House vacation rentals in Simcoe County

Find and book unique houses on Airbnb

Top-rated house rentals in Simcoe County

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Collingwood

4.85 out of 5 average rating, 109 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

Jun 6 – 13

ﺩ.ﺇ485 per night

Guest favorite

Home in Minesing

4.94 out of 5 average rating, 50 reviews

Periwinkle Paradise

Escape to serenity just 10 mins from downtown Barrie at this expansive semi-detached home. Boasting 4 bed, 3 bath, & a harmonious blend of boho chic decor & contemporary comforts, it's an inviting retreat for families & friends alike. Explore nearby attractions like Snow Valley Ski Resort, picturesque hiking trails, & rejuvenating spas, all just moments away. Whether you're seeking a weekend getaway or a relaxing stay-cation, this peaceful oasis offers the perfect blend of relaxation & adventure

Jun 5 – 12

ﺩ.ﺇ446 per night

Guest favorite

Home in Barrie

4.94 out of 5 average rating, 52 reviews

Tranquility Haven

Stylish Ambiance: Our space is a basement thoughtfully designed to provide you comfort. Spacious Comfort: Relax and unwind with plenty of room to stretch in our Family-Friendly space Central Location: Enjoy easy access to dining and shopping options minutes away. Outdoor Adventures: Adventure awaits with lakes, beaches, and skiing sites in close proximity. Book your stay with us today and experience the best of Barrie. We invite you to enjoy the peace, style, and natural beauty that awaits you

Jan 5 – 12

ﺩ.ﺇ366 per night

Guest favorite

Home in Penetanguishene

4.97 out of 5 average rating, 143 reviews

White Rolling Sands of Penetang by Theatre

Enjoy a firepit in the private backyard of a large deep lot backing onto woods with trails. Local walking and cycling routes, or stay home and enjoy the veggie and flower gardens from back deck. Fully licensed and located close to Kings' Wharf Theatre / Discovery Harbour. Experience the natural beauty of Tiny Beaches, Georgian Bay Islands N.P and Awenda P.P. nearby (Park pass available for use). Marinas, beaches, boat cruise of the islands, Ste Marie Among the Hurons and Wye Marsh are nearby.

May 30 – Jun 6

ﺩ.ﺇ432 per night

Guest favorite

Home in Collingwood

4.94 out of 5 average rating, 79 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.

May 8 – 15

ﺩ.ﺇ243 per night

Guest favorite

Home in Shanty Bay

5.0 out of 5 average rating, 30 reviews

Beautiful Town For 5, Ravine View, Resort Pool

Enjoy a stylish experience in this spacious and serene space at Carriage Country Club Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Close to Major Ski Hills in Horseshoe Resort Area!

Dec 2 – 9

ﺩ.ﺇ422 per night

Superhost

Home in Barrie

4.81 out of 5 average rating, 208 reviews

Entire Private House+Games Room-by Downtown/Skiing

Entire, completely private, cozy 3-bedroom house: • Full kitchen w/ coffee maker, microwave • 3 beds, 1 sofabed, 1 foldable cot • 1 full bathroom & 1 two piece bathroom • Bed linen/towels • Fast wifi • TV w/ netflix (living room & main bedroom) • Games room w/ pool table, air hockey table, darts • Long driveway • Fenced backyard w/ table,chairs & swing set • 2 min to Hwy 400 • 2-5 min to restaurants/shops • 5 min to downtown Barrie • 5 min to Centennial Beach • 15 min to Snow Valley

Apr 8 – 15

ﺩ.ﺇ463 per night

Guest favorite

Home in Minesing

5.0 out of 5 average rating, 24 reviews

4br 4bth home 10min to Golf/Ski resorts+waterfront

Our home has a total of 4 bedrooms, 3.5 baths and large common areas, fully stocked kitchen and free 4+ parking spots (2 indoor, 2+ outdoor) promising a comfortable & stylish stay for your group of families & friends or corporate stay. Our brand new home (2023-built) in a quiet residential neighborhood is less than 10 mins drive to Snow Valley Ski Resort, Vespra Golf Club, Barrie Country Golf Club, Springwater Golf Course, Barrie waterfront and a lot more!

Mar 23 – 30

ﺩ.ﺇ492 per night

Guest favorite

Home in Midland

4.83 out of 5 average rating, 169 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.

Mar 1 – 8

ﺩ.ﺇ429 per night

Guest favorite

Home in Coldwater

5.0 out of 5 average rating, 57 reviews

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart.

Sep 17 – 24

ﺩ.ﺇ569 per night

Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 160 reviews

Basecamp

Welcome to Basecamp. A place where you can rest, charge up, and plan your next adventure. Just a 10 minute drive to Blue Mountain and the Bruce Trail. Located in the heart of Collingwood with all of the amenities near by. Local bars, restaurants, shops and micro-breweries are just a short drive away.

May 7 – 14

ﺩ.ﺇ632 per night

Guest favorite

Home in Barrie

4.96 out of 5 average rating, 105 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.

Oct 5 – 12

ﺩ.ﺇ434 per night