Title: Holiday Rentals Simcoe County from £153: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Simcoe County Hotels](https://expedia.co.uk/Destinations-In-Simcoe-County.d553248635976432418.Hotel-Destinations)[Simcoe County Car Hire](https://expedia.co.uk/Destinations-In-Simcoe-County.d553248635976432418.Car-Hire-Destinations)[Simcoe County Holidays](https://expedia.co.uk/Simcoe-County.d553248635976432418.Holidays-City-Breaks) ![Collingwood showing a garden, a bridge and cycling](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/83000/83077-Barrie-Orillia-And-Vicinity.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Simcoe County - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Top Holiday Rentals in Simcoe County ![Family Condo | In-room dining](https://images.trvl-media.com/lodging/108000000/107440000/107433400/107433316/6a40eefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Condo | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107440000/107433400/107433316/16f6abd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Condo | Living area](https://images.trvl-media.com/lodging/108000000/107440000/107433400/107433316/b332acd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo | 2 bedrooms, individually furnished, free WiFi](https://images.trvl-media.com/lodging/108000000/107440000/107433400/107433316/a481df11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Collingwood Condos Collingwood 9.2/10 Wonderful (18) "Beautiful property " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Diane £177 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Collingwood-Hotels-Downtown-Collingwood-Condos.h107433316.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/100000000/99930000/99925000/99924901/95aae1f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/100000000/99930000/99925000/99924901/w1080h906x0y21-aeae3540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Condo | Private kitchen | Microwave, toaster, blender, coffee grinder](https://images.trvl-media.com/lodging/100000000/99930000/99925000/99924901/1c42a6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gym](https://images.trvl-media.com/lodging/100000000/99930000/99925000/99924901/897be1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margarita Vacation Getaway Oro-Medonte 9.6/10 Exceptional (10) "Great location and amenities. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Peter [](https://www.expedia.co.uk/Oro-Medonte-Hotels-Margarita-Vacation-Get-Away.h99924901.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111130000/111129500/111129433/e7e28bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111130000/111129500/111129433/4fc6c930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111130000/111129500/111129433/33033774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111130000/111129500/111129433/38c071e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Home by Georgian Bay w/ hot tub. Pet friendly!! Midland 9.6/10 Exceptional (7) "Great spot. Was absolutely perfect for our needs. Liitle gem very conveniently located. Kudos to the owners" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Roch L. [](https://www.expedia.co.uk/Midland-Hotels-Modern-Home-By-Georgian-Bay-W-Hot-Tub-Pet-Friendly.h111129433.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116670000/116665000/116664991/628dcfbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/117000000/116670000/116665000/116664991/3a9ffc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116670000/116665000/116664991/89afaabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Internet, bed sheets](https://images.trvl-media.com/lodging/117000000/116670000/116665000/116664991/0cef6653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach! Wasaga Beach 7.4/10 Good (3) "A fantastic stay. Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike B. [](https://www.expedia.co.uk/Wasaga-Beach-Hotels-Modern-Tiny-Wood-Cottage-3-Camping-Style-Cottages-5-Minutes-To-The-Beach.h116664991.Hotel-Information) ![Classic Cottage, Resort View | Private kitchen](https://images.trvl-media.com/lodging/117000000/116720000/116719400/116719311/d6dc2e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Resort View | Living area](https://images.trvl-media.com/lodging/117000000/116720000/116719400/116719311/f6d46818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116720000/116719400/116719311/3065bb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116720000/116719400/116719311/b326f110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUMMERHILL Wasaga Beach 6.6/10 (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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Annette [](https://www.expedia.co.uk/Wasaga-Beach-Hotels-SUMMERHILL.h116719311.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/103000000/102080000/102079100/102079073/476776af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Bathroom | Free toiletries, hair dryer](https://images.trvl-media.com/lodging/103000000/102080000/102079100/102079073/a4004e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102080000/102079100/102079073/adce4068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/103000000/102080000/102079100/102079073/670fe476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Horseshoe Valley Suites - The Glade Oro-Medonte 9.0/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jane [](https://www.expedia.co.uk/Oro-Medonte-Hotels-Horseshoe-Valley-Suites-The-Glade.h102079073.