
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

Sawdust city haus
Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

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!

The Artist’s House B&B | Blue Mountain Area
Welcome to The Artist’s House — a cozy, art-filled get-away on 1.5 private acres just outside Collingwood. Surrounded by beautiful gardens, sculpture and original artwork, the home offers a peaceful escape with three serene bedrooms, a comfortable interior with AC, a fully equipped kitchen, and a cozy living space with gas fireplace. Enjoy the patio, BBQ, fire pit, and quiet setting — minutes from Georgian Bay beaches, trails, dining, and Scandinave Spa and Blue Mountain. High speed Wifi.

JJ’s small town country retreat
Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

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!

Georgian Bay Paradise
Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

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

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

Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

A-Frame hidden in forest Muskoka, Georgian Bay
Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.
Popular amenities for house rentals in Simcoe County
House rentals with a pool

Cozy Corner Townhome | Shuttle To The Village

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

Rivergrass Oasis Across from Blue Mtn Hot Tub!

2 Bd Boardwalk Condo Patio Oasis

King Bed, Pool, Gym, Ravine View, Your Getaway!

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

Serene mountainside home with View/Shuttle Bus

Blue Mountain Village Townhome 4 Bedroom w Shuttle
Weekly house rentals

Bright and quiet Family-Size Nottawa Loft 3BR

Water’s Edge

Luxurious and Beautiful, Barrie

Lakeside Stunning Cottage - Private Beach - New

Peak to Beach

The Uxbridge Inn

3BR Spacious Home - KING BED

Home Grandview
Private house rentals

Cute and Cozy House

Welcoming Waterfront Cottage

Peaceful country getaway

Beautiful lakefront Cottage on Lake Simcoe.

Lost in Hillsdale | Heated POOL | Near Horseshoe

The Allandale Residence

Pond View Gardens

Georgian Bay Water/Beach front Cottage
Destinations to explore
- Cabin rentals Simcoe County
- Bungalow rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Dome rentals Simcoe County
- Townhouse rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Rentals with a kayak Simcoe County
- Luxury rentals Simcoe County
- Farm stay rentals Simcoe County
- Rentals with a cinema Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Fitness-friendly rentals Simcoe County
- Tiny house rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Smoking-friendly rentals Simcoe County
- Private suite rentals Simcoe County
- Beachfront rentals Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with beach access Simcoe County
- Flat rentals Simcoe County
- Villa rentals Simcoe County
- Boutique hotels Simcoe County
- Rentals with a patio Simcoe County
- Motorhome rentals Simcoe County
- Rentals with a firepit Simcoe County
- Loft rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Rentals with an EV charger Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Holiday home rentals Simcoe County
- Apartment rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with a sauna Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Guest house rentals Simcoe County
- Family-friendly rentals Simcoe County
- Cottage 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
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Caledon Ski Club LTD
- Awenda Provincial Park
- Vaughan Mills
- Wasaga Beach Area
- Forks of the Credit Provincial Park
- Wye Marsh Wildlife Centre
- Balsam Lake Provincial Park
- Sunset Point Park
- Mono Cliffs Provincial Park





