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Compare 68 Cottages in Jacksons Point with updated reviews, rates, and availability.

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!
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
10.0 out of 10, Exceptional, (5)
"We are a family of 3 and stayed in this cozy cottage for 4 nights. The cottage is well maintained, nice and clean. The host is very patient and responds to our questions promptly. We enjoyed BBQ facing the lake, and sunrise in the morning! Will like to come back again. "
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
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, (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
Exterior
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 539
SAR 1,041 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!
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!
Cozy Cottage Across Lake Simcoe
Beach
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
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
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
Beach
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
10.0 out of 10, Exceptional, (1)
"We were looking for a location to just relax, enjoy and we found it here. The cosy cottage was perfect for us, we had a wonderful fire, toasted marshmallows and relaxed. . Anything we needed was close by . The cottage was very clean very well laid put. We thoroughly enjoyed our visit.WAllWmarshmallow "
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
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, (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
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
Property grounds
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
10.0 out of 10, Exceptional, (4)
"Grandparents with adult children and their two children. It was a great place to relax and fishing off the dock was great. The beach is beautiful"
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
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 808
SAR 1,906 total
includes taxes & fees
18 Nov - 19 Nov
Very cool and chill place to relax ☺️
Exclusive Lakefront House on Private Lake
Terrace/patio
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
Exterior
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
Secluded Countryside Estate with Private Trails
Living area
Secluded Countryside Estate with Private Trails
10.0 out of 10, Exceptional, (2)
"The property is exactly as per the pictures and description. Spacious, clean and very comfortable for our group. Easy to access to and great communication with the owner. Would definitely return!"
Secluded Countryside Estate with Private Trails
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 6,735
SAR 9,516 total
includes taxes & fees
14 Nov - 15 Nov
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
Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!
Exterior
Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!
9.8 out of 10, Exceptional, (19)
"Enjoyed the cottage for a full two weeks. The water entry has sand bottom and shallow. Great for young and older! Large flat lakeside lawn great for outdoor games. The large deck was enjoyed all times of the day and night. Fire pit right by the lake is perfect for star gazing. Inside there is a large dining table great for dinners and game nights. The furniture has been updated since last year. Cottage well equipped with TV and internet if you have to stay connected to technology. ...
Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!
Southside Lakehouse on Simcoe
Miscellaneous
Southside Lakehouse on Simcoe
2.0 out of 10, (1)
"Firstly,the cottage was extremely cold. It would have been better if the owner had checked the heating system prior to our arrival, as it took a significant amount of time for the cottage to warm up. However, the biggest problem we encountered was with the water supply. When ten people are renting a place, it is important to consider their needs for bathing, using the toilets, and doing laundry and dishes. Unfortunately, the condition of the cottage was not suitable for accommodating these...
Southside Lakehouse on Simcoe
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
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 Jacksons Point

Parkside House
Front of property
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 293
SAR 348 total
includes taxes & fees
19 Nov - 20 Nov
Parkside House
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, (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%
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Interior
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
9.2 out of 10, Wonderful, (19)
"The property manager was exceptionally helpful. Thanks so much."
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
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 Jacksons Point cost?
You can expect to pay between SAR 539 and SAR 6,735 per night for cottages in Jacksons Point. No matter your budget, an awesome stay is only a click or two away on Expedia. 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 Jacksons Point?
Take advantage of your vacation days and choose from 68 cottages in Jacksons Point. Longing for a place where you can reconnect with nature? Expedia can help you find your ideal retreat in only a click or two.
Why book your cottage in Jacksons Point with Expedia?
We think that a vacation should be stress-free, so if you’re on the lookout for cottages in Jacksons Point at an affordable rate, Expedia has got your back. Save money and opt for a wallet-friendly option surrounded by nature, or book an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Jacksons Point?
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