
Pet-friendly holiday rentals in Simcoe County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Simcoe County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Lakefront getaway for two on Musselman's Lake
An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

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!

Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Blue Mountain Gallery Getaway
Welcome to a cozy family escape featuring a stunning gallery wall showcasing scenic photography of South Georgian Bay. This peaceful retreat is just minutes from Blue Mountain Village or downtown Collingwood. Listen to the soothing sounds of the Cranberry Marsh Wetland, or walk to nearby Georgian Bay. Whether you’re hitting the slopes, the spas or the shops, unwind in a space that’s as inspiring as it is relaxing. Send us a message if you have any questions — we're always happy to help!

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!

Log Cabin on the Lake Bed and Breakfast
Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

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.

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)

A-Frame hidden in 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.

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.

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

Chalet Retreat Sleeps 14 Near Snow Valley

Serene mountainside home with View/Shuttle Bus

Tiny House in Penetanguishene

Bright & Spacious Family Home Close to Ski Hill

Snow valley ski (12km)Scandinavian therapy retreat

Driftwood on 6th Heritage Downtown Collingwood

Lake Simcoe 5BR 4BA Sleeps 12 | Heated Shop

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course

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

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

Modern Studio, close to Village

Oasis Spa w/ Private Sauna!

Your Peaceful Santuary in Nature

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

Private 2BR Condo | 4 Beds+Pool+Resort
Private, pet-friendly home rentals

*NEW* Cozy 3-bedroom cottage on Sunset Beach

Muskoka Lakefront A-Frame | Sauna + Hot Tub

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Cottage on the Rocks - with Hot Tub and Sauna!

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

Unforgettable Memories. Loon Lake Retreat

The Secret Garden - Dome Escape

Tiny Home Regenerative Farm Stay
Destinations to explore
- Cabin rentals Simcoe County
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- Ski-in/ski-out rentals Simcoe County
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- Chalet 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
- 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





