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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Vacation Homes in Oakville

Outdoor dining
Glen Ellen Retreat #3 King Beds

Vacation Home in Glen Ellen

10.0 out of 10, Exceptional, (70)
"This was a wonderful place to stay and I highly recommend!"
United States
Jonathan M.
The price is SAR 563
SAR 1,465 total
includes taxes & fees
10 Dec - 11 Dec
Glen Ellen Retreat #3 King Beds
Outdoor pool
2 Hidden Wine Country Gem Upstairs Unit

Vacation Home in 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 SAR 672
SAR 1,312 total
includes taxes & fees
10 Dec - 11 Dec
2 Hidden Wine Country Gem Upstairs Unit
Fridge, microwave, oven, stovetop
Glen Ellen Retreat #1 Hot Tub and King Beds

Vacation Home in Glen Ellen

10.0 out of 10, Exceptional, (80)
"Very clean and excellent location."
United States
carrie k.
The price is SAR 657
SAR 1,570 total
includes taxes & fees
14 Dec - 15 Dec
Glen Ellen Retreat #1 Hot Tub and King Beds
Dining
Silverado Napa Breath Taking Remodel 3 bed 2 bath

Vacation Home in Napa

2.0 star property
9.6 out of 10, Exceptional, (8)
"Had a great time!"
United States
Alan R.
The price is SAR 548
SAR 1,396 total
includes taxes & fees
10 Dec - 11 Dec
Silverado Napa Breath Taking Remodel 3 bed 2 bath
Outdoor dining
Winemaker's Delight: 3BD/3BA Russian River Valley

Vacation Home in Northwest Santa Rosa

9.8 out of 10, Exceptional, (71)
"Comfortable beds and clean place. We enjoyed it"
United States
Amy F.
The price is SAR 709
SAR 1,750 total
includes taxes & fees
11 Dec - 12 Dec
Winemaker's Delight: 3BD/3BA Russian River Valley
Exterior
Downtown Napa HOT TUB Retreat - 3 Bed l 2 bath

Vacation Home in Fuller Park

2.0 star property
8.6 out of 10, Excellent, (4)
"Great stay! Will definitely look to stay here again!"
United States
Aaron T.
The price is SAR 650
SAR 1,782 total
includes taxes & fees
11 Dec - 12 Dec
Downtown Napa HOT TUB Retreat - 3 Bed l 2 bath
TV, fireplace
Russian River Brew-cation Home

Vacation Home in Northwest Santa Rosa

10.0 out of 10, Exceptional, (55)
"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 SAR 646
SAR 1,717 total
includes taxes & fees
11 Dec - 12 Dec
Russian River Brew-cation Home
Fridge, microwave, oven, stovetop
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Vacation Home in Santa Rosa

9.4 out of 10, Exceptional, (22)
"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 SAR 1,299
SAR 2,569 total
includes taxes & fees
7 Jan - 8 January 2026
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Terrace/patio
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

Vacation Home in Southwest Santa Rosa

9.8 out of 10, Exceptional, (56)
"Great place to launch your stay in Santa Rosa."
United States
Deirdre F.
The price is SAR 612
SAR 1,934 total
includes taxes & fees
10 Dec - 11 Dec
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Smart TV, fireplace
House with a King Size Bed, in Desirable Rincon Valley, close to St Helena

Vacation Home in Santa Rosa

8.6 out of 10, Excellent, (4)
"See our previous review…we had a wonderful stay!"
United States
Mark M.
House with a King Size Bed, in Desirable Rincon Valley, close to St Helena
Terrace/patio
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath

Vacation Home in Napa Abajo

2.0 star property
9.4 out of 10, Exceptional, (10)
"Very walkable. House was very nice. Enjoyed our stay totally. "
United States
Joseph C.
The price is SAR 670
SAR 1,808 total
includes taxes & fees
16 Dec - 17 Dec
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath
Fridge, microwave, oven, stovetop
Sonoma Getaway: Winemaker’s Home with Modern Amenities

Vacation Home in Northwest Santa Rosa

10.0 out of 10, Exceptional, (77)
"The house was very clean and cozy in a cute neighborhood. Very nice backyard space and interior, would definitely recommend and stay again."
United States
Gary R.
The price is SAR 694
SAR 1,742 total
includes taxes & fees
4 Jan - 5 January 2026
Sonoma Getaway: Winemaker’s Home with Modern Amenities
Outdoor dining
Charming House ~ With Hot Tub! Walk to Town & Oxbow Market!

