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.

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Guest favourite

Tiny home in Mulmur

4.98 out of 5 average rating, 120 reviews

Paradise Pines Bunkie 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.

25 Dec – 1 Jan

€ 127 per night

Guest favourite

Guest house in Orangeville

4.95 out of 5 average rating, 310 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

16–23 Sep

€ 161 per night

Guest favourite

Yurt in Mono

4.98 out of 5 average rating, 227 reviews

Yurt Soaring Heart Wellness Spa

Sustainable Yurt Lodging close to the Bruce Trail. There is plenty of privacy and nature to experience our 10-acre property. We harvest and sell teas from our herb gardens. Check online at Escarpment Gardens. Enjoy a soak in the hot tub, float on our pond, practice yoga, book a massage, relax by the wood stove, or an outdoor campfire under the stars. Check massage services online : Soaring Heart Wellness Simple camp style cooking or eat at a great local restaurant within a 5 minute drive.

19–26 Jun

€ 111 per night

Guest favourite

Loft in Barrie

4.95 out of 5 average rating, 190 reviews

The Penthouse | Luxury at the Lake

Live the good life at 'The Penthouse' on Lake Simcoe. This is a luxurious and historical loft with stunning views of the bay. It's beautiful, bright, clean and spacious - perfect for romance and adventure with friends. Steps to the sandy beach, waterfront trails and the heart of downtown. Enjoy a meal downstairs at the legendary 'Farmhouse Restaurant'. Perfect all-in-one wedding venue, room to get ready and a party downstairs. If you're looking to unwind or a night on the town, it's all yours!

9–16 Oct

€ 206 per night

Guest favourite

Flat in Horning's Mills

4.96 out of 5 average rating, 255 reviews

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

27 Oct – 3 Nov

€ 88 per night

Guest favourite

Flat in Orillia

4.95 out of 5 average rating, 146 reviews

Your Downtown *Hot Tub* Getaway!

This Incredible unit is the perfect blend of style, luxury & convenience. Filled With all the amenities you look for with the touch of luxury that you would expect in a hotel. Spend your evenings relaxing with a glass of wine in the private hot tub area, immersing yourself in the cinematic feel of the 65" TV, or walking through the bustling downtown streets of Orillia on the way to catch the sunset at the waterfront. However you choose to spend your stay, there is much to enjoy! 🤩

9–16 Sep

€ 134 per night

Guest favourite

Cottage in Port McNicoll

4.98 out of 5 average rating, 125 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Experience Southern Georgian Bay - Ontario's Four Season Playground. Just 90 Minutes from Toronto! Relax in our fully renovated 4 season cabin with all the amenities of home. Steps from the lake with parks, beaches, hiking, kayaking. And in the winter, snowshoe, skate, snowmobile, cross country & downhill skiing at Mount st. louis moonstone Great setup for a 'working' vacation with excellent WIFI 10 Minutes to Midland for restaurants & unique shopping experiences

16–23 Jan

€ 132 per night

Guest favourite

Dome in East Gwillimbury

4.92 out of 5 average rating, 130 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

14–19 Apr

€ 200 per night

Guest favourite

Cabin in Innisfil

4.9 out of 5 average rating, 316 reviews

Lake Simcoe Cottage & Hot Tub

Only 5 minutes walk to the beach with a panoramic view! Enjoy 2 bedroom cottage at Lake Simcoe all year round. HOT TUB, Natural Wood Fireplace, 65" TV with Netflix (Wi-Fi is fast), backyard facing the forest, front yard facing the conservation area. BBQ, fire pit, and table games will be waiting for you at our cottage. The famous Friday Harbour is only 5 minutes drive. Allandale Golf Course is 3 minutes drive INSTA: lake_simcoe_cottage

7–14 May

€ 183 per night

Superhost

Cottage in Port Severn

4.86 out of 5 average rating, 130 reviews

Cottage "Down By The Bay"

1 bdrm cottage in beautiful Port Severn, ON with firepit, WIFI, Heat and AC. Great location year round. Located on the main road into Honey Harbour, ON and close to amenities such as Tim Hortens, LCBO, gas stations and restaurants. Near water and beaches (NOT A WATERFRONT- Port Severn Park and Beach is 7 min drive) Right beside entrance to OFSC trails for snowmobiling Mount ST. Louis is a 20 min drive Fishing/ice fishing options nearby

13–20 Oct

€ 91 per night

Guest favourite

Cottage in Tiny

4.95 out of 5 average rating, 196 reviews

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.

22–29 Jul

€ 385 per night

Guest favourite

Guest suite in Orangeville

4.97 out of 5 average rating, 139 reviews

Your very own peaceful santuary in nature

Tranquil space to go walking through the 20 acres of forest with trails, lots of wildlife, and beautiful bright stars at night for stargazers. You can have a coffee in the morning on the patio set in front of the suite and have a drink on one of the hills in comfortable muskoka chairs up on a hill of the property and watch the sunset or sunrise if you are an early bird.

10–17 Jul

€ 92 per night