Apartment holiday rentals in Simcoe County

Basement Apartment in Collingwood

Downtown Location ~ Free Parking ~ Pets Welcome! Located in downtown Collingwood this basement apartment is the ideal place to stay. Walk out the door and you're only a 10 minute walk to the waterfront and a 15 minute drive to Blue Mountain Village. This heritage apartment is only steps away from many local shops, restaurants and bars. Enter through a private entrance at the back of the building to your newly renovated, 1 bedroom basement apartment. **No cable - must use own streaming services

The Haunted House Apt 302

As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

The Boat Bow- an eco friendly studio

Steps to the longest and best fresh water beach in the world and just an hour outside Toronto, The Boat Bow is a absolute must stay! Gorgeous designer studio with everything you could ask for- comfy bed, great coffee maker, big TV and fully equipped kitchen. Imagine the best retreat you ever had - huge hot tub, amazing sauna, cool fire pits, cold plunge pool, Pinterestable Silo Lounge , French country Bbq area and much more . This is place is poetry waiting for you to create your own memories.

Ravine 2 Bedroom separate entrance basement apt

Newly finished modern walkout basement apartment in Innisfil with large windows flooding the space with natural light. Beautiful quiet ravine and private backyard. Short drive to the beach. 2 bedrooms+den, 2 queen size beds, and just about everything you need for a comfortable stay. This property has a fully equipped kitchen, laundry area, and free Wi-Fi/Netflix available on a large size flat screen TV. Two free parking spaces.BBQ $$.( Laundry is included free of charge with 2 night’s stay).

Double Waterside Beach Oasis

Stay in this newly renovated brand new listing and enjoy sunsets at the worlds largest fresh water beach. Two waterside patios!🌊🏖️ -Sea Doo rentals steps away-Tiki bar boat rentals steps away-Clubs and bars 2 min walk including the world famous Bananas Beach Club overlooking the beach-Skull Island Mini putt 2 min walk-Fishing out your back door-Shops, arcade and MUCH more right outside your front door or 2 min walk. -Blue Mountain a short drive-Go carts and batting cages only 10 min away!

Your Downtown *Hot Tub* Getaway!

This Incredible unit is the perfect blend of style, luxury & convenience. Filled With all the amenities you look for with the touch of luxury that you would expect in a hotel. Spend your evenings relaxing with a glass of wine in the private hot tub area, immersing yourself in the cinematic feel of the 65" TV, or walking through the bustling downtown streets of Orillia on the way to catch the sunset at the waterfront. However you choose to spend your stay, there is much to enjoy! 🤩

A&M Cozy Home Away From Home

Bring the whole family to this great place with lots of room for fun. Guests can enjoy this beautiful modern 2 bdrms with queen size beds, legal/separate entrance apartment equipped with kitchen appliances, microwave, stove, dishwasher, fridge, toaster, coffee maker, pots, plates, utensils, separate laundry. Equipped with your comfort in mind. It offers shampoo, conditioner, body wash, towels, keyless entry. Ignite TV premier PKG, Netflix, free 500 mbps Wifi.

Chez Nous Midland

Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

New Cosy and Clean apartment with private entrance

Experience elevated family and business living in this newly constructed, spacious apartment, perfect for modern families, business travelers, or hosting professional retreats. Offering privacy and exclusivity, it features a contemporary kitchen, expansive living spaces, laundry facilities, and an elegantly appointed bathroom. A private entrance adds extra convenience, making this residence ideal for both families and professionals.