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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, Wifi 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

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

Outdoor spacesWalkabilityAccess

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.

Outdoor spacesWalkabilityDecor

4.96 out of 5 average rating, 102 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!

PetsOutdoor spacesTV

4.96 out of 5 average rating, 103 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.

Outdoor spacesWalkabilityKitchen

4.9 out of 5 average rating, 211 reviews
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

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.

Outdoor spacesPetsAir conditioning

4.99 out of 5 average rating, 145 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.

WalkabilityOutdoor spacesPool

4.91 out of 5 average rating, 288 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

PetsWalkabilityGetting around

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!

Outdoor spacesPetsValue

4.96 out of 5 average rating, 138 reviews
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

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

Outdoor spacesWalkabilityFamily

4.83 out of 5 average rating, 244 reviews
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

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 spacesAmenities

4.98 out of 5 average rating, 360 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

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.

WalkabilityOutdoor spacesAmenities

4.88 out of 5 average rating, 100 reviews
Guest favourite
Dome in Zephyr

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

PetsWalkabilityFamily

4.92 out of 5 average rating, 203 reviews

Popular amenities for East Gwillimbury 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

WalkabilityOutdoor spacesHospitality

4.82 out of 5 average rating, 318 reviews
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

Cozy Lakeside Cottage on Lake Scugog

Outdoor spacesPetsTV

4.93 out of 5 average rating, 140 reviews
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

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

Outdoor spacesWalkabilityBeach

4.99 out of 5 average rating, 187 reviews
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

Ravine Paradise ! heated pool and hot tub!

Outdoor spacesWalkabilityNearby

4.92 out of 5 average rating, 122 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

Outdoor spacesWalkabilityValue

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

Sunset Harmony on Cook’s Bay

Outdoor spacesPetsCheckout

4.9 out of 5 average rating, 49 reviews
Top Guest favourite
Two black Muskoka chairs are positioned on a wooden dock, facing a serene lake. The sky is filled with soft clouds, casting gentle reflections on the water's surface, creating a peaceful atmosphere for relaxation.
Home in Gilford

Blu Lake House | Waterfront May/June Special

WalkabilityOutdoor spacesComfort

5.0 out of 5 average rating, 49 reviews
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

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

PetsOutdoor spacesCleanliness

4.94 out of 5 average rating, 35 reviews

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

Treehouse on private, isolated forest (300 acres)

WalkabilityOutdoor spacesBarbecue

4.98 out of 5 average rating, 565 reviews
Guest favourite
Campervan/RV in Lisle

Givi’s Cozy Camper: Warm & Welcoming

PetsOutdoor spacesQuiet

4.93 out of 5 average rating, 120 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.
Condo in Horseshoe Valley

Romantic Country Getaway

WalkabilityPetsValue

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

Pet-friendly, 1 BR condo in Horseshoe Valley

WalkabilityOutdoor spacesHiking

4.96 out of 5 average rating, 206 reviews
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

All-Season 2BR Escape at Friday Harbour Resort

PetsWalkabilityDecor

4.93 out of 5 average rating, 180 reviews
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

New Custom-Built | Marble Pool + BBQ | Toronto

PetsOutdoor spacesBackyard

4.9 out of 5 average rating, 145 reviews
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

Canadiana Downtown Condo w/King Bed + Free Parking

WalkabilityPetsIndoor spaces

4.92 out of 5 average rating, 181 reviews
Superhost
Condo in Innisfil

Friday Harbour Penthouse | Pool & Marina

Outdoor spacesPetsLocation

4.88 out of 5 average rating, 228 reviews

Private, pet-friendly home rentals

Guest favourite
Guest suite in Innisfil

Beautiful 2BR Apt | Playground + Fire Pit + BBQ

WalkabilityOutdoor spacesBeach

4.93 out of 5 average rating, 184 reviews
Guest favourite
A lakeside cottage is displayed from the dock, featuring a modern design with large windows and a spacious deck. The outdoor area includes a Jacuzzi surrounded by a stone border. Lush greenery frames the scene, enhancing the serene lakeside setting.
Cottage in Gilford

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

PetsWalkabilityComfort

4.83 out of 5 average rating, 143 reviews
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

Cozy Getaway - Lovely & Bright walkout bsmt suite

Outdoor spacesWalkabilityValue

4.83 out of 5 average rating, 120 reviews
Guest favourite
A cozy cottage is nestled among vibrant autumn foliage. The front features large windows and a welcoming deck, with outdoor seating visible. Surrounding trees display various shades of yellow and orange, contributing to a serene nature setting.
Cabin in Innisfil

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

WalkabilityPetsLong stay

4.89 out of 5 average rating, 464 reviews
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

Nature-Lovers paradise.

Outdoor spacesPetsCleanliness

4.88 out of 5 average rating, 17 reviews
Guest favourite
Apartment in Mt Albert

Cozy Cabin Getaway

WalkabilityOutdoor spacesHeating

4.93 out of 5 average rating, 29 reviews
Guest favourite
Guesthouse in Newmarket

Chic 2BR Spacious Home Near Yonge St

PetsWalkabilityLong stay

5.0 out of 5 average rating, 16 reviews
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

Entire Villa with beautiful fenced backyard

PetsOutdoor spacesFamily

4.98 out of 5 average rating, 96 reviews

When is the best time to visit East Gwillimbury?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$197 NZD$148 NZD$154 NZD$166 NZD$227 NZD$261 NZD$161 NZD$238 NZD$221 NZD$205 NZD$199 NZD$188 NZD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

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