House vacation rentals in Simcoe County

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Top-rated house rentals in Simcoe County

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

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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

Jul 9 – 16

G$26,154 GYD per night

Guest favorite

Home in Barrie

4.94 out of 5 average rating, 51 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

Dec 7 – 14

G$20,383 GYD 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.

Aug 25 – Sep 1

G$25,080 GYD 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!

Nov 30 – Dec 7

G$24,327 GYD 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

Jun 10 – 17

G$30,610 GYD per night

Guest favorite

Home in Bracebridge

4.93 out of 5 average rating, 340 reviews

Muskoka Hideaway-hot tub/private trails/wood stove

Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Aug 25 – Sep 1

G$66,873 GYD per night

Superhost

Home in Orillia

4.85 out of 5 average rating, 203 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

Sep 16 – 23

G$111,865 GYD 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.

Feb 23 – Mar 2

G$24,531 GYD 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.

Oct 8 – 15

G$32,437 GYD 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 10 – 17

G$36,177 GYD 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.

Dec 4 – 11

G$24,099 GYD per night

Guest favorite

Home in Port McNicoll

4.94 out of 5 average rating, 184 reviews

Spectacular Waterfront 3 Bedroom Home!

Beautiful 3 bedroom newly built waterfront house on Georgian Bay! Located in a quiet area with a beach! In the summer the lake is perfect for swimming! Just bring water shoes as there can be rocks and zebra muscles. This 3 bedroom waterfront home is the perfect place for a summer or winter getaway!

Sep 5 – 12

G$71,813 GYD per night