
Condo vacation rentals in Simcoe County
Find and book unique condos on Airbnb
Top-rated condo rentals in Simcoe County
Guests agree: these condos are highly rated for location, cleanliness, and more.

Cozy Stays – Your Fall Getaway at Friday Harbour
Welcome to our exquisite 2BR/2BA oasis, where relaxation knows no bounds. Embrace the tranquility of our inviting space. Indulge in the comforts of home with a fully equipped kitchen, cozy living area and two private bedrooms designed for restful nights. Soak in the hot tub's warmth, swim and lounge by the pool or gather round the fire pit for memorable conversations under the stars. Your perfect vacation retreat awaits. Book now to experience luxury, comfort & outdoor delight like never before!

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ
Your family will be close to everything when you stay with us. Suite is close to RVH hospital (3.5 km) a walk to downtown Barrie restaurants, shopping, craft brewery and amazing waterfront/ beach. 2 min. to Hwy 400 - Central to local ski resorts (Horseshoe Resort, Mount St. Louis Moonstone, Snow Valley) and golf courses. Newly updated with midcentury modern vibe, kitchen is fully equipped with soapstone counter, undermount sink, dishwasher and fridge with ice-maker. Private outdoor space/BBQ

Base of Blue Mountain, Modern Studio
This updated studio ski chalet is absolutely perfect for two, or a couple with small children! Our studio is newly renovated with a custom kitchen and fireplace. Located right at the base of the ski hill, our clean, cozy chalet is a lovely fully furnished 1 bedroom, 1 bath. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Our chalet is ski in ski out and located right at the North Chair. Come and enjoy all that Blue Mountain has to offer!

Friday Harbour Luxury Condo Escape, Sleeps 4
Escape and unwind in our luxurious, open concept fully furnished 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy the season with access to golf, walking trails, beach, boating, biking, live music, events and weekend markets on the boardwalk. Queen bed + pullout, sleeps 4. Two Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking our private pool, courtyard & beautiful sunset. 1 Free Parking, Electric BBQ, In-Suite Laundry

Oasis Spa w/ Private Sauna!
Welcome to Our Most Unique Group of Spa Getaway Suites at Friday Harbour Resort - The Oasis Spa Getaway Rejuvenate, Relax & Unwind with your own private in suite Sauna and Stunning balcony Bamboo Oasis with fire table and BBQ overlooking the pool & Hot tub! Reconnect with your loved one in our most tropical romantic suite with multiple fire elements and complementary champagne! Professionally designed to take you to another place, a luxury experience to make memories that last a lifetime!

Hillside Haven: Serene Studio Retreat for 4
Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

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

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 Sept 20) 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.

Spacious 1-br w jacuzzi at Horseshoe Valley
Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

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.

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!

Boho 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!
Popular amenities for Simcoe County condo rentals
Weekly condo rentals

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Luxury Getaway @ Friday Harbour Condo at Marina

One Bedroom Condo Apartment

Perfect ~Huge Patio ~ 2BR ~ BBQ ~ Friday Harbour

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

Romantic Stay at Friday Harbour Resort Lake Simcoe

Beautiful Friday Harbour Resort.

Charming 2 Bed/2 Bath at Friday Harbour Resort
Pet-friendly condo rentals

FH Penthouse | Luxury 4-Bed | Pool & Hot Tub | BBQ

Blue Mountain Condo. The perfect staycation!

Large 3BR Modern Luxury Escape | Walk to Blue

Friday Harbour Ground Floor w/ Large Terrance

Fall into Wonder at Blue Mountain

Nature trail views with cozy patio and firetable!

Private 2BR Condo | 4 Beds+Pool+Resort

Creekside Smart Studio at Blue Mountain
Condo rentals with a pool

Blue Mountain condo in Historic Snowbridge

Hidden Haven - Shuttle to Blue / Private Patio

3 Peaks at Blue Mountains, your luxury staycation!

Cozy & Charming Retreat at Blue Mountain

2 Bedroom, 2 Level Condo on Blue Mountain!

Ski in/out @ North Creek W King bed! New Hot Tub

The Blue Mountain's Dream Escape | Pool | Hot Tub

Rustic Chic Renovated 2Bd Condo by Village
Destinations to explore
- Bed and breakfasts Simcoe County
- Pet-friendly rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Tiny house rentals Simcoe County
- Family-friendly rentals Simcoe County
- Villa rentals Simcoe County
- Rentals with a washer and dryer Simcoe County
- Apartment rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with a fireplace Simcoe County
- Dome rentals Simcoe County
- Bungalow rentals Simcoe County
- House rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Rentals with a kayak Simcoe County
- Private suite rentals Simcoe County
- Rentals with a patio Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with a hot tub Simcoe County
- Loft rentals Simcoe County
- Rentals with beach access Simcoe County
- Rentals with breakfast Simcoe County
- Guesthouse rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Rentals with an EV charger Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- RV rentals Simcoe County
- Townhouse rentals Simcoe County
- Vacation home rentals Simcoe County
- Cottage rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Cabin rentals Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Smoking-friendly rentals Simcoe County
- Boutique hotel rentals Simcoe County
- Beachfront rentals Simcoe County
- Condo rentals Ontario
- Condo rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Port Carling Golf & Country Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- The Georgian Peaks Club
- Mount St. Louis Moonstone
- TPC Toronto at Osprey Valley
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- The Club At Bond Head
- Windermere Golf & Country Club
- Caledon Country Club
- Muskoka Bay Resort
- Wooden Sticks Golf Club
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Barrie Country Club
- Dagmar Ski Resort
- Granite Golf Club