St. Helena Rentals

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223 Houses

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

$1,031

Price per night from

$1,031

(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

$124

Price per night from

$124

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

$247

Price per night from

$247

22

The Ranch Above St Helena ~ 5 bedroom 8 1/2 bath Overlooking St. Helena

Napa Valley / St. Helena

St. Helena house

5 12 5 nights min

  • 5 bedrooms
  • sleeps 12
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$4,008

Price per night from

$4,008

(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

$1,689

Price per night from

$1,689

11

Urban Retreat in the Heart of St. Helena

Napa Valley / St. Helena

St. Helena house

3 6 30 nights min

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

Price per night from

$287

Price per night from

$287

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

$1,374

Price per night from

$1,374

29

Luxe Mid-Century Modern 4BR w/ Country Club Access, Spa, Golf, Tennis, Dining

Napa Valley / St. Helena

St. Helena house

4 10 30 nights min

  • 4 bedrooms
  • sleeps 10
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$207

Price per night from

$207

(2) Excellent 

18

Luxury Downtown Cottage Houe

Napa Valley / St. Helena

St. Helena house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$682

Price per night from

$682

(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

$192

Price per night from

$192

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

$382

Price per night from

$382

17

Luxury 1 Level, 3,400 Sq. Ft., Pool, 4 Bedroom, 3.75 Bath, Pool, Pool Hse, Patio

Napa Valley / St. Helena

St. Helena house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$954

Price per night from

$954

15

Downtown St. Helena. Tesla/EC fast charger!

Napa Valley / St. Helena

St. Helena house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Nearest beach 97 mi
  • Child Friendly
  • Air conditioning

Price per night from

$324

Price per night from

$324

Great rentals within 20 miles that match your search

Distance approx 14.77 km from St. Helena

(2) Excellent 

18

Star West Ranch & Retreats

Sonoma County / Sonoma

Sonoma house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Private garden
“Couldn't have been better!” We were looking for a place that had great outdoor living accommodations with a convenient location and Star West Ranch had it. The ranch is located amongst rolling hills and vineyards with great views. There is a great p
…see more

Price per night from

$1,378

Responds fast!
avg. 3 hours 27 minutes

Price per night from

$1,378

Distance approx 14 km from St. Helena

(4) Excellent 

16

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

$149

Responds fast!
avg. 1 hour 37 minutes

Price per night from

$149

Distance approx 7.79 km from St. Helena Show on Map

(1) Excellent 

24

Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries

Sonoma County / Kenwood

Kenwood house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$385

Price per night from

$385

Distance approx 15.39 km from St. Helena

24

Bright & Airy Napa Condo w/Patio on Golf Course!

Napa Valley / Napa

Napa apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$311

Responds fast!
avg. 7 minutes

Price per night from

$311

Distance approx 17.04 km from St. Helena

(4) Excellent 

16

Rocking K Vineyard - Vineyard Romance Cottage

Sonoma County / Sonoma

Sonoma cottage

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$259

Responds fast!
avg. 3 hours 12 minutes

Price per night from

$259

Distance approx 13.5 km from St. Helena

(11) Very Good 

17

Sonoma Creek Cottage of Sonoma - 3 Bedroom

Sonoma County / Sonoma

Sonoma cottage

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Wonderful Thanksgiving Holiday!” I really want to thank Deborah for our wonderful Thanksgiving holidays! She was so responsive from reservation to the stay, and willing to provide the best experience. Good price, good place, and a very rare unit that
…see more

Price per night from

$454

Responds fast!
avg. 2 hours 16 minutes

Price per night from

$454

Distance approx 9.4 km from St. Helena Show on Map

(1) Excellent 

13

Wine Country Retreat

Sonoma County / Santa Rosa

Santa Rosa cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 40 mi
  • Child Friendly
  • Air conditioning

Price per night from

$160

Price per night from

$160

Distance approx 18.65 km from St. Helena

29

Vista Point at Llano Road

Sonoma County / Santa Rosa

Santa Rosa house

4 9 3 nights min

  • 4 bedrooms
  • sleeps 9
  • 3 nights min
  • Nearest beach 35 mi
  • Child Friendly
  • Private garden

Price per night from

$431

Price per night from

$431

Distance approx 12.52 km from St. Helena

(1) Excellent 

24

Sally's Garden Cottage, Sleeps 2-6, Walk to Shops

Sonoma County / Santa Rosa

Santa Rosa cottage

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 40 mi
  • Child Friendly
  • Car not necessary

Price per night from

$224

Price per night from

$224

Distance approx 13.78 km from St. Helena

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

$677

Responds fast!
avg. 3 hours 22 minutes

Price per night from

$677

Distance approx 14.25 km from St. Helena

12

Crush Openings, Sonoma Wine Country Estate with Pool & Spa

Sonoma County / Sonoma

Sonoma villa

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,258

Price per night from

$1,258

Distance approx 18.9 km from St. Helena

(3) Average 

11

Wine Country Townhouse

Sonoma County / Windsor

Windsor house

3 6 7 nights min

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

Price per night from

$394

Price per night from

$394

Distance approx 15.28 km from St. Helena

10

The Ultimate Wine County View Estate

Sonoma County / Healdsburg

Healdsburg house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Air conditioning
  • Private garden

Price per night from

$957

Price per night from

$957

Distance approx 15.16 km from St. Helena

27

Family-friendly 3BR with game room, near the square

Sonoma County / Sonoma

Sonoma house

3 8 30 nights min

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

Price per night from

$517

Price per night from

$517

Distance approx 15.42 km from St. Helena

(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

$454

Price per night from

$454

Distance approx 7.38 km from St. Helena 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

$1,379

Price per night from

$1,379

Distance approx 15 km from St. Helena

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

$288

Responds fast!
avg. 3 hours 44 minutes

Price per night from

$288

Distance approx 17.97 km from St. Helena

4

Worldmark Windsor #3 Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

Sonoma County / Windsor

Windsor condo

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$460

Price per night from

$460

Distance approx 17.97 km from St. Helena

4

Worldmark Windsor # 8 Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

Sonoma County / Windsor

Windsor condo

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$460

Price per night from

$460

Distance approx 17.73 km from St. Helena

(2) Excellent 

12

Walk to Dwntwn Napa, Hot Tub, 3bd/2ba

Napa Valley / Napa

Napa house

3 7 30 nights min

  • 3 bedrooms
  • sleeps 7
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$230

Responds fast!
avg. 1 hour 59 minutes

Price per night from

$230

Distance approx 19.88 km from St. Helena

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

$2,873

Price per night from

$2,873

Distance approx 17.97 km from St. Helena

4

Worldmark Windsor # 7 Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

Sonoma County / Windsor

Windsor condo

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$460

Price per night from

$460

Distance approx 17.97 km from St. Helena

4

Worldmark Windsor #2 Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

Sonoma County / Windsor

Windsor condo

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$322

Price per night from

$322

Distance approx 14.5 km from St. Helena

11

The Orchard House

Napa Valley / Napa

Napa apartment

3 6 30 nights min

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

Price per night from

$569

Price per night from

$569

Distance approx 13.09 km from St. Helena

28

Beautiful Sonoma House w/ Patio & Vineyard Views!

Sonoma County / Sonoma

Sonoma house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$747

Responds fast!
avg. 10 minutes

Price per night from

$747