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/122000000/121120000/121118200/121118131/74294a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121120000/121118200/121118131/6bc168f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121120000/121118200/121118131/4a0d3e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121120000/121118200/121118131/19ee8cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Innisfil Lakeview Cottage with a Sauna and steps to Lake Simcoe Innisfil [](https://www.expedia.co.uk/Innisfil-Hotels-Large-Innisfil-Lakeview-Cottage-With-A-Sauna-And-Steps-To-Lake-Simcoe.h121118131.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/107000000/106510000/106506400/106506343/f7b8da99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/107000000/106510000/106506400/106506343/0f33190f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106510000/106506400/106506343/378c259e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106510000/106506400/106506343/bd3510a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna Orillia 8.2/10 Very good (14) "The property is gorgeous! Right on the water. The host is super generous and responsive and the house has everything you need. It has an extensive selection of children's toys and a lot of different games. The house itself is a bit run down and can use some TLC, while the downstairs bedroom is quite private the rest of the bedrooms could use some soundproofing. The kitchen is nice and overall it is a comfortable stay. Great for families!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalya S. [](https://www.expedia.co.uk/Ramara-Hotels-Redwood-Retreat-Waterfront-Cottage-By-Simcoe-With-Hot-Tub-And-Sauna.h106506343.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33670000/33660500/33660457/4900a458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/34000000/33670000/33660500/33660457/14b85a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33670000/33660500/33660457/abf62d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/34000000/33670000/33660500/33660457/66ec52a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exquisite Log Cabin Retreat- Perfect Couple’s Getaway! Tranquility at its best❤️ Collingwood 10/10 Exceptional (316) "Wonderful property and very quiet/serene great for a weekend getaway " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gurneet T. [](https://www.expedia.co.uk/Clearview-Hotels-Exquisite-Log-Cabin-Retreat-Perfect-Couples-Getaway-Tranquility-At-Its-Best.h33660457.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96050000/96041200/96041123/a75476b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96041200/96041123/w1170h891x0y5-0d184eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96050000/96041200/96041123/w1170h891x0y5-f54896d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/97000000/96050000/96041200/96041123/df36a27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Staycation Condo at FH Innisfil 7.8/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sandra S. £165 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Innisfil-Hotels-Chic-Staycation-Condo-At-FH.h96041123.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/102000000/101180000/101174900/101174832/0e5722e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Balcony](https://images.trvl-media.com/lodging/102000000/101180000/101174900/101174832/301a9e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/102000000/101180000/101174900/101174832/d78ce65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/102000000/101180000/101174900/101174832/ef7dd9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Horseshoe Valley Suites - The Evergreen Oro-Medonte 9.4/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Louis [](https://www.expedia.co.uk/Oro-Medonte-Hotels-Horseshoe-Valley-Suites-The-Evergreen.h101174832.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/35000000/34520000/34512500/34512480/65b63e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34520000/34512500/34512480/52adea88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34520000/34512500/34512480/8dfbfbec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34520000/34512500/34512480/2076a840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Muskoka - The Eagle's Nest Coldwater 9.4/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Bob R. [](https://www.expedia.co.uk/Severn-Hotels-Muskoka-The-Eagles-Nest.h34512480.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72060000/72050300/72050220/5adf7093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72060000/72050300/72050220/e37f8ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/73000000/72060000/72050300/72050220/c09b10eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/73000000/72060000/72050300/72050220/83832963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood on 6th in Historic Downtown Collingwood/Pet Friendly Collingwood 10/10 Exceptional (29) "Property was clean and well organized and perfect for the little weekend get away we had." