10 Best Oakville Apartments on Holiday Lettings - Condos

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445 Vacation rentals

(1) Excellent 

18

Townhouse rental in Oakville

Ontario / Oakville

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
  • Pet friendly
In highly sought after upper Glen Abbey across from the new hospital. Executive 2 bedroom townhome walking distance to many amenities (parks, trails, splashpad, Freshco grocery, Starbucks, Tim Horton's, restaurants, health care services, reputable schools). • dark mapl …see more

from $107 / night

$910 / week

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Responds fast!
avg. 2 hours 8 minutes

from $107 / night

9

Home rental in Oakville

Ontario / Oakville

5 1 60 nights min

  • 5 bedrooms
  • Sleeps 1
  • 60 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Upscale homestay available in ShenZhen`s sister city- Oakville( pending paperwork). Girls pay $1250.00.We accept high school students in the boundaries of White Oaks Secondary and St. Ignatius of Loyola. Our house is detached with 5 bedrooms, 4 full bathrooms and 1 hal …see more

from $53 / night

$379 / week

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from $53 / night

15

Vacation b&b in Oakville

Ontario / Oakville

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Air conditioning
This a Very Modern & Cozy Studio Apartment in Semi-Basement. It has her own Fridge, 3 Piece En-Suite, Washer & Dryer (Shared), Common Entrance (Shared), Rice Cooker, Microwave, Toaster, Coffee Maker, 2 Electric Coil Cooktop, Wet Bar, Clock, Queen Bed (Sleeps Two), Fre …see more

from $27 / night

$266 / week

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from $27 / night

26

Oakville Vacation studio rental

Ontario / Oakville

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Our Home is a BLOCK AWAY FROM THE LAKE. Luxurious, spacious Lower Level executive suite Bright and Airy with ABOVE GRADE WINDOWS with its own sitting area, heated flooring, private bathroom with JACUZZI, WIFI and 55''LED smart TV. Steps away from Bronte Harbor, Coronati …see more

from $54 / night

$377 / week

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from $54 / night

24

Vacation b&b in Oakville

Ontario / Oakville

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Car not necessary
PLEASE CHECK BELOW FOR OUR PRICING AND PACKAGES . The Watercraft Inn is the only privately owned floating Bed and Breakfast. Located at Bronte Outer Harbour marina, in Bronte Village Oakville. This gorgeous 55 foot Ocean Motor Yacht is dedicated to …see more

from $197 / night

$1,380 / week

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Responds fast!
avg. 1 hour 16 minutes

from $197 / night

26

Vacation home in Oakville

Ontario / Oakville

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Modern and contemporary open concept executive brand new house with elegant and spacious 5 bedroom & 4 bathrooms. You will have 4 free parking spots, unlimited WiFi, 55"flat screen TVs , netfilx and Highest speed Bell internet. Brand new Kitchen with SS appliances and c …see more

from $141 / night

$982 / week

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Responds fast!
avg. 1 hour 29 minutes

from $141 / night

(2) Excellent 

9

Vacation b&b in Oakville

Ontario / Oakville

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Be pampered at our bed and breakfast located in prestigious South-East Oakville, Ontario. Breakfast in our casually elegant dining space and finish the day, serenaded by birdsong and trickling waterfountain on our private garden deck. With easy and convenient access t …see more

from $98 / night

$682 / week

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from $98 / night

12

Oakville Vacation townhouse rental

Ontario / Oakville

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Air conditioning
Brand new lovely 2 bedroom, 2 washroom Low Rise Condo-townhouse. Ideal for business professionals, single or couples and even a family of 4. Lots of natural light, spacious and ready to move in. Close to Golf courses, shopping, public transportation, GO transit and 5min …see more

from $83 / night

$576 / week

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Responds fast!
avg. 2 hours 23 minutes

from $83 / night

14

Vacation apartment in Oakville

Ontario / Oakville

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
The basement suite is cozy, spacious and private, with a separate entrance. Fully-equipped kitchen with a fridge, stove, oven, microwave, etc. The living room has flat TV screen, wifi and couches. The bedroom is spacious and has a queen bed with walk-in closet, ironing …see more

from $57 / night

$398 / week

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Responds fast!
avg. 58 minutes

from $57 / night

25

Vacation guest house rental

Ontario / Oakville

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Air conditioning
Welcome to our newly built Coach House retreat. Every detail was thoughtfully considered to enable your stay to be a luxurious and pleasant experience. We live in the main house and are ourselves avid travellers. We look forward to meeting new people and offering an a …see more

from $87 / night

$512 / week

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from $87 / night