
Condo holiday rentals in Oakville
Find and book unique condos on Airbnb
Quick stats about condo rentals in Oakville

Total holiday rentals
Explore 40 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakville rentals

4.8 Average rating
Oakville stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in Oakville
Guests agree: These condos are highly rated for location, cleanliness and more.

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!
NEW GORGEOUS LUXURY CONDO WHEELCHAIR ACCESIBLE. *** NEW BED in 2nd!*** PRIME BEDROOM has a queen size memory foam mattress & a desk. SECOND BEDROOM has a brand new bed with double mattress medium/firm and a working desk, now accessible to guests. 2 FULL BATHROOMS: The en-suite has has a step up shower and a Bidet. SECOND: Has a tub & shower, very spacious. *OPEN CONCEPT LIV. AREA. *OPEN BALCONY. TASTEFULLY FURNISHED, SOFT AND CLEAN COLORS HARDWOOD FLOORS THROUGHOUT EXTRA WIDE HALLS AND DOORS

Entire Condo - 20min from Toronto Airport
This cozy one bedroom, 500 sq. ft., condo is located in the desirable Churchill Meadows area. It’s conveniently located across the street from Erin Mills Mall and within walking distance to all major amenities. You’ll find highway access to be a breeze; HWY 403 is only 1 minute away and the 401 under 10 minutes. Toronto Pearson Airport is a 15 minute drive, and you’ll find yourself downtown Toronto within 25 minutes. My place is perfect for business travelers, solo adventurers and couples.

Luxurious Condo Apartment 1BR-1BA-1Den, w. parking
"Thanks for stopping by! A lovely space to unwind and relax. Indulge in the comfort and tranquility of this contemporary space. Amazing location! Whether your visit is for business or pleasure - this is a perfect space with all the comforts of home. Enjoy great views and morning sun on the 90 SF balcony. Walking distance to restaurants, shopping and parks. Close access to Airport, hwy410, 401, 407 & Mount pleasant GO Station. Come and see why Brampton is rated one of the best cities in Canada."

Stylish 1BR Condo by Square One
Welcome to this modern, sophisticated, and fully furnished 1-bedroom apartment located in the heart of Mississauga’s Square One district. Features 65” living room TV, bedroom TV, full kitchen with cookware and basics, washer/dryer, and fast Wi-Fi. Enjoy building amenities like a gym, secure fob access, parking, grocery store on-site, and close proximity to restaurants and LCBO. Just 15 minutes to Pearson Airport and 25 minutes to downtown Toronto attractions. Perfect for a couple & small groups.

Beautifully Upgraded One Bedroom and Den + Balcony
Charming 1-bedroom plus den condo located in a central area with easy walking access to major attractions. This well-appointed upgraded unit features a spacious living area, a versatile den perfect for an office or guest room, and modern amenities. Enjoy the convenience of nearby shops, dining, and entertainment options right at your doorstep. Ideal for those seeking both comfort and a vibrant urban lifestyle. Includes a dedicated underground parking spot and balcony. Fully upgraded and modern!

Spacious 3BR +2BT w/ 1 Parking! Spectacular Views!
Enjoy this spacious, bright, and centrally located condo with free underground parking in the heart of Mississauga downtown. Walking distance to Square One Shopping Centre, Celebration Square, Sheridan College, Restaurants, nightlife, and more. Close to major highways 403, 401, and 407. Short distance to Toronto Pearson Airport and Downtown Toronto. This 3 bedroom beautiful condo comes with a fully functional kitchen, on-suite washer/dryer, fast wireless internet, and smart TV with Netflix.

