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Pet-friendly vacation rentals in East Gwillimbury

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

  • Total vacation rentals

    Explore 50 vacation rentals in East Gwillimbury

  • Nightly prices starting at

    East Gwillimbury vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 1,940 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of East Gwillimbury vacation 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

PetsWalkabilityWifi

4.87 out of 5 average rating, 220 reviews
Top guest favorite
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.

WalkabilityPetsBeach

4.96 out of 5 average rating, 102 reviews
Guest favorite
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 spacesWalkabilityParking

4.9 out of 5 average rating, 211 reviews
Top guest favorite
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.

WalkabilityPetsLocation

4.99 out of 5 average rating, 145 reviews
Guest favorite
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 spacesCleanliness

4.91 out of 5 average rating, 288 reviews
Top guest favorite
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

PetsWalkabilityBeach

4.86 out of 5 average rating, 267 reviews
Top guest favorite
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 spacesPetsCheckout

4.96 out of 5 average rating, 138 reviews
Top guest favorite
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.

WalkabilityPetsQuiet

4.98 out of 5 average rating, 360 reviews
Guest favorite
Guest suite in Innisfil

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 spacesPetsCheck-in

4.93 out of 5 average rating, 184 reviews
Guest favorite
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

WalkabilityOutdoor spacesKitchen

4.92 out of 5 average rating, 203 reviews
Guest favorite
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

Our lakeside home in Cook's Bay — 4 bedrooms, 2 bathrooms, sleeps up to 9 — is just an hour from the GTA. Wake up to sunrise over the lake, use our private dock for kayaking and paddleboarding, or unwind by the fire pit and hot tub. You may spot geese and ducks by the lake — they won't block access. Pet-friendly: please clean up after your dogs and keep them off neighbouring properties. Note: per city regulations, the dock is removed mid-October to mid-May.

Outdoor spacesPetsAccess

4.83 out of 5 average rating, 143 reviews
Superhost
Home in East Gwillimbury

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

THE COVE suite is located at The Taiga Animal Sanctuary with 10 acres of scenic forest trails. Clean & spacious 2200 sq ft 2 bedroom basement unit with 3 queen beds and a pull out couch. Outdoor sauna, hot tub, gated outdoor vegetable garden, fire pits and BBQs our guests can enjoy, along with various trails, seating, dinning tables, lawn games and hammocks to relax in. Enjoy a walk in nature, relax in the hot tub or just hang out with our rescue animals.

PetsOutdoor spacesAccuracy

4.86 out of 5 average rating, 124 reviews

Popular amenities for East Gwillimbury pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favorite
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

Outdoor spacesWalkabilityBackyard

4.82 out of 5 average rating, 318 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!

PetsWalkabilityCondition

4.92 out of 5 average rating, 122 reviews
Guest favorite
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

PetsOutdoor spacesHospitality

4.93 out of 5 average rating, 140 reviews
Top guest favorite
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

PetsOutdoor spacesBackyard

4.99 out of 5 average rating, 187 reviews
Guest favorite
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 spacesWalkabilityBeach

4.87 out of 5 average rating, 150 reviews
Top guest favorite
A lakeside luxury retreat features a spacious exterior with a large deck and expansive yard. Lush green grass is surrounded by trees, and several outdoor seating areas, including a dining set and Muskoka chairs, are visible. A wooden dock extends into the calm waters of Lake Simcoe.
Home in Georgina

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

PetsOutdoor spacesLocation

4.98 out of 5 average rating, 44 reviews
Guest favorite
Home in Georgina

Sunset Harmony on Cook’s Bay

PetsOutdoor spacesHot tub

4.9 out of 5 average rating, 49 reviews
Top guest favorite
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

Outdoor spacesWalkabilityLayout

5.0 out of 5 average rating, 49 reviews

Pet-friendly home rentals with a pool

Guest favorite
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)

WalkabilityPetsGrill

4.98 out of 5 average rating, 565 reviews
Guest favorite
Camper/RV in Lisle

Givi’s Cozy Camper: Warm & Welcoming

WalkabilityPetsNearby

4.93 out of 5 average rating, 120 reviews
Guest favorite
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

Outdoor spacesWalkabilityWifi

4.9 out of 5 average rating, 106 reviews
Top guest favorite
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

Outdoor spacesWalkabilityBathroom

4.93 out of 5 average rating, 180 reviews
Guest favorite
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 spacesFamily

4.9 out of 5 average rating, 145 reviews
Top guest favorite
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

Outdoor spacesWalkabilitySleep quality

4.96 out of 5 average rating, 206 reviews
Top guest favorite
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

WalkabilityPetsView

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

Friday Harbour Penthouse | Pool & Marina

Outdoor spacesPetsIndoor spaces

4.88 out of 5 average rating, 228 reviews

Private, pet-friendly home rentals

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

PetsWalkabilityParking

4.88 out of 5 average rating, 100 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

WalkabilityOutdoor spacesCheckout

4.83 out of 5 average rating, 244 reviews
Guest favorite
A cozy living area features a dark sofa and a mustard-colored armchair. A minimalist coffee table sits in the center, surrounded by a soft area rug. A stylish wall-mounted shelf holds decorative items, and artwork is displayed on the wall.
Apartment in East Gwillimbury

cozy basement apartment

PetsHospitalityAccuracy

4.9 out of 5 average rating, 58 reviews
Guest favorite
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 spacesPetsHiking

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

Cozy Cabin Getaway

WalkabilityOutdoor spacesSleep quality

4.93 out of 5 average rating, 29 reviews
Top guest favorite
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

Outdoor spacesPetsCheckout

4.98 out of 5 average rating, 96 reviews
Superhost
Cottage in Georgina

Cottage at Lake Simcoe

Outdoor spacesPetsGetting around

4.67 out of 5 average rating, 60 reviews
Guest favorite
An open-concept living area features a spacious sectional sofa and a wooden dining table surrounded by white chairs. Bright lighting illuminates the room, highlighting the modern kitchen with sleek cabinetry and stainless appliances. Large windows allow natural light to enhance the inviting atmosphere.
Cottage in Georgina

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

WalkabilityOutdoor spacesBackyard

4.88 out of 5 average rating, 88 reviews

When is the best time to visit East Gwillimbury?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 426ﺩ.ﺇ 320ﺩ.ﺇ 334ﺩ.ﺇ 360ﺩ.ﺇ 492ﺩ.ﺇ 566ﺩ.ﺇ 349ﺩ.ﺇ 514ﺩ.ﺇ 477ﺩ.ﺇ 444ﺩ.ﺇ 430ﺩ.ﺇ 408
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Destinations to explore