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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 35 Condo Rentals in Cookstown with updated reviews, rates, and availability.

Luxury Family Friendly 2 Bedroom Condo at Friday Harbour
Friday Harbor

Luxury Family Friendly 2 Bedroom Condo at Friday Harbour

8.6 out of 10, Excellent, (10)
"We had a wonderful stay at this condo It was very clean and comfortable, close to the harbour and restaurants. The owners were very responsive, they answered my questions very quickly. Highly recommended, we would definitely stay here again. "
Luxury Family Friendly 2 Bedroom Condo at Friday Harbour
Friday Harbour Resort 2 Bedroom Condo Lake Simcoe
Room

Friday Harbour Resort 2 Bedroom Condo Lake Simcoe

9.0 out of 10, Wonderful, (7)
"Ana was very accommodating. We had to check in later than planned because of a late flight. The check in process was seamless. Ana buzzed us in remotely from the lobby. The condo door keypad generates a 2 digit code you repeat and then you enter the 4 digit code Ana gives you. Easy. The home was very quiet and comfortable. "
The price is AED 350
AED 717 total
includes taxes & fees
15 Mar - 16 Mar
Friday Harbour Resort 2 Bedroom Condo Lake Simcoe
Friyay Harbour Retreat Condo
Room

Friyay Harbour Retreat Condo

6.0 out of 10, (4)
"We arrived at the location on our reserved date and time. With no instructions on how to access the unit, we contacted the host only to receive an email stating that our reservation had been cancelled, without prior notification. We were stuck having to find a new place to stay at 8 pm. Will not look to rent from this host again."
The price is AED 350
AED 846 total
includes taxes & fees
28 Feb - 1 Mar
Friyay Harbour Retreat Condo
Friday harbour Aquarius 2 bedroom Condo Lake Simcoe
Room

Friday harbour Aquarius 2 bedroom Condo Lake Simcoe

10.0 out of 10, Exceptional, (2)
"The accommodation was sparkling and as advertised. Had a nice evening at the Pier bar and greet day golfing at the Nest. Would highly recommend to friends and family."
The price is AED 570
AED 1,226 total
includes taxes & fees
15 Mar - 16 Mar
Friday harbour Aquarius 2 bedroom Condo Lake Simcoe
This condominium is a 2 bedroom(s), 2 bathrooms, located in Innisfil, ON.
Private kitchen

This condominium is a 2 bedroom(s), 2 bathrooms, located in Innisfil, ON.

10.0 out of 10, Exceptional, (10)
"Overall great rental location and teamConsistently positive"
The price is AED 229
AED 777 total
includes taxes & fees
3 Mar - 4 Mar
This condominium is a 2 bedroom(s), 2 bathrooms, located in Innisfil, ON.
Upscale Spa Getaway w/ Pool & Year round Hot Tub + Private In- Suite Sauna!
Property grounds

Upscale Spa Getaway w/ Pool & Year round Hot Tub + Private In- Suite Sauna!

9.0 out of 10, Wonderful, (4)
"Overall, very good experience. Suite was very clean and well kept. It had high end appliances, and comfortable furniture. We could not get the thermostat to work, and the suite had poor air circulation, even with the windows open. It got very warm trying to sleep at night. We had trouble getting the garage door for the parking garage open, and had to rely on other residents that pulled up behind us to open the door. We also had trouble finding our way to the suite from the parking garage, as...
The price is AED 492
AED 1,048 total
includes taxes & fees
18 Feb - 19 Feb
Upscale Spa Getaway w/ Pool & Year round Hot Tub + Private In- Suite Sauna!
Chic Staycation Condo at FH
Terrace/patio

Chic Staycation Condo at FH

6.4 out of 10, (5)
"Such an amazing experience, me and my boyfriend spent the weekend there and the host was amazing. Host was extremely friendly and provided us with amazing instructions, we had no trouble finding where we needed to go. The place itself was absolutely beautiful and host provided local areas where we could dine. Overall an amazing experience we hope to be able to spend time there next summer! "
The price is AED 337
AED 761 total
includes taxes & fees
28 Feb - 1 Mar
Chic Staycation Condo at FH
Fire & Ice Spa Getaway w/ Private Sauna
Property grounds

Fire & Ice Spa Getaway w/ Private Sauna

10.0 out of 10, Exceptional, (6)
"Had an amazing stay. Property feels just like home. Good idea to look ahead make sure your favourite restaurant is open. "
The price is AED 492
AED 1,048 total
includes taxes & fees
18 Feb - 19 Feb
Fire & Ice Spa Getaway w/ Private Sauna
friday harbour resort
Property grounds

friday harbour resort

2.0 out of 10, (4)
"I never got the check in information & am waiting for my refund. "
The price is AED 389
AED 667 total
includes taxes & fees
18 Feb - 19 Feb
friday harbour resort
King Bed*Pool*Fireplace*BBQ*Smart TV
Living area

King Bed*Pool*Fireplace*BBQ*Smart TV

9.4 out of 10, Exceptional, (3)
"Ladies weekend our place was just as described, clean and comfortable with everything we needed for a getaway."
The price is AED 422
AED 875 total
includes taxes & fees
18 Feb - 19 Feb
King Bed*Pool*Fireplace*BBQ*Smart TV
Luxury Beach Spa Getaway w/ Pool + Year Round Hot Tub & Private In-Suite Sauna!
Property grounds

Luxury Beach Spa Getaway w/ Pool + Year Round Hot Tub & Private In-Suite Sauna!

