
Holiday rentals in Simcoe County
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Top-rated holiday rentals in Simcoe County
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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...

Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Private & Modern Muskoka Lakefront Cottage w/ WiFi
This ultra private and modernly designed Muskoka lakefront / beachfront cottage is perfectly situated at the corner of a beautiful lake, only a 1.5h drive from the GTA and 2hs from Toronto. It borders acres of pristine Crown pine forests, has a private beach, and a luxury new dock that extends from sandy shores. It has a massive new deck and large premium Weber BBQ. New leather couch. Swim, fish, canoe, kayak, sunbathe. Modern interior. High-speed WiFi. Trails. Superhost and guest favourite.

The Squire's Cottage
Welcome to Fairview Hills Farm. Relax on the spacious covered porch of The Squire’s Cottage watching horses grazing on the hillside. A short walk to the back of the property features natural wetlands with an abundance of different bird species. The Bruce Trail is close by with parking. Don’t feel like cooking? An assortment of restaurants, high end to take out, are close by or cook up a storm in the fully equipped kitchen. In the evening cozy up with a good book in front of the fireplace.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

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.

Woodland Muskoka Tiny House
Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

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, 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 Upper Deck
The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, 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.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds)
Popular amenities for Simcoe County holiday rentals
Other great holiday rentals in Simcoe County

4 Bdrm Beachfront Oasis-Sunsets!

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Waterfront Cottage in Muskoka | SAUNA | Beach

Tiny Home 'The Rest'

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

Country Cabin - 45 Acres with Freshwater Swimming

The Gingerbread House | Near Lake + Wedding Venues

The Maple Lodge
Destinations to explore
- Rentals with beach access Simcoe County
- Rentals with a hot tub Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- House rentals Simcoe County
- Rentals with a patio Simcoe County
- Fitness-friendly rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Rentals with breakfast Simcoe County
- Flat rentals Simcoe County
- Cottage rentals Simcoe County
- Rentals with a firepit Simcoe County
- Private suite rentals Simcoe County
- Bungalow rentals Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with a fireplace Simcoe County
- Motorhome rentals Simcoe County
- Boutique hotels Simcoe County
- Luxury rentals Simcoe County
- Rentals with a kayak Simcoe County
- Bed and breakfasts Simcoe County
- Villa rentals Simcoe County
- Tiny house rentals Simcoe County
- Family-friendly rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Beachfront rentals Simcoe County
- Guest house rentals Simcoe County
- Farm stay rentals Simcoe County
- Rentals with a cinema Simcoe County
- Loft rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Dome rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Apartment rentals Simcoe County
- Rentals with lake access Simcoe County
- Holiday home rentals Simcoe County
- Townhouse rentals Simcoe County
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Kee To Bala
- Caledon Ski Club LTD
- Casino Rama Resort
- Wasaga Beach Area
- Forks of the Credit Provincial Park
- Balsam Lake Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Innisfil Beach Park
- Things to do Simcoe County
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- Tours Ontario
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- Nature and outdoors Ontario
- Sports activities Ontario
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- Things to do Canada
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