
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.

THE NEST - Cuddle Up In This Quaint Retreat
Cuddle Up in this Quaint Upper Level Flat in the Greater Hamilton Area. Centrally located and minutes from highways, malls, Hamilton Tiger Cats Stadium and Hamilton Core, Waterfront boutique Restaurants, Bars, Shops await located near trendy Ottawa Street. This inviting, warm flat has a private entrance, carpeting, new 4 piece bathroom, kitchenette with mini fridge, microwave and portable burners, pots and pans, dishware, utensils cozy queen bed. Quiet family live upstairs and very welcoming.

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 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.

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.

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.

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.

Adorable 1-Bedroom Basement Apartment in Hamilton
Welcome to central Hamilton! This is a basement apartment with a separate entrance, double bed, gorgeous living room space, 3-piece washroom and an apartment-style kitchen (bar fridge, small oven/air fryer, cabinets and sink). Our home is located close to the General Hospital (welcome front-line workers), coffee shops, restaurants and more. We have back alley parking and can accommodate one parking spot for free.

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

Entire 2 Bedroom Basement with private entrance

3 BR 2 WR Entire home 5 Km Toronto Pearson Airport

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

Studio Apartment

Langford House

Niagara Wine Country Art House | Hot Tub | 2 ppl

California Chic +Breathe +Unwind +Restore

Your Own Suite-Moderncharm Hideaways Near TorAirp
Pet-friendly home rentals with a pool

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

Downtown Toronto Condo/Parking/ Sleeps 4/ Balcony

Year-Round Heated Pool & Hot Tub Family Oasis

Humber Bay Family Friendly condo w Terrace&Parking

The Captain's Cottage at Willow Pond

The Nautical Nook | Luxury Beach House

Charming Condo w Parking, CN Tower View & Pool

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Private, pet-friendly home rentals

Luxurious House with pond view and Jacuzzi

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

2Beds/1Bath Apt: Mins toTrain,Trails, DT & Golfing

The Steel-Modern

Private & Detached Downtown Brampton Garden Suite

Modern Loft with Immersive Theatre Experience

Colourful House with Private Yard

Home, away from home !
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $152 SGD | $161 SGD | $161 SGD | $171 SGD | $184 SGD | $189 SGD | $208 SGD | $220 SGD | $189 SGD | $171 SGD | $169 SGD | $180 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 200 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 3,780 verified reviews to help you choose

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

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
190 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
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
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- Rentals with a hot tub Oakville
- Rentals with beach access Oakville
- Rentals with outdoor seating Oakville
- Waterfront rentals Oakville
- House rentals Oakville
- Rentals with a firepit Oakville
- Family-friendly rentals Oakville
- Rentals with lake access Oakville
- Flat rentals Oakville
- Cottage rentals Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Private suite rentals Oakville
- Rentals with a patio Oakville
- Rentals with a fireplace Oakville
- Rentals with pools Oakville
- Rentals with breakfast Oakville
- Apartment rentals Oakville
- Rentals with a washing machine and dryer Oakville
- Rentals with an EV charger Oakville
- Pet-friendly rentals Halton
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara




