
House holiday rentals in Simcoe County
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Top-rated house rentals in Simcoe County
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Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

White Rolling Sands of Penetang by Theatre
Shores of Georgian Bay - enjoy a firepit in the backyard of a deep lot backing onto woods with trails. Local walking and cycling routes, vege and flower gardens from private sunny 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 (Midland) nearby.

Pool Table 10MinsToLakeSimcoe King Beds ProfDesign
Luxury! Pool Table! 75" Smart TV! Thoughtfully curated design! Unleash your inner chef in the gourmet kitchen with a gas stove, all your cooking & baking needs. Bask in the lofty 10' ceilings, and explore the vibrant neighbourhood with top-notch restaurants, shopping, golf courses, driving range, Hwy 400, serene lake and beach access, all within 5-10 mins. 25 Mins from Snow Valley & Horseshoe Valley Resort. Your luxurious escape awaits! 2 King Beds, 4 Queen Beds, 3 Single Pullout Mattresses!

Woodland Muskoka Tiny House
Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

JJ’s Collingwood bar & games house.
Welcome to beautiful 4 season Collingwood! This house offers a 4 bedroom 2 bathroom fully detached house on a large mature lot in Collingwood. This house is a 10 minute walk to Sunset Point Beach and a 10 minute walk to downtown Collingwood. House is in a prime location approximately 10 minute drive to Blue Mountain, 20 minutes to Thornbury and 15 minute drive to Wasaga Beach. Big fenced in backyard for fires, horse shoes or whatever you would like, plenty of parking ( 4 car maximum)

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!

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. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

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. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

King Bed, Pool, Gym, Ravine View, Your Getaway!
Enjoy a stylish experience in this spacious and serene space at Highland Estates 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+. Get Some Fun in the Sun and Book Today

Luxury Home Mins to Lake & Beach
Welcome to Your Modern Retreat minutes away from the Lake and Beach! Experience comfort and style in our newly built, beautifully furnished 3-bedroom house, perfect for families, groups, or business travellers. Located in the heart of Barrie, our home offers a serene escape with all the amenities you need for a memorable stay. 50 m to nearest bus stop 1.5 km to grocery stores and Bayfield Mall 3 km to Downtown 4 km to Centennial Beach and Park 6 km to Johnson's Beach

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12
If you are looking to get away for fun with friends or family, Shopping, or planning a trip, this house is exactly the spot for your Barrie stay! Perfect for a family vacay, a wedding trip or a get to gather with friends. We are 5 minutes from downtown Barrie & top attractions, 10 minutes from shopping malls, and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
Escape to a peaceful haven with this new and breathtaking modern waterfront cottage. Immerse yourself in the stunning views from the walkout deck with outdoor seating, a hot tub and a BBQ area. Quiet neighbourhood in Victoria Harbour on Georgian Bay. Short drive to charming town of Midland and nearby attractions such as the Tay Shore Trail and the Wye Marsh Wildlife Centre. This bright and beautifully finished home is less than a 2-hour drive from the GTA.
Popular amenities for house rentals in Simcoe County
House rentals with a pool

Cozy Corner Townhome | Shuttle + Patio + Pool

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

2 Bd Boardwalk Condo Patio Oasis

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

Serene mountainside home with View/Shuttle Bus

Lost in Hillsdale | Heated POOL | Near Horseshoe

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Ski, Swim, Soak, Boat & Golf
Weekly house rentals

Bright and quiet Family-Size Nottawa Loft 3BR

Luxurious and Beautiful, Barrie

Beautiful lakefront Cottage on Lake Simcoe.

Peak to Beach

3BR Spacious Home - KING BED

Boho Bungalow, Fire Pit, Walk to Lake Simcoe

Georgian Bay Water/Beach front Cottage

Lake Simcoe Waterfront Lake House
Private house rentals

Welcoming Waterfront Cottage

Peaceful country getaway

5BR Wasaga Retreat | Sleeps 14 | 6 Mins to Beach

Lakeside Stunning Cottage - Private Beach - New

Relax and Enjoy

Home Grandview

Pond View Gardens

Luxurious Lake House for Family Stays
Destinations to explore
- Private suite rentals Simcoe County
- Flat rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Rentals with breakfast Simcoe County
- Fitness-friendly rentals Simcoe County
- Loft rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Guest house rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Rentals with a kayak Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Luxury rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Townhouse rentals Simcoe County
- Tiny house rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Villa rentals Simcoe County
- Beachfront rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Rentals with a sauna Simcoe County
- Cabin rentals Simcoe County
- Rentals with a firepit Simcoe County
- Farm stay rentals Simcoe County
- Rentals with a cinema Simcoe County
- Family-friendly rentals Simcoe County
- Rentals with a patio Simcoe County
- Bungalow rentals Simcoe County
- Rentals with beach access Simcoe County
- Holiday home rentals Simcoe County
- Cottage rentals Simcoe County
- Apartment rentals Simcoe County
- Rentals with lake access Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Boutique hotels Simcoe County
- Motorhome rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Bed and breakfasts Simcoe County
- Dome rentals Simcoe County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Torrance Barrens Dark Sky Conservation Area
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Vaughan Mills
- Wasaga Beach Area
- Awenda Provincial Park
- Wye Marsh Wildlife Centre
- Kee To Bala
- Casino Rama Resort
- Centennial Beach
- Forks of the Credit Provincial Park
- Balsam Lake Provincial Park
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park





