcoe
Beach
Cozy Cottage Across Lake Simcoe
10.0 out of 10, Exceptional, (2)
"We really enjoyed the house and easy access to Lake Simcoe. The beds were comfortable, the grill worked really well and there was a fire pit in the backyard we used on two of our nights there."
Cozy Cottage Across Lake Simcoe
Direct Waterfront Cottage to Lake Simcoe w/Hot Tub, Sauna, BBQ Stove, Deck, Dock
Property grounds
Direct Waterfront Cottage to Lake Simcoe w/Hot Tub, Sauna, BBQ Stove, Deck, Dock
10.0 out of 10, Exceptional, (1)
"We had such an incredible trip! Our group ended up renting a pontoon boat that we were able to come and go right from the dock. Water was crystal clear which made swimming so enjoyable for us. We booked this cottage as it was one of the very few places that had both a hot tub and a sauna. Cottage had everything we needed. Will definitely book again for longer next time for sure."
The price is SAR 1,244
SAR 1,956 total
includes taxes & fees
1 Oct - 2 Oct
Direct Waterfront Cottage to Lake Simcoe w/Hot Tub, Sauna, BBQ Stove, Deck, Dock
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
Living/Family Room
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
9.6 out of 10, Exceptional, (66)
"Great space for our groups of 8. We would highly recommend this properly. "
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
Lake Simcoe LakeHouse-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
Terrace/patio
Lake Simcoe LakeHouse-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
9.8 out of 10, Exceptional, (32)
"The cottage is spacious, clean, well-equipped and attractive. There was plenty of eating, sleeping and sitting room for our family of 11. The outdoor area is comfortable. We spent most of our time in the water, on the lily pad, kayaking, sitting on the dock, in the hot tub, relaxing in the shaded sitting area and chatting around the lighted fire pit. Thanks Ethan for being attentive and pleasant. "
Lake Simcoe LakeHouse-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
Truly a slice of heaven a must see!
Property grounds
Truly a slice of heaven a must see!
10.0 out of 10, Exceptional, (31)
"Great week at the cottage with the kids! Well taken care of by the property manager. All was perfect! "
Truly a slice of heaven a must see!
Cheerful 4 Bedroom Cottage w/free Parking & WiFi, on Lake Simcoe
Exterior
Cheerful 4 Bedroom Cottage w/free Parking & WiFi, on Lake Simcoe
10.0 out of 10, Exceptional, (1)
"The location was perfect for our Ice Fishing outing. The house has great sleeping accommodations. We found it to be nicely laid out. It was more expensive than we are used to paying over there. "
Cheerful 4 Bedroom Cottage w/free Parking & WiFi, on Lake Simcoe
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
Living area
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
10.0 out of 10, Exceptional, (14)
"Since the day we booked the host was very helpful to organize our saty. Very clean and convenient and accessible cottage. Spacious backyard with big BBQ machine. The host was available and respond to all our needs even after hours of operations thank you so much Mr.David for all your sup with smile face "
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
Very cool and chill place to relax ☺️
Exterior
Very cool and chill place to relax ☺️
6.0 out of 10, (4)
"Good for stay in vacation."
The price is SAR 830
SAR 1,953 total
includes taxes & fees
24 Sep - 25 Sep
Very cool and chill place to relax ☺️
Exclusive Lakefront House on Private Lake
Outdoor dining
Exclusive Lakefront House on Private Lake
9.8 out of 10, Exceptional, (13)
"The property was an hour drive from home and all the amenities close by. Cathy answered my questions immediately and was a perfect hostess. Unfortunately, we stayed during a heat wave, so it was hot, but there was an A/C unit in the main part of the cottage and ceiling fans all over the place. Had a wonderful time. Thanks Cathy."
Exclusive Lakefront House on Private Lake
PRIVATE COTTAGE Resort & SPA POOL SPA HOT TUB SAUNA 20 Wooded Acrs GRASSLAND
Exterior
PRIVATE COTTAGE Resort & SPA POOL SPA HOT TUB SAUNA 20 Wooded Acrs GRASSLAND
9.8 out of 10, Exceptional, (7)
"The property is gorgeous inside and out! The home is cozy, modern, clean and has everything you need. The amenities outside are incredible and the grounds are stunning, private and so well maintained. Kirill makes himself available for easy communication. We had a wonderful stay!"
