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Oakville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Oakville vacation rentals

Coffee/tea maker, fridge, microwave, oven

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is ￥37,981
￥93,652 total
includes taxes & fees
Sep 1 - Sep 2
Anne & Fred`s Leonardtown Home W/ Arcade room!
Property grounds

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

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.2 out of 10, Wonderful, (15 reviews)
"The owner was very nice "
United States
karen
The price is ￥24,319
￥42,635 total
includes taxes & fees
Aug 25 - Aug 26
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Property grounds

3. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (22 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is ￥32,903
￥56,949 total
includes taxes & fees
Aug 25 - Aug 26
Bright and airy waterfront getaway
Interior

4. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
The price is ￥68,825
￥184,752 total
includes taxes & fees
Aug 25 - Aug 26
Lakefront Cabin Near Solomons Island w/ Hot Tub
Property grounds

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

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (14 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveler
The price is ￥73,435
￥137,149 total
includes taxes & fees
Aug 25 - Aug 26
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
House (3 Bedrooms) | Interior

6. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is ￥81,223
￥181,886 total
includes taxes & fees
Aug 25 - Aug 26
Lakefront Cabin Near Solomons Island w/ Hot Tub
Exterior

7. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (58 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is ￥24,955
￥51,388 total
includes taxes & fees
Sep 15 - Sep 16
Soul Oasis - home on the Chesapeake Bay
Smart TV, books

8. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ￥47,685
￥112,233 total
includes taxes & fees
Sep 8 - Sep 9
4-BR Waterfront Turret Home
Cottage, 2 Bedrooms, Kitchen | Exterior

9. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is ￥30,691
￥48,092 total
includes taxes & fees
Aug 25 - Aug 26
Coles Point Marina
TV, fireplace, video games, books

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

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is ￥73,435
￥157,402 total
includes taxes & fees
Sep 17 - Sep 18
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
TV, fireplace

11. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (6 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is ￥21,029
￥43,183 total
includes taxes & fees
Sep 23 - Sep 24
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Interior

12. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (53 reviews)
"My husband and I had a great 3 day getaway here. The view was spectacular! The convenience from walking to the dock to the house was awesome! The only “bad” thing I would say is the water….it has an awful sulfur smell that is very strong. Overall, we loved our stay & would stay here again!"
United States
Ashley D.
The price is ￥27,816
￥54,130 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Virginia Potomac Riverfront Cottage
Exterior

13. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (6 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
The price is ￥54,520
￥126,847 total
includes taxes & fees
Aug 25 - Aug 26
Charming Waterfront 3-bedroom house in Piney Point
Interior

14. Rustic 3BR Waterfront Cabin with Firepit + Dock Access

Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Hague
10.0 out of 10, Exceptional, (1 review)
"We were going to an evening event at Stratford Hall (about 25 min away). There is so much history in the area. Beautiful spot on the river. The screened in porch was the bomb! Huge. So relaxing. Well stocked. Easy check out. Do pay attention to room configuration. The bedroom with twins was a loft like area but had the nicer bathroom. We used the kayaks. Had everything we needed. Host communication was great despite Vrbo platform was a challenge."
United States
Paige
The price is ￥40,532
￥77,997 total
includes taxes & fees
Sep 15 - Sep 16
Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Sun loungers, beach towels

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

Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is ￥27,800
￥77,114 total
includes taxes & fees
Aug 25 - Aug 26
Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK
Exterior

16. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is ￥54,838
￥68,141 total
includes taxes & fees
Aug 25 - Aug 26
2 Bedroom Cottage at Coles Point Marina
Pool

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

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ￥25,432
￥75,981 total
includes taxes & fees
Sep 1 - Sep 2
Family Beach House: Spacious Deck, Grill & Views
Exterior

18. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is ￥43,314
￥73,770 total
includes taxes & fees
Aug 25 - Aug 26
Plum Point Cottage #17
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

Spark by Hilton California Lexington Park

Spark by Hilton California Lexington Park

8/10 Good
"I was hoping for the indoor pool to be open but it wasn’t and I don’t think it indicated that on Hotels.com site. But it seems anywhere we go the pool is rarely open unless it is an outdoor pool! Otherwise they do have a breakfast but it only was small, bagels, cereal options, fresh fruit, a few other things but all in all very limited. Great room nice to sleep and had no other problems. Definitely closer than most of the hotel options in area. Very accessible to all of the things we chose to do. Closest was Myrtle Point Park which we recommend going to!"
Nicholette 3-night trip
Posted 5 hours ago
Spark by Hilton California Lexington Park

Find out more about Oakville

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Look no further and take a look at our great range of rental properties in Oakville!

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?

Belle of the Chesapeake Bay: This vacation home rental near Oakville offers a patio, an arcade game room, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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. Jefferson Patterson Park and Museum and Running Hare Vineyard 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.