
House holiday 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.

Lakefront detached house on the little lake
♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

The Artist's House B&B: Relax, Explore Collingwood
Welcome to The Artist's House — a charming getaway in the village of Nottawa, just minutes from Blue Mountain, Collingwood, Scandinave Spa, and Georgian Bay beaches. Surrounded by beautiful gardens, sculpture, and original artwork, our home offers three serene bedrooms, air conditioning, a fully equipped kitchen, and a cozy living room with gas fireplace. Relax on the patio, enjoy the BBQ and fire pit, and experience the perfect blend of village charm and nearby adventure. Fast Wi-Fi & parking.

Royal Beach Lake House & Spa w/ Hot Tub & Sauna
Royal Beach Lakehouse & Spa is your perfect experience of lakeside luxury! Sink your toes into the sand as you relax with your loved ones, our luxury retreat boasts panoramic views of Lake Simcoe! Wake up feeling refreshed after enjoying your private infrared sauna and fun water toys and activities. End your days with a spectacular sunset from your lakeside hot tub & firepit! Our chef's dream kitchen also awaits! This fully equipped lake house is sure to become your next vacation destination!

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!

Moonstone chalet
Once a Presbyterian Church built in 1889 is now converted into modern chalet with entertaining family and comfort in mind. With 3 bedrooms and 2-1/2 bath you will be sure to be comfortable any time of the year. Around the corner from Simcoe walking/bike trails , Mount St-Louis ski hills, golfing Vetta Nordic Spa and Quales brewery. The nights beside the outside fire pit or the inside wood burning fireplace will keep you cozy and warm. You will be sure to create many family memories here.

Waterfront Cottage Over-the-Water view w BBQ& 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!

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.

Cozy Collingwood Farm Retreat
Welcome to this very private 2 bedroom home located on a fenced-in 10 acre property that is located just 3 minutes to downtown Collingwood, and 10 minutes to Blue Mountain. Come and relax here after a day on the slopes or hiking trails , and enjoy the warmly decorated living room with a wood stove! Perfect property all to yourself to enjoy ultimate privacy while still being in town and close to everything! Bring the pooch and enjoy everything this property has to offer.

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.

Private Spa Retreat for 2 | Sauna | Swim Spa |
Experience refined modern chalet living in a peaceful, private retreat. Unwind by the outdoor fire table on the covered deck, soak in the swim spa, enjoy the warmth of the sauna, and settle into a beautifully designed space featuring a chef’s kitchen, open-concept living area, and a serene master suite with ensuite bath and 6 ft soaker tub. Tucked into a secluded section of the home, this stay offers the perfect blend of luxury, comfort, and quiet escape.

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.

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, 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. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.
Popular amenities for Simcoe County house rentals
House rentals with a pool

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Ski, Swim, Soak, Boat & Golf

Rivergrass Oasis | Walk to Village & Pool

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

Serene mountainside home with View/Shuttle Bus

Blue Mountain Village Townhome 4 Bedroom w Shuttle

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

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
Weekly house rentals

Welcoming Waterfront Cottage

The four season Mount St. Louis hideaway

Cottage Retreat, Sauna, campfire, full disconnect

Blue Mountain Retreat • Michelin Dining

The Boutique Retreat

Entire Luxury Townhouse | Barrie Hideaway

Closest Airbnb to Blue Mountain Village

Water’s Edge
Private house rentals

Elba Haus | 63-Acre Private Retreat + Hot Tub

Entire Unit 2 bdr 2 bathroom | Full privacy

Blu Lake House | Waterfront May/June Special

Architectural Lakefront House & Boathouse Muskoka

Little Lake Escape | Waterfront 2 Bedroom Getaway

Fireside Haven Chalet

Luxurious and Beautiful, Barrie

Luxury Waterfront French Chateau for Large Groups!
Destinations to explore
- Rentals with breakfast Simcoe County
- Holiday home rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with beach access Simcoe County
- Boutique hotels Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with a kayak Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Villa rentals Simcoe County
- Family-friendly rentals Simcoe County
- Beachfront rentals Simcoe County
- Tiny house rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Guesthouse rentals Simcoe County
- Bungalow rentals Simcoe County
- RV rentals Simcoe County
- Townhouse rentals Simcoe County
- Rentals with a sauna Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Private suite rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Loft rentals Simcoe County
- Cottage rentals Simcoe County
- Apartment rentals Simcoe County
- Farmstay rentals Simcoe County
- Luxury rentals Simcoe County
- Dome rentals Simcoe County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Wasaga Beach Area
- Snow Valley Ski Resort
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Vaughan Mills
- Awenda Provincial Park
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Burl's Creek Event Grounds
- Scandinave Spa Blue Mountain
- Casino Rama Resort
- Kee To Bala
- Taboo Muskoka Resort & Golf
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Balsam Lake Provincial Park
- Centennial Beach
- Mono Cliffs Provincial Park





