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Pet-friendly holiday rentals in Essa

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Essa

  • Total holiday rentals

    Explore 30 holiday rentals in Essa

  • Nightly prices starting at

    Essa holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 690 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Essa holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Essa rentals

  • 4.9 Average rating

    Essa stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated pet-friendly home rentals in Essa

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Superhost
Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.
Cottage in Innisfil

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

4.87 out of 5 average rating, 220 reviews
Top guest favourite
A dining table is set with decorative blue and white dishware. In the background, a fire pit is surrounded by red chairs, with vibrant greenery and a wooden swing adding to the outdoor ambiance. A flower arrangement and candles enhance the table setting.
Cottage in Innisfil

Greystone cottage in Innisfil

Welcome to our charming cottage in Innisfil, just a short walk from beautiful Lake Simcoe. Enjoy a spacious backyard featuring a cozy fire pit, a peaceful swing, bicycles and a BBQ area perfect for relaxing evening. You’ll find a fun game room equipped with AC, pool table, air hockey for entertainment during your stay. Conveniently located near grocery stores, Home Hardware, restaurants at Friday Harbour, and other local amenities. Come experience the beautiful atmosphere with your loved ones.

4.96 out of 5 average rating, 102 reviews
Guest favourite
An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.
Home in Little Lake

Lakefront detached house on the little lake

♥️an unique, historically, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including furniture, microwave, coffee maker, washing machine and all other appliances. Walk out the back door and be greeted by our updated dock where you can fish for pike, perch and bass.

4.87 out of 5 average rating, 150 reviews
Guest favourite
Cottage in Georgina

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

4.9 out of 5 average rating, 211 reviews
Top guest favourite
A private wooden deck is shown with an umbrella-covered table and four chairs, surrounded by lush greenery. Windows on the building's façade allow natural light, while potted plants add a touch of color, enhancing the outdoor space for relaxation.
Flat in Horning's Mills

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 the Bruce Trail. Close to Shelburne, Mansfield, Creemore, Pine River Institue and many excellent restaurants (The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

4.96 out of 5 average rating, 345 reviews
Guest favourite
A covered patio area features a hot tub alongside a glass-topped table with comfortable seating. The peaceful lakeside view showcases expansive green space and a row of chairs positioned along the shore, framed by trees lining the property.
Cottage in Georgina

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

4.96 out of 5 average rating, 103 reviews
Guest favourite
Cottage in Innisfil

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.

4.91 out of 5 average rating, 288 reviews
Top guest favourite
A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.
Cottage in Wasaga Beach

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!

4.94 out of 5 average rating, 298 reviews
Top guest favourite
Cottage in Innisfil

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

Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto

4.86 out of 5 average rating, 267 reviews
Top guest favourite
Cottage in Georgina

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!

4.96 out of 5 average rating, 138 reviews
Guest favourite
A spacious kitchen is highlighted by a large central island with seating. Natural light fills the common area, showcasing a dining table with yellow chairs. Large windows adorned with sheer curtains allow for a view of the inviting living room, featuring soft seating and decorative plants.
Home in Minesing

Sleeps 14 Family Retreat Near Barrie & SnowValley

Enjoy your stay in this spacious 2023-built 4BR, 3.5BA chalet in Springwater near Barrie, featuring an open living area, stocked kitchen & 4 free parking spaces in a peaceful, safe neighborhood. Just 10 mins to Snow Valley Ski Resort, golf & sports centres, and 15–20 mins to Vetta Nordic Spa, parks & Barrie Hill Farms. After skiing or exploring, relax with family & friends. BBQ in summer; washer/dryer included. Perfect for group getaways all year round! Up to 14 guests. License #STR-004-2025

4.86 out of 5 average rating, 137 reviews
Superhost
A modern living space features a comfortable couch positioned in front of a wall-mounted television. A dining area with sleek white chairs is visible, along with a cozy bed beyond a sliding door. Natural light is softly illuminated by recessed lighting.
Flat in Barrie

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**

4.86 out of 5 average rating, 140 reviews

Popular amenities for Essa pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favourite
A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.
Home in Orillia

Waterfront Cottage Over-the-Water view w BBQ& Wifi

4.82 out of 5 average rating, 318 reviews
Guest favourite
An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.
Home in Badjeros

JJ’s small town country retreat

4.94 out of 5 average rating, 196 reviews
Superhost
Home in Blue Mountain Resort Area

Large chalet 3 King bed, Sauna-Hot Tubs, Projector

4.84 out of 5 average rating, 105 reviews
Top guest favourite
A well-maintained front yard features lush green grass, framed by trees. The entrance of the home is highlighted by a gray facade and a distinctive yellow accent above the doorway. Well-kept shrubs are positioned on either side of the path leading to the entrance.
Home in Wasaga Beach

2 minute walk to the beach / games room

4.94 out of 5 average rating, 109 reviews
Top guest favourite
A circular stone firepit is nestled within a patio area, surrounded by lush greenery. Rolling hills and dense trees create a serene natural backdrop, while an expansive lawn extends towards the horizon under a cloudy sky.
Home in Thornton

