
Apartment holiday rentals in Oakville
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Top-rated apartment rentals in Oakville
Guests agree: these apartments 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

Stylish Downtown Toronto Condo + Free Parking
Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!

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.

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!

2 Bed2 Wash Luxury Condo for Upto 6 guests
Entire condo. No Sharing. Welcome to our luxury and serene 2 Bedoom 2 Washroom Condo located in a posh area of Oaville North. Good for upto 6 adults. But PLEASE enter correct number of guests. Price changes after 1 guest. 2 queen beds and 2 floor mattress. Full kitchen, a huge living/ dining area, a smart TV. Free street parking. Ask about the link for free permit from the town. Please do not park on building visitors parking. For 1 to 2 guests, 2nd bedroom and 2nd wash will remain locked.

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

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!

Fort York- Lake View Studio Condo + Indoor Parking
25th-Floor Lake Views | Free Parking | Steps to BMO Field Experience Toronto from the clouds! This modern, whisper-quiet studio offers breathtaking, unobstructed lake views. Perfect for FIFA World Cup 2026 fans this summer—walk to matches and Liberty Village, or head minutes down to the CN Tower. *Free heated underground parking *Gigabit Wi-Fi & 4K Roku TV *Full kitchen, gym, pool & sauna *Authorized legal rental, professionally cleaned, and ready for you. Book your stay!

Guest Favorites Oakville Condo | Modern & Stylish
Welcome to your stylish home away from home in the heart of Oakville! This modern 1 bed, 1 bath condo at Dundas & Trafalgar offers comfort and convenience in a vibrant neighborhood. Enjoy a fully equipped kitchen, cozy living space, in-suite laundry, and a private balcony. Steps from shops, restaurants, parks, and transit, it’s perfect for solo travelers, couples, or business guests. Experience Oakville’s charm with easy access to Toronto and local attractions.

Luxury New Condo In Oakville W/Free Parking & WiFi
Brand new Condo located in a modern building with a variety of amenities, including gym, dining area, etc. The unit includes free underground parking, complimentary Wi-Fi, a TV, and in-suite laundry. Conveniently situated just 4 minutes from three major plazas, you'll have quick access to Tim Hortons, Walmart, Real Canadian Superstore, Dollarama, Fortinos and numerous other shops. It's also just a 10 minute drive from Costco, The Brick, and Best Buy
Popular amenities for Oakville apartment rentals
Weekly apartment rentals

Stylish Downtown Toronto Condo | Lakeside Living

Toronto Retreat | Free Parking | Near Downtown TO

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

Elegant &Cozy 2 BR Condo, Parking, City view.

Luxury Lakeview Condo Near BMO field World Cup

The Calm House | 5 mins Walk to Square One Mall

Lavish 2BR/2Bath Condo Steps to Square One Mall

Resort Style Lake View Condo
Pet-friendly apartment rentals

Beautiful suite in Downtown Toronto

Walk to FIFA/Parking/Balcony View Fan Festival

Stylish Yorkville Studio: Near U of T & ROM

Humber Bay Family Friendly condo w Terrace&Parking

Modern 1BR Toronto Downtown Condo, King size bed

Stylish Apartment in Toronto - Long term available

3 Bed Downtown Toronto CN Tower Financial District

Charming Condo w Parking, CN Tower View & Pool
Apartment rentals with a pool

Luxury 2BR Condo w/ Skyline Views & Balcony

Lovely Lakeview Condo with Pool & Free Parking

Beautiful Condo Across CN Tower and MTCC

FIFA fan zone Pool/HottubFree parking walk to BMO

Modern and Cozy condo studio

Luxury Downtown Condo For 4 (CN Tower Views)

Closest condo to Rogers Centre/CN tower in Toronto

Luxury Downtown Condo For 6 (CN Tower View)
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €78 | €79 | €79 | €80 | €86 | €88 | €96 | €99 | €93 | €86 | €83 | €85 |
| 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 apartment rentals in Oakville

Total holiday rentals
Explore 50 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Oakville holiday rentals include wifi 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!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Union Station
- BMO Field
- The Danforth Music Hall
- Downsview Park
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Exhibition Place
- Toronto Zoo
- Scarborough Town Center
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Niagara Falls
- Massey Hall
- Enercare Centre
- Casa Loma
- Yorkdale Shopping Centre
- Wilfrid Laurier University
- York University





