
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.

RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

Cozy Winter Escape - Ski, Hike & Chill by the fire
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor 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.

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!

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!

Romantic King Suite | Countryside | Pet Friendly
Escape to Our Cozy Country Suite – your perfect getaway on a peaceful, picturesque farm. Ideal for a romantic escape or quiet retreat, just 50 minutes from Toronto. The Suite is located on the same property as our farmhouse, Country Cabin and Event Barn. Blinds are provided to enhance your privacy during your stay. The Suite includes a full kitchen, king sized bed, propane BBQ and many other amenities, for a full list please review the "What this place offers" section of our listing.

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

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.

Cozy & Private Guest Suite in Stayner, Ontario.
PLEASE READ THE DESCRIPTION In "The Space" BEFORE BOOKING. The space DOES NOT HAVE A SHOWER. We are a proud Superhost destination close to Wasaga Beach (15-20 mins), Collingwood (20-25 mins) and Blue Mountain Village (30-35 mins.) The place is super cozy. You'll love the location, the privacy, the amenities, the hosts and the value. This place is fabulous for couples, solo adventurers, business travellers, and canine companions. Also… THERE IS NO SHOWER

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.

1 Bedroom Hotel Style Short/Long term Available
Come stay at this brand new all-season, private & modern guest suite close to all Innisfil has to offer! 1.2 km away from Lake Simcoe, Big Cedar Golf Course & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

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!
Popular amenities for Simcoe County pet-friendly home rentals
Pet-friendly house rentals

Cozy Corner Townhome | Shuttle To The Village

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

Mountain Cedar Chalet! Across from The Village

All-Season Chalet Retreat | Sleeps 14 | Ski & Spa

Serene mountainside home with View/Shuttle Bus

Driftwood on 6th Heritage Downtown Collingwood

JJ’s Collingwood bar & games house.

Orillia TwnHse Oasis w King Bed
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course

Farmhouse GUEST SUITE; Year round hot tub

Base of Blue Mountain, Modern Studio

The Parker Slopeside: Hot Tub + Mountain Views

Utopia villa and spa

Your Peaceful Santuary in Nature

Blue Mountain Escape! Pool&HotTub. Walk to Village

Sunny Pines Farm Studio Tennis Court/Bruce Trail
Private, pet-friendly home rentals

Serenity, Simplicity and Stone

Cozy Beeton Retreat - Gas Fireplace

Trendy 1 Bdrm w/Pool & Hot Tub View

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

Muskoka Cottage Getaway with Sauna

Hidden Gem

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

Givi’s Cozy Camper: Warm & Welcoming
Destinations to explore
- Holiday home rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Cabin rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Rentals with beach access Simcoe County
- Cottage rentals Simcoe County
- Boutique hotels Simcoe County
- Apartment rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- House rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Luxury rentals Simcoe County
- Guesthouse rentals Simcoe County
- Family-friendly rentals Simcoe County
- Bungalow rentals Simcoe County
- Townhouse rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Tiny house rentals Simcoe County
- Villa rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Loft rentals Simcoe County
- RV rentals Simcoe County
- Rentals with a patio Simcoe County
- Beachfront rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Dome rentals Simcoe County
- Private suite rentals Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theatre Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with outdoor seating Simcoe County
- Rentals with a kayak Simcoe County
- Smoking-friendly rentals Simcoe County
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Angus Glen Golf Club
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Windermere Golf & Country Club
- The Georgian Peaks Club
- Muskoka Lakes Golf and Country Club
- Caledon Country Club
- The Club At Bond Head
- Muskoka Bay Resort
- Wooden Sticks Golf Club
- Dagmar Ski Resort
- Lake Joseph Golf Club
- The Georgian Bay Club
- Georgian Bay Islands National Park
- Barrie Country Club
- Alpine Ski Club




