
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 APRIL 6-12 APRIL 13-20 APRIL 23-25 APRIL 26-MAY 3 MAY 5-8 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: beautiful lake views 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.

Hidden Cabin with hot tub
Immerse yourself in the woods. Experience the calmness and privacy of an off grid cabin in the woods, surrounded by nature and with a view of majestic horses. This cabin is perfect for a romantic getaway, or an escape with friends and family The large sliding glass door gives you the perfect view of a stunning morning sunrise with beautiful views of horses just steps away The Cabin consists of a main bedroom and also a full bathroom and kitchen to make your stay that much more comfortable

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.

Modern 1 Bed Condo Mississauga
Welcome, new, stylish condo in the heart of Mississauga! This 1Bed/1Bath unit offers a cozy and convenient stay, perfect for both business and leisure travelers. Centrally located in Mississauga, you'll be close to public transport, shopping malls, restaurants, and major highways, making it easy to explore the city. The bedroom features a queen-sized bed. Smart TV and high-speed internet, perfect for relaxing or working remotely. Private Balcony to enjoy the city views. One parking spot.

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.

Toronto Island Wonderland View
Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Frenchman’s Pass - Cozy nook on the Hamilton brow
Welcome to your home away from home! This charming one-bedroom apartment is nestled on the beautiful Hamilton Mountain, steps away from the scenic brow. Located in one of the city's most upscale neighborhoods, it offers the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking, private deck and all essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping centers, restaurants, and public transit.

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!

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.

Spacious 3-Bedroom Apartment|Perfect for Families
Luxury 3-Bedroom Retreat | Prime Location | Free Parking Newly renovated, this private 3-bedroom apartment offers modern comfort and convenience. Features 100% cotton luxury bedding, full kitchen with espresso machine, 2 full bathrooms, Smart TV, WiFi, and keyless entry. Steps from shops, dining, and transit. 10-20 min to Downtown, <10 min to Pearson Airport & malls. Includes 2 FREE parking spots. Book your stay today!

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit
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 well equippedand gym and games room. 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

Cottage Style House with Hot Tub

*5BR 4Bath Family GetAway near Lake & Harbor*

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Langford House

" The Heart of the Village" Main Street, Jordan

Private Suite. Milton New Modern Basement Suite

2026 FIFA |40 Mins to BMO Field |Oakville GO Train

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

2BR by Union, Scotia Bank Arena CN Tower + Parking

Beautiful Penthouse with Breathtaking View

The Farmer's Cottage

Skyline Views Penthouse, Gym, Pool & Sauna

Canadiana Downtown Condo w/King Bed + Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

The Captain's Cottage at Willow Pond

Beautiful Lake View Studio Condo + 1 free Parking
Private, pet-friendly home rentals

Trouvaille - something wonderful

Exceptional Waterfront Getaway- HOT TUB & 2KingBed

Modern Loft with Immersive Theatre Experience

King Bed, Queen Bed, Free Parking, Gym, WiFi

Luxury & Modern 2 Bedroom w/Parking

Panoramic Lake Views | Hot Tub • Beach • Firepit

Spacious 2 BR apartment | Glen Eden Ski

Park view in Oakville
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 AUD | $183 AUD | $183 AUD | $194 AUD | $209 AUD | $215 AUD | $237 AUD | $250 AUD | $215 AUD | $187 AUD | $177 AUD | $188 AUD |
| 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 210 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $44 AUD per night before taxes and fees

Verified guest reviews
Over 4,170 verified reviews to help you choose

Family-friendly holiday rentals
160 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
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with a hot tub Oakville
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- Rentals with lake access Oakville
- Fitness-friendly rentals Oakville
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- Rentals with outdoor seating Oakville
- Rentals with a washing machine and dryer Oakville
- Rentals with a fireplace Oakville
- Family-friendly rentals Oakville
- Private suite rentals Oakville
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- Rentals with breakfast Oakville
- Rentals with a fire pit Oakville
- Rentals with an EV charger Oakville
- Rentals with a patio Oakville
- Rentals with pools Oakville
- Waterfront rentals Oakville
- Pet-friendly rentals Halton
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Niagara Falls State Park
- Massey Hall
- Wilfrid Laurier University
- Casa Loma
- Downsview Park
- Horseshoe Falls
- Dufferin Grove Park
- Casino Niagara




