A vineyard with rows of grapevines, a wooden post with the number 7, and a mountain range in the background.

Oakville Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Oakville vacation rentals

An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

1. The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (43 reviews)
"Nice, great location."
United States
Juan
The price is AED 241
AED 1,977 total
includes taxes & fees
14 Oct - 15 Oct
The Napa Residences
A row of colorful, single-story houses with numbered windows, white picket fences, and well-maintained lawns.

2. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,508 reviews)
"Great place to stay"
United States
Waldemar.
The price is AED 350
AED 530 total
includes taxes & fees
30 Sep - 1 Oct
RiverPointe Napa Valley Resort
A courtyard with stone buildings, outdoor seating, and a central tree.

3. Romantic Wine Country Retreat with Hot Tub

Romantic Wine Country Retreat with Hot Tub
Boyes Hot Springs
9.8 out of 10, Exceptional, (54 reviews)
"This is just what you need for a getaway to enjoy the sights and tastes of Sonoma and Napa. Our hosts were exceptional from start to finish and truly care about your experience at their quaint and spotless property. "
United States
Lisa G.
The price is AED 533
AED 1,040 total
includes taxes & fees
30 Sep - 1 Oct
Romantic Wine Country Retreat with Hot Tub
A backyard with a barbecue grill, wooden deck, and a view of a tree-lined area.

4. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (174 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is AED 918
AED 1,786 total
includes taxes & fees
30 Sep - 1 Oct
Glen Ellen Retreats Coastal Cottage
A two-story house with a garage, a balcony, and a driveway.

5. King bedroom #1 Wine Country Gateway With BBQ+Billiards

King bedroom #1 Wine Country Gateway With BBQ+Billiards
Sonoma
The price is AED 826
AED 999 total
includes taxes & fees
30 Sep - 1 Oct
King bedroom #1 Wine Country Gateway With BBQ+Billiards
A large, white, two-story building with a symmetrical facade, surrounded by well-maintained lawns and palm trees.

6. Cozy Napa Escape Silverado Resort

Cozy Napa Escape Silverado Resort
Napa
9.6 out of 10, Exceptional, (15 reviews)
"Loved to stay at this property. It was a short Uber ride to lots of wineries and the resort was so beautiful. Super comfy and convenient. The parking was easy, super clean and the check in was so easy."
United States
Carla
The price is AED 459
AED 937 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Napa Escape Silverado Resort
A dining table with two wine glasses and a plate of bread.

7. Romantic Napa Escape Prime Location King Bed, Private Patio & Pool

Romantic Napa Escape Prime Location King Bed, Private Patio & Pool
3.0 star property
Napa
The price is AED 684
AED 2,846 total
includes taxes & fees
12 Oct - 13 Oct
Romantic Napa Escape Prime Location King Bed, Private Patio & Pool
A bedroom with a bed, nightstands, a ceiling fan, a window with curtains, and a wall painting.

8. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (85 reviews)
"Lovely, clean home in great location. Beautiful back yard. Great host. We loved our stay and plan to return!"
United States
Michelle W.
The price is AED 918
AED 1,789 total
includes taxes & fees
19 Oct - 20 Oct
Glen Ellen Retreats Sunset Cottage
A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

9. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (97 reviews)
"The stay was very nice"
United States
ladonna A.
The price is AED 1,010
AED 1,892 total
includes taxes & fees
6 Oct - 7 Oct
Glen Ellen Retreats Hot Tub Cottage
A patio area with outdoor furniture, a pergola with string lights, and a stone fireplace.

10. Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (98 reviews)
"Excellent location and cozy!"
United States
Lori
The price is AED 808
AED 1,334 total
includes taxes & fees
30 Sep - 1 Oct
Cottage at Main Street Farmhouse!
A large, white building with a symmetrical facade, surrounded by well-maintained lawns and palm trees.