10.0 out of 10, Exceptional, (2)
"Fantastic stay in a 24 hour a day spa feel oasis. Prestine accomdations! Hot tub was easy access and change rooms adjacent were spotless too! Cannot wait to return!"
The price is AED 513
AED 1,159 total
includes taxes & fees
18 Feb - 19 Feb
Luxury Beach Spa Getaway w/ Pool + Year Round Hot Tub & Private In-Suite Sauna!
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Exterior

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

9.6 out of 10, Exceptional, (4)
"We were very pleased with every aspect of the condo. It was pristine with lovely zen decor, well equipped, a lovely view and a variety of television options. We enjoyed the pub just steps away, and shopped nearby at Sobeys and LCBO. "
The price is AED 466
AED 866 total
includes taxes & fees
18 Feb - 19 Feb
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
*HotTub*Pool*FirePit*King Bed*
Living area

*HotTub*Pool*FirePit*King Bed*

The price is AED 1,036
AED 1,665 total
includes taxes & fees
18 Feb - 19 Feb
*HotTub*Pool*FirePit*King Bed*
Luxurious Stay at Friday Harbour + Swimming Pool & Hot Tub
Living area

Luxurious Stay at Friday Harbour + Swimming Pool & Hot Tub

10.0 out of 10, Exceptional, (4)
"It was a perfect little getaway from the big city, the room was very nice and clean and the communication was very easy and good."
Luxurious Stay at Friday Harbour + Swimming Pool & Hot Tub
Friday Harbour Resort on Lake Simcoe
Boardwalk

Friday Harbour Resort on Lake Simcoe

9.2 out of 10, Wonderful, (14)
"This property was perfect for myself and my children it was clean it was about 10 to 15 minutes to get to the beach which we enjoyed walking to every day. All amenities were close by. The apartment has everything you need. I don't think I contacted the host once, it just wasn't necessary. So if you are looking for a safe clean practically situated Condo this is perfect. 👌🏼 Thank you"
Friday Harbour Resort on Lake Simcoe
Romantic Stay at Friday Harbour + Beach Club Access
Living area

Romantic Stay at Friday Harbour + Beach Club Access

10.0 out of 10, Exceptional, (13)
"The Friday Harbour property is beautiful with onsite restaurants, golf course, and walking/biking trails. The unit was a very nice first floor one bedroom with a small patio area next to the pool area. The unit has underground parking that was great, as most outside parking spots were full. The owner was helpful and very accommodating, as we had to cut our stay short by one night at the last minute."
Romantic Stay at Friday Harbour + Beach Club Access
Modern Oasis FRIDAY HARBOUR resort, a luxury destination.
Aerial view

Modern Oasis FRIDAY HARBOUR resort, a luxury destination.

9.8 out of 10, Exceptional, (7)
"This was a great time away for four nights. The weather was perfect, walking on the trails was beautiful with the colourful fall leaves. The condo was perfect size for two people. Bed was comfortable. The bathrooms and kitchen counters were very clean. We cooked a lot and found or made to work what pots, frying pans and utensils were there. Not much extra condiments like pepper or any other seasoning. The balcony was very dirty, probably not used much before us for awhile. We cleaned it up a...
Modern Oasis FRIDAY HARBOUR resort, a luxury destination.
Contemporary Condo At Friday Harbour Resort!
Room

Contemporary Condo At Friday Harbour Resort!

10.0 out of 10, Exceptional, (1)
"Property was well maintained. Great location."
Contemporary Condo At Friday Harbour Resort!
Sauna*King Bed*Fireplace*Smart TV*Queen Sofa Bed*Coffee Bar
Miscellaneous

Sauna*King Bed*Fireplace*Smart TV*Queen Sofa Bed*Coffee Bar

10.0 out of 10, Exceptional, (3)
"Complex is extremely well done and maintained. Disappointed that the pool only has restricted access and the gym not at all, for guests. Also that one can only go out for breakfast on the weekend."
Sauna*King Bed*Fireplace*Smart TV*Queen Sofa Bed*Coffee Bar
This condominium is a 1 bedroom(s), 1 bathrooms, located in Innisfil, ON.
Living area

This condominium is a 1 bedroom(s), 1 bathrooms, located in Innisfil, ON.

8.8 out of 10, Excellent, (3)
"Visiting family "
This condominium is a 1 bedroom(s), 1 bathrooms, located in Innisfil, ON.
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

Parkside House
Front of property

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (285)
"great night stay, cozy & comfortable for a quick nights stay for my job. I wish the door had a dead bolt to feel more at ease but everything was great otherwise! "
The price is AED 280
AED 335 total
includes taxes & fees
18 Feb - 19 Feb
Parkside House
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
*Winter Wonderland Book early as Winter is a very popular time at The Cabin!

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

9.8 out of 10, Exceptional, (98)
"Booked a midweek winter getaway for my girlfriend's birthday. This was a wonderful escape from life into the woods with a hot tub to soak in and a lot of personal touches from the host.Marie was very welcoming and introduced us to her lovely horses.We will definitely be returning soon!"
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Living/Family Room

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (75)
"We found the home perfect for our family, the six bedrooms and large couches and dining table plus a fantastic kitchen really made it easy to relax cook and enjoy each others company. We were totally pleased with Kaleem’s home and his acssesability for questions"
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
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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