Oakville Holiday Rentals from NZ$431: Search Short-Term Rentals

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Our top choices for Oakville holiday rentals

A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

1. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict

ed r.

includes taxes & fees

9 Oct - 10 Oct

A lakeside view with chairs and a table, a rainbow, and trees.

2. Bright and airy waterfront getaway

Benedict

George

includes taxes & fees

15 Oct - 16 Oct

A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

3. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

includes taxes & fees

19 Oct - 20 Oct

4. Just a getaway piece of property

Mechanicsville

David L.

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

5. Anne & Fred`s Leonardtown Home W/ Arcade room!

Leonardtown

Christy C.

includes taxes & fees

11 Oct - 12 Oct

A single-story house with a front porch, a small deck, and a number '4' on the side.

6. Coles Point Marina

Hague

includes taxes & fees

12 Oct - 13 Oct

A spacious living room with a large sofa, a television, and a view of the ocean.

7. 4-BR Waterfront Turret Home

Solomons

Thomas S.

includes taxes & fees

21 Oct - 22 Oct

8. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Chesapeak beach

Bryan P.

includes taxes & fees

12 Oct - 13 Oct

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Top Oakville Hotel Reviews

avid hotel California - Lexington Park by IHG

10/10 Excellent

"The entrance is around the right side, not the door in front."

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

8/10 Good

"I loved that I was able to bring my doggies. The only complaint and this is not the hotel fault, is that even when you know guest have to pick up after their pets, I unfortunately still found a few drops in the grass, meaning people do not pick up their pets poops. Besides that, my stayed was really nice."

Holiday Inn Express Prince Frederick by IHG

8/10 Good

"Great location. Clean and spacious room. Great shower. And an AMAZING free hot breakfast!!! Only drawback is having to drive 2-3 miles for dining options. I would say a solid 4.5 stars. Would stay there again. Best free breakfast I have had in my many travels."

Bright and airy waterfront getaway

10/10 Excellent

"The house was spotless, boasting a fantastic location with gorgeous water views and a peaceful, away-from-it-all vibe. Unfortunately, communication was an issue; it was difficult to reach the host for check-in instructions. Providing these details proactively before arrival would greatly improve the guest experience"

The Inn at Leonardtown, an Ascend Collection Hotel

10/10 Excellent

"A clean, pleasant hotel with lots of light and friendly staff in the middle of little Leonardtown. I actually asked the front desk if they were new because of how clean everything was and they said they did a major renovation about 5 years ago. Easy (and FREE) parking across the street. Our room (a king bed) was clean and quiet. If we're ever in the area again, this is where we'd stay."

Quality Inn Solomons - Beacon Marina

8/10 Good

"Everything was good, standard hotel/motel stuff: little coffee pot, mini-fridge, microwave, tv,a/c - everything worked as expected, furniture, carpeting, lights, bathroom all looked newish and everything was very clean. Desk folk were pleasant, didn’t have much interaction. The big plus is the location, right by a huge marina (if you like looking at boats) and the Calvert Marine Museum- combines natural history and the commercial history of the area, has the Drum Point lighthouse (you can tour) and a boat tour of Patuxent Harbor, plus fossils, river otters, fish. Calvert Cliffs / Flag Pond parks are a 10 minute drive if you want to dig for fossils yourself. So: comfortable place, very reasonably priced, close to all sorts of stuff; definitely worth it."

Find out more about Oakville

Everything you need to know about Oakville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakville holiday rentals we have selected for you start as low as NZ$431 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakville rentals

At Expedia, we put the best Oakville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals 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?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: This holiday home rental outside of Oakville offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Oakville?

While exploring the area, visit family-friendly sights like R&J's PlayPark, or get outside and enjoy nature at Three Notch Park. Jefferson Patterson Park and Museum and Running Hare Vineyard are a couple of places you'll find in the wider area.

What’s a holiday rental in Oakville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakville. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.

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Check prices for these dates

Our top choices for Oakville holiday rentals

1. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

2. Bright and airy waterfront getaway

3. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

4. Just a getaway piece of property

5. Anne & Fred`s Leonardtown Home W/ Arcade room!

6. Coles Point Marina

7. 4-BR Waterfront Turret Home

8. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9. Waterfront, Firepit, Kayak, Game room, Potomac 2hrs from DC, Dogs+EV OK

10. Lakefront Cabin Near Solomons Island w/ Hot Tub

11. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

12. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

13. 2 Acre Oasis with Private Beach! Family and dog friendly!

14. Plum Point Cottage #17

15. Charming Waterfront 3-bedroom house in Piney Point

16. Lakefront Cabin Near Solomons Island w/ Hot Tub

17. 2 Bedroom Cottage at Coles Point Marina

Find holiday rentals that suit your style

Top Oakville Hotel Reviews

avid hotel California - Lexington Park by IHG

Comfort Inn & Suites Lexington Park near Pax River

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Holiday Inn Express Prince Frederick by IHG

Bright and airy waterfront getaway

The Inn at Leonardtown, an Ascend Collection Hotel

Hilton Garden Inn Solomons

Quality Inn Solomons - Beacon Marina

Find out more about Oakville

Frequently asked questions

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