Oakville Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

191 Houses

52

Sleek Retreat

Napa Valley / Oakville

Oakville villa

3 8 30 nights min

  • 3 bedrooms
  • sleeps 8
  • 30 nights min
  • Ask about children
  • Ask about pets

Price per night from

$3,000

Responds fast!
avg. 1 hour 23 minutes

Price per night from

$3,000

Great rentals within 20 miles that match your search

Distance approx 8.83 km from Oakville

10

Valley of the Moon Studio Cottage

Sonoma County / Glen Ellen

Glen Ellen cottage

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$125

Price per night from

$125

Distance approx 10.59 km from Oakville

24

Napa Townhouse on Silverado Resort Golf Course

Napa Valley / Napa

Napa apartment

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$170

Responds fast!
avg. 46 minutes

Price per night from

$170

Distance approx 8.31 km from Oakville Show on Map

14

The Oak Haven - A Wine Country Retreat with HotTub

Sonoma County / Glen Ellen

Glen Ellen house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$279

Price per night from

$279

Distance approx 7.85 km from Oakville Show on Map

(4) Excellent 

23

WALK to Wineries from this Gorgeous Designer Home!

Sonoma County / Kenwood

Kenwood house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 52 mi
  • Child Friendly
  • Car not necessary

Price per night from

$398

Responds fast!
avg. 3 hours 53 minutes

Price per night from

$398

Distance approx 14.82 km from Oakville

(4) Excellent 

17

AMAZING cottage! Perfectly located in Santa Rosa

Sonoma County / Santa Rosa

Santa Rosa cottage

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 45 mi
  • Child Friendly

Price per night from

$129

Responds fast!
avg. 2 hours 7 minutes

Price per night from

$129

Distance approx 9.89 km from Oakville

(5) Excellent 

32

Wine Country Retreat *Kid Friendly*! Spacious!

Sonoma County / Sonoma

Sonoma house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 44 mi
  • Child Friendly
  • Air conditioning
“Perfect for a getaway!” We had a girl's weekend getaway and this was the best of our regular excursions. There were 6 of us and we all slept in comfortable beds (king, queen, and sofa bed). The house provided beautiful spots to hang out and chat: the
…see more

Price per night from

$349

Responds fast!
avg. 1 hour 42 minutes

Price per night from

$349

Distance approx 7.61 km from Oakville Show on Map

17

The Stone Lodge in Kenwood ~ 5 bedroom/5 bath

Sonoma County / Kenwood

Kenwood house

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly

Price per night from

$2,690

Price per night from

$2,690

Distance approx 5.29 km from Oakville Show on Map

(1) Excellent 

9

Recently Remodeled1 Bedroom Apartment near Downto

Napa Valley / St. Helena

St. Helena apartment

1 4 30 nights min

  • 1 bedroom
  • sleeps 4
  • 30 nights min
  • Nearest beach 97 mi
  • Air conditioning
  • Private garden

Price per night from

$108

Price per night from

$108

Distance approx 5.05 km from Oakville Show on Map

(4) Excellent 

27

Montagne Della Luna - Private 5+ Acre Estate

Sonoma County / Glen Ellen

Glen Ellen house

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Air conditioning

Price per night from

$573

Responds fast!
avg. 3 hours 58 minutes

Price per night from

$573

Distance approx 6.07 km from Oakville Show on Map

8

Ranch Home in the Heart of Napa Valley Vineyards

Napa Valley / St. Helena

St. Helena house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

Price per night from

$215

Price per night from

$215

Distance approx 9.41 km from Oakville

85

Estate Above the Clouds

Napa Valley / St. Helena

St. Helena house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$897

Price per night from

$897

Distance approx 10.76 km from Oakville

(1) Excellent 

17

Annabelle's Cottage-Farmhouse chic in wine country

Sonoma County / Sonoma

Sonoma cottage

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Ask about pets

Price per night from

$165

Price per night from

$165

Distance approx 10.33 km from Oakville

25

Quaint and Comfortable Ground Level Condo

Napa Valley / Napa

Napa condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$160

Responds fast!
avg. 1 hour 21 minutes

Price per night from

$160

Distance approx 11.32 km from Oakville

17

Villa Above the Vines

California / Lawndale Sonoma County

Lawndale Sonoma County villa

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning

Price per night from

$313

Responds fast!
avg. 3 hours 0 minutes

Price per night from

$313

Distance approx 13.28 km from Oakville

24

Luxury Calistoga Home w/Pool, Hot Tub & Grill!