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lyndsay C. [](https://www.expedia.co.uk/Collingwood-Hotels-Come-Stay-In-Historic-Downtown-Collingwood.h72050220.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/90000000/89710000/89707100/89707036/cea5e3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89710000/89707100/89707036/1bf226eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89710000/89707100/89707036/w1066h796x3y0-4bc3bf0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89710000/89707100/89707036/996890bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax or Explore! Northern Escape Cottage Condo - Country Club! Oro 9.6/10 Exceptional (4) "Pool and hot tub where awesome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andy T. [](https://www.expedia.co.uk/Oro-Medonte-Hotels-Relax-Or-Explore-Northern-Escape-Cottage-Condo-Country-Club.h89707036.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/56000000/55560000/55557600/55557529/6f30c176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/56000000/55560000/55557600/55557529/f275184c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/56000000/55560000/55557600/55557529/673025a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/56000000/55560000/55557600/55557529/80e62423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR Innisfil 9.2/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Richard S. [](https://www.expedia.co.uk/Barrie-Orillia-Hotels-Cozy-Cottage-Walking-Distance-TO-Lake-Simcoe-Friday-Harbour.h55557529.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115920000/115911700/115911660/a9d31b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115920000/115911700/115911660/33cf34f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115920000/115911700/115911660/ce5117f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115920000/115911700/115911660/722c1437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bedroom Lakefront Cottage on Kawartha Lakes close to the GTA. Pet friendly! Brechin 9.6/10 Exceptional (5) "Great time at the cottage! Everything was as advertised and described. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Julianna G. [](https://www.expedia.co.uk/Ramara-Hotels-3-Bedroom-Lakefront-Cottage-On-Kawartha-Lakes-Close-To-The-GTA-Pet-Friendly.h115911660.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/39000000/38860000/38855200/38855198/e9222591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/39000000/38860000/38855200/38855198/ec46fdfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38860000/38855200/38855198/75443c55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38860000/38855200/38855198/486f626b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 8 Wasaga Beach 9.4/10 Exceptional (19) "Loved it second time staying and will book again" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ryan O. [](https://www.expedia.co.uk/Barrie-Orillia-Hotels-Sandpiper-Beach-Resort-Cottage-8.h38855198.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72570000/72569600/72569553/05e51f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72570000/72569600/72569553/b2f04f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/73000000/72570000/72569600/72569553/c16699ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72570000/72569600/72569553/w1947h1291x3y11-3780261f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Muskoka with Hot Tub Severn 9.0/10 Wonderful (26) "Family had a lot of fun!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sherry K. £493 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Severn-Hotels-Waterfront-Muskoka-With-Hot-Tub.h72569553.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106670000/106669500/106669495/e2c42cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106670000/106669500/106669495/7d458a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106670000/106669500/106669495/866cc6d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/107000000/106670000/106669500/106669495/ca535656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whispering Pines Escape Collingwood 9.8/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sophie K. £153 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Collingwood-Hotels-Whispering-Pines-Escape.h106669495.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111360000/111359100/111359078/4ea49684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/112000000/111360000/111359100/111359078/w1017h756x0y5-9bc4e85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111360000/111359100/111359078/702b62c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111360000/111359100/111359078/26f2c800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage Victoria Harbour 8.8/10 Excellent (11) "This rental was very affordable with lots of beds. We enjoyed our stay and had plenty of room for a larger group." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris L. £207 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Tay-Hotels-Up-To-40-SALE-Near-Skiing-Mount-Gorgeous-Cottage.h111359078.