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Oakville Holiday Rentals

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Our top choices for Oakville holiday rentals

1. Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (47 reviews)
"Really enjoyed my stay "
United States
Deb H.
The price is NZ$300
includes taxes & fees
18 Oct - 19 Oct
Cardinal Cottage - 2 bedroom cozy home

2. Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU

Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
Muncie
10.0 out of 10, Exceptional, (8 reviews)
"The property was absolutely beautiful, just as pictured!!! it’s a must stay."
United States
Simonne S.
The price is NZ$436
includes taxes & fees
15 Nov - 16 Nov
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU

3. Serene 3-bedroom house Cartier with AC in the Village at Ball State University

Serene 3-bedroom house Cartier with AC in the Village at Ball State University
Muncie
The price is NZ$712
includes taxes & fees
16 Oct - 17 Oct
Serene 3-bedroom house Cartier with AC in the Village at Ball State University

4. Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.

Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
New Castle
10.0 out of 10, Exceptional, (41 reviews)
"Great stay "
United States
Craig Z.
The price is NZ$376
includes taxes & fees
26 Oct - 27 Oct
Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.

5. Retro Home Close to Campus

Retro Home Close to Campus
Muncie
9.8 out of 10, Exceptional, (18 reviews)
"Nice property no hassel stay!"
United States
Donald D.
The price is NZ$525
includes taxes & fees
17 Oct - 18 Oct
Retro Home Close to Campus

6. Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is NZ$349
includes taxes & fees
17 Oct - 18 Oct
Cozy 1 Bedroom Apartment

7. Spacious 3 Bedroom Home - New Castle

Spacious 3 Bedroom Home - New Castle
New Castle
9.8 out of 10, Exceptional, (17 reviews)
"The hosts were very accommodating. We enjoyed our stay and highly recommend to others."
United States
Nathaniel P.
The price is NZ$481
includes taxes & fees
18 Oct - 19 Oct
Spacious 3 Bedroom Home - New Castle

8. 'downtown Delight' w/ Patio! 1 Mi to Ball State

'downtown Delight' w/ Patio! 1 Mi to Ball State
2.5 star property
Muncie
The price is NZ$573
includes taxes & fees
18 Oct - 19 Oct
'downtown Delight' w/ Patio! 1 Mi to Ball State

9. 'Downtown Delight' w/ Patio! 1 Mi to Ball State

'Downtown Delight' w/ Patio! 1 Mi to Ball State
Muncie
10.0 out of 10, Exceptional, (28 reviews)
"It was an amazing place to stay and we had a wonderful weekend!! "
United States
Stace Y.
The price is NZ$596
includes taxes & fees
25 Oct - 26 Oct
'Downtown Delight' w/ Patio! 1 Mi to Ball State

10. Cozy 1-bedroom apartment in a 160 year old historic downtown location.

Cozy 1-bedroom apartment in a 160 year old historic downtown location.
New Castle
9.6 out of 10, Exceptional, (10 reviews)
"As a veteran, I was excited to discover that it was veteran owned!"
United States
Robin
The price is NZ$290
includes taxes & fees
2 Nov - 3 Nov
Cozy 1-bedroom apartment in a 160 year old historic downtown location.

11. Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (28 reviews)
"Had everything we needed. Well kept and clean. Great place for a stay!"
United States
Tricia V.
The price is NZ$409
includes taxes & fees
26 Oct - 27 Oct
Entire Home with Modern Conveniences - New Castle

12. Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie

Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
Muncie
The price is NZ$434
includes taxes & fees
17 Oct - 18 Oct
Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie

13. Charming Family-Friendly Retreat

Charming Family-Friendly Retreat
Anderson
9.4 out of 10, Exceptional, (8 reviews)
"Great communication from the host. Appreciated the stay. "
United States
Jennifer M.
The price is NZ$766
includes taxes & fees
27 Oct - 28 Oct
Charming Family-Friendly Retreat

14. New Hagerstown Apartment - Self Check-in. Sleeps 4+

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (27 reviews)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is NZ$263
includes taxes & fees
20 Oct - 21 Oct
New Hagerstown Apartment - Self Check-in. Sleeps 4+

15. Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Hagerstown
10.0 out of 10, Exceptional, (18 reviews)
"This is a darling place in a wonderful town. It met all of our needs and we'll definitely stay here again."
United States
Tamera
The price is NZ$327
includes taxes & fees
19 Oct - 20 Oct
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

16. Charming 1-bedroom country house on a 15 acre estate with a private driveway-

Charming 1-bedroom country house on a 15 acre estate with a private driveway-
Anderson
10.0 out of 10, Exceptional, (2 reviews)
"Great location! Super charming farm with adorable animals to pet! Great get away from the city! We went on the 4th of July weekend to get away with our dogs from the fireworks. Sirci was so helpful about answering questions and keeping us updated on the town firework schedule, which was so nice to do! Would definitely stay again!"
United States
shannon e.
The price is NZ$677
includes taxes & fees
27 Oct - 28 Oct
Charming 1-bedroom country house on a 15 acre estate with a private driveway-

17. Cozy 2-bedroom next to Cardinal Greenway Trail

Cozy 2-bedroom next to Cardinal Greenway Trail
Muncie
10.0 out of 10, Exceptional, (2 reviews)
"Stay was awesome. House was so clean and host was awesome."
United States
Sharon C.
The price is NZ$368
includes taxes & fees
2 Nov - 3 Nov
Cozy 2-bedroom next to Cardinal Greenway Trail

18. The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino

The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
Anderson
8.4 out of 10, Very good, (17 reviews)
"This was our second stay at the property and it’s so nice to have while working out of town. We will book again!"
United States
Mandy S.
The price is NZ$646
includes taxes & fees
19 Oct - 20 Oct
The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino

19. Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (49 reviews)
"Great communication. Great place to stay.I would stay there again."
United States
Shawn J.
The price is NZ$504
includes taxes & fees
18 Oct - 19 Oct
Enter As Strangers Leave As Friends

20. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is NZ$583
includes taxes & fees
8 Nov - 9 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakville Hotel Reviews

Find out more about Oakville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakville. Seeing all the best attractions is bound to make you fall in love with Oakville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Oakville?

Yes, there are holiday rentals close to the most popular sights in Oakville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakville has to offer?

The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino: This holiday home rental outside of Oakville offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Oakville?

While exploring the area, visit family-friendly sights like Indiana Basketball Hall of Fame, or get outside and enjoy nature at Prairie Creek Reservoir and Campground. In the wider area, you’ll find Summit Lake State Park and Emens Auditorium.

What are holiday rentals like in Oakville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakville. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.