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  2. >North America
  3. >Canada
  4. >Ontario
  5. >Simcoe
  6. >Innisfil
  7. >Cookstown

Hotels with Outdoor Pool and Swimming Pool in Cookstown

58 HOTELS IN AND AROUND COOKSTOWNRanking can be influenced by the commissions we receive.
La Datcha 20 Acres Private Spa, with Pool, Jacuzzi & Wood Burning Sauna main photo
La Datcha 20 Acres Private Spa, with Pool, Jacuzzi & Wood Burning Sauna
Vacation Home in CookstownCA flag
9.5
Excellent
$
Info
Categories
Pool
Private Pool
Outdoor Pool
Dog Friendly
Parking
EV charging stations
19 more hotels nearby!
Where Luxury Retreat meets Convenience! main photo
Where Luxury Retreat meets Convenience!
8.7 mi from Cookstown
Apartment in TottenhamCA flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Parking
EV charging stations
Dog Friendly
Lakeside Home-Tranquil Retreat by the Water main photo
Lakeside Home-Tranquil Retreat by the Water
9.4 mi from Cookstown
Villa in InnisfilCA flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
a place to remember main photo
a place to remember
11.3 mi from Cookstown
Apartment in GeorginaCA flag
0.0
$
Info
Categories
Pool
Private Pool
Outdoor Pool
Dog Friendly
Parking
10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths main photo
10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
11.4 mi from Cookstown
Vacation Home in NewmarketCA flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Parking
Large Estate with Luxury Collection of Amenities main photo
Large Estate with Luxury Collection of Amenities
13.1 mi from Cookstown
Vacation Home in SchombergCA flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Paradise Palace, 5Bdrm, Heated pool, BBQ main photo
Paradise Palace, 5Bdrm, Heated pool, BBQ
13.7 mi from Cookstown
Vacation Home in East GwillimburyCA flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Free Wi-Fi
Angus Inn Motel main photo
Angus Inn Motel
14.0 mi from Cookstown
Motel in AngusCA flag
7.8
Good
From $107
$
Info
Categories
Pool
Outdoor Pool
Ski
Lake Simcoe Stays at Friday Harbour Resort main photo
Lake Simcoe Stays at Friday Harbour Resort
14.3 mi from Cookstown
Aparthotel in InnisfilCA flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Free Wi-Fi
Glamourous Waterfront Mansion by Simply Comfort main photo
Glamourous Waterfront Mansion by Simply Comfort
14.5 mi from Cookstown
Villa in InnisfilCA flag
0.0
$
Info
Categories
Pool
Private Pool
Outdoor Pool
Ski
Dog Friendly
4BR Waterfront Townhome Fireplace HotTub main photo
4BR Waterfront Townhome Fireplace HotTub
15.2 mi from Cookstown
Vacation Home in InnisfilCA flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Experience the FIFA World Cup 2026 Friday Harbour main photo
Experience the FIFA World Cup 2026 Friday Harbour
15.3 mi from Cookstown
Apartment in InnisfilCA flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Parking
EV charging stations
Dog Friendly
Nature trail view with cozy patio and firetable main photo
Nature trail view with cozy patio and firetable
15.3 mi from Cookstown
Apartment in InnisfilCA flag
9.1
Excellent
$
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Free Wi-Fi
Sauna*King Bed*Fireplace*SmartTV main photo
Sauna*King Bed*Fireplace*SmartTV
15.3 mi from Cookstown
Apartment in InnisfilCA flag
9.4
Excellent
$
Info
Categories
Pool
Heated Pool
Outdoor Pool
Ski
Parking
EV charging stations
Chic 2BR with Patio - Pool - Hot Tub - BBQ - Friday Harbour main photo
Chic 2BR with Patio - Pool - Hot Tub - BBQ - Friday Harbour
15.3 mi from Cookstown
Apartment in InnisfilCA flag
9.8
Excellent
$
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
2 bedroom 2 bath Aquarius, Friday Harbour, Innisfil, Barrie main photo
2 bedroom 2 bath Aquarius, Friday Harbour, Innisfil, Barrie
15.4 mi from Cookstown
Apartment in InnisfilCA flag
10
Excellent
$
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Ski
Friday Harbor Retreat Condo main photo
Friday Harbor Retreat Condo
15.4 mi from Cookstown
Apartment in InnisfilCA flag
7.8
Good
$
Info
Categories
Pool
Private Pool
Outdoor Pool
Ski
Parking
PET FRIENDLY CONDOS at FRIDAY HARBOUR main photo
PET FRIENDLY CONDOS at FRIDAY HARBOUR
15.4 mi from Cookstown
Resort in InnisfilCA flag
9.0
Excellent
$
Info
Categories
Pool
Heated Pool
Outdoor Pool
Golf
Ski
Beautiful Condo, 2 Bedrooms and a Den in Friday Harbour Resort! main photo
Beautiful Condo, 2 Bedrooms and a Den in Friday Harbour Resort!
15.4 mi from Cookstown
Apartment in InnisfilCA flag
8.5
Very Good
$
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Friday Harbour resort apartment main photo
Friday Harbour resort apartment
15.4 mi from Cookstown
Apartment in InnisfilCA flag
5.7
Rated
$
Info
Categories
Pool
Outdoor Pool
Parking
EV charging stations
Ski
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 58 hotels in and around Cookstown
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