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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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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, 219 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS FRIDAY AUGUST 4-9 (5 nights/6 days) AUGUST 14-25 AUGUST 2 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. Views from the cottage include peach trees & water

A spacious bedroom features a large bed adorned with white linens and decorative pillows. A textured basket holds towels beside the bed. A patterned throw blanket is draped over a wooden bench at the foot of the bed. A dark blue accent wall adds depth to the serene space.

Home in Hamilton Beach

4.92 out of 5 average rating, 217 reviews

Beautiful Renovated Beach Cottage Home

When you enter our immaculately clean Beach Cottage home you will feel like you are at a boutique hotel. Beautiful white linens and towels, WIFI, smart TV, Keurig coffee machine and more. Choose to have a BBQ with friends and family on one of our two decks as you watch the Sunset from Lake Ont. Take a stroll or a bike ride down the Beautiful boardwalk or visit the beautiful beach all located at the end of our yard. Whether you are here for business or pleasure there is something for everyone!

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

4.94 out of 5 average rating, 154 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.

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, 162 reviews

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

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.

The bedroom features a spacious bed adorned with a patterned duvet and decorative pillows. A light fixture stands beside a small desk and chair, while a window allows natural light to enter. The room's dark accent wall enhances the overall ambiance.

Apartment in Milton

4.96 out of 5 average rating, 135 reviews

Cozy Lux. Your tranquil suite

Stay at any old place. .. or, escape to this luxurious, romantic hideaway designed for discerning travellers. This elegantly furnished apartment offers convenience, comfort and privacy. Nestled in a peaceful neighbourhood, experience serenity with spacious rooms, cozy decor, and thoughtful touches throughout. Relax or explore at your own pace. I aim to ensure every detail is taken care of, providing a seamless experience perfect for couples and families seeking relaxation and connection.

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, 107 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.

Top guest favorite

Guest suite in Lincoln

4.97 out of 5 average rating, 339 reviews

The Vine House-WineCountry Home With A View

TAX INCLUDED ON ALL BOOKINGS! Welcome to the BRAND NEW "Vine House" located directly across from the Jordan Harbor in the middle of wine country. Come relax in this private and quiet space situated on 4 acres on Niagara's wine route. Guests can enjoy this brand new, beautifully renovated 800 square foot guest suite located on the 2nd floor overlooking Vineland's vineyards and farmland. Walk, bike or drive to the many wineries and attractions surrounding this property.

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 Stoney Creek

4.86 out of 5 average rating, 131 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.

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, 248 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

The image captures a serene view of the lakeside property, featuring a lush green lawn that slopes towards Lake Ontario. A sandy beach area and rocky shoreline are visible, framed by trees on both sides and calm turquoise water reflecting the clear sky.

Cottage in Stoney Creek

4.96 out of 5 average rating, 155 reviews

Lake Front Heaven - Gateway to Niagara/Vineyards

A magical cottage with its own beach house on Lake Ontario. This place is special! The beach house an extra bedroom and full bath which is available during the spring/summer months. There’s a pier, boat slip, fire pit, picnic table and plenty of outdoor seating. All of this 50 minutes from downtown Toronto, 40 minutes from YYZ International airport and 25 minutes from the world famous Niagara falls. The scenic is a great base to explore the Niagara region.

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 Central

4.96 out of 5 average rating, 137 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.

The kitchen area includes white cabinetry and a stainless steel stove. A dining table with dark wooden chairs is positioned in front of a wall-mounted TV. A patterned rug covers the tiled floor, while a doorway leads to another room.

Apartment in Oakville

4.82 out of 5 average rating, 114 reviews

Cozy basement apartment in the heart of Oakville

Enjoy a comfortable two bedroom apartment in a quiet, safe neighborhood. Private entrance leads to 2 bedroom basement apartment with a queen and a double bed with Full kitchen. Very close to Sheridan College, Go Train, and Oakville Place mall. Quiet, many parks and trails nearby, public transit. Fully furnished, stainless steel fridge, air conditioning. Pet friendly, no smoking/vaping.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

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A space thats all yours, with room for everyone

Popular amenities for Oakville pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

A cozy bedroom features a wooden bed frame with a blue quilt and decorative pillows. A nightstand holds a lamp beside the bed. A full-length mirror and framed artwork decorate the walls, while light-colored flooring adds to the room's bright ambiance.

Home in Brampton

4.93 out of 5 average rating, 101 reviews

Entire Two Bedroom Basement with private entrance

A spacious living area features a sectional sofa adorned with various cushions, arranged around a glass coffee table. Large windows allow natural light to flood the room, offering views of lush greenery. A decorative wall art piece and a potted plant add to the inviting atmosphere.

Home in Stoney Creek

4.85 out of 5 average rating, 60 reviews

Outstanding Waterside Retreat - HOT TUB & 2KingBed

The living area features a spacious layout with large windows allowing ample natural light. A comfortable sectional sofa is paired with a coffee table, alongside a dining area with white chairs. A piece of abstract art adorns the wall, adding a contemporary touch.

Home in Burlington

5 out of 5 average rating, 16 reviews

Modern Luxury House w/EV Charger & Heated Pool

Top guest favorite

An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.

Home in Cabbagetown

4.94 out of 5 average rating, 564 reviews

Comfy Oasis In Historic Downtown Neighborhood

A well-appointed bedroom features a tufted headboard with neutral-colored pillows and a light quilted blanket. Rolled towels are neatly arranged at the foot of the bed, complemented by a bedside lamp and a textured green throw, creating an overall sense of comfort and relaxation.

