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Compare 58 Cottages in Keswick with updated reviews, rates, and availability.

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!
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
9.6 out of 10, Exceptional, (70)
"12 longtime friends who want to catch up. We chat, eat, drink, dance, sing, shop, do crafts, take walks and laugh and laugh and laugh. We had an awesome time and loved our accommodations. Thank you."
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%
Two Story Boathouse Located On East Side of Lake Simcoe
9.4 out of 10, Exceptional, (18)
"Beautiful house, amazing location. Super friendly and helpful owner, and pops in to check on guests often."
The price is SAR 537
SAR 1,038 total
includes taxes & fees
30 Nov - 1 Dec
Two Story Boathouse Located On East Side of Lake Simcoe
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!
Cozy Cottage Across Lake Simcoe
9.4 out of 10, Exceptional, (3)
"The cottage was good had room for whole family. Just needs working smoke alarms to have a safer stay"
Cozy Cottage Across Lake Simcoe
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
10.0 out of 10, Exceptional, (15)
"I decided to have our annual golf weekend in Innisfil this year. I was very fortunate to find this large modern home to accommodate our eight golfers. Everyone enjoyed thie spacious, clean and comfortable surroundings."
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
Very cool and chill place to relax ☺️
6.0 out of 10, (4)
"Good for stay in vacation."
The price is SAR 806
SAR 1,899 total
includes taxes & fees
18 Nov - 19 Nov
Very cool and chill place to relax ☺️
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
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
9.8 out of 10, Exceptional, (8)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
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 6,677
SAR 9,437 total
includes taxes & fees
16 Dec - 17 Dec
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair
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
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
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
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 806
SAR 1,899 total
includes taxes & fees
16 Nov - 17 Nov
Utopia villa and spa
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
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
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
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
Kettleby Country Retreat On 2.5 Acres
9.8 out of 10, Exceptional, (6)
"Wonderful property and great communication from Francesco. We had a great time!"
Kettleby Country Retreat On 2.5 Acres
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, (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!
Parkside House
3.5 star property
9.4 out of 10, Exceptional, (267)
"Great apartment style property, priced more than reasonable "
The price is SAR 292
SAR 347 total
includes taxes & fees
17 Nov - 18 Nov
Parkside House
Residence & Conference Centre - King City
2.0 star property
8.0 out of 10, Very Good, (377)
"Very quiet place to stay that offered 2 seperate rooms with small kitchen and fairly sized bathroom. The mattresses were pretty soft which didnt offer the ideal support."
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.

Frequently asked questions

How much do cottages in Keswick cost?
Prices for cottages in Keswick range between SAR 537 and SAR 6,677 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 58 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?
Expedia has some wonderful cottages in Keswick, so start packing your bags for a memorable stay on nature’s doorstep. If you have a set budget, select how much you want to spend and the star rating of your property. Or, make the most of our filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect pad whatever your trip looks like.
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