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Compare 41 Cottages in Cookstown with updated reviews, rates, and availability.

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

Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

9.4 out of 10, Exceptional, (16)
"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

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 Innisfil Beach - Special Winter Discount 20-35%

9.8 out of 10, Exceptional, (71)
"The house was more than enough space for our group. It was great having two different spaces for our group at times. Beds super comfortable. Host very responsive to any questions you may have. Checkout and check-in so easy! "
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%

Paradise Suites - Peaceful Getaway

10.0 out of 10, Exceptional, (3)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is AED 1,211
AED 2,552 total
includes taxes & fees
30 Dec - 31 Dec
Paradise Suites - Peaceful Getaway

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!

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

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 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

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 AED 892
AED 1,955 total
includes taxes & fees
30 Dec - 31 Dec
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

8.8 out of 10, Excellent, (5)
"We had a great stay, the place was clean, organized and well kept "
Cottage W LAKE VIEWS, beside waterfront trail and steps from beach

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

Amazing Waterfront, Cottage at Big Bay Point

9.6 out of 10, Exceptional, (31)
"Our family (ages 1-67) enjoyed a lovely two week stay in this home. It is an older home but has updated bathrooms and appliances and was clean and tidy when we arrived. The house is big enough that our family of 6 adults and two young children had plenty of room to spread out and not feel that we were on top of one another. The real star of star of this property however, is the expansive backyard complete with outdoor seating, dining area, grill, kayaks and lake access. As forewarned, you do...
Amazing Waterfront, Cottage at Big Bay Point

Lake View Haven Cottage w/ Hot Tub and just Steps to Innisfil Beach!

10.0 out of 10, Exceptional, (1)
"Perfect weekend away with friends. Location was ideal and within walking distance to beach and trails. All communication with Michelle was prompt and helpful. House had many amenities including cute outdoor space with firepit, fire tables and a very clean hot tub. Beds and linens were comfortable. "
Lake View Haven Cottage w/ Hot Tub and just Steps to Innisfil Beach!

Large Lake Simcoe Cottage 8 Bedrooms

Large Lake Simcoe Cottage 8 Bedrooms

Sunrise Villa on the Lake

7.6 out of 10, Good, (4)
"Nice place to stay in the winter, very close to trails for the ice entry. House was clean and very nicely kept. Game room is separate from the house and is very nice. Communication with owner is very fast and great to work with. Thanks for a great stay!"
Sunrise Villa on the Lake

Shallow Beach Lakefront Cottage perfect with Kayak, Firepit, BBQ + Playground

9.4 out of 10, Exceptional, (8)
"This is a wonderful property! Clean, comfortable, and well designed. Beautiful lake with crystal clear water and can’t beat walking from the deck to the yard and right to the water! Traveled with our family including several adult couples and 3 kids…everyone had plenty of space to spread out and be comfortable! Highly recommend!!"
Shallow Beach Lakefront Cottage perfect with Kayak, Firepit, BBQ + Playground

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

Truly a slice of heaven a must see!

10.0 out of 10, Exceptional, (31)
"Great week at the cottage with the kids! Well taken care of by the property manager. All was perfect! "
Truly a slice of heaven a must see!
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 Cookstown

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

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (274)
"Beautiful property very clean and private "
The price is AED 281
AED 336 total
includes taxes & fees
2 Jan - 3 January 2025
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.

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