Holiday houses in Oakville

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Top-rated holiday rentals in Oakville

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Guest favourite
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
4.83 out of 5 average rating, 35 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

Guest favourite
The spacious living area features a comfortable gray sectional sofa with decorative pillows, facing a modern coffee table. A sleek kitchen island with pendant lighting is visible in the background, complemented by modern appliances and cabinetry.
Condo in Oakville
4.94 out of 5 average rating, 31 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!

Top Guest favourite
Apartment in Oakville
4.92 out of 5 average rating, 76 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!

Top 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, 82 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, 139 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.

Top Guest favourite
A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.
Home in Oakville
4.98 out of 5 average rating, 120 reviews

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

Guest favourite
A spacious living area is furnished with a deep blue sofa, complemented by colorful throw pillows and a cozy throw blanket. A glass coffee table sits in front, while a wall clock adds interest. A sleek kitchen and a modern desk area are also visible.
Apartment in Oakville
4.84 out of 5 average rating, 44 reviews

Luxury retreat in top location

Experience comfort in our elegant condo-style basement in a prestigious neighborhood. Enjoy a spacious living area with a TV offering Netflix, a fully equipped kitchen, plush beds, and private bathroom. Stay connected with high-speed Wi-Fi. Close to Walmart, Canadian Superstore, Tim Hortons, and a GO station for easy city access. Near Lakeshore and downtown. Perfect for solo travelers, families, or business trips. Book your stay today! Note: No smoking indoors. No Parties allowed.

Guest favourite
A modern two-story house is set against a green backdrop, featuring large windows that allow natural light to flood the interiors. The driveway leads to an attached garage, while a neatly maintained lawn surrounds the property, enhancing its curb appeal.
Home in West Oakville
4.91 out of 5 average rating, 116 reviews

Large Luxury Villa with Swim Spa! Near downtown!

Forget your worries in this spacious, serene and unique house! Large backyard with a Swim Spa to enjoy! Backyard filled with fire places! 6 Bedroom, 7 beds, 4 full baths, 4 offices, 3 family rooms, 9 TV, equipped kitchen, patio, board games, BBQ grill, fire place, Tesla charger. Quiet yet central from downtown Oakville, highways, groceries, shopping, bars, restaurants, cafe's and much more! Always professionally cleaned. For elderly guests a bedroom and full bath is on ground floor.

Guest favourite
A comfortable living area is featured, showcasing a spacious sofa and armchair on a patterned rug. Shelves with decorative items line one wall, and natural light enters through a nearby window. A coffee table is positioned centrally, enhancing the inviting ambiance.
Apartment in Oakville
4.96 out of 5 average rating, 90 reviews

Cozy Basement Apartment in Oakville

Welcome to Your Cozy Oakville Basement Apartment! Newly built, this 2 bedroom apartment holds a open-concept living room that flows into the fully-equipped kitchen, offering a cozy space to relax along with backyard area. Guests have private access through a separate entrance and independent working area. Pond facing, located in a quite neighborhood in close proximity to restaurants and grocery stores. 10-15 mins from Oakville GO Station. 25-30 mins from YYZ Airport .

Superhost
A stylish living area features a comfortable gray sectional sofa adorned with colorful cushions. A round coffee table sits at the center, and a television is positioned on a white console. Large sliding doors provide access to an enclosed balcony with views of the surrounding area.
Apartment in Oakville
4.82 out of 5 average rating, 65 reviews

Spacious Urban Oasis:Stylish 2 Bed, 2 Bath Getaway

Welcome to our spacious and stylish property. This is a spacious (>900 sq ft) and modern 2-bedroom, 2-bathroom condo, perfectly nestled in the picturesque town of Oakville, Ontario. Ideal for families, couples, or small groups, this condo promises a comfortable and unforgettable stay. Don't miss the opportunity to experience the best of Oakville and Toronto from the comfort of this stylish condo. Book your stay and create lasting memories! We look forward to hosting you.

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, 139 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

Top Guest favourite
Dome in Aldershot Central
4.96 out of 5 average rating, 161 reviews

Winter Escape Tropical Dome! Animal Lovers Dream

Jungle Dome on a farm in Burlington! Enjoy a tropical stay in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Sleeps 4. Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed to be a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can feed and interact with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Popular amenities for Oakville holiday rentals

When is the best time to visit Oakville?

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Avg. price$144 NZD$144 NZD$149 NZD$149 NZD$161 NZD$175 NZD$179 NZD$181 NZD$163 NZD$161 NZD$161 NZD$156 NZD
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Frequently Asked Questions

  • How is the weather in Oakville?

    Oakville experiences a humid continental climate. Summers are typically warm, with temperatures around 82°F (28°C). Winters can be cold, with temperatures often around 23°F (-5°C), and are perfect for winter activities like ice skating. Fall and spring are mild and invite outdoor exploration.

  • What are some of the best things to do in Oakville?

    Oakville is a treasure trove of activities. Explore the beautiful waterfront parks, wander through the Oakville Museum, or stroll through the Royal Botanical Gardens. Don't miss the opportunity to visit the Oakville Galleries for a taste of contemporary art.

  • What is the best time of year to visit Oakville?

    Summer, from June to August, attracts many visitors to Oakville with warm weather and outdoor activities. Popular local events include the Oakville Children's Festival in July and the Downtown Oakville Jazz Festival in August, which bring a festive atmosphere to the town.

  • What are the best places to stay in Oakville?

    You can find a range of accommodation options across Oakville. Downtown Oakville, with its historic charm, shops, and eateries is a popular choice. Bronte Village, known for its waterfront views and vibrant community, is another preferred area. Kerr Village is also appealing with its art galleries and a lively dining scene.

  • What are the best places to visit in Oakville?

    Some popular places in Oakville include the Oakville Lighthouse, Bronte Heritage Waterfront Park, and Gairloch Gardens. History enthusiasts often explore the Oakville Museum, while art lovers enjoy the Oakville Galleries.

  • What are some hiking trails in Oakville?

    For hiking enthusiasts, Oakville has scenic trails. The Waterfront Trail offers stunning lake views, while the Sixteen Mile Creek Trail provides diverse landscapes. The Lions Valley Park also has a network of trails through picturesque woodland.

  • What are some family activities to do in Oakville?

    Families in Oakville can enjoy a picnic at one of the many parks, explore the interactive exhibitions at the Oakville Museum, or take a walk along the Waterfront Trail. A visit to the Bronte Creek Provincial Park, with its outdoor pool and farm, is a popular option for families.

  • What are some of the best day trip ideas in Oakville?

    Consider a day trip to the charming town of Niagara-on-the-Lake, just 65 miles (105 km) away. You could also venture to Toronto, just 25 miles (40 km) away, for an urban adventure. Another popular option is a visit to the Royal Botanical Gardens in nearby Burlington.

  • Are there pet-friendly vacation rentals in Oakville?

    Four-legged friends are welcome in Oakville. Choose from more than 200 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oakville?

    Yes! Work meets play with ease at over 560 vacation rentals in Oakville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Oakville vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Oakville, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly condo rentals in Oakville?

    Oakville has more than 20 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Oakville have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Oakville. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Oakville have air conditioning?

    Absolutely! We offer over 50 condo rentals with air conditioning in Oakville. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Oakville have wifi?

    Absolutely! We offer over 40 private suite rentals with wifi in Oakville. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Oakville have a gym?

    Absolutely! We offer over 50 apartment rentals with a gym in Oakville. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in townhouse rentals in Oakville?

    Experience the best of Oakville with our townhouse rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Bungalow Rentals in Oakville?

    Enhance your stay in our Bungalow Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $17 NZD 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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