Oakville vacation rentals

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Popular amenities for Oakville vacation rentals

Stay near Oakville's top sights

Oakville Place36 locals recommend
Costco Wholesale6 locals recommend
Coronation Park12 locals recommend
Lakeside Park26 locals recommend
Metro30 locals recommend
Oakville Trafalgar Memorial Hospital4 locals recommend

Other great vacation rentals in Oakville

Guest favorite

Home in Oakville

4.98 out of 5 average rating, 61 reviews

Elegant 2BR townhouse condo in central Oakville

Sep 25 – Oct 2

G$31,188 GYD per night
Guest favorite

Home in Oakville

4.92 out of 5 average rating, 38 reviews

Modern 9’ Ceiling BSMT, Separate Entr+Parking

May 10 – 17

G$14,793 GYD per night
Guest favorite

Apartment in Oakville

4.85 out of 5 average rating, 13 reviews

Chez Bonita's

Jan 25 – Feb 1

G$20,620 GYD per night
Guest favorite

Apartment in Oakville

5.0 out of 5 average rating, 10 reviews

Perfect, Peaceful 1 bedroom condo

Aug 16 – 23

G$16,419 GYD per night
Guest favorite

Condo in Oakville

4.95 out of 5 average rating, 42 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

Aug 26 – Sep 2

G$31,183 GYD per night
Guest favorite

Guesthouse in Oakville

5.0 out of 5 average rating, 38 reviews

140 - Olde Oakville Downtown Heritage District

Nov 3 – 10

G$39,182 GYD per night
Guest favorite

Condo in Oakville

4.89 out of 5 average rating, 18 reviews

Private - 2 Bed Townhouse + underground parking

May 18 – 25

G$25,931 GYD per night
Guest favorite

Apartment in Oakville

4.94 out of 5 average rating, 17 reviews

Spacious Studio Apartment

Jun 30 – Jul 7

G$19,760 GYD per night

Other great vacation rentals in Oakville

Guest favorite

Home in Oakville

4.95 out of 5 average rating, 57 reviews

Sun-kissed 3BR family home in a quiet neighborhood

Jul 18 – 25

G$34,537 GYD per night
Guest favorite

Apartment in Oakville

4.95 out of 5 average rating, 20 reviews

Condo in Oakville

Aug 8 – 15

G$31,333 GYD per night
Guest favorite

Apartment in Oakville

4.9 out of 5 average rating, 50 reviews

Cozy 2 Bedroom Apartment, free parking, Wi-Fi

May 5 – 12

G$22,699 GYD per night
Guest favorite

Cabin in Burlington

4.95 out of 5 average rating, 61 reviews

Cozy Winter Cabin - nature escape in the city

Jul 6 – 13

G$31,523 GYD per night
Guest favorite

Apartment in Oakville

4.92 out of 5 average rating, 26 reviews

Modern-Stylish SmartTech Oakville Condo

Nov 5 – 12

G$21,126 GYD per night
Guest favorite

Apartment in Burlington

4.97 out of 5 average rating, 62 reviews

Upper Hidden Gem in South Burlington

Aug 12 – 19

G$19,717 GYD per night
Guest favorite

Apartment in Oakville

4.9 out of 5 average rating, 10 reviews

Cozy & Beautiful 2-Bedroom Stay

Jul 11 – 18

G$14,772 GYD per night
Guest favorite

Condo in Oakville

4.95 out of 5 average rating, 21 reviews

Brand New Oakville Condo and Entertainment Oasis

Jun 7 – 14

G$19,252 GYD per night

Quick stats about vacation rentals in Oakville

  • Total rentals

    910 properties

  • Rentals with dedicated workspaces

    590 properties have a dedicated workspace

  • Rentals with a pool

    60 properties have a pool

  • Pet-friendly rentals

    150 properties allow pets

  • Family-friendly rentals

    410 properties are a good fit for families

  • Total number of reviews

    13K reviews

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 150 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 590 vacation rentals in Oakville featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore