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

Oct 1 – 8

G$31,846 GYD per night
Guest favorite

Guest suite in Oakville

4.96 out of 5 average rating, 69 reviews

A cozy 1BR suite w parking and amz. amenities

Oct 25 – Nov 1

G$18,774 GYD per night
Superhost

Condo in Oakville

4.96 out of 5 average rating, 24 reviews

Modern & Spacious Condo (Two Bed, Two Bath)

Apr 23 – 30

G$23,579 GYD per night
Guest favorite

Home in Oakville

5.0 out of 5 average rating, 5 reviews

1 Br LL Suite in Oakvile w Prking & Amz Amenities!

Nov 29 – Dec 6

G$17,419 GYD per night
Guest favorite

Apartment in Oakville

5.0 out of 5 average rating, 10 reviews

Perfect, Peaceful 1 bedroom condo

Aug 12 – 19

G$16,735 GYD per night
Guest favorite

Apartment in Oakville

4.95 out of 5 average rating, 20 reviews

Condo in Oakville

Aug 29 – Sep 5

G$29,516 GYD per night
Guest favorite

Guesthouse in Oakville

4.85 out of 5 average rating, 55 reviews

Adorable 1BR Private basement Apt with ravine view

Aug 10 – 17

G$20,267 GYD per night
Guest favorite

Apartment in Oakville

4.9 out of 5 average rating, 50 reviews

Modern 2 Bedroom Apartment, free parking, Wi-Fi

Sep 16 – 23

G$26,106 GYD per night

Other great vacation rentals in Oakville

Guest favorite

Home in Oakville

4.85 out of 5 average rating, 82 reviews

Basement Apartment ( separate entrance)

Jul 1 – 8

G$17,144 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$14,609 GYD per night
Guest favorite

Home in Oakville

4.95 out of 5 average rating, 57 reviews

Sun-kissed 3BR family home in a quiet neighborhood

May 4 – 11

G$33,982 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$31,106 GYD per night
Guest favorite

Home in Oakville

4.95 out of 5 average rating, 56 reviews

Executive 3 Bed Luxury Townhome in North Oakville

Oct 13 – 20

G$37,505 GYD per night
Guest favorite

Apartment in Oakville

4.92 out of 5 average rating, 25 reviews

Modern-Stylish SmartTech Oakville Condo

Jan 17 – 24

G$21,252 GYD per night
Guest favorite

Home in Oakville

4.88 out of 5 average rating, 69 reviews

Modern Studio Basement w Sep Entrance

G$16,389 GYD per night
Guest favorite

Apartment in Oakville

4.94 out of 5 average rating, 16 reviews

Spacious Studio Apartment

Jul 31 – Aug 7

G$20,090 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