
Vacation rentals in Simcoe County
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Top-rated vacation rentals in Simcoe County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, top 1% in the area, is an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Cozy Barrie Guest Suite near RVH&Georgian College
Make yourself at home in our cozy yet spacious basement suite. Just steps from Royal Victoria Hospital & Georgian College, Access to HWY 400 nearby, you're also minutes to downtown Barrie's scenic waterfront. A clean, modern space designed for convenience — ideal for short or long stays. Your cozy getaway awaits Key Highlights >In-suite laundry >Self-check in >Smart TV with Netflix, Youtube & PrimeVideo >Queen bed >Equiped kitchen with all necessary cooking utensils >Wifi extender for fast wifi

Oasis Spa w/ Private Sauna!
Welcome to Our 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 patio Bamboo Oasis with fire table and Weber BBQ overlooking the pool & hot tub Reconnect with your loved one in our most tropical & romantic suite with multiple fire elements and fully stocked chefs kitchen Professionally designed to take your breath away, a luxury experience to make memories that last a lifetime!

Warnica Coach House
Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Saltbox by the Bay + Bikes/Vetta/Ski | 4-Seasons
Welcome to Saltbox by the Bay, your 4-season escape. Perfect for couples, a small family/friends getaway or solo retreat. This vintage cottage is upcycled with luxe amenities. Made for slow living, cook up a storm, play boardgames & classic albums & watching sunsets over the bay. Explore the treats & charms of cottage country: walk or bike the Tay Shore Trail, visit Quayle's Brewery, trek Wye Marsh, pamper yourself at Vetta Nordic Spa or stop by one of the nearby towns for dinner & bowling.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

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

Modern, Private and Luxurious!
Welcome to our bright and stylish lower level unit in a friendly new development! You'll enjoy all the comforts of home in this cozy space. Located near Base Borden, the Honda Plant and Baxter Labs. 5 mins from Nottawasaga Inn. 30 mins to skiing at Snow Valley Ski Resort, Hockley Valley Resort, and Mansfield Ski Club. Right around the corner is an awesome community park that features a summer splash pad and a great winter tobogganing hill.

Spacious Hideaway in Nature
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

Entire Private Basement Suite
Clean Spacious private Basement with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

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 vacation rentals
Other great vacation rentals in Simcoe County

Newly renovated 1 bedroom condo with free parking

Entire Basement Unit with Separate Entrance

Tranquil Forest Oasis, Cozy & Private

Private apartment near lake Simcoe

Nature Retreat near Toronto

The Beach House, Georgian Bay, Beach View w/ Sauna

Private Room: Cozy Stay!

Charming 2 Bed/2 Bath at Friday Harbour Resort
Destinations to explore
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with a washer and dryer Simcoe County
- Fitness-friendly rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with beach access Simcoe County
- Apartment rentals Simcoe County
- Vacation home rentals Simcoe County
- Villa rentals Simcoe County
- Boutique hotel rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Townhouse rentals Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Loft rentals Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with breakfast Simcoe County
- Tiny house rentals Simcoe County
- House rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Rentals with a fireplace Simcoe County
- Rentals with a sauna Simcoe County
- RV rentals Simcoe County
- Farmstay rentals Simcoe County
- Private suite rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Rentals with a patio Simcoe County
- Rentals with a kayak Simcoe County
- Family-friendly rentals Simcoe County
- Bungalow rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Beachfront rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Cottage rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Guesthouse rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Dome rentals Simcoe County
- 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
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Muskoka Lakes Golf and Country Club
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Caledon Country Club
- The Club At Bond Head
- Windermere Golf & Country Club
- Wooden Sticks Golf Club
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Barrie Country Club
- Dagmar Ski Resort
- Toronto Ski Club