Oakville Vacation Rentals from CA $362: Short-Term Rentals for 2026

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Our top choices for Oakville vacation rentals

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

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

Leonardtown

Christy C.

CA $813 total

includes taxes & fees

Sep 14 - Sep 15

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

2. Bright and airy waterfront getaway

Benedict

George

CA $491 total

includes taxes & fees

Sep 14 - Sep 15

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

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

Benedict

ed r.

CA $371 total

includes taxes & fees

Sep 25 - Sep 26

A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

4. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

Tanya S.

CA $1,670 total

includes taxes & fees

Sep 14 - Sep 15

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

5. 4-BR Waterfront Turret Home

Solomons

Thomas S.

CA $1,006 total

includes taxes & fees

Sep 21 - Sep 22

6. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

CA $1,644 total

includes taxes & fees

Sep 14 - Sep 15

A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

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

Lusby

Sarah R.

CA $1,377 total

includes taxes & fees

Sep 17 - Sep 18

A pathway lined with trees and lights leading to a wooden building with a visible window.

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

Lusby

Anonymous traveller

CA $1,197 total

includes taxes & fees

Sep 28 - Sep 29

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Top Oakville Hotel Reviews

Hilton Garden Inn Solomons

10/10 Excellent

"Very satisfied with stay . Would recommend."

Holiday Inn Express Prince Frederick by IHG

10/10 Excellent

"I would like to say the room was very clean it had that clean smell as well. The staff was very courteous and professional. The breakfast was excellent, the staff in the kitchen was top shelf, the entire staff was excellent. Convenient parking as well parking located in the front and back."

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."

Belle of the Chesapeake Bay

10/10 Excellent

"This house was perfect for a short summer getaway with our family, including our 2 grandkids! The beds were super comfortable and the layout of the house worked perfectly for two couples and a family of 4. The boardwalk in Solomons was lovely with beautiful sunsets. We loved the outdoor sculpture garden, the Calvert State Park cliffs by the beach and the awesome mariners museum. The food at the Pier was outstanding, as was the ice cream shop next to the bait and tackle place down the street. All in all, this was a great visit! Glad we found this house to accommodate us so well!"

Find out more about Oakville

Everything you need to know about Oakville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakville vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakville vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakville vacation rentals we have selected for you start as low as CA $362 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 vacation 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 vacation.

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 vacation rentals in Oakville?

Yes, we offer vacation rentals close to well known sights in Oakville, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Oakville?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: This vacation home rental near Oakville offers a fireplace, a barbecue grill, 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 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 St. Mary's River State Park. Leonardtown Town Hall and Jefferson Patterson Park and Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in Oakville like?

A vacation rental is a private property you can book for several days or longer in Oakville. Vacation rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family gatherings.

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Check prices for these dates

Our top choices for Oakville vacation rentals

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

2. Bright and airy waterfront getaway

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

4. Lakefront Cabin Near Solomons Island w/ Hot Tub

5. 4-BR Waterfront Turret Home

6. Lakefront Cabin Near Solomons Island w/ Hot Tub

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

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

9. Soul Oasis - home on the Chesapeake Bay

10. Cozy Virginia Potomac Riverfront Cottage

11. Charming Waterfront 3-bedroom house in Piney Point

12. Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

13. 2 Bedroom Cottage at Coles Point Marina

14. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

15. 3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace

16. Plum Point Cottage #17

17. Coles Point Marina

18. Family Beach House: Spacious Deck, Grill & Views

Find vacation rentals that suit your style

Top Oakville Hotel Reviews

Hilton Garden Inn Solomons

Holiday Inn Express Prince Frederick by IHG

Spark by Hilton California Lexington Park

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Quality Inn Solomons - Beacon Marina

Cozy Virginia Potomac Riverfront Cottage

Belle of the Chesapeake Bay

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Find out more about Oakville

Frequently asked questions

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