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Upfront pricingWe are not like the others - we include taxes and fees
Top cities in Simcoe County
Collingwood
Our top choices for Simcoe County vacation rentals
1. Stunning 1BR w Pool ~ Free Parking & Self Check-In
Stunning 1BR w Pool ~ Free Parking & Self Check-InInnisfil
10.0 out of 10, Exceptional, (5 reviews)
"Although our stay was short, we had a wonderful experience. The host was excellent at communicating and made everything easy and seamless. The place was very clean, comfortable, and easily accessible. We really enjoyed our stay and would definitely love to come back!"
lisa
$210 nightly
The price is $237
Nov 13 - Nov 14
Total with taxes and fees
2. Downtown Collingwood Condos
Downtown Collingwood CondosCollingwood
9.0 out of 10, Wonderful, (45 reviews)
"This is a very cozy place!"
Zhaoqi
$185 nightly
The price is $218
Nov 18 - Nov 19
Total with taxes and fees
3. Lake View Loft Studio type
Lake View Loft Studio typeSevern
8.6 out of 10, Excellent, (10 reviews)
"Beautiful please to stay and great host and will rent again for sure"
Kristopher
$196 nightly
The price is $221
Nov 15 - Nov 16
Total with taxes and fees
4. Crazy Farm C-Can Chalet
Crazy Farm C-Can ChaletInnisfil
8.8 out of 10, Excellent, (6 reviews)
"Hospitality was on key. Enjoyed our stay"
Hannah
$89 nightly
The price is $101
Nov 30 - Dec 1
Total with taxes and fees
5. Lux Studio in Horseshoe Valley
Lux Studio in Horseshoe ValleyOro
8.8 out of 10, Excellent, (5 reviews)
"Quiet location
Pool was close by
Community bbq
Trails nearby
Nice little apartment"
Sam
$144 nightly
The price is $155
Nov 15 - Nov 16
Total with taxes and fees
6. Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game RoomOro Medonte
9.8 out of 10, Exceptional, (11 reviews)
"Fantastic stay.
We had great service from the host and enjoyed the design. It's easy to see that a lot of effort was put into the decor. We felt very at home and would definitely stay there again."
Travis
$216 nightly
The price is $244
Nov 15 - Nov 16
Total with taxes and fees
7. Upscale Spa Getaway w/ Private Sauna
Upscale Spa Getaway w/ Private SaunaInnisfil
$239 nightly
The price is $258
Nov 15 - Nov 16
Total with taxes and fees
8. Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!
Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!Wasaga Beach
8.0 out of 10, Very good, (4 reviews)
"Clean friendly easy check in and out all around great experience should recommend"
Jenna
$165 nightly
The price is $186
Nov 15 - Nov 16
Total with taxes and fees
9. Sassafras Oasis Sleeps 14 - All Season Retreat Near Barrie
Sassafras Oasis Sleeps 14 - All Season Retreat Near BarrieSpringwater
$380 nightly
The price is $406
Nov 14 - Nov 15
Total with taxes and fees
10. Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!Collingwood
9.2 out of 10, Wonderful, (32 reviews)
"Place wqs great"
miguel c.
$165 nightly
The price is $186
Nov 13 - Nov 14
Total with taxes and fees
11. 124 Hurontario Unit 4
124 Hurontario Unit 4Collingwood
9.4 out of 10, Exceptional, (3 reviews)
"Quaint, clean, comfortable, centrally located. I'd happily stay here again."
Claude
$204 nightly
The price is $230
Nov 16 - Nov 17
Total with taxes and fees
12. Cozy 1-Bedroom Romantic Retreat with full Kitchen
Cozy 1-Bedroom Romantic Retreat with full KitchenOro-Medonte
10.0 out of 10, Exceptional, (1 review)
"What a wonderful place to stay! The hose was so welcoming from the first communication and throughout the trip. The property was exactly as described but maybe even nicer in person than the pictures. The condo was super spacious with loads of room in the main room plus the bedroom. And the bathroom! Wow! Definitely spa-like with a seperate tub and shower. Treasure is comfortable to hang out on. Instructions inside for pool and wifi were clear. The bed was super comfy! And the black out curtains...