Sun-Soaked Modern Townhome | Modern and Stylish
Welcome to our spacious and inviting retreat! Nestled in a prime location in Oakville, this entire house offers a perfect blend of comfort and convenience. Unwind in the ample living spaces, and relish the privacy of having the entire house to yourself. With nearby attractions and a tranquil atmosphere, our Airbnb is your ideal home away from home. Explore the city by day which is 30 min drive, and return to the spacious serenity of your temporary abode by night. Your perfect getaway awaits

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

Serene Stays - Oakville (3 Bed, 2 Bath, 1 Parking)
Welcome to Serene Stays - Oakville, where you'll find comfort, style, and convenience all come together! This is a newly built, spacious condo suite, where you can completely relax with access to the entire suite - boasting 2 bedrooms, 2 bathrooms, living room, dining room, full kitchen, private outdoor patio, and laundry room. You will also have access to the condo's shared gym and yoga room on the lower level. This suite has 1 parking space and is perfect for families or groups!

The Calm House | 5 mins Walk to Square One Mall
🩵🤍 The Calm House | Luxury 2BR Condo in Heart of Mississauga Welcome to The Calm House, a luxury 2-bedroom, 2-bath condo designed for quiet comfort and modern elegance. Every detail is curated to create a peaceful retreat — soft lighting, cozy living space, and a serene atmosphere that feels like a gentle escape from the city. Just a 5-minute walk to Square One, minutes from downtown Toronto, and 15 minutes to Pearson Airport. Your calm sanctuary awaits. ✨🏙️

Gallery Suite
The Gallery Suite near Locke St. and McMaster is ideal for business or leisure stays. This bright, open-concept suite with a separate bedroom features unique artwork by Guelph artist Ryan Price. Located above a quiet RMT clinic, you'll enjoy a peaceful and private stay. Walking distance to trendy shops and cafes. Free parking is included for your convenience. Book now to experience a blend of comfort, art, and convenience!

Cozy Condo-Apartment/Suite in Brampton
Welcome to our beautiful, Pristine & Spacious 1-queen Bed, well decorated Condo Studio-Apartment/Suite in Brampton west, the apartment is a minute walk to Mount Pleasant Go Station which connects you to anywhere in Greater Toronto Area, and some few steps to shops, parks. Close access to Airport, Hwy 410, 401, 407 & Mount pleasant village. Providing the experience to see the nice beauty of Mount pleasant /Brampton west.
Popular amenities for Oakville condo rentals
Weekly condo rentals

High-Rise 3BR Oasis | Free Parking | City Views

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

Stylish Condo Downtown Mississauga Steps to SQ1

Romantic Oasis with Stunning Views & Amenities

The Steel-Modern

Exec 2.5Br-2bath 1 Prk Condo SQ1 Stunning Views!

Luxury New Condo In Oakville W/Free Parking & WiFi

Cityscape Oasis w/ Private Patio & Parking
Pet-friendly condo rentals

Rooftop Pool Condo with CN Tower View

Charming Condo w Parking, CN Tower View & Pool

2 Bedroom 2 bathroom Yorkville Condo free Parking.

Expansive Suite & Stunning Lake Views

Stylish Apartment in Toronto - Long term available

Modern 1BR Toronto Downtown Condo, King size bed

Bright & Cozy Condo w/ Private Balcony - Ent. Dist

Fort York- Lake View Studio Condo + Indoor Parking
Condo rentals with a pool

Luxury 2BR Condo w/ Skyline Views & Balcony

The Penty: Luxurious Penthouse with Pool, Hot Tub

**30%OFF** Lake view property ❤️ of downtown

Luxury Downtown Condo For 4 (CN Tower Views)

Luxury Downtown Condo For 6 (CN Tower View)

Toronto CN Tower 2 Bed 2 B w Master King w Parking

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

3BR Penthouse with Panoramic Views + Large Terrace
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $124 AUD | $127 AUD | $127 AUD | $135 AUD | $139 AUD | $146 AUD | $153 AUD | $159 AUD | $149 AUD | $138 AUD | $132 AUD | $135 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 |
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Niagara Falls State Park
- Toronto Eaton Centre
- Niagara Falls
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- Sheppard–Yonge Station
- York University
- Massey Hall
- The International Centre





