Vacation Rentals in Simcoe County

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Top Vacation Rentals in Simcoe County

Family Condo | In-room dining
Downtown Collingwood Condos
Downtown Collingwood Condos
3.0 star property
9.2 out of 10, Wonderful, (18)
"Beautiful property "
Canada
Diane
The price is ￥16,001
￥35,434 total
includes taxes & fees
Nov 6 - Nov 7
Downtown Collingwood Condos
Classic Cottage, Resort View | Private kitchen
SUMMERHILL
SUMMERHILL
2.0 star property
6.6 out of 10, (4)
"You will not be provided with bedding, towels or any soap. Be prepared and pack sheets, comforter/bedspread, pillows, towels and any toiletries that you would normally use. Washrooms and showers are public. You are provided a sink, cupboard space and a full size refrigerator. I only stayed one night, but for the cost I did not think this was worth it. The beach is close and the area is quiet. I can see this being a great place if you were vacationing with extended family for a few days. This...
Canada
Annette
SUMMERHILL
Property amenity
Margarita Vacation Getaway
Margarita Vacation Getaway
3.5 star property
9.6 out of 10, Exceptional, (10)
"Great location and amenities. "
Canada
Peter
Margarita Vacation Getaway
Outdoor dining
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!
7.4 out of 10, Good, (3)
"A fantastic stay. Thank you "
United States
Mike B.
Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!
Smart TV, fireplace
Modern Home by Georgian Bay w/ hot tub. Pet friendly!!
Modern Home by Georgian Bay w/ hot tub. Pet friendly!!
9.6 out of 10, Exceptional, (7)
"Great spot. Was absolutely perfect for our needs. Liitle gem very conveniently located. Kudos to the owners"
Canada
Roch L.
Modern Home by Georgian Bay w/ hot tub. Pet friendly!!
Indoor pool, outdoor pool
Horseshoe Valley Suites - The Glade
Horseshoe Valley Suites - The Glade
4.0 star property
9.0 out of 10, Wonderful, (9)
"The place is perfect for a family of 4 or less. Would be amazing in the winter as you are at the top of the hill! Corner lot, bbq right next to unit. Keyless entry. Back patio Make sure to pack like you are going to the cottage. Don't forget your condiments! It's great!"
Canada
Jane
Horseshoe Valley Suites - The Glade
Fridge, microwave, oven, stovetop
Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️
Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️
10.0 out of 10, Exceptional, (316)
"Wonderful property and very quiet/serene great for a weekend getaway "
Canada
Gurneet T.
Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️
Exterior
Large Innisfil Lakeview Cottage with a Sauna and steps to Lake Simcoe
Large Innisfil Lakeview Cottage with a Sauna and steps to Lake Simcoe
2.0 star property
Large Innisfil Lakeview Cottage with a Sauna and steps to Lake Simcoe
Private kitchen
Chic Staycation Condo at FH
Chic Staycation Condo at FH
7.8 out of 10, Good, (11)
"Very clean, and very quiet, just what I was looking for. The host was incredibly helpful, informative and always available. Would recommend. Thank you!"
Canada
Sandra S.
The price is ￥14,150
￥32,349 total
includes taxes & fees
Nov 17 - Nov 18
Chic Staycation Condo at FH
Indoor pool, outdoor pool
Horseshoe Valley Suites - The Evergreen
Horseshoe Valley Suites - The Evergreen
3.5 star property
9.4 out of 10, Exceptional, (6)
"Great spot for a family vacation a short drive away from the horseshoe valley resort. The club house with pool was a great spot that’s included and not far away. House was clean and had everything we needed in it. "
Canada
Louis
Horseshoe Valley Suites - The Evergreen
Smart TV, fireplace
Muskoka - The Eagle's Nest
Muskoka - The Eagle's Nest
9.4 out of 10, Exceptional, (66)
"Inside facilities were very nice and clean. Water access very good and water toys were a lot of fun. The view is beautiful. "
Canada
Bob R.
Muskoka - The Eagle's Nest
Outdoor dining
Driftwood on 6th in Historic Downtown Collingwood/Pet Friendly
Driftwood on 6th in Historic Downtown Collingwood/Pet Friendly
10.0 out of 10, Exceptional, (29)
"Property was clean and well organized and perfect for the little weekend get away we had."
United States
Lyndsay C.
Driftwood on 6th in Historic Downtown Collingwood/Pet Friendly
Fridge, microwave, oven, stovetop
Cozy cottage 20 min from ski resorts
Cozy cottage 20 min from ski resorts
9.0 out of 10, Wonderful, (26)
"Family had a lot of fun!"
Canada
Sherry K.
The price is ￥53,881
￥97,663 total
includes taxes & fees
Nov 6 - Nov 7
Cozy cottage 20 min from ski resorts
Interior
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
8.4 out of 10, Very Good, (15)
"Would recommend this cottage to anyone planning on staying around bonnie beach!"
United States
Micky K.
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Smart TV, fireplace, books
Relax or Explore! Northern Escape Cottage Condo - Country Club!
Relax or Explore! Northern Escape Cottage Condo - Country Club!
9.6 out of 10, Exceptional, (4)
"Pool and hot tub where awesome."
United States
Andy T.
Relax or Explore! Northern Escape Cottage Condo - Country Club!
Beach
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
9.2 out of 10, Wonderful, (50)
"Family had amazing time private beach is beautiful and just a few minute walk from cottage cottage was clean and has everything you need to feel at home"
Canada
Richard S.
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
On the beach
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8
9.4 out of 10, Exceptional, (19)
"Loved it second time staying and will book again"
Canada
Ryan O.
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8
Property grounds
3 bedroom Lakefront Cottage on Kawartha Lakes close to the GTA. Pet friendly!
3 bedroom Lakefront Cottage on Kawartha Lakes close to the GTA. Pet friendly!
9.4 out of 10, Exceptional, (6)
"Great time at the cottage! Everything was as advertised and described. "
Canada
Julianna G.
3 bedroom Lakefront Cottage on Kawartha Lakes close to the GTA. Pet friendly!
Fridge, microwave, oven, stovetop
Whispering Pines Escape
Whispering Pines Escape
9.8 out of 10, Exceptional, (8)
"No complaints at all- there was one small hiccup with the wifi which was responded to quickly and resolved just as fast. Thank you for the lovely stay!"
Canada
Sophie K.
The price is ￥13,165
￥30,254 total
includes taxes & fees
Nov 9 - Nov 10
Whispering Pines Escape
Property grounds
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
8.6 out of 10, Excellent, (12)
"This rental was very affordable with lots of beds. We enjoyed our stay and had plenty of room for a larger group."
United States
Chris L.
The price is ￥10,188
￥40,418 total
includes taxes & fees
Nov 17 - Nov 18
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
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 Simcoe County Hotel Reviews

The Dorchester Hotel

The Dorchester Hotel

10/10 Excellent
"Room was beautifully designed and very clean. The nespresso machine and lavender on the pillow were a nice touch. Will definitely return!"
Lauren 1-night trip
Posted 2 days ago
The Dorchester Hotel

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Vacation Apartments in Simcoe County

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