House holiday rentals in Simcoe County

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Top-rated house rentals in Simcoe County

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Guest favourite

Home in Collingwood

4.87 out of 5 average rating, 134 reviews

Bright & Cozy Getaway by the Lake In Collingwood

Walking distance to Georgian Bay & minutes drive to Blue Mountain Resort/Collingwood city center Skiing, golfing, cycling trails, exploring historical downtown, & an incredible array of culinary options! ✔Master Ensuite w/Large Spa Tub ✔65-inch TV w/ Netflix, Crave, Cable ✔Hi-Speed WiFi: Multiple Device Steaming & Video Conferencing ✔Fully-Stocked Kitchen w/ Stainless Steel Appliances ✔2-Car Garage + 2 Car Driveway Parking ✔2 Queen-Sized Beds ✔Washer/Dryer ✔AC ✔All Units Main Floor Accessible

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 100 reviews

Modern 5-bedroom house close to Ardagh Bluffs

Enjoy this new, modern and spacious house with open concept living room, dining room, 5 bedrooms and stylish kitchen with brand new modern appliances. Get together with your family and friends around the indoor gas fireplace watching your favorite movie. Relax in the spa like bathroom, and enjoy your sleep in the comfortable bedrooms .Go for a walk in the nearby forest at Ardagh Bluffs or take a short drive to the shopping centre or picturesque lakefront park. You will enjoy your stay in full!

Guest favourite

Home in Collingwood

4.93 out of 5 average rating, 122 reviews

Private, brand-new 1 bdrm unit

Welcome to our brand new, stylishly renovated unit, nestled on a quiet street, just moments from the bustling town life. This bright, private basement unit offers the perfect blend of comfort and convenience. Fresh from a top to bottom reno, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. Whether you're visiting for work or leisure, you'll find everything you need in our little urban oasis.

Superhost

Home in Barrie

4.8 out of 5 average rating, 238 reviews

Entire House w/ Games Room-by Downtown & Ski Hills

Entire, completely private, cozy, older 3 bedroom house: • Full kitchen w/ coffee maker, microwave • 3 beds, 1 sofabed, 1 foldable cot • 1 full bathroom & 1.5 bathroom • Bed linen/towels • Fast wifi • TV w/ netflix (living room & main bedroom) • Games room w/ pool table, darts, table soccer • Long driveway • Fenced backyard w/ patio table & kids swing set • 2-5 min to restaurants/shops • 5 min to downtown Barrie • 5 min to Lake Simcoe • 15 min to Innisfil • 15-20 mins to Ski Resorts

Guest favourite

Home in Innisfil

4.98 out of 5 average rating, 128 reviews

Charming waterfront cottage on Lake Simcoe

Charming three bedroom cottage with Boat house conveniently located 1 hour from GTA on a private waterfront lot surrounded by mature trees with sandy bottom and clear water. The proximity of the cottage to the water is sure to please either the sun or shade lovers with multiple large decks and dock for sitting, dining and lounging. We offer hot tub, Sauna, trampoline, basketball net, paddle boat, floating mat, kayaks, canoe, paddle board, pool table, foosball. fishing gear, life jackets

Guest favourite

Home in Barrie

4.98 out of 5 average rating, 102 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Guest favourite

Home in Barrie

4.98 out of 5 average rating, 132 reviews

4 Bedroom Fully Private Townhouse in Barrie

This spacious four-bedroom, four-bath townhouse is in Barrie South. It is a fully private and independent house, so you will have full privacy in and out. Enjoy the beautiful lake, which is five minutes away. Guests will have access to a fully stocked kitchen, washer/dryer, free high-speed internet (1500mbps), and a 55" smart TV with popular streaming services. All popular stores and amenities are nearby, within five minutes.

Guest favourite

Home in Midland

4.84 out of 5 average rating, 195 reviews

The Little Lake House

The Little Lake House can be described as charming, and cozy. Located close to downtown, and a short walk from Little Lake Park, this newly renovated house is a sweet spot for your next stay in Midland. Relax, and read a book in the little backyard. Go out for a scrumptious meal downtown, or choose to stay in, and cook in our airy & bright kitchen. With 2 cozy bedrooms, you'll feel well rested in one of our pillow-top beds.

Guest favourite

Home in Innisfil

4.9 out of 5 average rating, 163 reviews

King Bed*Pool*Fireplace*BBQ*Smart TV

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a king bed and queen pull out loaded with entertainment from TVs (Netflix, Amazon Prime, Disney+) to the best board games! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen

Guest favourite

Home in The Blue Mountains

4.97 out of 5 average rating, 334 reviews

Mountain Cedar Chalet 3min walk to village

Luxury Directly Across from the Village! Unit 216 Mountain Walk Fully Renovated and Fully Stocked Modern kitchen with everything you need Coffee, teas, spices, oil, vinegar included Lots of linens, towels, extra blankets Balcony with BBQ Pack n' play, highchair Lego, playmobil, boardgames, XboxOne 2 TV with Netflix, Prime, Crave, Disney+, Cable Fast WiFi Free Parking for Three Cars NO. LCSTR20220000081

Guest favourite

Home in Barrie

4.96 out of 5 average rating, 183 reviews

Home in Barrie - Minutes to RVH & Georgian College

Minutes from RVH Hospital, Georgian College, Hwy 400, and the Barrie Waterfront. Clean, newly renovated, main floor of home in a quiet neighborhood. Your family will be close to everything when you stay at this centrally located place. Brand new tv in every room. Air mattress available by request. PLEASE inform us if you would like to use the couch as a bed so we can provide you extra linen. Thank you ☺️

Guest favourite

Home in New Tecumseth

4.98 out of 5 average rating, 116 reviews

✦9Bedroom✦8400sqft Farm House ✦28Acres ✦1HrToronto

✦Yellow Cottage Toronto✦ offers a private oasis for all seasons. The 8,400 sq.ft. farm house features 9 bedrooms, large dining, meeting spaces, games room and theatre room. Your group will also enjoy 3 acres private pond for kayaking & fishing. Perfect place for big family reunions, groups & company retreats. Located just an hour north of Toronto.