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-11-15&endDate=2025-11-16®ionId=553248635976432418&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Simcoe-County.d553248635976432418.Holiday-Rental-Destinations)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Simcoe-County.d553248635976432418.Holiday-Rental-Destinations) ## Top Simcoe County Hotel Reviews ![Super 8 by Wyndham Midland](//images.trvl-media.com/lodging/2000000/1740000/1731800/1731760/62516c81_y.jpg) ### Super 8 by Wyndham Midland 10/10 Excellent "Offered a lot of choice for breakfast such as waffles, toasted bagels and cream cheese, eggs and sausages, yogurt, fruit, juice etc. Pleasant stay." [](https://expedia.co.uk/Midland-Hotels-Super-8-By-Wyndham-Midland.h1731760.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/115000000/114590000/114583600/114583569/b8c90d77_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Everything was great from check in to check out. Staff very nice and helpful with any questions or concerns. Rooms very clean and comfortable. Definitely will be staying again in the future" [](https://expedia.co.uk/Bradford-West-Gwillimbury-Hotels-Comfort-Inn-Suites.h114583569.Hotel-Information) ![Days Inn by Wyndham Orillia](//images.trvl-media.com/lodging/1000000/910000/908200/908140/205be5a9_y.jpg) ### Days Inn by Wyndham Orillia 10/10 Excellent "Always great helpful staff....clean rooms..nice breakfast..thankyou !" [](https://expedia.co.uk/Ramara-Hotels-Days-Inn-By-Wyndham-Orillia.h908140.Hotel-Information) ![Holiday Inn Express & Suites Collingwood by IHG](//images.trvl-media.com/lodging/53000000/52470000/52463900/52463807/10ff1122_y.jpg) ### Holiday Inn Express & Suites Collingwood by IHG 10/10 Excellent "Very well Taken care off I would suggest have a stool available somewhere in the Hotel for Guest of short stature." [](https://expedia.co.uk/Barrie-Orillia-Hotels-Holiday-Inn-Express-Suites-Collingwood.h52463807.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/1000000/40000/34200/34108/722cfc72_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Parking was easy, room was great. The staff was amazing, especially Marianne from Guest Services who helped me fix a mistake on my part for our stay and smoothed out a potentially stressful situation. She ensured that our check-in went smoothly and was very helpful and friendly throughout our stay at Collingwood. We want to give our grateful thanks to her, and to Comfort Inn. We would 100% stay here again." [](https://expedia.co.uk/Collingwood-Hotels-Comfort-Inn-Suites.h34108.Hotel-Information) ![The Dorchester Hotel](//images.trvl-media.com/lodging/92000000/91350000/91347900/91347828/92a65d9b_y.jpg) ### The Dorchester Hotel 10/10 Excellent "Our stay was beautiful. The room alone was not only gorgeous but equipped with a cute kitchenette and even a record player. It’s the little things thats stood out to us and made us feel safe and comfortable. The staff were also so welcoming and lovely. Will definitely be staying here next time we are in town! " [](https://expedia.co.uk/Collingwood-Hotels-The-Dorchester-Hotel.h91347828.Hotel-Information) ![Hampton Inn Midland, On](//images.trvl-media.com/lodging/77000000/76900000/76891600/76891569/21448630_y.jpg) ### Hampton Inn Midland, On 10/10 Excellent "Convenient" [](https://expedia.co.uk/Midland-Hotels-Hampton-Inn-Midland.h76891569.Hotel-Information) ![Candlewood Suites Collingwood by IHG](//images.trvl-media.com/lodging/100000000/99430000/99424800/99424748/452819e9_y.jpg) ### Candlewood Suites Collingwood by IHG 10/10 Excellent "Love how clean the room was. The building is very well kept and staff are awesome. Wouldn’t hesitate to come back. " [](https://expedia.co.uk/Collingwood-Hotels-Candlewood-Suites-Collingwood.h99424748.Hotel-Information) ![Days Inn & Suites by Wyndham Collingwood](//images.trvl-media.com/lodging/2000000/1380000/1374700/1374609/8d176f45_y.jpg) ### Days Inn & Suites by Wyndham Collingwood 10/10 Excellent "Yes. Parking also safe and convenient.." [](https://expedia.co.uk/Collingwood-Hotels-Days-Inn-Suites-By-Wyndham-Collingwood.h1374609.Hotel-Information) ## Find out more about Simcoe County **Everything you need to know about** **Simcoe County** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Simcoe County holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simcoe County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.  **Simcoe County holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Simcoe County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simcoe County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simcoe County holiday rentals we have selected for you start as low as £153 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Simcoe County rentals** At Expedia, we put the best Simcoe County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Simcoe County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simcoe County holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simcoe County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Popular Simcoe County Cities - [Collingwood Holiday Rentals](https://expedia.co.uk/Collingwood-Holiday-Rentals.d11938.Travel-Guide-HolidayRentals) - [Oro-Medonte Holiday Rentals](https://expedia.co.uk/Oro-Medonte-Holiday-Rentals.d6288963.Travel-Guide-HolidayRentals) - [Tiny Holiday Rentals](https://expedia.co.uk/Tiny-Holiday-Rentals.d6361303.Travel-Guide-HolidayRentals) - [Tottenham Holiday Rentals](https://expedia.co.uk/Tottenham-Holiday-Rentals.d3000473673.Travel-Guide-HolidayRentals)