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Featured Cottages in Keswick

Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!

9.8 out of 10, Exceptional, (35)
"Was a great location. Host was very responsive and provided all the information we needed. House was perfect for 6 couples."
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (77)
"A great space to have the whole family be able to eat and play together, but have separate rooms for each couple.Lots of stairs - to all bedrooms and even a washroom, so not accessible-friendly, but as long as that's not an issue, enjoy!"
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

10.0 out of 10, Exceptional, (20)
"Homey with ample space. "
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

Cozy Private Waterfront Cottage at Lake Simcoe

The price is NZ$1,244
includes taxes & fees
13 May - 14 May
Cozy Private Waterfront Cottage at Lake Simcoe

ARCA Cozy Cabin-Innisfil Beach

9.4 out of 10, Exceptional, (3)
"Great spot for families"
The price is NZ$551
includes taxes & fees
13 May - 14 May
ARCA Cozy Cabin-Innisfil Beach

La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

9.6 out of 10, Exceptional, (14)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR

9.4 out of 10, Exceptional, (46)
"Great time as always!"
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR

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

Cute family cottage getaway near Lake Simcoe!

10.0 out of 10, Exceptional, (12)
"Nice place "
Cute family cottage getaway near Lake Simcoe!

Two Story Boathouse Located On East Side of Lake Simcoe

9.4 out of 10, Exceptional, (18)
"Host went out of his way to make our stay enjoyable, had a great weekend"
The price is NZ$464
includes taxes & fees
31 May - 1 June
Two Story Boathouse Located On East Side of Lake Simcoe

Beach-Front Private Paradise Directly on Lake Simcoe

9.2 out of 10, Wonderful, (26)
"Beautiful cottage, amazing view of the water. The girls loved the dock"
Beach-Front Private Paradise Directly on Lake Simcoe

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Cozy Cottage Across Lake Simcoe

9.2 out of 10, Wonderful, (5)
"Excellent location"
Cozy Cottage Across Lake Simcoe

Luxury Lake Simcoe Waterfront Cottage

10.0 out of 10, Exceptional, (5)
"We couldn't of had a better experience. The property and host we're first class and provided our family and friends one of the best times we've had on a vacation."
Luxury Lake Simcoe Waterfront Cottage

Utopia villa and spa

10.0 out of 10, Exceptional, (6)
"Lots to do a great property."
The price is NZ$861
includes taxes & fees
2 May - 3 May
Utopia villa and spa

Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair

6.0 out of 10, (2)
"Excellent location very responsive host. The only thing that was inaccurate in the listing was the total of bedrooms. On the listing it has eight bedrooms and unfortunately, this place only has five bedrooms and one out of the five bedrooms is a child’s room so it won’t sleep two people comfortably.our group was 6 couples and it was hard to deal with bedroom arrangements. The property lacked maintenance overall. Will definitely rent again in the future but only maximum 4 couples. "
The price is NZ$4,306
includes taxes & fees
2 May - 3 May
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair

Lake View Haven Cottage w/ Hot Tub and just Steps to Innisfil Beach!

9.0 out of 10, Wonderful, (2)
"Perfect weekend away with friends. Location was ideal and within walking distance to beach and trails. All communication with Michelle was prompt and helpful. House had many amenities including cute outdoor space with firepit, fire tables and a very clean hot tub. Beds and linens were comfortable. "
Lake View Haven Cottage w/ Hot Tub and just Steps to Innisfil Beach!

3 Bedrooms Cottage W LAKE VIEWS, beside waterfront trail and steps from beach

9.0 out of 10, Wonderful, (4)
"Great house, nice sized bedrooms, beautiful views of Lake. Great location for an adult family."
3 Bedrooms Cottage W LAKE VIEWS, beside waterfront trail and steps from beach

Private lakefront house on lake simcoe. Perfect for outdoor enthusiasts

10.0 out of 10, Exceptional, (1)
"This lake house is as close to perfection as it gets! I stayed there for 3 weeks and had friends and family come and go as this lake house is only an hour away from Vaughan. The decor was absolutely stunning - a modern farmhouse look and feel. The house was very clean and had all the comforts of home. There were many water toys included - paddle boards, Lilly pad, canoe, kayak. There was a beautiful shaded area with Muskoka chairs and a fire pit sitting above the dock. Plenty of room for 8...
Private lakefront house on lake simcoe. Perfect for outdoor enthusiasts

LakeHouse S/W Exposure! Hot Tub, Sandy Water Game Room Lake Simcoe!

9.8 out of 10, Exceptional, (6)
"Our group had a wonderful, relaxing and comfortable time at Ethan's cottage. The place is exactly as described and as pictured in the post. It is very clean and well-furnished to host large groups. There was more than enough dishes, utensils, glassware and linens to comfortably house our large group. We frequently rent cottages and Ethan's cottage is the cleanest and best one we've rented. We were very comfortable and would visit again. Ethan is a great host who is helpful, friendly,...
LakeHouse S/W Exposure! Hot Tub, Sandy Water Game Room Lake Simcoe!
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 Keswick

Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!

9.8 out of 10, Exceptional, (35)
"Was a great location. Host was very responsive and provided all the information we needed. House was perfect for 6 couples."
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (296)
"Owner met us and showed us around."
The price is NZ$165
includes taxes & fees
7 May - 8 May
Parkside House

Residence & Conference Centre - King City

2.0 star property
8.0 out of 10, Very good, (378)
"Everything was amazing, I loved staying here!"
The price is NZ$140
includes taxes & fees
13 May - 14 May
Residence & Conference Centre - King City
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.