Holiday houses in Oakville

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Top-rated holiday rentals in Oakville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A round glass dining table is set for four with white plates, silver cutlery, and drinking glasses. Modern white chairs surround the table. A well-equipped kitchen with stylish finishes is visible in the background, alongside a cozy living area filled with natural light.
Apartment in Oakville
4.81 out of 5 average rating, 32 reviews

Oakville Oasis - Free Parking and WiFi

Well Equipped Luxury Suite Centrally Located is Perfect For Couples or Small Groups. Quiet Neighborhood and Brand New Finishes Await You at This Urban Oasis! This Pristine Space Has an Open-Concept Kitchen/Living/Dining to Maximize Flow and Usage, and Stimulates the Creative Mind. Step Out onto the Massive Balcony to Enjoy the Outdoor Space, You Will Be Amazed at the Peace and Quiet! Wake Up and Get Cooking in a Fully Equipped Suite! -- 1 Parking and Free WiFi Included. Don't Wait, Book Today

Top Guest favourite
Apartment in Oakville
5 out of 5 average rating, 8 reviews

Oakville spacious 2BR 2WR private apartment

Escape to our spacious. 2-bedroom 3-bed 2-bath basement apartment in Oakville offering aporox. 1200sq.ft. of living space ideal for vacationing families or those on business in the GTA. We’re centrally located: 1-minute walk to Oakville public transit 5-minute drive from QEW/403 and Bronte GO train station 30-minute drive from Pearson airport 35-minute drive from downtown Toronto All essentials, grocery stores, malls, restaurants, Oakville hospital and top-rated schools are minutes away.

Guest favourite
A modern kitchen area features stainless steel appliances and dark wood cabinetry. An island with bar stools invites casual dining. Soft lighting is complemented by natural light streaming through a large window, with a view of greenery outside.
Condo in Oakville
5 out of 5 average rating, 19 reviews

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.

Top Guest favourite
Apartment in Clarkson
4.9 out of 5 average rating, 21 reviews

Basement suite in Clarkson

Cozy, modern basement suite in central Clarkson, Mississauga. Walking distance to Clarkson Community Center and close to QEW, Clarkson GO (5 mins drive). Features a private entrance, fully equipped kitchen, comfortable queen-sized bed, and a spacious living area with a large TV connected to Roku TV & also connectable to your laptop with HDMI, high-speed Wi-Fi, in-suite laundry, and stylish decor. Ideal for working, relaxation, and exploring the local area or commuting to downtown Toronto.

Guest favourite
A spacious living area is presented, featuring a light-colored sofa set arranged around a glass coffee table. A decorative rug adds warmth to the space, with a cozy throw placed on the arm of one sofa. The kitchenette and dining area are visible in the background.
Apartment in Oakville
4.91 out of 5 average rating, 69 reviews

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!

Superhost
Condo in Oakville
4.85 out of 5 average rating, 41 reviews

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

Guest favourite
The living area features a white, curved sofa and two black accent chairs, arranged on a patterned area rug. A modern coffee table sits in the center, while a television is mounted above a minimalist fireplace. Natural light enters through large windows adorned with blinds.
Townhouse in Oakville
4.94 out of 5 average rating, 77 reviews

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!

Top Guest favourite
A cozy living area features a light grey sofa and a plush dark blue chair, arranged around a small white TV stand facing a flat screen television. A decorative rug covers the floor, and a dining table with two chairs is positioned nearby, complemented by a vase of flowers.
Apartment in Oakville
4.99 out of 5 average rating, 134 reviews

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.

Superhost
Apartment in Oakville
5 out of 5 average rating, 10 reviews

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.

Superhost
An open living area features light wood flooring and modern recessed lighting. A kitchen is visible in the background, showcasing sleek cabinetry and appliances. A colorful wall art piece depicting a serene landscape adds a touch of color. A bathroom is accessible through a door on the right.
Apartment in Oakville
4.81 out of 5 average rating, 73 reviews

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.

Superhost
The open-concept living area features a fully equipped kitchen with modern appliances and a dining nook. A sofa bed offers extra seating and sleeping space. Large windows provide ample natural light and views, while the private balcony is designed for outdoor relaxation.
Condo in Oakville
5 out of 5 average rating, 11 reviews

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.

Superhost
A modern studio space is captured featuring a cozy bed adorned with white linen and decorative pillows. A sleek stainless steel refrigerator is positioned nearby, alongside a small wooden table with a potted plant. Natural light filters through a window, enhancing the inviting atmosphere.
Apartment in Oakville
4.79 out of 5 average rating, 135 reviews

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

Popular amenities for Oakville holiday rentals

When is the best time to visit Oakville?

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Avg. price$126 AUD$126 AUD$131 AUD$131 AUD$141 AUD$153 AUD$147 AUD$146 AUD$149 AUD$141 AUD$141 AUD$137 AUD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°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 $15 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    860 of Oakville holiday rentals include Wi-Fi 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

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