Pet-friendly vacation rentals in Oakville

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Oakville

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

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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.

Home in Scarborough

4.95 out of 5 average rating, 105 reviews

Modern Custom Home w/ Pool, Games & Parking

Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Guest favorite

A doorway opens to a private deck featuring two wooden chairs with white cushions and a small table between them. The view showcases lush greenery and rolling farmland, under a clear sky.

Guesthouse in Lincoln

4.94 out of 5 average rating, 173 reviews

Little Blue Barn on the Bench

Beautifully situated in the heart of Niagara's wine country and minutes away from the Bruce trail and other hiking favourites, our guest house boasts peaceful views of rolling farmland. Built on top of a barn-style workshop, this private and peaceful studio space is the perfect Niagara getaway for a couple or an individual. Come catch a stunning sunset on your own private deck while you sip a glass of wine or enjoy a coffee. Other perks for your enjoyment: king size bed and out door firepit.

Superhost

An outdoor fire pit sits at the center of a grassy area, surrounded by four blue chairs. A wooden fence and a backdrop of a pink building can be seen, with the calm waters of Lake Ontario stretching into the distance under a blue sky.

Cottage in Hamilton

4.85 out of 5 average rating, 165 reviews

Lakeview Oasis: EV Charger, Fire Pit, Sunset View

Relax in our tranquil Lake Ontario retreat, nestled in Stoney Creek between Toronto and Niagara Falls. Our cottage boasts lake views year-round, a backyard oasis with a fire pit, outdoor furniture, and yard games. Indoors, enjoy recent renovations including billiards, ping pong, Smart TV, and board games. Sleeps six with two bedrooms and a sofa bed, fully-equipped kitchen, modern bathroom, laundry, free Wi-Fi, and parking. Create unforgettable memories in our cozy and tastefully decorated home.

Guest favorite

The primary bedroom showcases a spacious bed with plush linens and an oversized upholstered headboard, framed by warm wall tones. Two hanging reading lights illuminate the space, while an antique chair and artwork enhance the room's design. A decorative rug adds comfort underfoot.

Apartment in Hamilton

4.95 out of 5 average rating, 147 reviews

A secret space at Bellwether House|Speakeasy vibes

Take a trip back to the Roaring '20s with a stay at Blind Bellwether. From the moment you open the antique door, you'll be blown away by the attention & creativity in every detail, making it look and feel just like an old speakeasy. You'll be captivated by the salvaged architectural pieces from local buildings, the heated floors & stunning claw foot tub. It's such a vibe, you'll almost expect Gatsby to walk in & ask for a martini. Book before it's gone. This is an experience you can't miss.

Superhost

A private hot tub is nestled among trees, surrounded by softly glowing string lights. The inviting spa features a gray cover and beige trim, offering a serene retreat in nature.

Cabin in Rural Flamborough

4.86 out of 5 average rating, 197 reviews

Hidden Cabin with hot tub

Immerse yourself in the woods. Experience the calmness and privacy of an off grid cabin in the woods, surrounded by nature and with a view of majestic horses. This cabin is perfect for a romantic getaway, or an escape with friends and family The large sliding glass door gives you the perfect view of a stunning morning sunrise with beautiful views of horses just steps away The Cabin consists of a main bedroom and also a full bathroom and kitchen to make your stay that much more comfortable

Guest favorite

A charming two-story detached home is framed by well-maintained greenery and colorful flowerbeds. A paved driveway leads up to the garage, with light brick finishes on the exterior contrasting against the blue sky. The inviting entrance is accentuated by potted plants.

Home in Oakville

4.88 out of 5 average rating, 154 reviews

Upgraded 3Bd 2.5Bth House w/ Pool Table & Swing

Bring your friends and family to this family-friendly, centrally-located neighbourhood with lots of room for fun and find a home away from home during the travelling. Enjoy your stay in this licensed short-term accommodation for a modern, luxurious, and spacious three-bedroom and two-bathroom detached home with a huge backyard: watching a movie and cozying up by the fire, enjoying the company of friends and family seated around the dining table, or simply in between moving or renovations.

Superhost

A modern two-story house is set against a green backdrop, featuring large windows that allow natural light to flood the interiors. The driveway leads to an attached garage, while a neatly maintained lawn surrounds the property, enhancing its curb appeal.

Home in Oakville

4.88 out of 5 average rating, 104 reviews

Luxury Villa! Swim Spa! 6 Bedroom 3 Family Rooms

Forget your worries in this spacious, serene and unique house! Large backyard with a Swim Spa to enjoy! Backyard filled with fire places! 6 Bedroom, 7 beds, 4 full baths, 4 offices, 3 family rooms, 9 TV, equipped kitchen, patio, board games, BBQ grill, fire place, Tesla charger. Quiet yet central from downtown Oakville, highways, groceries, shopping, bars, restaurants, cafe's and much more! Always professionally cleaned. For elderly guests a bedroom and full bath is on ground floor.

Guest favorite

An outdoor patio area features a seating arrangement with navy blue cushions and a coffee table, all overlooking Lake Ontario. Red Adirondack chairs are positioned nearby, while a gray umbrella and two patio heaters provide shade and warmth. A wooden railing encases the space.

Vacation home in Hamilton

4.86 out of 5 average rating, 125 reviews

Oasis By The Water, Breathtaking Sunsets and Views

Paradise is Calling you to this Exquisite Getaway! With Breathtaking Indoor And Outdoor Entertainment Areas and Stone Interlock Patio Overlooking Jaw Dropping Views Of Lake Ontario. Catch Incredible Sunrises And Sunsets. Sit By The Cozy Fire With Family And Friends, And Make Memories That Last A Lifetime. High End Finishes With Turkish Stone Throughout and a Gorgeous Custom Kitchen With High End Appliances. 4 Bedrooms Allows For a Variety Of Sleeping Arrangements.

Guest favorite

A spacious living area features a dark leather sofa and a wooden coffee table at its center. A framed winter landscape hangs on the wall, while two lamps provide soft lighting. In the background, a dining counter with stools is visible, leading to the kitchen.

Townhouse in Burlington

4.82 out of 5 average rating, 244 reviews

The Best of Downtown Burlington - Safe & Clean

Experience the magic of downtown Burlington voted Canada's best city to live your stay allows you to walk no more then 10 minutes to Award Winning Restaurants, Spencer Smith Park, Joseph Brant Hospital, and so much more. Get cozy in a self contained townhouse unit that's quiet, clean, safe, with free parking and a dog friendly fully fenced in backyard. All guests wishing to book must provide a valid first and last name. I'm sorry cats are not permitted

Guest favorite

The modern hillside villa is showcased with extensive glass balconies and a layered wooden facade. A private hot tub is positioned on the deck, offering relaxing views of the surrounding waterfront. Landscape elements include natural greenery and a wooden walkway leading to the lake.

Villa in Aldershot

4.96 out of 5 average rating, 135 reviews

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Top guest favorite

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guesthouse in Lincoln

4.98 out of 5 average rating, 214 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 28-30 (2 nights/3 days) JULY 3-8 (4 nights/5 days) Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site.

Guest favorite

A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

Condo in Mississauga

4.84 out of 5 average rating, 268 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.