
Pet-friendly holiday rentals in Oakville
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Top-rated pet-friendly home rentals in Oakville
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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 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.

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.

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.

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.

Harbour front CHA CHA CHA - Lake view house
Live by the water! Relax with your family at this peaceful 2Bd 1Bath Lakeview property in Hamilton West Harbour. Enjoy a cup of Nespresso on the house. Steps from the Bayfront park with beautiful lake views, Collective Arts Brewing to enjoy a cold local beer, trendy James St N for all the restaurants, West Harbour Go Train Station , and much more! It is located within an hour from Toronto and Niagara Falls. Book your stay now!

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.

🔥Charming 1 BR Condo🔥 Steps To Square One!👌
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

Luxurious House with pond view and Jacuzzi

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

Family Home Near St Clair W and Public Transport

Spacious 3-Bed Home near Airport. Parking Backyard

Studio Apartment

Comfy Oasis In Historic Downtown Neighborhood

Maia's cozy Bronte cottage by the Lake

Bungalow-3 Car Parking-Big Backyard-BBQ-Ping Pong
Pet-friendly home rentals with a pool

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

The Captain's Cottage at Willow Pond

The Nautical Nook | Luxury Beach House

King West Triplex Main FLR PVT APT 1 BDRM Parking

Spacious And Sun Filled, Modern

California Chic +Breathe +Unwind +Restore

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

Modern Designer Home w/ Pool Open Game Rm/Fire Pit
Private, pet-friendly home rentals

Modern & Luxury 1+Den Condo w/Parking

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

The Steel-Modern

Newly Constructed Downtown Brampton Garden Suite

Frenchman’s Pass - Cozy nook on the Hamilton brow

Debonair Home near Downtown Oakville

Modern Loft with Immersive Theatre Experience

Everest Luxury In Oakville
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 $46 AUD 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 and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
190 of Oakville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Mount Pocono Holiday rentals
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Condo rentals Oakville
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- Rentals with outdoor seating Oakville
- Rentals with a fireplace Oakville
- Family-friendly rentals Oakville
- Rentals with a washing machine and dryer Oakville
- Rentals with a fire pit Oakville
- Rentals with an EV charger Oakville
- Rentals with breakfast Oakville
- Waterfront rentals Oakville
- Rentals with lake access Oakville
- Rentals with pools Oakville
- Private suite rentals Oakville
- Apartment rentals Oakville
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- Rentals with a hot tub Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Rentals with a patio Oakville
- Pet-friendly rentals Regional Municipality of Halton
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Niagara Falls State Park
- Massey Hall
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park