
Condo vacation rentals in Simcoe County
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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!

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!

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

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

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

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!

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!

*HotTub*Pool*FirePit*King Bed*
The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a year-round hot tub, outdoor pool, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Year Round Hot Tub → Outdoor Swimming Pool

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!

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Escape to Carriage Club Resort, nestled on rolling hills near Horseshoe Valley. Our 1-bedroom vacation rental sleeps 4 with a king-size bed and pull-out sofa. Enjoy the pool, firepit, volleyball, gym, and nearby skiing, golf, and Vetta SPA. Explore hiking trails, high ropes, and a 15-minute drive to Bass Lake's beach. Experience adventure and relaxation at Carriage Club!

2BR Getaway at Friday Harbour All Season Resort
2 Bedroom Condo at Friday Harbour Resort on Lake Simcoe. 45 mins from Toronto, 15 mins from Go Station. Great getaway for couples, families or those just wanting some time to relax and unwind. Visit the marina, take a walk on the boardwalk or spend the day at the beach, spend the afternoon walking the serene nature preserve trails, golf course and much, much more....

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
Exclusive 2 Bed with Den and 2 Full washrooms with an amazing patio! This is one of the rare 900 sq. ft. units with breathtaking views of the lake. Situated on the second floor with a full view of the ambient lighting of the pool, Lake House, Lake, and amenities. We have professional cleaners and we personally inspect before your arrival to a clean welcoming place.
Popular amenities for Simcoe County condo rentals
Weekly condo rentals

Luxury Getaway @ Friday Harbour Condo at Marina

Base of Blue Mountain, Modern Studio

Beautifully Furnished New Condo at Friday Harbour

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

Highlands Lodge & Loft - Shuttle to the Village

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

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

Friday Harbour Luxury Condo Escape, Sleeps 4
Pet-friendly condo rentals

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

Friday Harbour Ground Floor w/ Large Terrance

Explore a Winter Wonderland at Blue Mountain

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

Mountainside Studio w/Kitchen - Beside Blue

Private 2BR Condo | 4 Beds+Pool+Resort

Romantic Country Getaway

Luxury Living at Friday Harbour High Point
Condo rentals with a pool

Blue Escape | Ski-In-Out, Hot Tub & Shuttle

Blue Mountain condo in Historic Snowbridge

Out of the Blue | Shuttle to Village & Ski lifts

Cozy & Charming Retreat at Blue Mountain

2 Bedroom, 2 Level Condo on Blue Mountain!

Mountainside Retreat - Ski in/out - Endless Coffee

Mountain Side One Bedroom

Private Backyard/Shuttle/Pool/10min walk 2 village
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- Blue Mountain Village
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- Craigleith Ski Club
- Angus Glen Golf Club
- Port Carling Golf & Country Club
- TPC Toronto at Osprey Valley
- Windermere Golf & Country Club
- The Georgian Peaks Club
- The Club At Bond Head
- Muskoka Lakes Golf and Country Club
- Caledon Country Club
- Muskoka Bay Resort
- Lake Joseph Golf Club
- Wooden Sticks Golf Club
- The Georgian Bay Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Barrie Country Club
- Toronto Ski Club




