Discover Your Perfect Oakville Vacation Homes

Best Vacation Homes in Oakville

New
House
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 7 Guests 1701 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $287/Night 7 Nights - US $2,007
House
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 2 Baths 7 Guests 1700.7 ft²
  • Parking
    Parking
  • View
    View
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US $128/Night 7 Nights - US $898
Apartment
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1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
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US $321/Night 7 Nights - US $2,246
House
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like-icon10.0
Exceptional
(38 Reviews)
2 Bedrooms 1 Bath 4 Guests 850 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $173/Night 7 Nights - US $1,208
House
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Spa
    Spa
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US $326/Night 7 Nights - US $2,282
Condo
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like-icon10.0
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
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US $198/Night 7 Nights - US $1,384
House
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like-icon10.0
Exceptional
(30 Reviews)
1 Bedroom 1 Bath 2 Guests 360 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $156/Night 7 Nights - US $1,092
Condo
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $344/Night 7 Nights - US $2,409

Oakville Luxury Rentals

House
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like-icon8.0
Excellent
(1 Review)
5 Bedrooms 3 Baths 10 Guests
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    Parking
  • Kitchen
    Kitchen
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US $832/Night 7 Nights - US $5,821
Other
Map-icon
like-icon10.0
Exceptional
(131 Reviews)
5 Bedrooms 3 Baths 16 Guests 4800 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $669/Night 7 Nights - US $4,684
New
House
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6 Bedrooms 2 Baths 19 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
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US $661/Night 7 Nights - US $4,626
House
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like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 8 Guests 3000 ft²
  • Ocean View
    Ocean View
  • View
    View
More amenities
US $650/Night 7 Nights - US $4,548
House
Map-icon
like-icon9.4
Exceptional
(8 Reviews)
5 Bedrooms 2 Baths 18 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $632/Night 7 Nights - US $4,423
House
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1 Bedroom 2 Baths 8 Guests 3003.13 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $593/Night 7 Nights - US $4,151
House
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like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 4 Baths 9 Guests
  • Parking
    Parking
  • Spa
    Spa
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US $511/Night 7 Nights - US $3,576
House
Map-icon
like-icon7.6
Very Good
(4 Reviews)
3 Bedrooms 1 Bath 12 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $409/Night 7 Nights - US $2,866

Oakville Pet Friendly Vacation Rentals

star-icons-4
Villa
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like-icon8.0
Excellent
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests 1700.7 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $309/Night 7 Nights - US $2,165
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $205/Night 7 Nights - US $1,435
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Hotel
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like-icon9.4
Exceptional
(24 Reviews)
1 Bath 428.76 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $163/Night 7 Nights - US $1,142
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $324/Night 7 Nights - US $2,266
House
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like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
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US $160/Night 7 Nights - US $1,118
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $384/Night 7 Nights - US $2,689
House
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like-icon9.8
Exceptional
(40 Reviews)
2 Bedrooms 1 Bath 3 Guests 800 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $153/Night 7 Nights - US $1,070
House
Map-icon
like-icon9.6
Exceptional
(38 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $196/Night 7 Nights - US $1,371

Oakville Large Vacation Homes

House
Map-icon
like-icon9.8
Exceptional
(20 Reviews)
4 Bedrooms 3 Baths 10 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $357/Night 7 Nights - US $2,501
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 3 Baths 16 Guests 4250 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $793/Night 7 Nights - US $5,550
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests 1700 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $417/Night 7 Nights - US $2,918
House
Map-icon
6 Bedrooms 6 Baths 16 Guests 13000 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Air Conditioner
    Air Conditioner
More amenities
US $2,500/Night 7 Nights - US $17,500
House
Map-icon
4 Bedrooms 2 Baths 10 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $499/Night 7 Nights - US $3,493

Discover & compare premier experiences around Oakville

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Oakville Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Oakville

When should you plan your Vacation Rentals stay?

Finding the ideal time to visit here can enhance your experience, as the best seasons for enjoying all that this destination offers typically depend on weather patterns and local events, ensuring you select the perfect period for your stay in Oakville, Indiana.

Peak Season Highlights

summer
Summer (June to August)

Experience the warm, inviting weather during the peak summer months in this destination, perfect for enjoying the outdoors and local activities.

Average Temperature Daytime: around 85°F - Nighttime: about 65°F
autumn
Fall (September to November)

Visit during the vibrant autumn season when the region showcases beautiful fall foliage and pleasant temperatures.

Average Temperature Daytime: roughly 70°F - Nighttime: approximately 50°F

Off-Season Highlights

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Winter (December to February)

Travel during the colder winter months when quieter scenery and lower rates make for a peaceful stay in this area.

Average Temperature Daytime: around 40°F - Nighttime: close to 25°F
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Spring (March to May)

Enjoy the mild springtime with fewer tourists and blooming landscapes as the region awakens for the new season.

