
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.

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.

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.

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!

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS NOVEMBER 14-16 (weekend 2 nights/3 days) NOVEMBER 19-23 NOVEMBER 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

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

Luxurious House with pond view and Jacuzzi

4BR Family Cottage | 25 mins from Downtown Toronto

Nautica Beach House on Lake Ontario

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

Langford House

Private Suite. Milton New Modern Basement Suite

California Chic +Breathe +Unwind +Restore

Luxurious 4 Bedroom home.
Pet-friendly home rentals with a pool

Modern Luxury House w/EV Charger & Heated Pool

The Captain's Cottage at Willow Pond

Beautiful Lake View Studio Condo + 1 free Parking

King West Triplex Main FLR PVT APT 1 BDRM Parking

The Nautical Nook | Luxury Beach House

Charming Condo w Parking, CN Tower View & Pool

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

Fun Modern Home Game Rm Cozy Heated Floors Toronto
Private, pet-friendly home rentals

Pet Friendly Condo, Private Terrace, Pool & Gym

Trouvaille - something wonderful

The Steel-Modern

Newly Constructed Downtown Brampton Garden Suite

Modern Loft with Immersive Theatre Experience

Movie Nite Luxury 2 Bedroom with Full Kitchen

Fully-Furnished Boutique 1 Bedroom Suites

Private and Beautifully Updated Century Estate
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 SGD | $163 SGD | $163 SGD | $173 SGD | $186 SGD | $191 SGD | $211 SGD | $223 SGD | $191 SGD | $173 SGD | $172 SGD | $182 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
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- Niagara Falls Holiday rentals
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- Rentals with a patio Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Family-friendly rentals Oakville
- Rentals with pools Oakville
- Flat rentals Oakville
- Cottage rentals Oakville
- Rentals with a firepit Oakville
- Rentals with an EV charger Oakville
- Waterfront rentals Oakville
- Rentals with a washing machine and dryer Oakville
- Rentals with outdoor seating Oakville
- Rentals with a fireplace Oakville
- Rentals with lake access Oakville
- Rentals with beach access Oakville
- House rentals Oakville
- Rentals with breakfast Oakville
- Private suite rentals Oakville
- Apartment rentals Oakville
- Rentals with a hot tub 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
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Financial District
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara




