
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.

Langford House
Set on the front of a 7 acre country property, the cottage is minutes from Brantford & Ancaster. Enjoy the beautiful open countryside views & a cozy cottage to relax. Just around the corner from the Twin Valley Zoo, & the Rail Trail. Some other local attractions include the Historic Bell Homestead, Wayne Gretzky Sports Centre, Windmill Country Market, Grand River, Oshwegen Speedway, Grand River cruises (must be booked ahead of time), & Grand Adventures for canoeing in the nearby town of Paris.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS APRIL 15 (1 night/2 days) APRIL 23-25 (2 nights/3 days) APRIL 26-30 (4 nights/5 days) MAY 5-8 Please mark this listing as a favourite to get notifications of last minute deals. 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. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include:

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.

Private 1-br Apartment: Your Secluded Getaway!
Welcome to our modern, fully-equipped unit that features a spacious backyard. Whether you are traveling for business or pleasure, our unit is the perfect base. The location provides convenient access to everything, just 10 minutes from downtown Toronto and the airport, 5 minutes from Lakeshore Blvd, Port Credit, and the GO stn, and steps away from public transportation. Additionally, you will find a plethora of local restaurants, shops, a scenic walking trail, and beautiful parks in the area.

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.

Fully-Furnished Boutique 1 Bedroom Suites
The Laundry Rooms is situated on one of our favourite streets in Hamilton. Featuring cozy pubs, local coffee shops, and a 10-minute walk from the downtown core, Augusta Street has a small-town vibe in the heart of the city. Live like a local with all the comforts and amenities of home in our contemporary suites designed for the professional traveller. Pets are welcome and we can't wait to meet your dog (a deep cleaning fee applies (except for assistance animals))... and you, of course.

Large Luxury Villa with Swim Spa! Near downtown!
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.

Frenchman’s Pass - Cozy nook on the Hamilton brow
Welcome to your home away from home! This charming one-bedroom apartment is nestled on the beautiful Hamilton Mountain, steps away from the scenic brow. Located in one of the city's most upscale neighborhoods, it offers the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking, private deck and all essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping centers, restaurants, and public transit.

Erin Cabin Getaway and Bunkie
Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

Lux Lake Ont Beachfront - Fire Pit & Sunset Views
License 23 110691 STR. Enjoy extraordinary sunsets and views of Lake Ontario and the Toronto Skyline while sitting in comfortable Muskoka chairs around a fire pit, enjoying a cup of coffee or a glass of wine. My home offers high-speed internet, multiple Smart HD TVs, indoor fireplace, 2 outdoor fire pits, and a large backyard with stairs leading to a Private Beach. Just a short walk to Lakeside Beach, downtown Port Dalhousie, and a short drive to Niagara wineries!

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.

Luxury 4BR Oasis: Year Round Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !
Popular amenities for Oakville pet-friendly home rentals
Pet-friendly house rentals

3 bedroom home close to downtown with Pool!

Ravine Paradise ! heated pool and hot tub!

Maia's cozy Bronte cottage by the Lake

Family-Ready 4BR | Close to Trails, Shops & More

Niagara Wine Country Art House | Hot Tub | 2 ppl

California Chic +Breathe +Unwind +Restore

Lovely Private Basement

Entire Lower Level Home 3500 Sq Walk Out
Pet-friendly home rentals with a pool

2BR by Union, Scotia Bank Arena CN Tower + Parking

Beautiful Penthouse with Breathtaking View

Walk to FIFA World Cup /Parking/ Sleeps 4/ Balcony

The Farmer's Cottage

Canadiana Downtown Condo w/King Bed + Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

The Captain's Cottage at Willow Pond

Beautiful Lake View Studio Condo + 1 free Parking
Private, pet-friendly home rentals

Trouvaille - something wonderful

Comfy condo, can sleep 5, close to stores, park

Modern Loft with Immersive Theatre Experience

Bright & Stylish 5 BR Modern Getaway!

Luxury & Modern 2 Bedroom w/Parking

Charming retreat with lake view

House of 3 Bed 3 Wash-Crib-King Bed-85' TV-Wrkspce

2026 FIFA |40 Mins to BMO Field |Oakville GO Train
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,660 GYD | G$26,123 GYD | G$26,123 GYD | G$27,795 GYD | G$29,885 GYD | G$30,721 GYD | G$33,856 GYD | G$35,737 GYD | G$30,721 GYD | G$26,750 GYD | G$25,287 GYD | G$26,959 GYD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about vacation rentals that are pet-friendly in Oakville

Total vacation rentals
Explore 200 vacation rentals in Oakville

Nightly prices starting at
Oakville vacation rentals start at G$6,270 GYD per night before taxes and fees

Verified guest reviews
Over 3,940 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
200 of Oakville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oakville rentals

4.7 Average rating
Oakville stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with a hot tub Oakville
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- Pet-friendly rentals Halton
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
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- Nike Square One Shopping Centre
- Exhibition Place
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- Toronto Zoo
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- Financial District
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