Pet-friendly holiday rentals in Essa

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.

Walkability · Outdoor spaces · Grill

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

Pets · Walkability · Hiking

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!

Walkability · Outdoor spaces · EV charging

Oasis Spa w/ Hot Tub-Private Sauna-Oasis Patio

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!

Walkability · Outdoor spaces · Access

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.

Pets · Outdoor spaces · Condition

Beautiful 2BR Apt | Playground + Fire Pit + BBQ

Stay in a modern, newly renovated 2-bedroom, 1-bath lower-level basement apartment with a private entrance in the heart of Alcona. Just 5 minutes from Innisfil Beach Park and close to Friday Harbour, Gateway Casino, and Tanger Outlets, this cozy retreat is perfect for families, friends, or business travelers. Outside, enjoy a custom-built playground designed for both little ones and big kids, plus a fire pit for evenings under the stars. Please note the backyard is a shared space.

Outdoor spaces · Walkability · Parks

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

Walkability · Outdoor spaces · Quiet

The Chieftain Suite

New basement apartment in the heart of Barrie! A short 5 minute drive to the beach, fantastic restaurants, and shopping at Park Place. Features a full kitchen with stainless steel appliances, large TV with Prime, and a fireplace outside for those chilly evenings. Perfect for business trips, romantic getaways, or relaxing nights away from home. Pull out couch that turns into a bed for extra guests! ** Lower-level suite. Some upstairs footstep noise is possible**

Outdoor spaces · Pets · Wifi

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.

Pets · Outdoor spaces · Grill

The Guesthouse on the North Shore Trail

No Cleaning Fee for this well-appointed studio apartment just off the North Shore Trail that includes everything you’ll need for a comfortable and cozy stay. Newly renovated, this fully private unit includes a large screen TV, a queen size bed with a luxurious mattress, a pull-out double-sized sofa, a full kitchen with all the amenities; and a calming view of Lake Simcoe in any season.

Walkability · Outdoor spaces · Parking

Secluded Forest Haven | Hot Tub | 5 Min to Beach

Escape to a cozy, newly renovated cottage on a large private lot backing onto serene forest. Step outside to an extensive trail system winding along a peaceful river—perfect for hiking and nature walks. Relax year-round in the hot tub under the stars, or stroll just 1 km to Mapleview Park Beach for sun, sand, and lake views. The perfect mix of nature, privacy, and relaxation.

Pets · Walkability · Heating

Givi’s Cozy Camper: Warm & Welcoming

Enjoy this romantic nature spot. Relax in Givi’s Cozy Camper—a simple, comfortable place to recharge. Perfect for couples or small families seeking a peaceful getaway. Sauna requires pre-order (additional fee applies). I live on-site, just 100 feet away, and am available 24/7 for any questions, assistance, or emergencies. Please contact me immediately—I am here to help!

Outdoor spaces · Pets · Decor