
Apartment holiday rentals in Simcoe County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Simcoe County
Guests agree: these apartments are highly rated for location, cleanliness and more.

Evergreen Studio-KingBed/Pool/HotTub/Shuttle
Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Beautiful Riverside Country Apartment
Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and the Bruce Trail. Close to Shelburne, Mansfield, Creemore, Pine River Institue and many excellent restaurants (The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

The Loft at Bryn Mawr House
Welcome to your ideal Ontario getaway! Our full luxury suite offers a king-size bed, living room with a pull-out , fully-equipped kitchen, and ample parking . Enjoy our 11 acres, a fire pit, pond, and horseshoe area. Explore numerous provincial snowmobile trails, hiking, kayaking and canoeing in the Minesing Wetlands We're central to Blue Mountain, Horseshoe Valley and Snow Valley ski resorts. And Wasaga Beach is just around the corner! Your unforgettable Ontario adventure awaits – book now!

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.

2 bedroom beachfront apartment
Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

Myra's Cozy Place in Barrie
Myra's Cozy Place is close to Downtown, Barrie which is walking distance to restaurants, clubs, shops and banks. We are near to Kempenfelt Bay and Centennial Beach. We are two blocks away from the City Hall and McLaren Art Center. The property is a walkout basement. The guests have a direct access to the backyard (we'll not give key to the guests for security reasons). They will be using the side door as their entrance door using a code. We can also offer Level 2 EV charging upon request.

Aquarius bldg @ Friday Harbour 1st fl 2 bdr/2 bath
Main floor 2 bdr 2 bath condo in Aquarius building 825 sq. ft of indoor space. . Enjoy a luxurious stay at an all season resort at Friday Harbour. We are Steps away from marina, beach, boardwalk, trails and more. Plenty of outdoor activities to enjoy all year round. Our fully furnished condo is ready for you and your guests to enjoy. Outdoor patio to catch fresh air & a cozy, stylish indoor space to unwind and enjoy. *Pool at the condo is closed. Under renovations and not available. *

The Nottawa Nest
Spacious loft apartment, nestled in the heart of Nottawa, a quiet and friendly village just 5min. south of downtown Collingwood and 15min. from Blue Mountain and Wasaga Beach. Enjoy next door the local pub restaurant, cafe, bookstore & LCBO variety store. This beautifully finished getaway has two comfortable bedrooms, laundry room with daybed, dedicated work space, open concept living room & kitchen with cathedral ceiling & gas fireplace. Perfect for two couples, small family or group.

The Upper Deck
The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.

Spacious Apartment 5 Minute Walk to Innisfil Beach
Book this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in a beautiful space with high ceilings and lots of natural light. It's perfect for all seasons! We are an hour from Toronto, 20 minutes from Barrie, 15 minutes from Friday Harbour Resort, 25 minutes from Snow Valley, 30 minutes from Vetta Nordic Spa, and 15 minutes from Three Feathers Terrace Event Venue. NO CLEANING FEES!

Studio at Blue-KingBed/Pool/HotTub/Shuttle
Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Hosted by 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.
Popular amenities for Simcoe County apartment rentals
Weekly apartment rentals

On the Fifth - Basement Apartment in the Country.

Modern Pink & Gold Condo | Private Retreat

Treehouse Suite | Steps to Barrie Waterfront

Tranquil Forest Oasis

Hidden Gem

Beautiful Basement apartment with swimming pool

Sunrise to Sunset - Friday Harbour Penthouse

Spacious Hideaway in Nature
Private apartment rentals

Blue Mountain Studio, 2 Queen Beds, Lake Huron

Cozy Private Basement Suite in quite neighbourhood

Cozy in Coldwater

Great Escape @ Friday Harbour

Renovated 2BR Suite, Walk to Downtown Collingwood

Trendy Lake View Suite Downtown

Fantastic 1 Bdrm With A View.

Welcome to waterfront paradise on Georgian Bay
Apartment rentals with a hot tub

Modern 2BR + Den Condo at Friday Harbour –

SerraVista - Outdoor Pool / Walk to Village

Cozy getaway for two with hot tub!

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Modern Luxury Delight with a Pool and Hot Tub

Cedar-View Studio with Hot Tub+ PlayStation Gaming

Guest Suite in Hockley Valley

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





