Cookstown Vacation Rentals

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Browse Select Cookstown Vacation Homes

Our top choices for Cookstown vacation homes

Luxurious Spacious Dream Home with Parking!

8.6 out of 10, Excellent, (10)
"Clean, sleek, and large—fully detached house. Host was communicative, accommodating, and nice through the entire process."
The price is CA $162
CA $339 total
includes taxes & fees
Aug 25 - Aug 26
Luxurious Spacious Dream Home with Parking!

Beautiful, cozy and peaceful 2-bedroom and 1.5 bath home in Barrie

10.0 out of 10, Exceptional, (1)
"Awesome place "
Beautiful, cozy and peaceful 2-bedroom and 1.5 bath home in Barrie

The Caledon Retreat

10.0 out of 10, Exceptional, (2)
"amazing stay , great communication, beautiful house , had many assets to make your stay comfortable will definitely be coming back !"
The price is CA $700
CA $897 total
includes taxes & fees
Aug 22 - Aug 23
The Caledon Retreat

Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit

9.8 out of 10, Exceptional, (10)
"Beautiful, spacious house exactly as advertised with lovely grounds and view of the water. Great for a large group. "
The price is CA $1,375
CA $2,346 total
includes taxes & fees
Sep 21 - Sep 22
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit

Wonderful place of Lake Simkoe

9.0 out of 10, Wonderful, (7)
"We only stayed 1 night but it was perfect "
The price is CA $117
CA $345 total
includes taxes & fees
Aug 25 - Aug 26
Wonderful place of Lake Simkoe

Charming 3-bedroom house with AC, WiFi in lovely Barrie

3.4 out of 10, (3)
"Good location. Host was very fast and responsive. We and a good stay! "
The price is CA $350
CA $452 total
includes taxes & fees
Aug 22 - Aug 23
Charming 3-bedroom house with AC, WiFi in lovely Barrie

Private Boyne River Cottage- steps to great fishing

Private Boyne River Cottage- steps to great fishing

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

9.4 out of 10, Exceptional, (78)
"Great stay. Excellent location and beautiful outdoor area."
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

10.0 out of 10, Exceptional, (3)
"Wonderful stay — clean, comfortable, and exactly as described. Great host, smooth check-in, quiet and convenient location. Highly recommend and would gladly return!"
The price is CA $171
CA $467 total
includes taxes & fees
Aug 25 - Aug 26
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

9.6 out of 10, Exceptional, (24)
"Excelent Property. Peter was an excelent communicator I would stay there again"
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

5-Bedroom Countryside Estate in Northern GTA – Ideal for Gatherings & Getaways

10.0 out of 10, Exceptional, (1)
"House was very nice, lots of space. Stay was very nice, Jagjit was a great host in being generous. I would book again and i suggest you book here. "
5-Bedroom Countryside Estate in Northern GTA – Ideal for Gatherings & Getaways

Cozy house for a young family. Live in the Heart of It All!

10.0 out of 10, Exceptional, (1)
"Very nice clean property, with available necessary amenities, in quiet neighborhood. Smooth communications with easy Check-In and Check-Outs. Not an issue for us, but listings needs to be corrected to state ONE QUEEN BED in each bedroom; not the listed 2 Queen Beds in each room. Overall we enjoyed our stay. Thank You."
Cozy house for a young family. Live in the Heart of It All!

Cozy 3 bedroom home perfect for small gatherings

8.0 out of 10, Very good, (1)
"The property was nice, neat and tidy. The inside was clean and very spacious. The beds were extremely comfortable as well. "
Cozy 3 bedroom home perfect for small gatherings

Entire Cheerful House

8.8 out of 10, Excellent, (9)
"We had a great stay in this house. There was so much room and it was very well equipped. Would definitely stay again!"
Entire Cheerful House

Vacation Home on Simcoe lake

Vacation Home on Simcoe lake

Neat Cozy Family Friendly Home

10.0 out of 10, Exceptional, (1)
"Super nice neighborhood lots of kids playing at a basketball court within the neighborhood property the house was a little bit older but it was nice and warm feeling 10/10 would stay again "
The price is CA $139
CA $484 total
includes taxes & fees
Aug 22 - Aug 23
Neat Cozy Family Friendly Home

Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

9.2 out of 10, Wonderful, (35)
"Rooms with multiple bed made it really easy and nice for our group of friends to stay. The main sitting area was nice to hang out. The extra fee for extra people was tough cause not everyone was able to come. "
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

Barrie house close to all amenities

9.0 out of 10, Wonderful, (24)
"Everything about the property was great! The ease of communication with the owner to the amenities all around. The house was spacious and clean. Would highly recommend and definitely will be back! Thank you for a great weekend away!"
The price is CA $131
CA $388 total
includes taxes & fees
Sep 3 - Sep 4
Barrie house close to all amenities

Luxurious Lake front Island Twnhome Friday Harbour

8.8 out of 10, Excellent, (9)
"We enjoyed our stay here during a major storm. The home was very welcoming and suited our needs . "
Luxurious Lake front Island Twnhome Friday Harbour

4 Bedroom Spacious Enclave near Lake Wilcox

The price is CA $224
CA $672 total
includes taxes & fees
Sep 7 - Sep 8
4 Bedroom Spacious Enclave near Lake Wilcox
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