
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 $43 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Oakville vacation 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!
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
ValueFamilyKitchen
4.87 out of 5 average rating, 126 reviews
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.
FamilyValueCleanliness
4.91 out of 5 average rating, 141 reviews
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!
ValueFamilyKitchen
4.91 out of 5 average rating, 58 reviews
Prime location • Amazing views • FREE parking
Welcome to your perfect getaway in the heart of downtown Toronto! This modern and stylish apartment offers breathtaking views of the city skyline, making it an ideal retreat for both business travelers and tourists. Located just steps away from the CN Tower, Rogers Centre, and Scotiabank Arena, you'll be right in the midst of the city's main attractions. The convenience of Union Subway Station nearby ensures easy access to all parts of Toronto. Experience the best that Toronto has to offer!
LocationValueLong stay
4.96 out of 5 average rating, 103 reviews
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
FamilyLocationKitchen
4.81 out of 5 average rating, 68 reviews
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.
LocationValueCheck-in
4.87 out of 5 average rating, 175 reviews
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!
LocationFamilyWifi
4.67 out of 5 average rating, 21 reviews
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 1st guest. 2 queen beds and a queen size floor mattress. Full kitchen, a huge living/ dining area. Free street parking by permit. Ask for it. Please do not park on building visitors parking. For 1 to 2 guests, 2nd bedroom and 2nd wash will remain locked.
LocationValueLayout
4.74 out of 5 average rating, 134 reviews
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!
ValueFamilySleep quality
4.96 out of 5 average rating, 205 reviews
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.
LocationValueHeating
4.89 out of 5 average rating, 258 reviews
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. ⭐ Guest Favourite with 170+ reviews — book with confidence.
FamilyValuePool
4.94 out of 5 average rating, 173 reviews
🔥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.
FamilyLocationWifi
4.85 out of 5 average rating, 276 reviewsPopular amenities for Oakville condo rentals
Weekly condo rentals

Romantic Oasis with Stunning Views & Amenities
ValueLocationNearby
4.99 out of 5 average rating, 93 reviews
Square One Suite by Canterra Stays · Parking
LocationParkingCleanliness
5.0 out of 5 average rating, 12 reviews
Luxury 2 Bedroom Condo + Den in Oakville
FamilyLocationCheckout
5.0 out of 5 average rating, 21 reviews
Sunset Retreat | 2BR/2BA | CN Tower View + Parking
FamilyValueComfort
5.0 out of 5 average rating, 10 reviews
2 Bdrm Luxury Condo in Oakville + Free parking
ValueLocationAmenities
4.91 out of 5 average rating, 32 reviews
Entire condo with lux view
LocationValueLong stay
4.77 out of 5 average rating, 96 reviews
Toronto Retreat | +1BDRM Condo | Close to Downtown
FamilyLocationCheck-in
4.91 out of 5 average rating, 32 reviews
Stunning Toronto view! Guest Favourite w/ parking!
FamilyValueWalkability
4.9 out of 5 average rating, 83 reviewsPet-friendly condo rentals

Fort York- Lake View Studio Condo + Indoor Parking
ValueLocationParks
4.98 out of 5 average rating, 112 reviews
Bright & Cozy Condo w/ Private Balcony - Ent. Dist
LocationValueNearby
4.89 out of 5 average rating, 136 reviews
Modern 1BR Toronto Downtown Condo, King size bed
ValueLocationParking
4.93 out of 5 average rating, 119 reviews
Downtown Oasis w/ Sunset Lake Views & Parking
LocationValueIndoor spaces
4.98 out of 5 average rating, 169 reviews
Stylish Apartment in Toronto - Long term available
LocationFamilyAccuracy
4.88 out of 5 average rating, 130 reviews
Stunning Condo Across CN Tower with Free Parking
ValueFamilyPets
4.83 out of 5 average rating, 115 reviews
Expansive Suite & Stunning Lake Views
LocationFamilyCheck-in
4.85 out of 5 average rating, 108 reviews
Rooftop Pool Condo with CN Tower View
LocationValueAir conditioning
4.95 out of 5 average rating, 183 reviewsCondo rentals with a pool

Toronto CN Tower 2 Bed 2 B w Master King w Parking
ValueLocationHot tub
4.84 out of 5 average rating, 212 reviews
Stylish 1BR on Toronto’s Harbourfront
FamilyValueShared spaces
4.92 out of 5 average rating, 133 reviews
Stylish Downtown Toronto Condo + Free Parking
LocationFamilyWalkability
4.98 out of 5 average rating, 227 reviews
Central downtown condo next2 CNtower+free parking
ValueFamilyOutdoor spaces
4.85 out of 5 average rating, 107 reviews
Luxury Downtown Condo For 6 (Near CN Tower)
ValueLocationCheckout
4.97 out of 5 average rating, 195 reviews
Luxury Downtown Condo For 4 (CN Tower Views)
FamilyValueSleep quality
4.94 out of 5 average rating, 135 reviews
Closest condo to Rogers Centre/CN tower in Toronto
FamilyLocationWifi
4.92 out of 5 average rating, 397 reviews
1 bedroom + den | Parking & pool | Union Station | CN Tower & Arena
ValueFamilyGetting around
4.91 out of 5 average rating, 147 reviewsWhen is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 CAD | $130 CAD | $130 CAD | $138 CAD | $143 CAD | $150 CAD | $157 CAD | $163 CAD | $153 CAD | $141 CAD | $135 CAD | $138 CAD |
| 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
- Niagara Falls
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Niagara Falls State Park
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Sheppard–Yonge Station
- Casa Loma
- York University
- Trinity Bellwoods Park
- Coca Cola Coliseum
- Enercare Centre





