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Search Jacksons Point Cottage Rentals from CA $135

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Check prices for these dates

Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20
In one month
Aug 1 - Aug 3
In two months
Aug 29 - Aug 31

Browse Select Jacksons Point Cottages

Two Story Boathouse Located On East Side of Lake Simcoe
Property grounds

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 CA $180
CA $362 total
includes taxes & fees
Jul 3 - Jul 4
Two Story Boathouse Located On East Side of Lake Simcoe
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Interior

Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna

10.0 out of 10, Exceptional, (7)
"Would recommend this cottage to anyone planning on staying around bonnie beach!"
The price is CA $560
CA $999 total
includes taxes & fees
Jul 4 - Jul 5
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Cozy Private Waterfront Cottage at Lake Simcoe
Outdoor dining

Cozy Private Waterfront Cottage at Lake Simcoe

10.0 out of 10, Exceptional, (1)
"Beautiful views! The patio is outstanding!"
Cozy Private Waterfront Cottage at Lake Simcoe
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
Outdoor spa tub

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

9.6 out of 10, Exceptional, (14)
"Our stay was beautiful. Nice quiet area. The house was clean and looked exactly like the pictures. All the amenities worked. I would definitely come back here. "
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
Adorable waterfront escape
Terrace/patio

Adorable waterfront escape

The price is CA $135
CA $368 total
includes taxes & fees
Jul 6 - Jul 7
Adorable waterfront escape
Lakeside Bliss: Charming Retreat with Spectacular Views & Waterfront Location
Fridge, microwave, oven, stovetop

Lakeside Bliss: Charming Retreat with Spectacular Views & Waterfront Location

10.0 out of 10, Exceptional, (8)
"The property was so clean and beautiful! We had a great stay! "
Lakeside Bliss: Charming Retreat with Spectacular Views & Waterfront Location
Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto
Snow and ski sports

Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto

10.0 out of 10, Exceptional, (14)
"Nice quiet place to send a week with the family in a large cottage, with high speed internet allowing the teenage to enjoy there devices. Close to the beach and a nice area to visit."
Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto
The Nest Lakehouse w/ Hot Tub, Steps to Innisfil Beach Park
Dining

The Nest Lakehouse w/ Hot Tub, Steps to Innisfil Beach Park

The Nest Lakehouse w/ Hot Tub, Steps to Innisfil Beach Park
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
Sun loungers

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
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Smart TV, fireplace

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (77)
"Very nice"
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Cute family cottage getaway near Lake Simcoe!
Property grounds

Cute family cottage getaway near Lake Simcoe!

10.0 out of 10, Exceptional, (12)
"Really enjoyed this cozy property as a weekend getaway! Everything was clean and it the hosts were kind and excellent to communicate with. "
Cute family cottage getaway near Lake Simcoe!
Luxury Lake Simcoe Waterfront Cottage
Terrace/patio

Luxury Lake Simcoe Waterfront Cottage

10.0 out of 10, Exceptional, (5)
"Our family had a great time on this property. This place has everything as advertised. The photos are great but some don’t do justice to the beauty of this place. We enjoyed the pool mostly, as well as the game room, movie theatre, and a great view of Lake Simcoe. The host was very hospitable and always responsive. I would recommend this place 100%"
Luxury Lake Simcoe Waterfront Cottage
4 seasons waterfront cottage with hot tub on Lake Simcoe
Outdoor spa tub

4 seasons waterfront cottage with hot tub on Lake Simcoe

9.0 out of 10, Wonderful, (2)
"We really enjoyed being lakefront. We were only 4 people but the place could have easily accommodated more. We were lucky enough to have warm weather and the air conditioning worked very well. There was good hot water for showers. The full sized kitchen and barbecue made cooking for the family easy. We would be more than happy to stay here again."
4 seasons waterfront cottage with hot tub on Lake Simcoe
Beach House 5 Star Gem with a Muskoka room and Yoga Studio
Property grounds

Beach House 5 Star Gem with a Muskoka room and Yoga Studio

10.0 out of 10, Exceptional, (2)
"Super quick and easy check-in to a beautiful and well decorated and maintained home. The hot tub is fabulous and saved us even with a bit of rain which was refreshingly warm. We immediately asked if t woukd be available for the end if august"
Beach House 5 Star Gem with a Muskoka room and Yoga Studio
Cheerful 4 Bedroom Cottage w/free Parking & WiFi, on Lake Simcoe
Interior

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
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair
Outdoor 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 CA $2,250
CA $3,205 total
includes taxes & fees
Aug 1 - Aug 2
Gorgeous Spa Waterfront Cottage with Swimming Pool, Sauna, HotTub, Massage Chair
Waterfront ~ hot tub/ sauna
Outdoor dining

Waterfront ~ hot tub/ sauna

Waterfront ~ hot tub/ sauna
Utopia villa and spa
Interior

Utopia villa and spa

10.0 out of 10, Exceptional, (6)
"Lots to do a great property."
The price is CA $310
CA $723 total
includes taxes & fees
Jul 29 - Jul 30
Utopia villa and spa
Lake Simcoe Beach Oasis with Backyard and Firepit
Exterior

Lake Simcoe Beach Oasis with Backyard and Firepit

10.0 out of 10, Exceptional, (3)
"Awesome place and location for this ice fisherman. Clean and very comfortable beds . Will book again. "
Lake Simcoe Beach Oasis with Backyard and Firepit
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
Dining

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

9.8 out of 10, Exceptional, (38)
"Was a great location. Host was very responsive and provided all the information we needed. House was perfect for 6 couples."
The price is CA $872
CA $1,668 total
includes taxes & fees
Jul 20 - Jul 21
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
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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Frequently asked questions

How much do cottages in Jacksons Point cost?
Cottages in Jacksons Point range between CA $135 and CA $2,250 per night. These stays offer a chance to get in tune with nature --- at a price you can afford. 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?
Enjoy the beauty of nature in one of the 80 cottages waiting for you in Jacksons Point. To help you reserve an ideal property, use our handy filter tool to search for must-have perks or amenities.
Are there any family-friendly cottages in Jacksons Point?
If you want to slow the pace down in Jacksons Point, book the whole crew in to Relax In A Cozy Cottage Steps From Lake. With a 3-star rating and conveniences like an oven and a picnic area, you'll feel at home at this family-friendly cottage. Jacksons Point has tons of family-friendly attractions to discover that'll keep the kids entertained. Claredon Beach Park and Blue Willow Butterflies & Blooms Butterfly Conservatory promise a fun day out for young and old.