
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.

Exceptional 2+1 ground floor condo @Friday Harbour
Enjoy early check in and extra late check out in an exceptional 2+1 condo on the ground floor of the desired Aquarius building at Friday Harbour resort. Professionally designed for comfort and style. Aquarius building offers an outdoor pool, BBQ and sitting area. Friday Harbour is an all-season resort, 1 hour north of Toronto, that offers fine dining, LCBO, Starbucks and grocery store within walking distance. Enjoy seasonal activities & events all year round, water sports, live music & more!
LocationValueTV
4.9 out of 5 average rating, 141 reviews
Lovely 3 Bedroom Condo with Stunning View and Pool
Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to start of Oct) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.
LocationValueAccuracy
4.99 out of 5 average rating, 231 reviews
The Friday Flat | Sunny Escape by the Marina
Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour
LocationFamilySleep quality
4.92 out of 5 average rating, 236 reviews
Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.
LocationValueHot tub
4.98 out of 5 average rating, 126 reviews
Upscale Spa w/ Hot Tub-Private Sauna-Penthouse
Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!
LocationCheckoutLayout
4.96 out of 5 average rating, 180 reviews
Cozy Residence with Walkout to Courtyard
Experience Lakeside Luxury! Located on the ground floor with walkout access to the courtyard with a pool(closed for the season), hot tub(currently closed for repair) fire pit, and lounge areas. Everything you need is just steps away including Starbucks, LCBO, groceries, fine dining and so much more. Enjoy the live music on the pier, golfing, water activities(seasonal), and special events. Check out the Friday Habour website for a calendar of events throughout the year.
LocationFamilySkiing
4.96 out of 5 average rating, 104 reviews
Stunning Suite in Horseshoe Valley
Sitting on top of Horseshoe Valley, this stunning and unique condo sets the stage for a memorable and cozy trip. This suite has it all! - Fully stocked kitchen - 6-person dining table - Pull-out couch + loveseat + lounge chair - Cozy fireplace - Comfortable king-size bed - 2-person soaker tub + shower - Private Balcony - Year-round indoor/outdoor pool with hot tub and sauna - Fully equipped gym Minutes away from Vetta Spa, Horseshoe Valley, golf courses and more!
ValueFamilyQuiet
4.85 out of 5 average rating, 115 reviews
Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeking adventure, relaxation, and unforgettable memories. Just a 2-hour drive from Toronto, our condo offers a prime location to experience it all. Whether you're hitting the slopes, unwinding at the Nordic spa, or exploring the outdoors with mountain biking, golf and tree-top trekking, you'll find everything you need for a perfect getaway.
FamilyLocationSkiing
4.99 out of 5 average rating, 134 reviews
Resort Condo in Friday Harbour
Exquisite 1 Bedroom condo with separate pull out couch. Get ready to relax and unwind. Only 45 minutes from Toronto. Great getaway for couples, singles, work travelers and those just wanting to relax or some adventure. Enjoy the marina, boardwalk, shops, restaurants, nature trails, golf course and much more. Visit: friday harbour .com for complete list of activities and explore all that FH has to offer. Owner only restrictions apply.
ValueLocationBathroom
4.87 out of 5 average rating, 343 reviews
Pet-friendly, 1 BR condo in Horseshoe Valley
All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!
LocationFamilyAccuracy
4.96 out of 5 average rating, 206 reviews
JillBilly by the Bay
BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!
ValueLocationParks
4.99 out of 5 average rating, 332 reviews
Modern & Chic Sanctuary Suite in Collingwood
Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.
LocationFamilyCheckout
4.94 out of 5 average rating, 851 reviewsPopular amenities for Simcoe County apartment rentals
Weekly apartment rentals

Stylish getaway condo, resort living
ValueLocationBathroom
4.95 out of 5 average rating, 208 reviews
Resort Condo (2 suites) near Horseshoe Valley
LocationFamilyView
4.98 out of 5 average rating, 123 reviews
Beautifully Furnished New Condo at Friday Harbour
ValueLocationDecor
4.89 out of 5 average rating, 235 reviews
Newly renovated 1 bedroom condo with free parking
LocationFamilyAccess
4.79 out of 5 average rating, 208 reviews
Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue
ValueFamilyLaundry
4.95 out of 5 average rating, 1021 reviews
Cozy & Charming Retreat at Blue Mountain
ValueLocationAccuracy
4.93 out of 5 average rating, 409 reviews
Cozy 1-Bedroom Romantic Retreat with full Kitchen
ValueFamilyHospitality
4.81 out of 5 average rating, 191 reviews
The Landing Pad - Condo in Collingwood
ValueFamilyAccuracy
4.87 out of 5 average rating, 466 reviewsPet-friendly apartment rentals

Designer Condo with beautiful harbour view.
LocationFamilyNearby
4.94 out of 5 average rating, 256 reviews
2 Bedroom Condo at Friday Harbour Resort
ValueLocationLayout
4.84 out of 5 average rating, 134 reviews
Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
FamilyLocationLayout
4.87 out of 5 average rating, 325 reviews
2BR Horseshoe Condo · Pool · Pet‑Friendly
FamilyLocationOutdoor spaces
4.85 out of 5 average rating, 234 reviews
The Parker Slopeside: Pool, Hot Tub, Tennis, Views
FamilyValueBathroom
4.87 out of 5 average rating, 132 reviews
Friday Harbour Penthouse | Pool & Marina
LocationFamilyLong stay
4.88 out of 5 average rating, 228 reviews
Modern Studio, close to Village
FamilyLocationTV
4.86 out of 5 average rating, 517 reviews
Creekside Smart Studio at Blue Mountain
LocationFamilyNearby
4.84 out of 5 average rating, 721 reviewsApartment rentals with a pool

The Blue Mountain's Dream Escape | Pool | Hot Tub
ValueLocationAccess
4.93 out of 5 average rating, 312 reviews
Lovely king size room with kitchenette
LocationValueOutdoor spaces
4.78 out of 5 average rating, 130 reviews
Hip Hideaway | Winter Cozy, Walk to Blue Mtn
ValueLocationBathroom
4.92 out of 5 average rating, 216 reviews
Friday Harbour Luxury Condo & Pool, Sleeps 4
FamilyLocationComfort
4.94 out of 5 average rating, 159 reviews
Bohemian Luxury at Friday Harbour Resort Simcoe
FamilyLocationBathroom
4.99 out of 5 average rating, 133 reviews
Blue Mountain Studio with King Bed
LocationValueHeating
4.79 out of 5 average rating, 418 reviews
3 Peaks at Blue Mountains, your luxury staycation!
FamilyLocationAmenities
4.98 out of 5 average rating, 131 reviews
Rustic Chic Renovated 2Bd Condo by Village
FamilyValueComfort
4.95 out of 5 average rating, 184 reviewsDestinations to explore
- Cabin rentals Simcoe County
- Rentals with breakfast Simcoe County
- Holiday home rentals Simcoe County
- Rentals with beach access Simcoe County
- Boutique hotels 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
- Guest house 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
- Bungalow rentals Simcoe County
- Motorhome 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
- House rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Loft rentals Simcoe County
- Cottage rentals Simcoe County
- Farm stay rentals Simcoe County
- Flat rentals Simcoe County
- Dome rentals Simcoe County
- Luxury rentals Simcoe County
- Apartment rentals Ontario
- Apartment rentals Canada
- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Vaughan Mills
- Awenda Provincial Park
- Lakeridge Ski Resort
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala
- Island Lake Conservation Area
- McMichael Canadian Art Collection





