Photo by ‎‎‎‎‎‎Princess Garcia

Search Jacksons Point Cottage Rentals from CA $200

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Jacksons Point Cottages

La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Terrace/patio

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

9.0 out of 10, Wonderful, (16)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Adorable waterfront escape
Relax on the deck with Adirondack chairs overlooking the ocean.

Adorable waterfront escape

The price is CA $296
CA $576 total
includes taxes & fees
Aug 7 - Aug 8
Adorable waterfront escape
Two Story Boathouse Located On East Side of Lake Simcoe
Enjoy serene views of the calm body of water from a tranquil outdoor seating area.

Two Story Boathouse Located On East Side of Lake Simcoe

9.6 out of 10, Exceptional, (25)
"Very picturesque. Wonderful setting."
The price is CA $200
CA $388 total
includes taxes & fees
Aug 14 - Aug 15
Two Story Boathouse Located On East Side of Lake Simcoe
Cozy Private Waterfront Cottage at Lake Simcoe
Outdoor dining

Cozy Private Waterfront Cottage at Lake Simcoe

10.0 out of 10, Exceptional, (2)
"Beautiful views! The patio is outstanding!"
Cozy Private Waterfront Cottage at Lake Simcoe
3 Bedrooms Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
Relax on the deck surrounded by lush trees, with a comfortable seating area featuring two chairs and a small table.

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
Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
Enjoy waterfront dining with a clear view of the water from Lagoon City - Pier One's outdoor seating areas.

Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit

8.8 out of 10, Excellent, (18)
"Enjoyed the visit with my family. Wonderful property and host. "
Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
The Nest Lakehouse w/ Hot Tub, Steps to Innisfil Beach Park
Stunning two-story home with a gabled roof and inviting front porch.

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

10.0 out of 10, Exceptional, (1)
"Great communication. Prompt. Clean. Beautiful & friendly neighborhood. "
The Nest Lakehouse w/ Hot Tub, Steps to Innisfil Beach Park
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
Relax on the front porch with a comfortable seating area.

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
Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Stroll through the beautifully manicured lawn to the attached garage with a sloping roof.

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Enjoy scenic views of the water from the covered porch and patio, perfect for relaxation.

Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna

9.6 out of 10, Exceptional, (9)
"Would recommend this cottage to anyone planning on staying around bonnie beach!"
The price is CA $784
CA $1,258 total
includes taxes & fees
Aug 10 - Aug 11
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Cute family cottage getaway near Lake Simcoe!
Welcome to this charming single-story home with a beautifully maintained front yard and inviting front porch.

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!
Truly a slice of heaven a must see!
Stunning two-story house with a central entrance and charming front porch, set amidst a beautifully manicured lawn and lush surroundings.

Truly a slice of heaven a must see!

10.0 out of 10, Exceptional, (32)
"Beautiful property with awsome weather, we all had a great time. We would definitely stay again."
Truly a slice of heaven a must see!
Lakeside Bliss: Charming Retreat with Spectacular Views & Waterfront Location
Relax in a serene outdoor setting with a shaded pergola and lush green surroundings.

Lakeside Bliss: Charming Retreat with Spectacular Views & Waterfront Location

10.0 out of 10, Exceptional, (9)
"The property was so clean and beautiful! We had a great stay! "
Lakeside Bliss: Charming Retreat with Spectacular Views & Waterfront Location
Luxury Lake Simcoe Waterfront Cottage
Relax in a serene outdoor setting with a barbecue grill, comfortable seating, and a view of the water.

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%"
The price is CA $3,200
CA $5,162 total
includes taxes & fees
Aug 6 - Aug 7
Luxury Lake Simcoe Waterfront Cottage
Waterfront & Pvt Beach 120’Shoreline: SHALLOW/Sandy: Perfect for Little Kids!
Enjoy a tranquil retreat with a deck overlooking a serene lawn and water.

Waterfront & Pvt Beach 120’Shoreline: SHALLOW/Sandy: Perfect for Little Kids!

10.0 out of 10, Exceptional, (23)
"The cottage was clean and well maintained. We enjoyed our time very much and would like to plan another trip in the future. The view of Lake Simcoe is wonderful. The beach area is awesome. "
Waterfront & Pvt Beach 120’Shoreline: SHALLOW/Sandy: Perfect for Little Kids!
4 seasons waterfront cottage with hot tub on Lake Simcoe
Relax in a hot tub on a deck overlooking a serene lake, surrounded by lush greenery and a tranquil atmosphere.

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
Stunning two-story home with a symmetrical facade, featuring a central entryway and well-manicured lawns.

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
Enjoy a peaceful moment on the deck with a view of the surrounding landscape.

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
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Stunning two-story home with a central entrance, garage doors, and a charming front porch.

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (80)
"Amazing owner, quick to reply to any questions. Fabulous house and large enough we didn’t feel under each others feet. Lovely little beach area at the bottom of the road and lots of places to visit from using the house as a central location. The intersection is quite busy but we rarely heard the traffic inside and sat on the veranda in the warm sunshine. Lovely little cafe next door too. "
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Utopia villa and spa
Guests can unwind in a serene natural setting surrounded by lush greenery and a rustic barrel structure.

Utopia villa and spa

10.0 out of 10, Exceptional, (7)
"Lots to do a great property."
The price is CA $300
CA $711 total
includes taxes & fees
Aug 20 - Aug 21
Utopia villa and spa
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jacksons Point Hotel Reviews

Econo Lodge Orillia

Econo Lodge Orillia

10/10 Excellent
"Amazing customer service i left few belongings and was given a call immediately by the reception lady the belongings were valuables which could have been easily lost or stolen but i really appreciate the house keeping staff and reception lady.Amazing job you guys thank you.!!!"
rohit 1-night trip
Posted 19 hours ago
Econo Lodge Orillia