Rayissa N.
$139 nightly
The price is $141
Nov 15 - Nov 16
Total with taxes and fees
13. FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
FRIDAY HARBOUR CHIC WATERFRONT GETAWAYInnisfil
9.6 out of 10, Exceptional, (7 reviews)
"Cozy space, large washroom, kitchen, perfect location!"
Elias
$192 nightly
The price is $217
Nov 13 - Nov 14
Total with taxes and fees
14. Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Up to 40% SALE Near-Skiing-Mount Gorgeous CottageVictoria Harbour
8.4 out of 10, Very good, (30 reviews)
"I recently rented a cottage for my family getaway, and I couldn't be happier with our choice! The cottage was absolutely huge, providing plenty of space for everyone to relax and enjoy our time together.
One of the standout features was how clean everything was, especially the linens and towels, which were fresh and impeccably maintained. It made us feel right at home from the moment we arrived.
Although the outside of the house is a bit creepy due to the vines that crawls all over the front...
Ellen
$315 nightly
The price is $356
Nov 13 - Nov 14
Total with taxes and fees
15. Fire & Ice Spa w/ Private Sauna!
Fire & Ice Spa w/ Private Sauna!Innisfil
10.0 out of 10, Exceptional, (13 reviews)
"Great views in a warm, fire-lit setting—perfect spot for a night out."
Craig
$258 nightly
The price is $278
Nov 15 - Nov 16
Total with taxes and fees
16. Mount St Louis Cottage
Mount St Louis CottageOro-Medonte
9.4 out of 10, Exceptional, (3 reviews)
"It was an amazing and fun stay! The home was perfect and the whole location itself was also peaceful. Definitely will book it again!"
denise.
$273 nightly
The price is $309
Nov 16 - Nov 17
Total with taxes and fees
17. Clean & Cozy Home Near Downtown
Clean & Cozy Home Near DowntownNew Tecumseth
8.6 out of 10, Excellent, (7 reviews)
"Very cozy stay for a weekend hockey tournament."
Suzanne
$164 nightly
The price is $186
Dec 7 - Dec 8
Total with taxes and fees
18. Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing
Horseshoe Valley Resort ,KING Bd 55”Tv Spa SkiingShanty Bay
8.8 out of 10, Excellent, (3 reviews)
"Excellent place to stay while enjoying the Valley."
Amy R.
$205 nightly
The price is $223
Nov 15 - Nov 16
Total with taxes and fees
19. Oasis Spa w/ Private Sauna!
Oasis Spa w/ Private Sauna!Innisfil
10.0 out of 10, Exceptional, (1 review)
"The Oasis Spa Getaway was a fantastic two night stay for my partner and I. The property was clean, modern and cozy! The unit had everything a couple needs for their stay including a sauna within the unit and a beautiful balcony. The host Michelle provided exceptional hospitality and was easy to connect with when needed. The location is great and only a short walk to the boardwalk and a quick two minute drive to the Nest golf course. The building’s pool was easy to access, quiet, and relaxing....
Matthew K.
$232 nightly
The price is $250
Nov 15 - Nov 16
Total with taxes and fees
20. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12Wasaga Beach
9.6 out of 10, Exceptional, (43 reviews)
"It was a wonderful stay, couldnt ask for a more relaxing/beautiful spot to spend the long weekend!"
Alejandro G.
$305 nightly
The price is $354
Nov 13 - Nov 14
Total with taxes and fees
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.
Top Simcoe County Hotel Reviews
The Dorchester Hotel
The Dorchester HotelCollingwood
10/10 Excellent
A beautiful boutique hotel. We enjoyed our 1 night stay. The staff was very friendly and helpful. Rooms were very nice with a good bed and pillows and a small kitchenette.
Michele
