Holiday rentals in Oakville
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Top-rated holiday rentals in Oakville
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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
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!
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.
Comfortable Luxury Home in Oakville
This spacious, distinctive home offers more than your average house. Consecutively rated by airbnb and guests as "Guest favourite house" Located in one of Toronto's sought-after neighbourhood, elegant and thought through furnished. It has everything you might need, living room, family room, dining, breakfast table, high-end kitchen, fibre optic internet, an office and much more. Conveniently situated near highways, grocery stores, bars, and more. Can't wait to welcome you as our guests
Spacious Private Suite | King Bed
Relax in a spacious, private suite in a newly built home. This modern retreat features a comfortable king bed, a walk-in closet, a private bathroom, and a office work area. A kitchenette is also available for your convenience of making light meals and drinks. Located in a great area, you'll be just minutes from shopping, dining, and grocery stores, making it easy to meet all your daily needs. Feel free to reach out with any questions about the suite or the neighbourhood—I’m happy to help!
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.
Chic Luxury Townhome in The Heart of Oakville
Amazing, comfortable, stylish townhouse located in the vibrant area of Oakville. 3 Bdrms / 2.5 washrooms. This modern retreat boasts 3 spacious bedrooms and an office, a bright eat-in kitchen with all cooking essentials, and a cozy living area perfect for any couple or family. Enjoy the convenience of nearby shops, boutiques, parks, and restaurants. Whether you're visiting town or here for business or pleasure, our home offers a blend of comfort and relaxation for your stay in Oakville.
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.
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 .
Luxury Home in Oakville
Welcome to your stylish retreat in Oakville's modern neighborhood! Easy access to grocery stores, cafes, and restaurants in the area. Minutes from all highways to enjoy a 45 minute drive to Niagara Falls or Downtown Toronto. This thoughtfully designed 4-bedroom home offers contemporary comforts for your stay. Whether you're exploring the city or seeking a tranquil retreat, our townhouse is the perfect home base. Book now for a delightful blend of convenience and comfort!
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.
Popular amenities for Oakville holiday rentals
Stay near Oakville's top sights
Oakville Trafalgar Memorial Hospital Emergency Department
6 locals recommend
St Louis Bar and Grill
10 locals recommend
Bronte Creek Provincial Park
91 locals recommend
Sheridan College - Trafalgar Road Campus
10 locals recommend
Jack Darling Memorial Park
86 locals recommend
Cineplex Cinemas Winston Churchill
40 locals recommend
Other great holiday rentals in Oakville
New European Vibe Room In The Basement!
Lovely place good view
A basement studio with Parking
Twin bed w/shared washroom
Work/family friendly room in the heart of Oakville
Private sun filled suite
FREE parking- cozy, inexpensive room in bsmt
Bronte Village Near the Lake
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 70 | € 70 | € 73 | € 73 | € 79 | € 86 | € 87 | € 88 | € 80 | € 79 | € 79 | € 76 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Oakville?
Oakville has welcoming neighbourhoods such as Old Oakville, Bronte, and Kerr Village, each with a mix of historic charm and access to shops, waterfront areas, and parks. Many visitors enjoy stays that are close to the downtown core or along the lake for easy exploring.
What are the best things to do in Oakville with kids?
Families in Oakville often explore local parks, playgrounds, and the waterfront trails. The Oakville Museum at Erchless Estate and indoor play centres are frequently suggested for educational fun and interactive experiences.
What are some of the best things to do in Oakville?
Explore the trails and gardens at Lakeside Park, stroll vibrant Kerr Village, and visit the Oakville Museum at Erchless Estate for local history. Waterfront activities and the lively arts scene are often recommended by visitors.
How is the weather in Oakville?
Oakville experiences cold winters around 20–33°F (-7–1°C) and warm summers near 65–81°F (18–27°C), with spring and autumn bringing mild temperatures. Rainfall is spread throughout the year; packing layers and a rain jacket is suggested.
When is the best time to visit Oakville?
Late spring through early autumn is often recommended for mild weather and accessible outdoor activities. Summer brings warmer temperatures, frequent community events, and lively waterfront gatherings.
What are the best places to visit in Oakville?
The Oakville Museum at Erchless Estate, Lakeside Park, and Bronte Harbour are frequently suggested for history, green spaces, and scenic lake views. Kerr Village is known for local shops and arts venues around the downtown area.
What are some hiking trails in Oakville?
Oakville has several scenic walking and hiking trails, including the Bronte Creek Trail, Sixteen Mile Creek Trail, and paths through Lakeside Park. These trails wind through forests, meadows, and along the waterfront.
What are some family activities we can do in Oakville?
Families often explore Oakville's parks, splash pads, and interactive exhibits at the local museum. Seasonal festivals, community markets, and family-friendly waterfront events are popular throughout the year.
What are some of the best day trip ideas from Oakville?
Around Oakville, you can discover vibrant nearby cities, nature reserves, and regional art galleries for a full day of exploring. The Niagara region and Royal Botanical Gardens are often recommended for unique landscapes and cultural experiences.
Are there any pet friendly accommodations available in Oakville?
Many Oakville stays welcome pets, especially in neighbourhoods near parks and waterfront trails like Bronte and Old Oakville. Check for listings with amenities suited for pets and easy access to outdoor spaces.
What are some local tips for visiting Oakville?
Exploring Oakville’s waterfront trails early in the morning lets you enjoy quieter scenery. Support local businesses in Kerr Village, and many community events are held throughout the year—check local calendars for festive happenings.
What is Oakville known for?
Oakville is known for its extensive waterfront, green parks, and its lively arts and cultural community. The downtown area blends historic architecture, local shops, and galleries with a relaxed, welcoming atmosphere.
What are the best hidden gems to explore in Oakville?
Visitors often mention Gairloch Gardens for its art gallery and landscaped grounds, and hidden paths along Sixteen Mile Creek Trail. Smaller independent cafés and boutique shops in Kerr Village add to the distinct local character.
What are the best foods to try in Oakville?
Oakville’s dining scene features locally sourced seafood, seasonal Canadian ingredients, and diverse global cuisines. Bakery treats, fresh lake fish, and handcrafted coffees are often enjoyed by visitors exploring downtown and Kerr Village.
What should I bring for a trip to Oakville?
Pack layers for changing weather, including a rain jacket and comfortable walking shoes for exploring trails. A reusable water bottle and sunscreen are useful for outdoor activities, especially during spring and summer.
What is the nightlife in Oakville like?
Oakville’s nightlife centers around local pubs, cozy wine bars, and live music venues in downtown and Kerr Village. Many visitors enjoy relaxed evenings with art spaces, cafes, and performances creating a welcoming community feel.
What are the most popular events or festivals in Oakville?
Oakville has a variety of community festivals throughout the year, such as summer celebrations focused on food, arts, and live music. Cultural events often take place around Labor Day weekend, drawing visitors to explore local traditions and performances.
Are there family friendly vacation rentals in Oakville?
Oakville has many family friendly rentals in neighbourhoods near parks, playgrounds, and the waterfront. Look for stays in Bronte, Old Oakville, or around Kerr Village for convenient access to family activities.
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 € 8 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
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara