Holiday Rentals in Simcoe County

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Featured Holiday 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 €200
includes taxes & fees
28 Oct - 29 Oct
Downtown Collingwood Condos
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!
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)
"A very relaxing and comfortable stay set with the beautiful backdrop of the Blue Mountains."
Canada
Sonya
Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️
Classic Cottage, Resort View | Private kitchen
SUMMERHILL
SUMMERHILL
2.0 star property
6.6 out of 10, (4)
"We liked the property a lot"
Canada
Braden
SUMMERHILL
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)
"Great place to stay"
Canada
Elizabeth
Horseshoe Valley Suites - The Glade
Interior
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
8.2 out of 10, Very good, (14)
"My family and I have stayed at multiple cottages via vrbo but this one was our favourite up to date. The hosts are kind, friendly and responsive. The cottage has everything you need, fully stocked and is fairly clean. We went here mid July for 2 days and the weather was warm and sunny. We enjoyed swimming and kayaking and I loved how the water is so warm, crystal clear and perfect in every way. I highly recommend water shoes since the water is rocky. I will definitely be returning! Thank you so...
Canada
Hamid M.
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
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
Private kitchen
Chic Staycation Condo at FH
Chic Staycation Condo at FH
7.8 out of 10, Good, (10)
"Amazing stay! It was very beautiful and the place was kept very clean. Had a balcony with seating. Really close walking distance to the boardwalk. Just bring your own shower amenities (ex; body wash)"
Canada
Sargun
The price is €186
includes taxes & fees
28 Oct - 29 Oct
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)
"Very hassle free check in, quick response from property management. "
Canada
Aaron
Horseshoe Valley Suites - The Evergreen
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)
"We had a great time. Place was nice and the host was great. Would definetly consider returning if we visit the area again"
Canada
David W.
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
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
Exterior
Alton Lodges
Alton Lodges
2.0 star property
7.8 out of 10, Good, (8)
"literally so bad had the best time ever"
Canada
Meredith
Alton Lodges
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
Smart TV, fireplace, books
Relax or Explore! Northern Escape Cottage Condo - Country Club!
Relax or Explore! Northern Escape Cottage Condo - Country Club!
9.4 out of 10, Exceptional, (3)
"We loved our stay at this Condo!"
Canada
Carole M.
Relax or Explore! Northern Escape Cottage Condo - Country Club!
Exterior
Paradise Suites - Peaceful Getaway
Paradise Suites - Peaceful Getaway
9.4 out of 10, Exceptional, (6)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
United States
Paul J.
The price is €631
includes taxes & fees
28 Oct - 29 Oct
Paradise Suites - Peaceful Getaway
Fridge, microwave, oven, stovetop
Waterfront Muskoka with Hot Tub
Waterfront Muskoka with Hot Tub
9.0 out of 10, Wonderful, (26)
"Family had a lot of fun!"
Canada
Sherry K.
The price is €565
includes taxes & fees
28 Oct - 29 Oct
Waterfront Muskoka with Hot Tub
Interior
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
9.2 out of 10, Wonderful, (37)
"Very nice, quiet & clean place, enjoyed the stay, parking for the beach was the issue, even got a parking ticket for 120 dollars, wish we knew that before we got the ticket. Besides that excellent place to go."
Canada
Bhanu S.
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
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 €158
includes taxes & fees
28 Oct - 29 Oct
Whispering Pines Escape
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!
9.6 out of 10, Exceptional, (5)
"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!
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, (10)
"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 €235
includes taxes & fees
2 Nov - 3 Nov
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

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"The staff were amazing. So friendly and helpful. The facilities were clean and had everything I needed. "
Shawna 1-night trip
Posted 3 days ago
Comfort Inn & Suites

Find out more about Simcoe County

Holiday Homes in Simcoe County

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