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Pet-friendly holiday rentals in East Gwillimbury

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in East Gwillimbury

  • Total holiday rentals

    Explore 50 holiday rentals in East Gwillimbury

  • Nightly prices starting at

    East Gwillimbury holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of East Gwillimbury holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across East Gwillimbury rentals

  • 4.7 Average rating

    East Gwillimbury stays receive an average rating of 4.7 out of 5 from guests

Top-rated pet-friendly home rentals in East Gwillimbury

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
4.87 out of 5 average rating, 220 reviews

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

PetsWalkabilityAccuracy

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
4.96 out of 5 average rating, 102 reviews

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.

WalkabilityPetsSleep quality

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
4.96 out of 5 average rating, 104 reviews

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!

WalkabilityOutdoor spacesCheck-in

Top Guest favourite
A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.
Cabin in Whitchurch-Stouffville
4.99 out of 5 average rating, 145 reviews

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.

WalkabilityPetsHot tub

Guest favourite
Cottage in Innisfil
4.91 out of 5 average rating, 288 reviews

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.

Outdoor spacesWalkabilityQuiet

Top Guest favourite
Cottage in Innisfil
4.86 out of 5 average rating, 267 reviews

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

Outdoor spacesWalkabilityAccess

Top Guest favourite
Cottage in Georgina
4.96 out of 5 average rating, 138 reviews

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!

PetsWalkabilityLayout

Superhost
A pool table is prominently featured in the foreground, showcasing a neatly arranged set of colored billiard balls. In the background, a stylish bar area is visible, lined with glassware and illuminated by soft lighting.
Guesthouse in Newmarket
4.83 out of 5 average rating, 244 reviews

Private cozy stylish fun Chill Basement pool table

🔆Cozy Bright Spacious stylish Furnished Separate Entrance On The Ground basement: 🧖W/New 3 pc Bathroom 🛏 Super comfy Queen bed Exquisite Bar/Kitchenette 🔸Air fryer , Ice maker 🔹Mini Fridge,Counter top Burner 🔸Microwave,Coffee Maker,Toaster ☕️🍵Complimentary coffee and Tea 🔥Nice Gas Fireplace 🛋Super comfy couch Bean bag ✅💯Cool Games features: 🎱Pool Table 🎰Craps Table,Blackjack 🎲Backgammon 🎯♟Dart,Chess,Jenga 📺 TV,AppleTV,chrmcast 🅿️ 1 Drive way Parking License#BL2026-00210

WalkabilityOutdoor spacesParks

Top Guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 360 reviews

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 your own 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.

WalkabilityOutdoor spacesTV

Superhost
The exterior of the house displays a stone facade, framed by trees and greenery. A large deck extends from the structure, featuring outdoor seating and a BBQ setup. Nearby, a driveway accommodates several vehicles, with spacious lawn surrounding the property.
Cottage in Georgina
4.92 out of 5 average rating, 207 reviews

Pearl by Lake Simcoe - with sauna and steam room

Spacious and bright newly renovated house with access to the lake. This 2700 sqf house has a very functional and beautifully decorated living/dining area, 2 state of the art kitchens, 6 cosy bedrooms and 3 full washrooms. Huge 400 sqf deck with BBQ and heater comfortably fits a large company outside. Enjoy indoor sauna and steam room for deep relaxation. Free Wifi. Large entertainment room with Smart TV, XBox, Kinect and a foosball table provide plenty of activities inside the house.

WalkabilityOutdoor spacesCondition

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
4.88 out of 5 average rating, 100 reviews

Lake Side Manor With Games Room

Huge Lakefront Retreat – Perfect for Multi‑Gen Family Getaway with Private Beach, Fire Pit & Games Room, 4 King Suites (3 with dedicated ensuites) - 9 Beds in total! Enjoy 3x kayaks, canoe & paddle boat, plus a games room (ping pong, air‑hockey, foosball). Central AC, Wi‑Fi & free parking for 6 cars. Partnered with Muskoka Wake for watersports & Harbour House Kitchen for private dining or catering. Pet friendly. Book now for the ultimate lakefront vacation, just 45 min from Toronto.

WalkabilityPetsValue

Guest favourite
Dome in Zephyr
4.92 out of 5 average rating, 203 reviews

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

Outdoor spacesWalkabilityAmenities

Popular amenities for East Gwillimbury pet-friendly home rentals

KitchenWi-FiPoolFree 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
4.82 out of 5 average rating, 318 reviews

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

Outdoor spacesWalkabilityBathroom

Guest favourite
A spacious backyard features a fire pit surrounded by four adirondack chairs. The cottage showcases large windows and a deck with outdoor dining furniture and an umbrella. Two kayaks are stored nearby, adding to the lakefront atmosphere.
Home in Kawartha Lakes
4.93 out of 5 average rating, 140 reviews

Cozy Lakeside Cottage on Lake Scugog

Outdoor spacesPetsView

Top Guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 187 reviews

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

WalkabilityPetsWi-Fi

Superhost
A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.
Home in Scarborough
4.92 out of 5 average rating, 122 reviews

Ravine Paradise ! heated pool and hot tub!