PRIVATE COTTAGE Resort & SPA POOL SPA HOT TUB SAUNA 20 Wooded Acrs GRASSLAND
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair
Pool
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair
4.0 out of 10, (1)
"There are so many misrepresentation in ad and the actual property: The address in VRBO was different than the actual property’s address . Property suppose to have a lake view however it was facing to a lagoon which no swimming was allowed. This property suppose to have 8 Bed rooms per VRBO however there are only 5 bedrooms. The property should have AC and fan however there are fans only . It was hot.. Beds should be enough for 15 people however the two aired camping beds were not working...
The price is SAR 3,733
SAR 6,206 total
includes taxes & fees
24 Sep - 25 Sep
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair
Unplug at the Point: relax and recharge at your own private lakefront paradise
Property grounds
Unplug at the Point: relax and recharge at your own private lakefront paradise
9.4 out of 10, Exceptional, (6)
" Beautiful property and lodging. Very comfortable "
Unplug at the Point: relax and recharge at your own private lakefront paradise
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
Exterior
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
9.4 out of 10, Exceptional, (44)
"Great time as always!"
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
Beach-Front Private Paradise Directly on Lake Simcoe
60' Dock with space for everybody
Beach-Front Private Paradise Directly on Lake Simcoe
9.2 out of 10, Wonderful, (26)
"We stayed at Amy’s cottage/home for 3 nights in August 2024 with our friends and all our kiddos. We had the best time. The cottage was layed out perfectly, with the big dining area and living room. I loved the covered porch. The fire pit was overlooking the water and you can see the sunset every night. The dock was large and could fit us all. The water was perfect. It wasn't weedy but having water shoes is helpful as its rocky in some places. We spent the whole day in the water. Also, the...
Beach-Front Private Paradise Directly on Lake Simcoe
Utopia villa and spa
Living area
Utopia villa and spa
10.0 out of 10, Exceptional, (5)
"Lots to do a great property."
The price is SAR 830
SAR 1,956 total
includes taxes & fees
24 Sep - 25 Sep
Utopia villa and spa
3 Bedrooms Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
Exterior
3 Bedrooms Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
9.0 out of 10, Wonderful, (4)
"I booked this property for my husband, brother and his family and myself to stay on the weekend of my daughter's wedding. The decor and atmosphere of the cottage was rustic romantic and perfect for hosting the rehearsal after party with the wedding party, getting the bridal party ready on the day of the wedding, and of course to enjoy being with our family. There was so much room for a family of 5 on one side of the house and my husband and I stayed in what can be described as a honeymoon suite....
3 Bedrooms Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
Room
Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
8.6 out of 10, Excellent, (4)
"Loved this cottage, the host was very responsive and the decorations were a wonderful touch. Thinking of planning another summer retreat to this property in the future. If you and your family need a peaceful private escape, this is the place for you! "
Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto
View from the street
Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto
10.0 out of 10, Exceptional, (12)
"We really enjoyed our time! Thank you!"
Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto
Don't see what you're looking for?
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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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Other property types in East Gwillimbury

Private recreational basement in Holland Landing
Interior
Private recreational basement in Holland Landing
9.8 out of 10, Exceptional, (9)
"The host is terrific and this was our second booking. We noticed slight upgrades within the unit. :) When we come back to visit, we will be booking this unit once again."
The price is SAR 498
SAR 709 total
includes taxes & fees
24 Sep - 25 Sep
Private recreational basement in Holland Landing
A Gorgeous Victorian Country Style Farm Stay!
Property grounds
A Gorgeous Victorian Country Style Farm Stay!
9.8 out of 10, Exceptional, (6)
"Wonderful hosts with a large and comforting amenities"
A Gorgeous Victorian Country Style Farm Stay!
Parkside House
Front of property
Parkside House
3.5 star property
9.4 out of 10, Exceptional, (260)
"Clean and comfortable 👍"
The price is SAR 328
SAR 391 total
includes taxes & fees
24 Sep - 25 Sep
Parkside House
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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