
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.

Golf, Spa & Spring Vibes 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!

Cozy Studio Mountainside stay in Blue Mountains
Enjoy spring or summer in Blue Mountains! Book your much getaway now. This cozy ground-floor STUDIO condo is perfect for a couple or girls getaway(max 4). Features a comfy queen bed, pop-up sofa bed, full bathroom, electric fireplace, and full kitchen with everything you need. Free parking included. The hot tub is open daily. Pool opens in May. Access to Blue Mountain hiking trails and activities. Blue Mountain Village is only a 5-minute drive (20-minute walk) with great restaurants and shops.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Modern Condo *King Bed*Ski Hills*Spa*Lake*Beach
Tastefully Renovated, Furnished and Fully Equipped Condominium Suite with European Touch of Living Style. *Centrally Located and Next to Living Stone Hotel in Cranberry Village - Perfect Spot for All Attractions *Free Parking *In-suite Washer/Dryer *10 mins drive to Blue Mountain Village, Ski-Hills, Scandinave Spa, Golf Courses, Scenic Caves *Close to the Lake and Beaches *On-side Café, Bakery & Restaurants Property Surrounded by great trails-perfect for hiking, biking, cross country skiing

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

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.

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.

Newly renovated 1 bedroom condo with free parking
Enjoy staying in this stylish and cozy, newly renovated condo. Situated close to the many amenities Barrie and surrounding area has to offer! Enjoy parks, hit the trails, ski hills or head to the beach within minutes Easy access to the 400, Close to shopping, spas, many restaurants and the beautiful downtown waterfront area. Location will not disappoint. Main level with a walk out patio and fireplace. Equipped with a smart tv and Netflix for those cozy nights in.

Stunning Mountain View- Pool, Hot Tub, WalkToBlue
SHUTTLE, HOT TUB, SEASONAL POOL 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms ★ Pool expected to open the week of May 25 2026

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.

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!

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.
Popular amenities for Simcoe County condo rentals
Weekly condo rentals

Blue Escape | Modern Stay + Hot Tub & Shuttle

Blue Mountain Escape, WIFI, Base of North lift

Clearview Chalet • Modern 3BR • Mountain Stay

Stylish getaway condo, resort living

Pet friendly 2 BR with a private terrace at FH

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Exceptional 2+1 ground floor condo @Friday Harbour

The Blue Mountain's Dream Escape | Pool | Hot Tub
Pet-friendly condo rentals

Blue Mountain Condo. The perfect staycation!

Friday Harbour Ground Floor w/ Large Terrance

Enjoy the Return of Spring at Blue Mountain

Nature trail views with cozy patio and firetable!

Cozy 2BR Garden Walkout to Pier All Seasons Resort

Mountainside Studio w/Kitchen - Beside Blue

Open Loft Condo at Blue Mountain

Private 2BR Condo | 4 Beds+Pool+Resort
Condo rentals with a pool

Mountainside Studio Bliss: Steps to Slopes, Renova

The Fairway Chalet

Luxurious Friday Harbour Winter Wellness Escape

3 Peaks at Blue Mountains, your luxury staycation!

Friday Harbour Luxury Condo Escape, Sleeps 4

Charming 2 Bed/2 Bath at Friday Harbour Resort

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Rustic Chic Renovated 2Bd Condo by Village
Destinations to explore
- Vacation home rentals Simcoe County
- Rentals with beach access Simcoe County
- Rentals with breakfast Simcoe County
- Guesthouse rentals Simcoe County
- Villa rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Family-friendly rentals Simcoe County
- Rentals with a kayak Simcoe County
- Boutique hotels Simcoe County
- Beachfront rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Bed and breakfasts Simcoe County
- Loft rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Tiny house rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Smoking-friendly rentals Simcoe County
- Rentals with a hot tub Simcoe County
- RV rentals Simcoe County
- Townhouse rentals Simcoe County
- Luxury rentals Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theater Simcoe County
- Rentals with an EV charger Simcoe County
- Cottage rentals Simcoe County
- Private suite rentals Simcoe County
- Rentals with a firepit Simcoe County
- House rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with a sauna Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Dome rentals Simcoe County
- Bungalow rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Apartment rentals Simcoe County
- Rentals with a patio Simcoe County
- Rentals with a washer and dryer Simcoe County
- Cabin rentals Simcoe County
- Condo rentals Ontario
- Condo rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Torrance Barrens Dark Sky Conservation Area
- Scandinave Spa Blue Mountain
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Caledon Ski Club LTD
- Awenda Provincial Park
- Vaughan Mills
- Wasaga Beach Area
- Forks of the Credit Provincial Park
- Wye Marsh Wildlife Centre
- Balsam Lake Provincial Park
- Sunset Point Park
- Mono Cliffs Provincial Park





