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

Total vacation rentals
Explore 40 vacation rentals in Oakville

Nightly prices starting at
Oakville vacation rentals start at $30 per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Oakville vacation 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.

Modern 1BR Toronto Downtown Condo, King size bed
Located in the heart of downtown, this new modern and stylish 1 bedroom condo will be the perfect stay for your next Toronto experience. It features an open concept which blends functionality and comfort, it has soaring ceilings and floor-to-ceiling window. All major attractions and arenas are walking distance to where you will be staying. Events at, Roger’s centre, CN Tower, Ripley’s Aquarium, the Exhibition place, Scotiabank Arena, TIFF lightbox and Waterfront activities are a few mins away.

The Penty: Luxurious Penthouse with Pool, Hot Tub
Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Stylish Condo Downtown by Rogers Centre
Welcome to our stylish 1-bedroom condo nestled in the heart of downtown Toronto! Our place offers the perfect retreat for couples, solo adventurers, and business travelers seeking a comfortable and convenient stay in the city. Step outside, and you'll be just moments away from plenty of dining options, trendy cafes, shopping boutiques, and exciting nightlife venues. Explore the famous Yonge-Dundas Square, visit the nearby iconic CN Tower, or take a stroll along the picturesque Harbourfront.

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.

Luxury 2BR Condo w/ Skyline Views & Balcony
Some places you stay — this one you remember. Fully renovated corner unit high above the city with panoramic skyline views toward Lake Ontario. Bright, sun-filled space with a private balcony for golden-hour sunsets. Steps to Square One. Fast WiFi, Smart TV, free parking, in-unit laundry, gym & pool. Perfect for families, business & longer stays. ⚽ FIFA World Cup 2026? BMO Field is 30 min away. Limited June dates. ⭐ Top-rated stay with 155+ reviews — book with confidence

Stylish Apartment in Toronto - Long term available
Stay at our modern 1-bdrm in Toronto’s downtown west end. This private apartment in a classic brick home was recently renovated and features a spacious patio for summer evenings. Inside, modern design mixes with eclectic details, plus a full kitchen and laundry. Local transit is just steps away for exploring the city. Note: Guests must have reviews. We cannot host stays with young children (no stair gate, outlet covers, etc.)

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.

Romantic Oasis with Stunning Views & Amenities
Serene Retreat with Breathtaking Views: Relax and unwind in this beautifully appointed Airbnb. Enjoy stunning views from the comfort of your own private oasis. Our prime location puts you just a short walk away from popular amenities like Superstore, Wal-Mart, Dollarama, and LCBO. Plus, enjoy exclusive access to the gym, sauna and free underground parking. Not suitable for children. Business Number: 25-126558

🔥Charming 1 BR Condo🔥 Steps To Square One!👌
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.
Popular amenities for Oakville condo rentals
Weekly condo rentals

Sun-Soaked Modern Townhome | Modern and Stylish

Beautifully Upgraded One Bedroom and Den + Balcony

The Steel-Modern

Sky High Luxe Stay | SQ1 | LakeView | Gym Pool Pkg

Modern 1 BR+ Balcony/ Free Parking

Luxury New Condo In Oakville W/Free Parking & WiFi

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

Sky-High 2BR/2BA Condo | Best City Views+Parking
Pet-friendly condo rentals

Waterfront Condo | Lakeview Escape | Free Parking

Modern & Luxury 1+Den Condo w/Parking

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

Modern Condo Free Parking | Walk to RBC Amp & Jays

Stylish Yorkville Studio: Near U of T & ROM

2 Bedroom 2 bathroom Yorkville Condo free Parking.

Fort York- Lake View Studio Condo + Indoor Parking

Resort Style Lake View Condo
Condo rentals with a pool

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

Modern 1+Den condo steps away from CN Tower & Lake

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

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

Lakeside Condo Studio In Downtown Toronto

Stylish Downtown Toronto Condo + Free Parking

Luxury Downtown Condo For 4 (CN Tower Views)

Artsy and Comfy Home with a View
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $89 | $91 | $91 | $97 | $100 | $105 | $110 | $114 | $107 | $99 | $95 | $97 |
| Avg. temp | 26°F | 27°F | 35°F | 46°F | 58°F | 68°F | 73°F | 71°F | 64°F | 52°F | 41°F | 32°F |
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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
- Niagara Falls State Park
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Niagara Falls
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- York University
- Sheppard–Yonge Station
- Massey Hall
- Coca Cola Coliseum
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