11. 1 bed | 1 bath | Silverado Resort Experience

1 bed | 1 bath | Silverado Resort Experience
Napa
10.0 out of 10, Exceptional, (21 reviews)
"Great location on the property and close to all the sites Napa has to offer. "
United States
Patricia L.
1 bed | 1 bath | Silverado Resort Experience
An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

12. Luxe Golf View Condo | Prime Napa Location

Luxe Golf View Condo | Prime Napa Location
Napa County
8.4 out of 10, Very good, (48 reviews)
"Great space for our weekend stay. Beautiful views of the golf course."
United States
Dan & Laura R.
Luxe Golf View Condo | Prime Napa Location
Room

13. 1 bed 1 bath Silverado Resort Experience Jr. Suite Condo

1 bed 1 bath Silverado Resort Experience Jr. Suite Condo
Napa
9.6 out of 10, Exceptional, (41 reviews)
"This unit is in a wonderful location and the environment and grounds are beautiful and serene!"
United States
Ann B.
The price is AED 452
AED 874 total
includes taxes & fees
28 Oct - 29 Oct
1 bed 1 bath Silverado Resort Experience Jr. Suite Condo
Exterior

14. Silverado Napa Luxury 1 Bed Jr. Suite

Silverado Napa Luxury 1 Bed Jr. Suite
Napa
9.8 out of 10, Exceptional, (68 reviews)
"Spacious room with amenities nearby. Great location for visiting the wineries. Safe environment. It was a very comfortable stay. We would definitely return here again!"
United States
Tim P.
Silverado Napa Luxury 1 Bed Jr. Suite
A spacious kitchen with a large island, a dining area with a sofa and chairs, and a view of the outdoors.

15. Silverado Napa Breath Taking Remodel 3 bed 2 bath

Silverado Napa Breath Taking Remodel 3 bed 2 bath
Napa
9.8 out of 10, Exceptional, (14 reviews)
"Clean and pet friendly place"
United States
Tracie T.
Silverado Napa Breath Taking Remodel 3 bed 2 bath
A swimming pool with a slide, a barbecue area, and a wooden deck.

16. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is AED 430
AED 961 total
includes taxes & fees
4 Oct - 5 Oct
2 Hidden Wine Country Gem Upstairs Unit
A modern kitchen with white cabinets, a granite countertop, and a dining area with a table set for two.

17. Incredible Golf Course View at Silverado

Incredible Golf Course View at Silverado
Napa
8.6 out of 10, Excellent, (39 reviews)
"Kitchen and sitting area was very comfortable."
United States
Greg S.
Incredible Golf Course View at Silverado
A golf course with a clear path, lush green grass, and a variety of trees.

18. Wine Country Escape at Silverado in Napa!

Wine Country Escape at Silverado in Napa!
Napa
9.0 out of 10, Wonderful, (55 reviews)
"Great location in Napa! I would stay here again."
United States
Erin Y.
The price is AED 698
AED 1,638 total
includes taxes & fees
30 Sep - 1 Oct
Wine Country Escape at Silverado in Napa!
Living area

19. 2 bed I Silverado Resort & Spa in Napa - Wine Town

2 bed I Silverado Resort & Spa in Napa - Wine Town
Napa
10.0 out of 10, Exceptional, (17 reviews)
"Great value, resort is beautiful"
United States
Jack K.
2 bed I Silverado Resort & Spa in Napa - Wine Town
Property grounds

20. Charming Studio In the Heart of Napa

Charming Studio In the Heart of Napa
Central Napa
10.0 out of 10, Exceptional, (24 reviews)
"Room was comfortable and well located. Communications were easy and helpful. "
United States
Elizabeth O.
Charming Studio In the Heart of Napa
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

Archer Hotel Napa

Archer Hotel Napa

10/10 Excellent
"Love this hotel! My husband and I stayed here for our anniversary and had such a wonderful experience. When we arrived, champagne and chocolate-covered strawberries were waiting for us in our room. We also enjoyed a couples massage at the spa and spent time relaxing at the rooftop. The second night, we came back to find confetti and a sweet “Happy Anniversary” note from housekeeping. It was little touches like this that made our stay feel extra special. The location is perfect—right in the middle of all the restaurants and bars and within walking distance of the river. The staff was incredibly friendly and welcoming. We had such a great experience and would definitely stay here again. Highly recommend!"
neda 2-night trip
Posted 5 hours ago
Archer Hotel Napa

Frequently asked questions

Can I find a vacation rental in Oakville?

Yes, we have vacation rentals in Oakville close to Folie a Deux, or you can go with a more remote option if you're looking for extra privacy while you relax. Oakville is known for its wineries and restaurants. Make sure you have time to check out the local tours and mountain views during your trip.

What are some of the best vacation home rentals in Oakville?

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella: This vacation home rental outside of Oakville is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and a hot tub.

What can I see and do in Oakville?

Family-friendly attractions include Folie a Deux, whereas Napa River is a spot to enjoy the outdoors. Opus One Winery and Robert Mondavi Winery are other places to visit while you're in town.

What are vacation rentals like in Oakville?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Oakville. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.