Average Temperature Daytime: about 60°F - Nighttime: around 40°F

Weekly Weather Forecast for Oakville

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Oakville

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling facilities to prepare meals amidst the scenic surroundings
  • Relax in a private backyard or patio area for outdoor dining and leisure
  • Take advantage of nearby walking trails and nature paths for outdoor exploration
  • Benefit from access to shared or private swimming pools for refreshment on warm days
  • Utilize outdoor fire pits or fireplaces to gather with family and friends
  • Experience outdoor recreational amenities such as tennis courts or sports fields
  • Discover spacious yards or gardens perfect for kids’ play and outdoor activities
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Family Activities

  • Oakville Family Park: Enjoy a day outdoors with your loved ones in this scenic park, featuring playgrounds and picnic areas perfect for family gatherings.
  • Lakefront Activities: Spend quality time by the water engaging in swimming, fishing, or simply relaxing along the tranquil shores of the region’s picturesque lake.
  • Local Nature Trails: Explore scenic hiking and biking trails that wind through here’s natural beauty, offering adventure and educational opportunities for kids and adults alike.
  • Community Events: Participate in seasonal festivals and family-friendly activities hosted in nearby venues, ideal for creating lasting memories during your stay.
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Adult Activities

  • Explore the Local Heritage Museums: Dive into the area's rich history and culture by visiting local museums that showcase the region’s unique past.
  • Enjoy Outdoor Recreation at State Parks: Discover the natural beauty of the region through scenic trails, picnicking spots, and peaceful parks perfect for relaxation and outdoor activities.
  • Attend Community Events and Festivals: Engage with the local community by participating in seasonal festivals and events that highlight the area's vibrant traditions.
  • Experience Waterfront Activities: Take advantage of nearby lakes or rivers with boating, fishing, or tranquil walks along scenic waterfronts to unwind here.

Oakville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature and Trails: Take advantage of the area's scenic parks and trails to enjoy outdoor activities that showcase the region's natural beauty.
  • Visit Nearby Cultural Sites: Discover local museums and cultural landmarks to enrich your experience in this destination.
  • Plan Your Activities Around the Seasons: Schedule outdoor adventures or indoor visits based on the best times to visit, ensuring you make the most of your stay here.
  • Choose a Well-Located Vacation Rental: Select accommodations within easy reach of key attractions and amenities to maximize your convenience during your trip.

Transportation Options

  • Personal Vehicle: Renting or driving your own car offers the most flexibility to explore this area and its surroundings at your own pace.
  • Local Taxi Services: Convenient for short trips within the region, taxis provide reliable transportation directly from your vacation rental here.
  • Rideshare Options: Popular ride-sharing services are readily available, offering a convenient way to get around without the hassle of parking.
  • Public Transit: Local bus routes serve the area, providing an economical option for exploring nearby attractions and amenities.

Local Customs Options

  • Greeting Visitors with Southern Hospitality: Locals here take pride in welcoming guests warmly, reflecting the region’s friendly and inviting atmosphere.
  • Celebrating Local Festivals: Participating in community festivals is a cherished tradition that highlights the area's cultural heritage and togetherness.
  • Respecting Agricultural Heritage: Many residents honor farming roots through regional customs that emphasize harmony with the land and agricultural practices.
  • Observing Traditional Food Customs: Enjoying locally inspired dishes prepared with seasonal ingredients is a common way to embrace the region’s culinary traditions.

Oakville Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Oakville?

There are 4 vacation rentals with private pools near Oakville. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Oakville are best for families?

If you are looking for a family-friendly vacation home in Oakville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oakville:

4. How many Rentbyowner vacation rentals are available in Oakville?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 113 in the Oakville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oakville. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies can vary depending on the host and specific property. Please review the listing details carefully or contact the property owner directly to understand the applicable cancellation terms before booking.

6. Are there any additional fees or charges I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits may apply. These are typically detailed in the listing, but it’s recommended to confirm with the owner to ensure transparency before completing your reservation.

7. How do I find available dates for my stay in this destination?

Availability is shown directly on the listing calendar. You can select your preferred dates and check real-time availability. For further assistance, contacting the property owner can provide personalized guidance.

8. What amenities are generally included in vacation rentals around here?

Most properties feature essential amenities like Wi-Fi, kitchens, and parking. Specific amenities vary by listing, so reviewing each property's description will help you find accommodations that meet your needs.

9. Is it possible to get in touch with the property owner prior to booking?

Yes, you can contact the property owner through the platform to ask questions about the rental, clarify details, or discuss special requests before making your reservation.

Oakville Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(73 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $137/Night 7 Nights - US $958
Hotel
Map-icon
like-icon8.8
Fabulous
(129 Reviews)
1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $132/Night 7 Nights - US $925
star-icons-3
Hotel
Map-icon
like-icon8.6
Fabulous
(126 Reviews)
6 Baths 380.33 ft²
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
More amenities
US $232/Night 7 Nights - US $1,622
Hotel
Map-icon
like-icon8.4
Excellent
(822 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $133/Night 7 Nights - US $930
Hotel
Map-icon
like-icon8.3
Excellent
(58 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • EV Charge Station
    EV Charge Station
More amenities
US $156/Night 7 Nights - US $1,092
star-icons-3
Hotel
Map-icon
like-icon8.2
Excellent
(792 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $110/Night 7 Nights - US $769
star-icons-4
Hotel
Map-icon
like-icon8.0
Excellent
(291 Reviews)
1 Bath 314.31 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $96/Night 7 Nights - US $671
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Hotel
Map-icon
like-icon7.8
Very Good
(187 Reviews)
12 Baths
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
More amenities
US $229/Night 7 Nights - US $1,601