
Holiday rentals in Oakville
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oakville
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxurious Private Studio Portion (Basement)
Immerse your self in to the luxury and feel immediate sense of serenity and peace in this unique studio. Designer looks with upgraded decors and finish. Thoughtfully designed Bathroom - LED Makeup mirror lights. Equipped with Bosch microwave, Nespresso, romantically cozy Napoleon fireplace, cooktop, minifridge, utensils.. Airport 10, Toronto DT 30, Niagara 90, Malls & many restaurants at 2 mins drive. Everything maintained in immaculate condition and waiting your arrival. NO SMOKING/PETS

Condo Style Basement in Oakville (Walk Up)
Looking for a cozy and comfortable place to stay during your next vacation or business trip? This spacious and stylish Airbnb accommodates up to 6 guests! Our beautiful space features everything you need to feel right at home! This condo style basement apartment is located in Oakville, one of Ontario’s most desirable neighbourhoods. 2 bedrooms with walk in closets 2 full bathrooms Sofa-come bed Contemporary chef kitchen (including utensils ) TV with Disney Plus and Netflix Dryer and washers

1 BR Boutique Charm, Urban Calm!
Experience modern living in our boutique one-bedroom, private apartment in the heart of Oakville. This stylish 750-square-foot unit blends contemporary elegance with urban charm, offering a cozy retreat. Located in the vibrant Dundas/Trafalgar area, it includes underground parking, high-speed internet, and fully equipped kitchen and bathroom. Just steps from public transport, shops, and grocery stores, this ground-floor unit offers easy access from both inside the building and street level.

Spacious Basement in Oakville
This spacious suite offers comfort and convenience. Nearby, you'll find Oakville Place Mall, bowling alleys, cinemas, trails, and parks. A train station and local bus services are close for travel. Grocery and convenience stores, plus a variety of restaurants are nearby. Inside, you can enjoy a fully equipped kitchen with stainless steel appliances and a sleek modern bathroom. The cozy living area is perfect for relaxation. Whether you stay for business or leisure, you will enjoy your stay!

Charming spacious townhome in Prime Oakville
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

Luxury Urban Town home
Discover urban sophistication at our modern townhome, ideally located for both comfort and convenience. Thoughtfully designed with stylish decor and all the amenities you need, you'll find grocery stores just a short walk away and easy access to highways 401 and 403 for effortless travel. - Superstore, Walmart, LCBO: 10-minute walk - Oakville Trafalgar Memorial Hospital: 10-minute drive - Oakville GO Station: 12-minute drive - Toronto Premium Outlets: 14-minute drive Book your stay today!

Bright, Spacious, Quiet 2 bedroom - Licensed
Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

Feel at home
Welcome to our lovely 2-bedroom, 1-bath legal basement suite in Oakville, great for families or small groups looking for a comfortable and practical stay. It features tall ceilings and all essential amenities. Relax in the inviting living room with soft seating and a smart TV. Cook in the well-stocked kitchen with modern appliances and dine together in the cozy eating area. Rest well in the neatly arranged bedrooms. High-speed Wi-Fi and convenient driveway parking for 1 car included.

Elegant Suite: Private Entrance & Full Amenities
This stylish and cozy 1-bedroom basement apartment is perfect for small families or couples. Enjoy complete privacy with a separate entrance in a quiet suburban neighborhood. Centrally located with easy access to major highways, this beautifully furnished space offers year-round comfort—warm and inviting in the winter, cool and refreshing in the summer. Equipped with all the essentials for a convenient and relaxing stay, this immaculate apartment is your ideal home away from home.

Stylish Oakville Condo to call home
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.

Cozy Modern Studio in Oakville | Free Parking
Welcome to your perfect retreat - an oasis for 1-2 guests seeking ultimate comfort. Enjoy seamless connectivity with WiFi, Netflix, and a luxurious Queen bed. Experience the essence of home in our inviting, modern basement studio. With a full kitchenette, in-unit laundry, and lots of storage. This modern unit is ideally situated in a serene, safe neighborhood in Oakville, steps from public transit, close to various amenities like restaurants, malls and trails

Waterfront Coach House Loft
This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.
Popular amenities for Oakville holiday rentals
Other great holiday rentals in Oakville

Basement suite in Clarkson

Studio 1BR Private Suite In Oakville

Entire basement apartment with separate entrance

Private Apartment 2 Beds 1 Bath, close to highway

Oakville Oasis

Brand New 2 BDR + 2WSH Condo W/Parking in Oakville

Bronte Village Near the Lake

Entire home in Oakville, Canada
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $108 SGD | $108 SGD | $112 SGD | $112 SGD | $121 SGD | $131 SGD | $126 SGD | $125 SGD | $127 SGD | $121 SGD | $121 SGD | $117 SGD | 
| 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 holiday rentals in Oakville
 - Total holiday rentals- Explore 870 holiday rentals in Oakville 
 - Nightly prices starting at- Oakville holiday rentals start at $13 SGD per night before taxes and fees 
 - Verified guest reviews- Over 18,900 verified reviews to help you choose 
 - Family-friendly holiday rentals- 430 properties offer extra space & child-friendly amenities 
 - Pet-friendly holiday rentals- Find 200 rentals that welcome pets 
 - Holiday rentals with a pool- 40 properties feature pools 
 - Rentals with dedicated workspaces- 560 properties have a dedicated workspace 
 - Wifi availability- 860 of Oakville holiday rentals include wifi access 
 - Popular amenities for guests- Guests love Gym, BBQ grill and Laptop-friendly workspace across Oakville rentals 
 - 4.7 Average rating- Oakville stays receive an average rating of 4.7 out of 5 from guests 
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
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- Rentals with a hot tub Oakville
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- Apartment rentals Oakville
- Rentals with a fireplace Oakville
- House rentals Oakville
- Rentals with outdoor seating Oakville
- Rentals with a patio Oakville
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
