
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 $43 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."

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.

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.

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

Luxury Entire Condo At Downtown+parking
Escape to luxury in our 1-bedroom Toronto haven! Enjoy just 5 minute walk to CN Tower and Roger center and 5 minutes ride from billy bishop airport Nestled in a prime Downtown Toronto area, our home boasts luxury furnishings for our guests. Perfect place for your events . Enjoy the seamless blend of comfort and convenience with easy access to highways and the subway and street cars. Unwind in the expansive, Spectacular Views, Comfort and Entertainment.

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!

🔥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.

Entire Home Nearby CN Tower & Lake Ontario
I have a free parking and I don’t charge cleaning fee:) My home is located in downtown Toronto by Lake Ontario. It close to Entertainment District, steps away from CN Tower, Rogers Centre, Ripley's Aquarium, Scotiabank Arena, Metro Toronto Convention Centre (MTCC), Harbourfront Centre and all the main attractions in the city. It is ideal for couples, families, solo adventurers, and business travellers.
Popular amenities for Oakville condo rentals
Weekly condo rentals

Beautifully Upgraded One Bedroom and Den + Balcony

Serene Stays - Oakville (3 Bed, 2 Bath, 1 Parking)

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

The Steel-Modern

Luxury New Condo In Oakville W/Free Parking & WiFi

Romantic Oasis with Stunning Views & Amenities

The Calm House | 5 mins Walk to Square One Mall

Stylish 1BR Condo by Square One
Pet-friendly condo rentals

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

Rooftop Pool Condo with CN Tower View

Stylish Apartment in Toronto - Long term available

Modern 1BR Toronto Downtown Condo, King size bed

Stylish Yorkville Studio: Near U of T & ROM

Charming Condo w Parking, CN Tower View & Pool

Fort York- Lake View Studio Condo + Indoor Parking

Expansive Suite & Stunning Lake Views
Condo rentals with a pool

Stylish Downtown Toronto Condo + Free Parking

Artsy and Comfy Home with a View

Luxury Downtown Condo For 4 (CN Tower Views)

Apartment in Fort York BMO field walking distance

CN Tower View Luxury 1BR + Sofa Bed

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

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

Resort Style Lake View Condo
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 AUD | $130 AUD | $130 AUD | $132 AUD | $140 AUD | $145 AUD | $157 AUD | $163 AUD | $153 AUD | $142 AUD | $136 AUD | $139 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 |
Destinations to explore
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- Niagara Falls Holiday rentals
- London Holiday rentals
- Prince Edward Holiday rentals
- Rochester Holiday rentals
- Rentals with a hot tub Oakville
- House rentals Oakville
- Rentals with outdoor seating Oakville
- Rentals with beach access Oakville
- Apartment rentals Oakville
- Rentals with a fire pit Oakville
- Rentals with a patio Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Private suite rentals Oakville
- Rentals with a fireplace Oakville
- Rentals with lake access Oakville
- Rentals with pools Oakville
- Rentals with a washing machine and dryer Oakville
- Family-friendly rentals Oakville
- Rentals with an EV charger Oakville
- Rentals with breakfast Oakville
- Pet-friendly rentals Oakville
- Waterfront rentals Oakville
- Condo rentals Halton
- Condo rentals Ontario
- Condo rentals Canada
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Scarborough Town Center
- Toronto Zoo
- Nike Square One Shopping Centre
- Niagara Falls
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Elora Gorge
- Enercare Centre
- Sheppard–Yonge Station
- York University





