
Pet-friendly holiday 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.

Beautiful family Home near Downtown
A beautiful naturally bright, well-decorated, contemporary & open-concept home conveniently located in a peaceful & posh Oakville area. *Close to major highways QEW/403 & *Oakville GO Station. *A bus stop is right across its driveway. *The Beautiful view of Lake-Ontario, Shorewood-Promenade-Park, approx.1km; *Famous Kerr-Village, approx.1km & *Historic Downtown-Oakville, approx.2km are just at a walking distance. With multiple landmarks, upscale retail, exceptional dining, bars, cafes & etc.

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.

Newly renovated, homely 2 bedroom suite
Welcome to our homey secondary suite with big windows and lots of natural light. Our freshly renovated suite of 900 sqft is ideal for a family or friends visiting Hamilton. The open concept is ideal for staying in or using it for evening purposes. Make your stay the most comfortable and fun with our eye-catching suite. Enjoy nearby restaurants, movie theater, golf clubs, parks, conservation areas. We can't wait to welcome you soon. Free street parking right in front of the house at all time

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.

The Circle ⭕️ Flat ••• NO parties permitted •••
Renovated and tastefully furnished; Hugh 1,000 square feet lower Level 1 bedroom apartment walkout basement with French doors. Lots of natural sunlight. Full kitchen and appliances, including dishwasher. Stunning new marble in bathroom. Shared in-suite laundry with the tenant upstairs. Minutes away from Square 1, Trillium Hospital and the Airport. Less than 25 min to the downtown. As with any home you will hear footsteps from the unit above as there is a single tenant leaving upstairs.

The Clayhill Bunkie
Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

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.

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.

Stylish Modern 2 bedroom house across from Beach
Beautifully renovated one floor 2 bedroom modern House across from the beach. Open concept through out dinning room, living room and large gourmet chefs kitchen with seating along island. The bathroom is very large with double sinks and oversized shower. The Master Bedroom is a nice retreat after a long day at the beach or work. King Size bed, luxurious bedding/Smart TV and a work station. The second bedroom is very cozy with a Double bed. BBQ/laundry/keruig/parking and more!

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

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.
Popular amenities for Oakville pet-friendly home rentals
Pet-friendly house rentals

Cozy Leslieville 2-Bedroom Home

4BR Cottage Hot tub, BBQ, Firepit (50% Off)

Luxe 2Bd-Mins to Juravinski, Mohawk & St Joe

Studio Apartment

Langford House

Comfy Oasis In Historic Downtown Neighborhood

" The Heart of the Village" Main Street, Jordan

Niagara Wine Country Art House | Hot Tub | 2 ppl
Pet-friendly home rentals with a pool

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

The Farmer's Cottage

Humber Bay Family Friendly condo w Terrace&Parking

Canadiana Downtown Condo w/King Bed + Free Parking

The Captain's Cottage at Willow Pond

Charming Condo w Parking, CN Tower View & Pool

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

California Chic +Breathe +Unwind +Restore
Private, pet-friendly home rentals

Cottage Style House with Hot Tub

Lofta Love Cozy! Private loft with 2 queen rooms

Maia's cozy Bronte cottage by the Lake

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

Modern 1 Bed Condo Mississauga

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

Elegant Open Concept Home in Prime Location

Park view in Oakville
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 SGD | $158 SGD | $158 SGD | $168 SGD | $181 SGD | $186 SGD | $205 SGD | $216 SGD | $186 SGD | $162 SGD | $153 SGD | $163 SGD |
| 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 holiday rentals that are pet-friendly in Oakville

Total holiday rentals
Explore 210 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 4,170 verified reviews to help you choose

Family-friendly holiday rentals
160 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
200 of Oakville holiday rentals include wifi 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
Destinations to explore
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- Rentals with a hot tub Oakville
- Rentals with beach access Oakville
- Flat rentals Oakville
- Cottage rentals Oakville
- Rentals with a washing machine and dryer Oakville
- Family-friendly rentals Oakville
- Rentals with pools Oakville
- House rentals Oakville
- Rentals with outdoor seating Oakville
- Apartment rentals Oakville
- Private suite rentals Oakville
- Rentals with a fireplace Oakville
- Rentals with lake access Oakville
- Rentals with a firepit Oakville
- Rentals with a patio Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Waterfront rentals Oakville
- Rentals with an EV charger Oakville
- Rentals with breakfast Oakville
- Pet-friendly rentals Halton
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Toronto City Hall
- Downsview Park
- Casino Niagara




