
Pet-friendly holiday rentals in Simcoe County
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Top-rated pet-friendly home rentals in Simcoe County
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Whispering Pines Cabin in Woodland Acres
Experience this nature retreat just 60 km from Toronto and feel like you’re thousands of miles away. The perfect glamping experience for any nature lover looking for a relaxing getaway. There is power in the bunkie which offers the convenience of lighting, cell phone charging, an electric fireplace, a kuerig coffee maker and mini fridge with freezer. Pursue your favourite outdoor activities during the day and then return to your cozy queen size bed and sofa bed just steps away from the bonfire.

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!

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!

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 your own 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.

Luxury Guest House with Private Hot Tub and Trails
Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

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) $100 flat fee

Woodland Muskoka Tiny House
**BOOK 7 NIGHTS, PAY FOR 5 (28% OFF)** 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.

A-Frame Hidden in the Forest Muskoka, Georgian Bay
Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.

Private 40 Acre Cottage with Hot Tub
Our two bedroom cabin + cubby (available in summers) by a scenic pond is a private getaway while close to the main road and many amenities. Private outdoor space includes hot tub, deck, fire pit, and walking trails. We have a barn with ping pong and foosball tables. We are 20 min to Barrie, 10 min to Midland, 20 min to Balm beach, Wasaga beach, Mt. St Louis and Horseshoe Valley resort.

Tiny Home Regenerative Farm Stay
Escape the city and unwind in a private yard on a 37 acre regenerative farm! Enjoy your evening with an intimate fire on your flagstone patio, read a book next to your private pond or pick some strawberries from the berry patch. Our hand built "Gute" tiny home is the perfect place to get a deep country sleep. Wake up to the songs of the birds and enjoy a coffee.

Mistywood Cottage
Welcome to my Mistywood Cottage. Escape the busy city in this little oasis of mine. Whether you are coming with the family or friends, this cottage provides a relaxing experiences for every guest with a beautiful water view and sunset. Enjoy the camp fire, fishing or simply relax on the dock. I am sure your experience will be unforgettable!

Unique TinyHome
This is a unique space with great attention placed on details. I design and build unique livable spaces catered to the individual needs of my clients. I invite you to come experience high quality living in a modern tiny home and experience sustainable, affordable living in just 286 square ft.
Popular amenities for Simcoe County pet-friendly home rentals
Pet-friendly house rentals

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

Sleeps 14 Family Retreat Near Barrie & SnowValley

JJ’s small town country retreat

Snow valley ski (12km)Scandinavian therapy retreat

King Bed*Pool*Fireplace*BBQ*Smart TV

Orillia TwnHse Oasis w King Bed

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

White Rolling Sands of Penetang by Theatre
Pet-friendly home rentals with a pool

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

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

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

Utopia villa and spa

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

The Little Blue Spruce! Free shuttle to village

Pool, Wifi, Free parking, Golf, Laundry, BBQ

2BR Horseshoe Condo · Pool · Pet‑Friendly
Private, pet-friendly home rentals

A cozy home

The Point at Six Mile Lake

On the Fifth - Basement Apartment in the Country.

Lakefront A-Frame in Muskoka | Sauna & Hot Tub

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

The Secret Garden - Dome Escape

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Hytte Away - Cabin Retreat with Sauna
Destinations to explore
- Loft rentals Simcoe County
- Holiday home rentals Simcoe County
- Rentals with beach access Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theatre Simcoe County
- Rentals with a hot tub Simcoe County
- Rentals with a sauna Simcoe County
- Fitness-friendly rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Rentals with a fireplace Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with a patio Simcoe County
- Townhouse rentals Simcoe County
- Boutique hotels Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Beachfront rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Rentals with a kayak Simcoe County
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- Dome rentals Simcoe County
- House rentals Simcoe County
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- Ski-in/ski-out rentals Simcoe County
- Luxury rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
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- Cabin rentals Simcoe County
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- Tiny house rentals Simcoe County
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- Bungalow rentals Simcoe County
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- Pet-friendly rentals Ontario
- Pet-friendly 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
- Burl's Creek Event Grounds
- Vaughan Mills
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Centennial Beach
- Awenda Provincial Park
- Kee To Bala
- Wasaga Beach Area
- Casino Rama Resort
- Forks of the Credit Provincial Park
- Caledon Ski Club LTD
- Bass Lake Provincial Park
- Mono Cliffs Provincial Park





