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St. Helena Holiday Rentals

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    Travellers to St. Helena are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    All 36 Rentals in St. Helena
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Shady Oaks Inn in the Vineyards in Napa Valley1 / 20
    (5)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    5 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Washer
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    • Grill
    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    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 patio with table, chairs and...
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    St. Helena, Napa Valley 94574
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    About this property
    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 bed and private bathroom. One...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Casa Cabernet1 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    • Sauna
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2017
    Once again, on our second stay, the Casa met all of our expectations. The cottage is warm and comfortable, immaculately clean offering all the comforts of home. Sit by the...
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    About this property
    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. It is far enough away from...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Porch
    • Grill
    • Patio
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, Farmstead, Tra Vigne, Cindy's...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Satellite TV
    • Private Garden
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    Pet friendly
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    About this property
    "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, BBQ, 1/2 outdoor basketball...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    About this property
    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 recliners & a 55 inch Sony flat...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    • Satellite TV
    • Patio
    • Hot Tub
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 WiFi. Rear entertainment...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Patio
    • Housekeeping Included
    • Central Heating
    • Mountain Views
    • Grill
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Combining the comforts of home with the amenities of a luxury hotel, this 2bed/2bath vacation rental is 2 blocks to St. Helena's Main St. Complete with high-end fixtures and furnishings, experience wine country living at its best! Perfect for up to 4 people, you'll appreciate the spacious open...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Internet Access
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 bedrooms is appointed with a...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Leave the world behind and unwind in the heart of Napa Valley. This Mediterranean villa sleeps six in the main house, and includes a separate 1BR/1BA guest house for two. Set between some of the most renowned vineyards in the world, you’ll be able to taste for yourself why Napa is such a...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Sauna
    • Housekeeping Included
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 you'll need and homely...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Outdoor Dining Area
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 structure with fun outdoor...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Washer
    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    St. Helena, Napa Valley 94574
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    One Block Walk To Downtown St. Helena Main Street Restaurants/Shops/Spa/etc!1 / 23
    (46)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Wine Country Escape - Just outside Saint Helena1 / 20
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Satellite TV
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    Pet friendly
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    A Rare Find Amongst The Vines In The Napa Valley-- Monthly or Long-Term1 / 24
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Satellite TV
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    St. Helena Cottage - Walk to Downtown!1 / 12
    (43)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    • Housekeeping Included
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    St. Helena, Napa Valley 94574
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wine Country Oasis. Pool, hot tub, vineyard views, walk to Downtown St. Helena1 / 24
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Newly built Modern Farmhouse with vineyard  views1 / 24
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Country  Home Downtown     St. Helena!1 / 24
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Mid-Century Modern Wine Country1 / 24
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Napa Valley Hideaway:  Ideal for 3 couples (accommodates 8)1 / 24
    (12)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    The St. Helena House - Within Walking Distance To Downtown1 / 24
    (84)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Central Heating
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Renovated Historic Farm House with Vineyard in Downtown Saint Helena!1 / 22
    (83)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Quintessential Saint Helena Cottage1 / 23
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 bdrm 1920's Vineyard View Farmhouse close to downtown St. Helena1 / 20
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 BR | 2 BA | Ranch |  Fire Pit | Near Top Wineries1 / 23
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Downtown 3 blocks, Spa, Bocce, Outdoor Kitchen.  Fast Electric Car Charger!1 / 22
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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