Search Vacation Homes in Oakville

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Oakville

2 Hidden Wine Country Gem Upstairs Unit

Scenic Brush Creek
9.8 out of 10, Exceptional, (21)
"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 658
AED 1,287 total
includes taxes & fees
23 Nov - 24 Nov
2 Hidden Wine Country Gem Upstairs Unit

NEW DOWNTOWN NAPA HOME (AMAZING LOCATION)

Central Napa
10.0 out of 10, Exceptional, (157)
"Enjoyed our visit. Easy walking distance to downtown, good AC and internet. Bathroom was a bit cramped but the place was very nice overall."
United States
Deborah H.
NEW DOWNTOWN NAPA HOME (AMAZING LOCATION)

Glen Ellen Retreat #3 King Beds

Glen Ellen
10.0 out of 10, Exceptional, (69)
"Wonderful time in this home. Well appointed great location would stay here again for sure "
United States
Bridget S.
The price is AED 551
AED 1,441 total
includes taxes & fees
1 Dec - 2 Dec
Glen Ellen Retreat #3 King Beds

Glen Ellen Retreat #1 Hot Tub and King Beds

Glen Ellen
10.0 out of 10, Exceptional, (77)
"Very clean and excellent location."
United States
carrie k.
The price is AED 665
AED 1,583 total
includes taxes & fees
2 Dec - 3 Dec
Glen Ellen Retreat #1 Hot Tub and King Beds

Casa Bella Estate in Wine Country w/ New Pool!

Kenwood
9.6 out of 10, Exceptional, (135)
"Lovely property. Pool was perfect for families with small children. Outdoor amenities are first rate. Comfortable bedding, well-equipped kitchen. Perfect setting for a large family gathering."
United States
Nita R.
The price is AED 7,373
AED 12,615 total
includes taxes & fees
29 Nov - 30 Nov
Casa Bella Estate in Wine Country w/ New Pool!

Downtown Napa HOT TUB Retreat - 3 Bed l 2 bath

2.0 star property
Fuller Park
9.4 out of 10, Exceptional, (3)
"Great stay! Will definitely look to stay here again!"
United States
Aaron T.
The price is AED 640
AED 1,752 total
includes taxes & fees
3 Dec - 4 Dec
Downtown Napa HOT TUB Retreat - 3 Bed l 2 bath

Colorful home & beautiful garden, ten minute walk to downtown

Burbank Gardens Neighborhood Association
9.8 out of 10, Exceptional, (17)
"Great location, really spacious comfortable space, great communication from the host. Highly recommended."
United States
Jeff S.
The price is AED 477
AED 1,175 total
includes taxes & fees
23 Nov - 24 Nov
Colorful home & beautiful garden, ten minute walk to downtown

Winemaker's Delight: 3BD/3BA Russian River Valley

Northwest Santa Rosa
9.8 out of 10, Exceptional, (70)
"Lovely home! Will absolutely stay again "
United States
Kendra C.
The price is AED 768
AED 1,812 total
includes taxes & fees
24 Nov - 25 Nov
Winemaker's Delight: 3BD/3BA Russian River Valley

Wineries & Wine: A Comforting Getaway in Wine Country

Northwest Santa Rosa
9.4 out of 10, Exceptional, (22)
"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."
United States
Gayle C.
The price is AED 683
AED 1,594 total
includes taxes & fees
20 Nov - 21 Nov
Wineries & Wine: A Comforting Getaway in Wine Country

Family Retreat & Workspace! Near 30+ vineyards and Plaza! Parking. WiFi.

Sonoma
9.8 out of 10, Exceptional, (156)
"We had a wonderful stay at this home. The host was very communicative and gracious. The home was clean and was very accommodating for all age groups. "
United States
Mark A.
The price is AED 810
AED 1,685 total
includes taxes & fees
20 Nov - 21 Nov
Family Retreat & Workspace! Near 30+ vineyards and Plaza! Parking. WiFi.

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Santa Rosa
9.4 out of 10, Exceptional, (21)
"The place was beautiful! We loved our Stay and our family asked us to send them the information so they could stay there when they travel to Santa Rosa area. "
United States
Anonymous traveler
The price is AED 859
AED 2,013 total
includes taxes & fees
2 Dec - 3 Dec
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Russian River Brew-cation Home

Northwest Santa Rosa
10.0 out of 10, Exceptional, (54)
"My family of 6 adults enjoyed this lovely home. It was as advertised and there were even little extras like labels and notes to find things, a basket of necessities in case we forgot something, and everything you could think of to make us feel comfortable and at home. Thank-you!!"
United States
Sherrie R.
The price is AED 672
AED 1,739 total
includes taxes & fees
30 Nov - 1 Dec
Russian River Brew-cation Home

Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath

2.0 star property
Napa Abajo
9.4 out of 10, Exceptional, (10)
"Very walkable. House was very nice. Enjoyed our stay totally. "
United States
Joseph C.
The price is AED 648
AED 1,761 total
includes taxes & fees
3 Dec - 4 Dec
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath

Walk to Downtown & Russian River Brewery

Santa Rosa
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay. Clean and well stocked for an extended stay. Location is good for downtown access and good restaurants."
United States
Leslie K.
The price is AED 536
AED 1,598 total
includes taxes & fees
4 Dec - 5 Dec
Walk to Downtown & Russian River Brewery

Sonoma Vista Home! Modern. Serene. Wine Retreat! Downtown and Wine Country!

Verano
10.0 out of 10, Exceptional, (14)
"This is a perfect place for a family to stay."
United States
Nachyun
The price is AED 1,315
AED 2,683 total
includes taxes & fees
17 Dec - 18 Dec
Sonoma Vista Home! Modern. Serene. Wine Retreat! Downtown and Wine Country!

Fireside Sips & Oak Dreams in Sonoma Valley

Glen Ellen
10.0 out of 10, Exceptional, (1)
"Each spring, a few friends and myself take a week long trip to Sonoma to recoup after a busy Easter week (we’re classical musicians) and Tara’s house has been the best find to date…and we’ve been doing this since 2003!! Spacious, well appointed, easy communication/check-in, quiet neighborhood along a gorgeous drive. Couldn’t be more perfect. Thank you!!"
United States
Donald M.
The price is AED 1,021
AED 2,054 total
includes taxes & fees
26 Nov - 27 Nov
Fireside Sips & Oak Dreams in Sonoma Valley

Silverado Napa Breath Taking Remodel 3 bed 2 bath

2.0 star property
Napa
9.6 out of 10, Exceptional, (8)
"Great location, lovely grounds, nice spaces to sit outside, host was very responsive. We would definitely stay again!"
United States
Barrie M.
The price is AED 694
AED 1,550 total
includes taxes & fees
2 Dec - 3 Dec
Silverado Napa Breath Taking Remodel 3 bed 2 bath

Wine Country Lux Villa w/ Hot Tub and Pool

Santa Rosa
10.0 out of 10, Exceptional, (20)
"Wonderful hosts, wonderful experience "
United States
Edward G.
The price is AED 3,636
AED 5,368 total
includes taxes & fees
20 Nov - 21 Nov
Wine Country Lux Villa w/ Hot Tub and Pool

Sonoma Getaway: Winemaker’s Home with Modern Amenities

Northwest Santa Rosa
10.0 out of 10, Exceptional, (76)
"Home was as advertised. Clean, equipped, lovely backyard. Great communication from host."
United States
carole e.
The price is AED 753
AED 1,816 total
includes taxes & fees
30 Nov - 1 Dec
Sonoma Getaway: Winemaker’s Home with Modern Amenities
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oakville Hotel Reviews