
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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS NOVEMBER 3-7 (4 nights/5 days) NOVEMBER 11-23 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 include peaches, vineyards and orchards

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.

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.

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!

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.

4BR Summer Cottage | 25mins from Downtown Toronto
🌟WELCOME TO CHARMING COTTAGE-STYLE RETREAT🌟 🛏️ Cozy 4-bedroom cottage-style home 🚗 Just 25 minutes from Toronto 🐶 Sleeps 8, pet- and family-friendly 👶 Crib available for little ones 🔥 Private fenced backyard with fire pit ♨️ Relaxing hot tub for all seasons 🚉 Steps from Clarkson GO Station 📶 Free high-speed Wi-Fi 🌳 Perfect for peaceful getaways near the city
Popular amenities for Oakville pet-friendly home rentals
Pet-friendly house rentals

Luxury Waterfront Home - HOT TUB & 2KingBed

Nautica Beach House on Lake Ontario

Studio Apartment

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

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Private Suite. Milton New Modern Basement Suite

Modern & Elegant Brand New Home ~ Oakville

Spacious 2 BR apartment | Glen Eden Ski
Pet-friendly home rentals with a pool

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

Modern Downtown Condo Free Parking/ Walk to Lake

The Captain's Cottage at Willow Pond

King West Triplex Main FLR PVT APT 1 BDRM Parking

Beautiful Lake View Studio Condo + 1 free Parking

The Nautical Nook | Luxury Beach House

Charming Condo w Parking, CN Tower View & Pool

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

Pet Friendly Condo, Private Terrace, Pool & Gym

Trouvaille - something wonderful

Newly Constructed Downtown Brampton Garden Suite

Modern Loft with Immersive Theatre Experience

Movie Nite Luxury 2 Bedroom with Full Kitchen

Everest Luxury In Oakville

Elegant Open Concept Home in Prime Location

Resort Style Lake View Condo
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $208 NZD | $221 NZD | $221 NZD | $235 NZD | $252 NZD | $259 NZD | $286 NZD | $302 NZD | $259 NZD | $235 NZD | $233 NZD | $247 NZD |
| 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 $53 NZD 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
- Rentals with outdoor seating Oakville
- Rentals with a patio Oakville
- Private suite rentals Oakville
- Rentals with a hot tub Oakville
- Rentals with a fire pit Oakville
- Rentals with pools Oakville
- Family-friendly rentals Oakville
- Rentals with breakfast Oakville
- Rentals with lake access Oakville
- Rentals with an EV charger Oakville
- Rentals with beach access Oakville
- Apartment rentals Oakville
- Cottage rentals Oakville
- Waterfront rentals Oakville
- Rentals with a fireplace Oakville
- Condo rentals Oakville
- House rentals Oakville
- Rentals with a washing machine and dryer Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals 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
- 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
- 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