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Compare Cottages in Keswick with updated reviews, rates, and availability.

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Living/Family Room

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (75)
"We found the home perfect for our family, the six bedrooms and large couches and dining table plus a fantastic kitchen really made it easy to relax cook and enjoy each others company. We were totally pleased with Kaleem’s home and his acssesability for questions"
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
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, (16)
"Goal was to spend Christmas day with family plus one extended family member from overseas out of the cramped condo and this cottage fit the bill perfectly. To better the chances of a white Christmas we chose a location close to Barrie but not too far north where we might get snowed in. The cottage is not lake-side or in a touristy area but we enjoyed using the BBQ grill and playing in the snow in the backyard. Inside was very clean and tidy with all the daily living essentials - note: there is...
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
Exterior

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

9.4 out of 10, Exceptional, (11)
"A great spot for me and some friends to use as a home base for ice fishing on Cook's Bay."
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
ARCA Cozy Cabin-Innisfil Beach
Beach

ARCA Cozy Cabin-Innisfil Beach

8.0 out of 10, Very Good, (1)
"Great spot for families"
ARCA Cozy Cabin-Innisfil Beach
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
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
Terrace/patio

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

9.8 out of 10, Exceptional, (34)
"We go away yearly a large group of ladies (11 this time) our NEED and must have is a big enough table for us all to sit at to play our cards, dice and any other game we choose, this had that. Property management was there for any beck and call which is always great, very prompt with a response which was greatly appreciated. Clean property, didn't really get to enjoy the outdoors as it was raining whole time there, close to town if you need anything which is nice. Lots of room for everyone,...
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
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
Cute family cottage getaway near Lake Simcoe!
Firepit -Backyard in Summer

Cute family cottage getaway near Lake Simcoe!

10.0 out of 10, Exceptional, (11)
"Excellent property and hosts have very quick communication. 10/10!"
Cute family cottage getaway near Lake Simcoe!
Exclusive Lakefront House on Private Lake
Terrace/patio

Exclusive Lakefront House on Private Lake

9.8 out of 10, Exceptional, (14)
"Loved the cottage, warm, comfortable, relaxing. Enjoyed staying two days over the holidays for a skiing getaway. Cathy was an amazing host and helped us with everything leaving up to the stay! Would love to visit again."
Exclusive Lakefront House on Private Lake
Cozy Cottage Across Lake Simcoe
Beach

Cozy Cottage Across Lake Simcoe

9.2 out of 10, Wonderful, (5)
"the premises were well received by our adult children and 1 dog. The beds were very comfortable with ample hot water.The only disappointment was the failure to plow the snow but our vehicles were able to get thru'"
Cozy Cottage Across Lake Simcoe
Luxury Lake Simcoe Waterfront Cottage
Welcome to our lakefront vacation rental!

Luxury Lake Simcoe Waterfront Cottage

10.0 out of 10, Exceptional, (5)
"This home exceeded our expectations. Large, well built, almost new home with plenty of amenities. Our kids loved it!"
Luxury Lake Simcoe Waterfront Cottage
Utopia villa and spa
Interior

Utopia villa and spa

10.0 out of 10, Exceptional, (6)
"I booked this property for the week leading upto my wedding for myself and my groomsmen to hang out and unwind before the big day. This property was absolutely perfect, hard to say anything bad at all. A deceptively huge property has so much to offer, there is something for everyone, regardless of age. There are lawn games for kids, a pool table, darts and foosball for those a little older, plus a pool, hottub and sauna. There is even a ps5 for those who prefer to stay inside. There really is...
The price is SAR 656
SAR 1,678 total
includes taxes & fees
9 Feb - 10 Feb
Utopia villa and spa
Very cool and chill place to relax ☺️
Exterior

Very cool and chill place to relax ☺️

6.0 out of 10, (4)
"It is a decent property with spacious living room and dining area. The property is neat and clean. The only limitation this has is that there is just one washroom on the upper floor, so amongst 3 bedrooms you get only 1 washroom. The most inconvenient part for us when we visited was that the powder washroom was unusable as the lights were not working and since it had no window, it was totally dark. "
Very cool and chill place to relax ☺️
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
LakeHouse S/W Exposure! Hot Tub, Sandy Water Game Room Lake Simcoe!
Terrace/patio

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

9.6 out of 10, Exceptional, (5)
"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!
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair
Pool

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 SAR 6,560
SAR 9,272 total
includes taxes & fees
9 Feb - 10 Feb
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair
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
Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Pool

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
Room

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

8.8 out of 10, Excellent, (5)
"We had a great stay, the place was clean, organized and well kept "
Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
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
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!
Terrace/patio

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

9.8 out of 10, Exceptional, (34)
"We go away yearly a large group of ladies (11 this time) our NEED and must have is a big enough table for us all to sit at to play our cards, dice and any other game we choose, this had that. Property management was there for any beck and call which is always great, very prompt with a response which was greatly appreciated. Clean property, didn't really get to enjoy the outdoors as it was raining whole time there, close to town if you need anything which is nice. Lots of room for everyone,...
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
LakeHouse S/W Exposure! Hot Tub, Sandy Water Game Room Lake Simcoe!
Terrace/patio

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

9.6 out of 10, Exceptional, (5)
"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!
Parkside House
Front of property

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (282)
"great night stay, cozy & comfortable for a quick nights stay for my job. I wish the door had a dead bolt to feel more at ease but everything was great otherwise! "
The price is SAR 283
SAR 339 total
includes taxes & fees
17 Feb - 18 Feb
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.

Frequently asked questions

How much do cottages in Keswick cost?
Prices for cottages in Keswick range between and per night. No matter your budget, you’ll find the perfect place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Keswick?
Make use of your vacation days and choose from cottages in Keswick. Yearning for a place where you can relax and stay in touch with nature? Expedia will help you find your ideal stay in only a click or two.
Why book your cottage in Keswick with Expedia?
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