Oakville Holiday Rentals

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Holiday Rentals in Oakville

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (136)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
The price is AU$422
includes taxes & fees
24 July - 25 July
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (176)
"The views are fantastic. Very quiet neighborhood. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Waterfront Solomons Apartment

9.4 out of 10, Exceptional, (9)
"The location is great with amazing views of the docks and very walkable to the boardwalk, restaurants, and the Solomon museum. Apartment was cozy with great communication from the hosts. Would recommend to anyone! "
The price is AU$406
includes taxes & fees
11 Aug - 12 Aug
Waterfront Solomons Apartment

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (119)
"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (49)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (166)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (12)
"We stayed for a long weekend at the Summerlin Home, and loved it. All of the small details made the trip so much more enjoyable. From the single use toiletries in the bathroom, to the fully stocked kitchen with all of the essentials no detail was overlooked. It was a vacation rental that felt like home. The host were amazing, and extremely accommodating. It seemed they genuinely cared if we had a good trip, and were willing to help make it better if need be. "
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

9.8 out of 10, Exceptional, (29)
"Great stay, clean & owner gave great local suggestions!"
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

Tiny, Funky, and Full of Love - Welcome to the Love Shack

10.0 out of 10, Exceptional, (2)
"Such a great accommodation!!! We were here for a swim meet in town and Katie was the greatest host. We had all the comforts and amenities needed. We will def be staying again. "
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Cozy Cottage with access to and partially obstructed views of the bay.

9.2 out of 10, Wonderful, (25)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.

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

9.6 out of 10, Exceptional, (4)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is AU$463
includes taxes & fees
18 July - 19 July
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (30)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is AU$486
includes taxes & fees
21 July - 22 July
Soul Oasis - home on the Chesapeake Bay

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

10.0 out of 10, Exceptional, (11)
"Everything we needed, relaxing visit"
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Pet-Friendly Maryland Home on the Potomac River!

10.0 out of 10, Exceptional, (2)
"Property was well maintained, very comfortable, and easy to access. Anything you might want was a short drive away but you feel like you are in a remote paradise. "
Pet-Friendly Maryland Home on the Potomac River!

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.8 out of 10, Exceptional, (7)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood

Bright and airy waterfront getaway

9.8 out of 10, Exceptional, (13)
"This property was everything we wanted. We hope to return next year."
Bright and airy waterfront getaway

Cozy Virginia Potomac Riverfront Cottage

9.8 out of 10, Exceptional, (36)
"Clean, comfortable, quiet, and what a beautiful spot on the river! Thank you 😊 "
Cozy Virginia Potomac Riverfront Cottage

Stunning Water Front Home with Private Dock and Beach and Sunsets

10.0 out of 10, Exceptional, (24)
"The property is perfect for family gatherings "
Stunning Water Front Home with Private Dock and Beach and Sunsets

Kick back and enjoy the Chesapeake & this 3-bedroom, calm, stylish space.

9.4 out of 10, Exceptional, (3)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
The price is AU$786
includes taxes & fees
21 July - 22 July
Kick back and enjoy the Chesapeake & this 3-bedroom, calm, stylish space.

Private Dock & Yard: Hague Hideaway on the Potomac

10.0 out of 10, Exceptional, (2)
"Absolutely loved our stay! The host was incredibly attentive and made sure everything was perfect from start to finish. The home itself is spotless, well-equipped with everything we needed-including laundry and cleaning supplies-and the river views were simply stunning. The location was ideal: peaceful yet close to everything. Highly recommend this place for a comfortable and scenic getaway!"
Private Dock & Yard: Hague Hideaway on the Potomac
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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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?

Waterfront Wildlife Retreat on the Patuxent River : This holiday home rental outside of Oakville is located on the waterfront, and has a patio, a selection of games and a BBQ to put you at ease 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.

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. Port of Leonardtown Winery and Jefferson Patterson Park and Museum 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.