Vacation Home in Alta Heights

9.8 out of 10, Exceptional, (168)
"Great quiet location that was very walkable. "
United States
Michael W.
The price is SAR 582
SAR 1,409 total
includes taxes & fees
11 Dec - 12 Dec
Charming House ~ With Hot Tub! Walk to Town & Oxbow Market!
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath

Vacation Home in Napa Abajo

9.8 out of 10, Exceptional, (47)
"Our family was able to rest well. Enjoyed our time."
United States
Jey L.
The price is SAR 638
SAR 1,671 total
includes taxes & fees
16 Dec - 17 Dec
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath
Fridge, microwave, oven, stovetop
Wineries & Wine: A Comforting Getaway in Wine Country

Vacation Home in 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.
Wineries & Wine: A Comforting Getaway in Wine Country
Fridge, microwave, oven, stovetop
Walk to Downtown & Russian River Brewery

Vacation Home in Santa Rosa

10.0 out of 10, Exceptional, (4)
"Wonderful location, cleanliness, and has all the amenities to make for a lovely stay. "
United States
roxanne K.
The price is SAR 563
SAR 1,651 total
includes taxes & fees
28 Dec - 29 Dec
Walk to Downtown & Russian River Brewery
Dining
Clean & Spacious-Walk to the Fairmont, great restaurants, coffee shops and wine

Vacation Home in Boyes Hot Springs

4.0 star property
9.8 out of 10, Exceptional, (41)
"14 of us came here for my friend's bachellorette weekend. It was tight but perfect. We had good food, good wine, good hiking, and just a great weekend together."
United States
Martha L.
The price is SAR 751
SAR 1,858 total
includes taxes & fees
15 Dec - 16 Dec
Clean & Spacious-Walk to the Fairmont, great restaurants, coffee shops and wine
Outdoor dining
Fireside Sips & Oak Dreams in Sonoma Valley

Vacation Home in Glen Ellen

10.0 out of 10, Exceptional, (2)
"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 SAR 740
SAR 1,703 total
includes taxes & fees
10 Dec - 11 Dec
Fireside Sips & Oak Dreams in Sonoma Valley
Beach
Downtown Santa Rosa Walk to Russian River Brewing

Vacation Home in Santa Rosa

9.6 out of 10, Exceptional, (9)
"My husband, myself and another couple stayed in this lovely home for a wedding in the area. It was just as reviewed and advertised! Close walk to shops, coffee, cafe, and a really well known and popular brewery. Everything was clean and well cared for! Host communicates well! "
United States
Christina B.
The price is SAR 619
SAR 2,005 total
includes taxes & fees
14 Dec - 15 Dec
Downtown Santa Rosa Walk to Russian River Brewing
Outdoor dining
Casa Alta ~ Hot Tub ~ Near Oxbow Market & Downtown !

Vacation Home in Alta Heights

9.8 out of 10, Exceptional, (314)
"Great place for friends getwaway; walked to shops and dinner and wine tastings"
United States
canonico c.
The price is SAR 929
SAR 1,930 total
includes taxes & fees
10 Dec - 11 Dec
Casa Alta ~ Hot Tub ~ Near Oxbow Market & Downtown !
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

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

10/10 Excellent
"Highly satisfied!"
Kenneth 1-night trip
Posted 1 day ago
Fairmont Sonoma Mission Inn & Spa