Oakville Holiday Rentals: Short-Term Accommodations for Rent

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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.

HK$2,021 total

includes taxes & fees

29 Sept - 30 Sept

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

2. Bright and airy waterfront getaway

Benedict

George

HK$2,636 total

includes taxes & fees

29 Sept - 30 Sept

3. Just a getaway piece of property

Mechanicsville

David L.

HK$1,755 total

includes taxes & fees

2 Oct - 3 Oct

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

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

Leonardtown

Christy C.

HK$4,297 total

includes taxes & fees

29 Sept - 30 Sept

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

5. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

HK$1,981 total

includes taxes & fees

6 Oct - 7 Oct

A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

6. Soul Oasis - home on the Chesapeake Bay

Lusby

Dusty S.

HK$2,203 total

includes taxes & fees

27 Oct - 28 Oct

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

7. Coles Point Marina

Hague

HK$1,902 total

includes taxes & fees

5 Oct - 6 Oct

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

8. 4-BR Waterfront Turret Home

Solomons

Thomas S.

HK$5,314 total

includes taxes & fees

29 Sept - 30 Sept

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Top Oakville Hotel Reviews

Sleep Inn & Suites California MD

10/10 Excellent

"Our accessible room was extremely clean and very useful for our needs."

The Inn at Leonardtown, an Ascend Collection Hotel

8/10 Good

"Welcoming staff, excellently situated in Downtown Leonardtown, decent offering of complimentary breakfast, including pre-made filled croissants. Only issue was my initial room suffered from external noise issues, suspected to be from the hotels air conditioning system (not the room), however the staff were more than happy to move me to another room which was much quieter."

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

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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 Battle Creek Cypress Swamp Sanctuary. 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. Just a getaway piece of property

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

5. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

6. Soul Oasis - home on the Chesapeake Bay

7. Coles Point Marina

8. 4-BR Waterfront Turret Home

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

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

11. Plum Point Cottage #17

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

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

14. Lakefront Cabin Near Solomons Island w/ Hot Tub

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

16. 2 Bedroom Cottage at Coles Point Marina

17. Lakefront Cabin Near Solomons Island w/ Hot Tub

18. Charming Waterfront 3-bedroom house in Piney Point

Find holiday rentals that suit your style

Top Oakville Hotel Reviews

Sleep Inn & Suites California MD

Comfort Inn & Suites Lexington Park near Pax River

The Inn at Leonardtown, an Ascend Collection Hotel

Springhill Suites by Marriott Prince Frederick

Hilton Garden Inn Solomons

Bright and airy waterfront getaway

Quality Inn Solomons - Beacon Marina

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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