Home in Oakville

4.95 out of 5 average rating, 19 reviews

Executive Home In Oakville

Top guest favorite

A spacious loft bedroom is presented with a stylish bed adorned with neutral bedding and decorative pillows. A cozy seating area is situated across from the bed, complemented by large windows allowing natural light to fill the space. A warm wooden floor enhances the inviting ambiance.

Home in Ancaster

5 out of 5 average rating, 23 reviews

Loft Apartment

Top guest favorite

A large glass door opens to a spacious wooden deck, inviting natural light into the indoor space. The deck features a wooden railing adorned with lush plants. Bright blossoms and outdoor seating create a welcoming atmosphere, framed by trees and a clear blue sky.

Home in Aldershot Central

5 out of 5 average rating, 24 reviews

Charming retreat with lake view

A modern bedroom features a spacious bed framed by two bedside tables and a lamp. A sleek black sofa sits beside a circular coffee table adorned with a bouquet of flowers. Subtle artwork and neutral walls create a calming atmosphere.

4.9 out of 5 average rating, 136 reviews

Private Room. Milton New Modern Basement Room

Pet-friendly home rentals with a pool

A clear view of a tranquil swimming pool framed by a manicured lawn, leading to the serene shoreline of Lake Ontario. Lush trees line the background, and the open sky reflects shades of blue, enhancing the natural beauty of the surroundings.

Villa in St. Catharines

4.81 out of 5 average rating, 117 reviews

Stunning Waterfront Estate with private beach

Top guest favorite

A lift bridge is positioned over a calm waterway, with its reflection clearly visible in the water. The surrounding environment features trees and grass, contributing to a serene landscape under a clear sky.

Guest suite in Allanburg

4.97 out of 5 average rating, 217 reviews

Niagara Bike Trails, Golfing, Wineries

A modern rooftop pool area is featured, with crystal-clear water reflecting the evening sky. Sleek lounge chairs are arranged along the pool's edge, and ambient lighting enhances the elegant surroundings, creating a tranquil space for relaxation.

Condo in Entertainment District

4.81 out of 5 average rating, 101 reviews

Lux Spacious 3 Beds w CN Tower View (Free Parking)

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

Condo in Mississauga

4.87 out of 5 average rating, 180 reviews

Beautiful Penthouse with Breathtaking View

A modern living area features a plush gray sectional sofa accompanied by a decorative rug. Large windows provide ample natural light and showcase a city skyline view. A dining table with dark chairs sits nearby, complemented by a wall-mounted art piece and a potted plant.

Condo in Fort York

4.96 out of 5 average rating, 138 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

Top guest favorite

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

4.98 out of 5 average rating, 126 reviews

The Captain's Cottage at Willow Pond

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, 273 reviews

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

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

4.88 out of 5 average rating, 107 reviews

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Private, pet-friendly home rentals

Top guest favorite

A spacious living area is equipped with a large television and cozy seating arrangement. A dining table is positioned nearby, complemented by a decorative plant. Warm lighting enhances the wooden flooring, creating an inviting atmosphere. A patterned area rug adds visual interest to the space.

Home in Hamilton

4.94 out of 5 average rating, 69 reviews

Basement Oasis - high speed Wi-Fi *work from home*

Top guest favorite

A well-lit bedroom is showcased with a spacious bed adorned in soft linens and decorative throw pillows. Nightstands with lamps are positioned on either side. A wooden table and chairs are visible in the background, complemented by a circular mirror and an accent wall featuring textured wood.

Guest suite in Hamilton

5 out of 5 average rating, 45 reviews

Trouvaille - something wonderful

The exterior of the house features a mix of warm stone and brick elements with multiple levels. A set of stairs leads to a porch with outdoor seating and white rocking chairs. Sunlight highlights the open area, enhancing the welcoming atmosphere of the outdoor space.

Home in Oakville

5 out of 5 average rating, 6 reviews

Luxury & Modern at Oakville by Hands Off Hosting

Top guest favorite

A pathway leads through a grassy area to a seating arrangement of several adirondack chairs facing the lake. The serene water reflects a bright sky with scattered clouds, creating a picturesque view.

Apartment in Roseland

4.97 out of 5 average rating, 36 reviews

2 Bedroom Lakeside Apartment

Top guest favorite

An open-concept living area features a sectional sofa adorned with throw pillows and a cozy blanket. A round glass coffee table holds a small plant. A wall-mounted clock is visible, alongside built-in storage cabinets and a window offering natural light.

Guest suite in New Toronto

5 out of 5 average rating, 16 reviews

New Toronto Guest House

The exterior of a red brick triplex is shown, featuring a welcoming front porch with wooden stairs and a decorative railing. Hanging flower baskets add a touch of greenery. A sign identifies the property, and windows are adorned with a modern design, enhancing the inviting entryway.

Home in Hamilton

5 out of 5 average rating, 40 reviews

West Harbour Retreat *Prime Location with Hot Tub*

A well-maintained exterior of a two-story house features a front driveway leading up to a garage. The entrance is adorned with a covered porch and surrounded by landscaped greenery. A wooden fence and tall trees are visible in the background against a clear blue sky.

Guesthouse in Oakville

4.79 out of 5 average rating, 14 reviews

Park view in Oakville

Top guest favorite

A serene sunset is captured behind rolling hills, casting warm orange and pink hues across the sky. A pony grazes peacefully in a green field, bordered by a rustic wooden fence that enhances the tranquil countryside setting.

Guest suite in Burlington

4.96 out of 5 average rating, 51 reviews

Luxury Suite by the City: Country Escape

Quick stats about vacation rentals that are pet-friendly in Oakville

Total rentals
190 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
150 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace

Destinations to explore