Scenic Retreat in Essa's 7 Acres of Natural Beauty

5.0 out of 5 average rating, 31 reviews
Guest favourite
A welcoming living area is highlighted by comfortable seating arrangements, including a sofa and two armchairs. A round coffee table sits in the center, surrounded by a soft area rug. A mounted television is above a modern fireplace, with natural light filtering through the windows.
Home in Barrie

Luxurious and Beautiful, Barrie

5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Barrie

Snow valley ski (12km)Scandinavian therapy retreat

5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Barrie

Private Spa Retreat for 2 | Sauna | Swim Spa |

5.0 out of 5 average rating, 6 reviews

Pet-friendly home rentals with a pool

Top guest favourite
An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.
Guest house in Orangeville

Sunny Pines Farm Studio Tennis Court/Bruce Trail

4.96 out of 5 average rating, 404 reviews
Top guest favourite
A serene winter scene captures a snowy landscape framed by tall evergreen trees. A clear blue sky contrasts with the bright white snow covering the ground and adjacent areas. The pathway leads towards a structure partly obscured by the snow-laden trees, suggesting a peaceful retreat.
Guest suite in Orangeville

Your Peaceful Santuary in Nature

4.96 out of 5 average rating, 188 reviews
Guest favourite
The living area features a comfortable seating arrangement, including a sofa and two armchairs. A coffee table sits centrally on a patterned rug, accompanied by a dining table set for four. A stone fireplace and a mounted TV are also visible, with large windows allowing natural light to enter.
Apartment in Horseshoe Valley

Romantic Country Getaway

4.9 out of 5 average rating, 106 reviews
Guest favourite
A private outdoor pool surrounded by a spacious patio is showcased, featuring colorful lounge chairs in shades of pink. Lush trees and greenery border the area, contributing to a serene setting under clear blue skies.
Chalet in Blue Mountain Resort Area

7BR Chalet | Hot Tub + Seasonal Heated Pool

4.84 out of 5 average rating, 103 reviews
Top guest favourite
A spacious living area is highlighted by modern furnishings, including two dark sofas and a wooden coffee table. A kitchen island with bar seating offers additional space, while dining chairs surround a large table in the background. Bright lights illuminate the well-equipped kitchen and open layout.
Chalet in Blue Mountain Resort Area

King’s Escape at Blue Mountain

4.97 out of 5 average rating, 208 reviews
Top guest favourite
A living room features a flat-screen television mounted on a stone accent wall above a small fireplace. A cozy armchair and a wooden dining table with matching chairs are visible. Natural light filters in through a window adorned with soft curtains.
Apartment in Horseshoe Valley

Pet-friendly, 1 BR condo in Horseshoe Valley

4.96 out of 5 average rating, 206 reviews
Superhost
Apartment in Blue Mountain Resort Area

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

4.87 out of 5 average rating, 325 reviews
Top guest favourite
A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.
Townhouse in Blue Mountain Resort Area

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

4.96 out of 5 average rating, 372 reviews

Private, pet-friendly home rentals

Guest favourite
Guest suite in Innisfil

Beautiful 2BR Apt | Playground + Fire Pit + BBQ

4.93 out of 5 average rating, 184 reviews
Superhost
An outdoor seating area features a circular arrangement of comfortable furniture, including a low table and spacious couches with light-colored cushions. Black wooden chairs provide additional seating. The background shows a grassy area leading to the water, with trees and a trampoline visible in the distance.
Cottage in Gilford

Lake Side Manor With Games Room

4.88 out of 5 average rating, 100 reviews
Top guest favourite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. A dresser and a bedside table are visible, with a lamp providing soft illumination. Natural light enters from a small window, enhancing the calm atmosphere of the room.
Flat in Thornton

Ivy Guest Suite

4.98 out of 5 average rating, 84 reviews
Guest favourite
Bungalow in Barrie

Modern Cozy w/Spacious Living Area&Stylish Design

4.96 out of 5 average rating, 24 reviews
Guest favourite
The exterior of the cottage is depicted, featuring a covered patio area with seating and a flower bed filled with vibrant blooms. Soft lighting enhances the home's facade, while a well-maintained lawn surrounds the structure, providing a welcoming environment.
Cottage in Innisfil

Peaceful Cottage • Close to Lake Simcoe + Fire Pit

4.83 out of 5 average rating, 95 reviews
Guest favourite
Farm stay in Gilford

PrivatePretty Farmhouse, 1 HR to GTA,2 min 2 lake

4.94 out of 5 average rating, 88 reviews
Top guest favourite
Home in Barrie

Entire 6 bedroom House 16 guests. PS5, Pool table.

5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Barrie

Luxury 4BR Home w/ Backyard • Sleeps 16 •Near Lake

4.96 out of 5 average rating, 48 reviews

When is the best time to visit Essa?

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Avg. price£95£89£73£92£86£105£153£178£103£81£78£152
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

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