WalkabilityOutdoor spacesParking

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
4.87 out of 5 average rating, 150 reviews

Lakefront detached house on the little lake

Outdoor spacesWalkabilityQuiet

Guest favourite
Home in Georgina
4.9 out of 5 average rating, 49 reviews

Sunset Harmony on Cook’s Bay

PetsOutdoor spacesHot tub

Top Guest favourite
A serene lakeside view features a wooden dock extending into the water, with a pedal boat tied up. Adjoining the dock, a gathering of ducks floats near the shore, where red adirondack chairs are positioned in a grassy area, accented by potted flowers.
Home in Gilford
4.94 out of 5 average rating, 35 reviews

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

PetsOutdoor spacesComfort

Guest favourite
A contemporary living area features a black couch and two light grey armchairs arranged around a white coffee table. A fireplace is situated beneath a wall-mounted television, with light hardwood floors and a soft area rug completing the space. Framed artwork adorns the walls.
Home in Newmarket
4.9 out of 5 average rating, 67 reviews

3 Bdrm Bright & Sunny Oasis w/ Indoor Fireplace

WalkabilityOutdoor spacesLaundry

Pet-friendly home rentals with a pool

Guest favourite
A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.
Treehouse in Port Perry
4.98 out of 5 average rating, 566 reviews

Treehouse on private, isolated forest (300 acres)

Outdoor spacesWalkabilityComfort

Guest favourite
Campervan/RV in Lisle
4.93 out of 5 average rating, 121 reviews

Givi’s Cozy Camper: Warm & Welcoming

WalkabilityOutdoor spacesWi-Fi

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.
Condo in Horseshoe Valley
4.9 out of 5 average rating, 106 reviews

Romantic Country Getaway

PetsOutdoor spacesCheckout

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.
Condo in Horseshoe Valley
4.96 out of 5 average rating, 206 reviews

Pet-friendly, 1 BR condo in Horseshoe Valley

PetsWalkabilityNearby

Guest favourite
A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.
Guest suite in Scarborough
4.9 out of 5 average rating, 145 reviews

New Custom-Built | Marble Pool + BBQ | Toronto

WalkabilityPetsWi-Fi

Top Guest favourite
A modern living space features large windows that provide ample natural light, showcasing a view of the outdoors. A round dining table is surrounded by four chairs, and a cozy seating area includes a sofa and accent pillows. Decorative wall art adds character to the room.
Apartment in Innisfil
4.93 out of 5 average rating, 180 reviews

All-Season 2BR Escape at Friday Harbour Resort

Outdoor spacesPetsCheck-in

Top Guest favourite
A round marble dining table is featured in the center, surrounded by wooden chairs. Above hangs a stylish light fixture. A decorative hockey-themed wall art is displayed, reflecting local culture. The open kitchen area includes modern appliances and a neutral color scheme, enhancing the inviting space.
Apartment in Downtown Toronto
4.92 out of 5 average rating, 181 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

WalkabilityPetsHot tub

Guest favourite
An outdoor pool area is featured, surrounded by lounge chairs and picnic tables. A large building with expansive glass windows serves as a backdrop, while bright blue umbrellas provide shade. The surrounding greenery enhances the tranquil ambiance of the resort.
Condo in Horseshoe Valley
4.8 out of 5 average rating, 179 reviews

Hillside Haven: Serene Studio Retreat for 4

Outdoor spacesPetsSolo travel

Private, pet-friendly home rentals

Guest favourite
A spacious living area is furnished with a dark leather sectional sofa and a large flat-screen TV. A decorative area rug with intricate patterns adds color to the hardwood floor. Two framed black-and-white photographs adorn the walls, enhancing the room's comfortable ambiance.
Guest suite in Bradford
4.83 out of 5 average rating, 120 reviews

Cozy Getaway - Lovely & Bright walkout bsmt suite

Outdoor spacesWalkabilityAir conditioning

Guest favourite
A spacious backyard is shown, featuring well-maintained grass surrounded by lush greenery. Two black Adirondack chairs sit on a stone patio, inviting relaxation. The sky is partly cloudy, with bright sunlight filtering through the trees.
Apartment in East Gwillimbury
4.88 out of 5 average rating, 17 reviews

Nature-Lovers paradise.

Outdoor spacesPetsFamily

Guest favourite
Apartment in Mt Albert
4.93 out of 5 average rating, 30 reviews

Cozy Cabin Getaway

Outdoor spacesWalkabilitySleep quality

Guest favourite
Guesthouse in Newmarket
5.0 out of 5 average rating, 16 reviews

Chic 2BR Spacious Home Near Yonge St

PetsWalkabilityHospitality

Top Guest favourite
An outdoor dining area is set with a dark table surrounded by comfortable chairs. Elegant tableware and floral arrangements decorate the table, while soft lighting creates a warm ambiance against a backdrop of lush greenery.
Villa in Kettleby
4.98 out of 5 average rating, 96 reviews

Entire Villa with beautiful fenced backyard

PetsOutdoor spacesKitchen

Superhost
Cottage in Georgina
4.67 out of 5 average rating, 60 reviews

Cottage at Lake Simcoe

WalkabilityOutdoor spacesKitchen

Guest favourite
Farm stay in Gilford
4.94 out of 5 average rating, 88 reviews

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

PetsWalkabilityBackyard

Guest favourite
A spacious exterior view of a neighborhood features brick houses with neatly manicured lawns. A blue vehicle is parked on a paved driveway. The sky is partly cloudy, and the well-maintained landscape includes green grass and small trees lining the walkway.
Guest suite in Newmarket
4.84 out of 5 average rating, 64 reviews

Walkout 1 BR-EV charger -Self check in-2 parking

Outdoor spacesWalkabilityLong stay

When is the best time to visit East Gwillimbury?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$198 NZD$149 NZD$156 NZD$167 NZD$229 NZD$263 NZD$162 NZD$239 NZD$222 NZD$207 NZD$200 NZD$190 NZD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

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