Napa Valley / Calistoga

Calistoga house

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,420

Responds fast!
avg. 1 hour 19 minutes

Price per night from

$1,420

Distance approx 3.31 km from Oakville Show on Map

(7) Very Good 

18

Walk Through Vineyards to Wineries/Shady Oaks Country Inn

Napa Valley / St. Helena

St. Helena b and b

6 12 2 nights min

  • 6 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$1,470

Price per night from

$1,470

Distance approx 13.28 km from Oakville

(1) Excellent 

37

Modern Lux Wine Country Ranch

Napa Valley / Calistoga

Calistoga house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$2,092

Price per night from

$2,092

Distance approx 15.43 km from Oakville

(2) Excellent 

10

Napa Bottle Rock 2018 luxury accommodation May 25,26 &27 2018

Napa Valley / Napa

Napa villa

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$872

Price per night from

$872

Distance approx 16.37 km from Oakville

30

Downtown, 3 bdrms close to Pliny and Great food

Sonoma County / Santa Rosa

Santa Rosa b and b

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Private garden

Price per night from

$587

Responds fast!
avg. 3 hours 22 minutes

Price per night from

$587

Distance approx 13.95 km from Oakville

(2) Excellent 

13

Palm Vista, Paradise in the wine country

Sonoma County / Santa Rosa

Santa Rosa house

6 14 4 nights min

  • 6 bedrooms
  • sleeps 14
  • 4 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$2,590

Price per night from

$2,590

Distance approx 5.09 km from Oakville Show on Map

48

5BD Luxury Napa Valley Walk to Town Home

Napa Valley / St. Helena

St. Helena house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning

Price per night from

$1,196

Price per night from

$1,196

Distance approx 15.25 km from Oakville

29

NEW! Luxury Santa Rosa Chateau w/ Backyard Oasis!

Sonoma County / Santa Rosa

Santa Rosa house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$349

Responds fast!
avg. 8 minutes

Price per night from

$349

Distance approx 15.65 km from Oakville

15

NAPA VALLEY VINO BELLO-BEAUTIFUL

Napa Valley / Napa

Napa hotel apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$268

Price per night from

$268

Distance approx 8.51 km from Oakville

17

New home on Sonoma Creek and Mountain Views Minutes from wine tasting and Dining

Sonoma County / Glen Ellen

Glen Ellen house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$698

Price per night from

$698

Distance approx 7.94 km from Oakville Show on Map

49

Casa Bella Estate in Wine Country

Sonoma County / Kenwood

Kenwood house

10 12 min stay varies

  • 10 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$1,196

Price per night from

$1,196

Distance approx 7.94 km from Oakville Show on Map

9

Bella Luna Suite at Casa Bella

Sonoma County / Kenwood

Kenwood cottage

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$299

Price per night from

$299

Distance approx 10.18 km from Oakville

(31) Excellent 

58

Napa Retreat - Best View in Silverado

Napa Valley / Napa

Napa apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“High-End Comfort” This is the second time we stayed at this condo on Cottage Drive. It was even nicer and more luxurious than I remembered it. High end finishes, fully stocked kitchen, two bedrooms (with really comfortable beds, pillows and linens).
…see more

Price per night from

$394

Price per night from

$394

Distance approx 9.69 km from Oakville

10

Reisling Rose Napa 3BR/2BA

Napa Valley / Napa

Napa house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$249

Responds fast!
avg. 3 hours 44 minutes

Price per night from

$249

Distance approx 10.29 km from Oakville

26

Premium Suite Located Right off the Golf Course in Beautiful Napa Valley CA

Napa Valley / Napa

Napa condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$179

Responds fast!
avg. 1 hour 21 minutes

Price per night from

$179

Distance approx 12.07 km from Oakville

(5) Excellent 

20

Old Town Napa Valley Gorgeous home, totally redone

Napa Valley / Napa

Napa house

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$548

Price per night from

$548

Distance approx 14.59 km from Oakville

28

Luxury Vineyard Estate w/ Pool & Amazing Views

Napa Valley / Napa

Napa villa

5 10 30 nights min

  • 5 bedrooms
  • sleeps 10
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$2,490

Price per night from

$2,490

Distance approx 4.83 km from Oakville Show on Map

16

3 Bedroom House with Vineyard Views

Napa Valley / St. Helena

St. Helena house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$332

Price per night from

$332

Distance approx 13.97 km from Oakville

(2)  

16

Iva's Cottage & Garden House Sonoma Wine Country

Sonoma County / Sonoma

Sonoma house

4 4 2 nights min

  • 4 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$648

Price per night from

$648

Distance approx 10.01 km from Oakville

(4) Excellent 

56

3 Bedroom Private Napa Valley Hideaway, Napa, CA

Napa Valley / Napa

Napa house

3 6 31 nights min

  • 3 bedrooms
  • sleeps 6
  • 31 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$117

Price per night from

$117

Distance approx 10.34 km from Oakville

21

Stylishly Contemporary House

Sonoma County / Sonoma

Sonoma house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$1,201

Responds fast!
avg. 2 hours 59 minutes

Price per night from

$1,201

Distance approx 2.83 km from Oakville Show on Map

(2) Excellent 

18

Casa Cabernet

Napa Valley / St. Helena

St. Helena house

1 2 30 nights min

  • 1 bedroom
  • sleeps 2
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$167

Price per night from

$167

Distance approx 11.38 km from Oakville

13

Walk to Sonoma Square! Lovely Home in Wine Country

Sonoma County / Sonoma

Sonoma house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Child Friendly

Price per night from

$349

Price per night from

$349