
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, Wi-Fi 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."

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!

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.

King Bed, Queen Bed, Free Parking, Gym, WiFi
Well Equipped Luxury Suite Centrally Located is Perfect For Couples or Families. Quiet Neighborhood and Brand New Finishes Await You at This Urban Oasis! This Pristine Space Has an Open-Concept Kitchen/Living/Dining to Maximize Flow and Usage, and Stimulates the Creative Mind. Step Out onto the Balcony to Enjoy the Outdoor Space, You Will Be Amazed at the Peace and Quiet! Wake Up and Get Cooking in a Fully Equipped Suite! 1 Parking and Free WiFi Included. Don't Wait, Book Today

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.

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 condo rentals
Weekly condo rentals

City Retreat | 2BR 2BATH | Sleeps 8 | Free Parking

Stylish 1BR Condo by Square One

Elegant 2BR Sky Condo for 9 - Terrace - Lake Views

Spacious 3BR +2BT w/ 1 Parking! Spectacular Views!

Luxury New Condo In Oakville W/Free Parking & WiFi

Mississauga Square One Condo

Stylish Condo Downtown Mississauga Steps to SQ1

Stylish Downtown - Condo Sleeps 8 - YYZ Airport
Pet-friendly condo rentals

Modern 1BR Toronto Downtown Condo, King size bed

Charming Condo w Parking, CN Tower View & Pool

Rooftop Pool Condo with CN Tower View

Fort York- Lake View Studio Condo + Indoor Parking

Stylish Apartment in Toronto - Long term available

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

Cozy Condo • Free Parking• Steps from the CN Tower

Admire City Views from Bed at this Chic Apartment
Condo rentals with a pool

Luxury 2BR Condo w/ Skyline Views & Balcony

The Penty: Luxurious Penthouse with Pool, Hot Tub

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

Luxury Downtown Condo For 4 (CN Tower Views)

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

Luxury Downtown Condo For 6 (Near CN Tower)

Stylish Downtown Toronto Condo + Free Parking

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 | $123 AUD | $126 AUD | $126 AUD | $134 AUD | $138 AUD | $145 AUD | $152 AUD | $158 AUD | $148 AUD | $137 AUD | $132 AUD | $134 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
- Toronto Eaton Centre
- Niagara Falls State Park
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Coca Cola Coliseum





