Search Cookstown Cottage Rentals from CA $296

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Check prices for these dates

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

Browse Select Cookstown Cottages

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
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
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

9.2 out of 10, Wonderful, (5)
"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
The Nest Lakehouse w/ Hot Tub, Steps to Innisfil Beach Park
Enjoy meals around the central island dining table in this open-plan home.

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
Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Relax by the serene pool surrounded by lush greenery and tall trees, complete with lounge chairs and a table.

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Cute family cottage getaway near Lake Simcoe!
Steps lead up to a deck surrounded by trees and a gravel surface.

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!
Paradise Suites - Peaceful Getaway
Stunning two-story house with a central entrance, surrounded by a well-manicured lawn and a small pond.

Paradise Suites - Peaceful Getaway

9.4 out of 10, Exceptional, (6)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is CA $475
CA $1,001 total
includes taxes & fees
Aug 4 - Aug 5
Paradise Suites - Peaceful Getaway
Luxury Lake Simcoe Waterfront Cottage
Enjoy a serene lakeside retreat with a dock and outdoor seating area, overlooking the water from a spacious deck.

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
Truly a slice of heaven a must see!
Enjoy outdoor cooking and breathtaking views of the sea from this deck.

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
Enjoy cooking in this kitchen with a stainless steel sink, oven, and ample counter space.

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
Beach House 5 Star Gem with a Muskoka room and Yoga Studio
Escape to a serene indoor garden surrounded by a wooden deck in a tranquil wooded setting.

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
Relax in this spacious living area with a sofa, dining table, and window.

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
Relax in this stylish living room with a large leather sofa, armchair, and flat-screen TV.

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
Lake Simcoe Beach Oasis with Backyard and Firepit
Simple, functional mobile home with a front porch and white picket fence.

Lake Simcoe Beach Oasis with Backyard and Firepit

9.2 out of 10, Wonderful, (5)
"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 Simcoe Getaway Hot Tub • Private Dock • Firepit • Games
Enjoy meals with a view of the water from this dining area featuring a round table and four chairs.

Lake Simcoe Getaway Hot Tub • Private Dock • Firepit • Games

9.8 out of 10, Exceptional, (40)
"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 $1,004
CA $1,824 total
includes taxes & fees
Aug 19 - Aug 20
Lake Simcoe Getaway Hot Tub • Private Dock • Firepit • Games
Utopia villa and spa
Cozy attic room with a high ceiling, featuring a small table and two chairs for a peaceful seating area.

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
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
Sit on the grassy shore and enjoy the serene lake view from a wooden bench.

COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR

9.2 out of 10, Wonderful, (47)
"We had a great time. Place was nice and the host was great. Would definetly consider returning if we visit the area again"
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
Amazing Waterfront, Cottage at Big Bay Point
Outdoor dining

Amazing Waterfront, Cottage at Big Bay Point

9.6 out of 10, Exceptional, (33)
"Very relax"
Amazing Waterfront, Cottage at Big Bay Point
Cozy Cottage Across Lake Simcoe
Relax on the covered porch with a view of the serene snowy landscape.

Cozy Cottage Across Lake Simcoe

9.2 out of 10, Wonderful, (5)
"Excellent location"
Cozy Cottage Across Lake Simcoe
Luxury Lake Simcoe Waterfront Cottage Hot Tub • 1hr from Toronto
Relax in style with a hot tub and outdoor seating area.

Luxury Lake Simcoe Waterfront Cottage Hot Tub • 1hr from Toronto

9.8 out of 10, Exceptional, (9)
"Plenty of room for everyone, was a good time"
The price is CA $1,195
CA $2,092 total
includes taxes & fees
Aug 19 - Aug 20
Luxury Lake Simcoe Waterfront Cottage Hot Tub • 1hr from Toronto
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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Top Cookstown Hotel Reviews

Best Western Plus Barrie

Best Western Plus Barrie

10/10 Excellent
"Staff was great! Clean rooms, only negative thing would be the location isnt the greatest but still walking distances to down town "
Sherry 1-night trip
Posted 16 hours ago
Best Western Plus Barrie