
Pet-friendly holiday rentals in Oakville
Find and book unique pet-friendly homes on Airbnb
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 $51 NZD per night before taxes and fees

Verified guest reviews
Over 3,940 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
150 properties have a dedicated workspace

Wi-Fi availability
200 of Oakville holiday rentals include Wi-Fi 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
Top-rated pet-friendly home rentals in Oakville
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Frenchman’s Pass - Cozy nook on the Hamilton brow
Welcome to your home away from home! This charming suite at the back of our home has a separate entrance and a convenient private deck. Nestled on the Hamilton Mountain in one of Hamilton's most upscale neighborhoods, we are steps from the scenic brow offering the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking and essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping, restaurants, and public transit.

Charming Carriage House in Niagara's Wine Country
A converted carriage house and former blacksmith shop with a rich history dating back to the 1800’s - updated with brand new modern amenities. This is a one level plus loft bedroom, ideal for those who have challenges with stairs. Centrally located near the Falls, Niagara Parkway, Niagara-on-the-Lake, casinos, wineries and the largest outlet mall in Canada (car recommended). A great gathering spot in any season with a full kitchen, laundry and outdoor space ready to entertain family and friends.

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.

The Rosé Garden Wiley Loft, downtown St. Davids
Nestled in heart of St. Davids at the start of the wine route. These unique loft suites which back onto the ravine were professionally curated by winner of Canada's Next Designer, Marcy Mussari. A 10 minute drive to downtown historic Niagara-on-the-Lake or to stunning Niagara Falls. Within walking distance to prestigious Ravine Winery, The Grist, Junction Coffee Bar, and The Old Fire Hall Restaurant. Situated minutes to wineries, golf courses, nature trails, restaurants, shops, and more!

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.

Erin Cabin Getaway and Bunkie
Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS MAY 5-8 (3 nights/4 days) MAY Please mark this listing as a favourite to get notifications of last minute deals. 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. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: lakefront and orchards.

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.

Lakeview Oasis: EV Outlet, Fire Pit, Sunset View
Relax in our tranquil Lake Ontario retreat, nestled in Stoney Creek between Toronto and Niagara Falls. Our cottage boasts lake views year-round, a backyard oasis with a fire pit, outdoor furniture, and yard games. Enjoy recent renovations including billiards, ping pong, Smart TV, and board games. Sleeps six with two bedrooms and a sofa bed, fully-equipped kitchen, modern bathroom, laundry, free Wi-Fi, and parking.

10 min walk to DT, stylish, free parking | IOB3
This one bedroom, lower-level apartment has been recently redesigned with style and comfort in mind. Welcome to INN ON BRANT III! - Stylish & cozy lower-level residence - Fully equipped kitchen - Fresh linens and towels included - Free, fast WiFi - 10 min on foot to downtown - Outdoor security cameras on site - Designated outdoor smoking areas - Flexible self-check-in - Two free parking spaces

Cozy basement apartment in the heart of Oakville
Enjoy a comfortable two bedroom apartment in a quiet, safe neighborhood. Private entrance leads to 2 bedroom basement apartment with a queen and a double bed with Full kitchen. Very close to Sheridan College, Go Train, and Oakville Place mall. Quiet, many parks and trails nearby, public transit. Fully furnished, stainless steel fridge, air conditioning. Pet friendly, no smoking/vaping.
Popular amenities for Oakville pet-friendly home rentals
Pet-friendly house rentals

Studio Apartment

Luxury 4BR Oasis: Year Round Heated Pool & Hot Tub

Langford House

Beautiful Renovated Beach Cottage Home

Bright & Stylish 5 BR Modern Getaway!

Niagara Wine Country Art House | Hot Tub | 2 ppl

Bright Corner Townhouse - Lakeview

California Chic +Breathe +Unwind +Restore
Pet-friendly home rentals with a pool

Wine Country Villa with Private Pool

Beautiful Penthouse with Breathtaking View

The Farmer's Cottage

Ravine Paradise ! heated pool and hot tub!

Canadiana Downtown Condo w/King Bed + Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

The Captain's Cottage at Willow Pond

Custom Luxury 2BR | Marble Pool | Games | Fire Pit
Private, pet-friendly home rentals

3 bedroom home close to downtown with Pool!

Modern Loft with Immersive Theatre Experience

Colourful House with Private Yard

Charming retreat with lake view

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

Spacious 2 BR apartment | Glen Eden Ski

Burlington Gem - King bed - Stylish Townhome

Comfort living at Joshua Meadows
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 NZD | $212 NZD | $212 NZD | $226 NZD | $242 NZD | $249 NZD | $275 NZD | $290 NZD | $249 NZD | $217 NZD | $205 NZD | $219 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 |
Destinations to explore
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- Family-friendly rentals Oakville
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- Rentals with a patio Oakville
- Rentals with lake access Oakville
- Rentals with a fireplace Oakville
- Rentals with breakfast Oakville
- Rentals with pools Oakville
- Rentals with an EV charger Oakville
- Fitness-friendly rentals Oakville
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- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Financial District
- Wilfrid Laurier University
- Downsview Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Casino Niagara




