10 Best St. Helena Vacation rentals on Holiday Lettings - Apartments

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13 Vacation rentals

(5) Very Good 

20

St. Helena Vacation b&b rental

Napa Valley / St. Helena

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Welcome to our Napa Valley bed and breakfast! We invite you to experience the warmth and romance of our Bed and Breakfast Inn secluded on two acres nestled among some of the finest Wineries and restaurants in Napa Valley. Relax and enjoy the elegant ambiance, the wine c …see more

from $1476 / night

$10326 / week

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from $1476 / night

18

Vacation home in St. Helena

Napa Valley / St. Helena

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Our fabulous, upscale Cottage House is a 3 bedroom and 3 bathroom (could add a Studio to get 4 bed and 4 bath) house walking distance to the heart of St. Helena. On the ground floor, there is a kitchen, living room, dining room and two bedrooms, each with a king size be …see more

from $595 / night

$4165 / week

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from $595 / night

8

Home rental in St. Helena with golf nearby

Napa Valley / St. Helena

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Very quiet and private, yet only a 15 minute walk downtown to Main Street where you'll find The Culinary Institute of America, Giugni's Delicatessen, Model Bakery, Gott's Roadside and Dean & Deluca. Also local are world-class restaurants such as PRESS, Market, Farmstea …see more

from $215 / night

$1625 / week

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from $215 / night

16

St. Helena Vacation home rental

Napa Valley / St. Helena

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Stay in this conveniently located 3bdm/1bath modern ranch style home in downtown St. Helena. Please contact for available dates. The Oak House a three blocks to St. Helena's restaurants and Shops. The house has clean and simple modern rustic style. Each of the 3 bedroo …see more

from $167 / night

$1167 / week

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from $167 / night

48

St. Helena Vacation home rental

Napa Valley / St. Helena

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
A stunning house in the Wine Country (Napa Valley), our house is located in walking distance to top wineries, shopping, and restaurants in Saint Helena, California. Never risk your vacation being cancelled, and book with us. Our home contains all the opulent amenities y …see more

from $1200 / night

$8400 / week

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from $1200 / night

22

Vacation home with swimming pool in St. Helena

Napa Valley / St. Helena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
A veritable nature preserve of 70 secluded acres on a ridge at the Napa/Sonoma line, this has a breathtaking vanishing edge pool with views to Mount St Helena and beyond. 300 degree views of both the Sonoma and Napa valleys are seen from the 1200 sq ft Summit viewing/di …see more

from $1649 / night

$18830 / week

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from $1649 / night

15

Vacation home in St. Helena

Napa Valley / St. Helena

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Nearest beach 97 mi
  • Air conditioning
  • Private garden
Elegant recently remodeled 4 bedroom 3.5 bath furnished and air conditioned home 3 blocks from St. Helena's Main Street. Double garage with Tesla fast wall charger, gourmet kitchen, living room, dining area and family room with HDTV, Sonos music player, and high-speed …see more

from $284 / night

$1984 / week

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from $284 / night

9

Vacation apartment in St. Helena

Napa Valley / St. Helena

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Nearest beach 97 mi
  • Air conditioning
  • Private garden
Elegantly furnished 1 bedroom, 1 bath apartment 3 blocks from Main Street St. Helena. Air conditioned, king bed, large dresser with drawers, walk-in closet, gourmet kitchen, 2 HDTVs, DVD, cable service, desk, sofa bed, and laundry closet with washer and dryer. Private …see more

from $108 / night

$758 / week

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from $108 / night

16

Vacation home in St. Helena

Napa Valley / St. Helena

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This house is newly renovated and has everything you need for a great vacation in wine country. The outdoor space is our favorite part of the house with backyard views or vines and room to eat outdoors and relax. There's a firepit and large outdoor table under a shade s …see more

from $334 / night

$2334 / week

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from $334 / night

17

St. Helena Vacation home rental

Napa Valley / St. Helena

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
"Stonehenge" depicts wine country living at it's best. You will enjoy the home as much as you'll love exploring Napa Valley. The home is professionally designed and furnished (mostly Restoration Hardware) and comes with a gorgeous pool, patio with fireplace, fire pit, B …see more

from $834 / night

$5834 / week

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from $834 / night

(1) Excellent 

18

Vacation home rental

Napa Valley / St. Helena

1 2 30 nights min

  • 1 bedroom
  • Sleeps 2
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
Casa Cabernet is a special place in the Napa Valley, located approximately 2 miles from the town of St. Helena. It has a spacious, beautifully decorated, comfortable interior and is surrounded by vineyards. The views are gorgeous and the gardens and vineyards lovely. …see more

from $159 / night

$1109 / week

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from $159 / night

24

St. Helena Vacation home rental

Napa Valley / St. Helena

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly remodeled home on a quiet cul-de-sac, a short 10 min walk/stroll to St Helena downtown. Walk to wonderful restaurants like Farmstead, Terra and Cindy’s Backstreet Kitchen as well as tasting rooms and Merryvale Winery. Relax and enjoy a spacious inviting backyard w …see more

from $500 / night

$3500 / week

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from $500 / night

11

Vacation home in St. Helena

Napa Valley / St. Helena

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning
This charming 2 bedroom , 2.5 bath home with an office is located just steps from downtown St. Helena. It is walking distance to wineries, a health spa, world class restaurants, a movie theater and shopping. The living room is comfortably furnished with a sofa, 2 rec …see more

from $250 / night

$1875 / week

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from $250 / night

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