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

Search Holiday Rentals in Oakville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Oakville holiday rentals

Exterior

1. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,484 reviews)
"The room was clean and the location was great."
United States
Cynthia
The price is 2.471.929 ₫
3.736.889 ₫ total
includes taxes & fees
30 Sept - 1 Oct
RiverPointe Napa Valley Resort
Restaurant

2. The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (41 reviews)
"Nice, great location."
United States
Juan
The price is 628.980 ₫
11.739.621 ₫ total
includes taxes & fees
21 Sept - 22 Sept
The Napa Residences
Lobby sitting area

3. Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
8.0 out of 10, Very good, (1 review)
"Muy bonito diseño interior en ambos la recepción y el cuarto."
Mexico
Tara
The price is 5.307.747 ₫
9.915.098 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Sonoma Stonehouse, Wine Country Vibes
Interior

4. 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 4.149.120 ₫
19.310.390 ₫ total
includes taxes & fees
16 Sept - 17 Sept
Romantic Napa Escape Prime Location King Bed, Private Patio & Pool
Interior

5. Pet-friendly Napa Retreat Wineries Downtown

Pet-friendly Napa Retreat Wineries Downtown
3.0 star property
Napa
The price is 7.027.572 ₫
21.928.267 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Pet-friendly Napa Retreat Wineries Downtown
Apartment (2 Bedrooms) | Interior

6. 2BR Napa Getaway Side-by-side Condos Golf View

2BR Napa Getaway Side-by-side Condos Golf View
4.0 star property
Napa
The price is 8.479.764 ₫
26.367.601 ₫ total
includes taxes & fees
15 Sept - 16 Sept
2BR Napa Getaway Side-by-side Condos Golf View
Interior

7. Napa Escape Luxe King Bed Near Wineries & Spa

Napa Escape Luxe King Bed Near Wineries & Spa
3.5 star property
Napa
The price is 3.835.864 ₫
18.942.297 ₫ total
includes taxes & fees
16 Sept - 17 Sept
Napa Escape Luxe King Bed Near Wineries & Spa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakville Hotel Reviews

Casa Mani Resort Napa Valley, Curio Collection by Hilton

Casa Mani Resort Napa Valley, Curio Collection by Hilton

8/10 Good
"Everything is good. Unfortunately, we have to cut short the stay because we were getting a cold."
Michael 2-night trip
Posted 6 hours ago
Casa Mani Resort Napa Valley, Curio Collection by Hilton

Frequently asked questions

Can I find a holiday rental in Oakville?

Yes, there are holiday rentals in Oakville close to Folie a Deux, or you can select a more secluded option if you're looking for a relaxing stay. 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 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 holiday rentals like in Oakville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakville. Holiday rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies 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 an attractive choice for a small group gathering.