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House Rentals and Vacation Home Rentals in St. Helena, CA and nearby

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    1 / 18
    St. Helena
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    St. Helena
    5 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 16
    St. Helena
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    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... View all property information
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    St. Helena, Napa Valley 94574
    1 / 15
    St. Helena
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    St. Helena, Napa Valley 94574
    1 / 20
    4.5 of 5 bubbles (5) Very good
    St. Helena
    Private Room, 5 Bathrooms, Sleeps 12 | Quick View
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    • Patio
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    About this property
    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 country tranquility and each... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    5 of 5 bubbles Reviewed March 18, 2016
    Me and my Sister in law stayed for three nights at Shady Oaks Inn. We had a Great time. The breakfast was to die for. We really enjoyed the evenings when all the gueasts gathered...
    5 of 5 bubbles Reviewed August 29, 2015
    Recently we had a wonderful stay at Shady Oaks. We were in the Winery Retreat which was very clean, well appointed, comfortable and just very nice. The staff was very helpful...
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    1 / 9
    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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... View all property information
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    St. Helena, Napa Valley 94574
    1 / 16
    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    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... View all property information
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    St. Helena, Napa Valley 94574
    1 / 48
    St. Helena
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    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... View all property information
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    St. Helena, Napa Valley 94574
    1 / 11
    St. Helena
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
    Location Information
    St. Helena, Napa Valley 94574
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    1 / 13
    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 18
    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Mountain Views
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    About this property
    In order to see some reviews, please view them on my listing with HomeAway, listing 188610, 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... View all property information
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    St. Helena, Napa Valley 94574
    1 / 23
    St. Helena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 22
    St. Helena
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 24
    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Settle in at our St. Helena cottage (sleeps 2) among the vineyards at Charter Oak Winery. The owners’ artwork decorates the walls and there’s a fully-stocked chef’s kitchen—plus a complimentary bottle, winery tour, and tasting is included in your stay. INSIDE THE HOUSE Walk up to the front door... View all property information
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    St. Helena, Napa Valley 94574
    1 / 17
    St. Helena
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
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    St. Helena, Napa Valley 94574
    1 / 21
    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 23
    St. Helena
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 20
    St. Helena
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Central Heating
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    St. Helena, Napa Valley 94574
    1 / 12
    St. Helena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    St. Helena, Napa Valley 94574
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    1 / 18
    St. Helena
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 12
    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    St. Helena, Napa Valley 94574
    1 / 23
    4.5 of 5 bubbles (3) Very good
    St. Helena
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    100 year old Victorian, once occupied by Robert Mondavi just down the street from Farmstead and Tra Vigne, and walking distance to wineries and the town of St Helena. Enjoy all that the wine country has to offer in the comfort of your own home, with your own pool and spa. This home has been... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    5 of 5 bubbles Reviewed November 28, 2016
    Loved the location, the charm, and the modern conveniences of this historical home. It was a lovely interaction with the owner and a blissful stay. Can't wait to return.
    4 of 5 bubbles Reviewed September 16, 2015
    5 friends stayed very comfortably in this 4 bedroom charmer which was within easy walking distance to all things in St.Helena. The pool and spa were a great way to finish off a...
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    1 / 24
    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    St. Helena, Napa Valley 94574
    1 / 24
    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 13
    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 23
    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 24
    St. Helena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 24
    St. Helena
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 24
    St. Helena
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 24
    St. Helena
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 18
    St. Helena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 24
    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 20
    St. Helena
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 24
    St. Helena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 22
    St. Helena
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    St. Helena, Napa Valley 94574
    1 / 23
    St. Helena
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    St. Helena, Napa Valley 94574
    1 / 20
    St. Helena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Location Information
    St. Helena, Napa Valley 94574

    The following rentals are within 10 miles of St. Helena, Napa Valley, California.

    1 / 18
    5 of 5 bubbles (16) Excellent
    Kenwood
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Relax and unwind in a brand new, poolside guest cottage on a private compound just off the Highway 12 Wine Trail in Kenwood. The Sonoma Valley scenery is gorgeous - from vineyards and wide open fields studded with ancient oaks to rolling hills and dramatic mountains. Your home away from home... View all property information
    Location Information
    Kenwood, Sonoma County 95409
    5 of 5 bubbles Reviewed November 14, 2016
    My husband and I had our first getaway in five years - basically since becoming parents. Staying at Sonoma Rosso made our getaway memorable, comfortable, romantic, and perfect...
    5 of 5 bubbles Reviewed October 10, 2016
    Just spent 4 very relaxing days staying at this property. We were made very welcome by the owner Linda, and the property itself was first class. Spotlessly clean with every...
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    1 / 31
    5 of 5 bubbles (9) Excellent
    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Escape to this 2 acre, 3-bedroom retreat in the heart of Sonoma Wine Country, nestled among Oak and Fir trees along a calming seasonal creek. Located in Adobe Canyon, off the Valley of the Moon Highway, the quintessential Wine Country Hamlet of Kenwood is just a short 5-minute drive as is the... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 bubbles Reviewed July 1, 2015
    I live locally and wanted to find a rental that my family could gather at and decided on this Kenwood property mainly as the pool looked like the perfect place to relax and...
    4 of 5 bubbles Reviewed March 27, 2015
    Wow this place was so tranquil and beautiful. It was exactly what I needed to recharge my batteries. The drive up there was so relaxing and beautiful. It's in the perfect area...
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    1 / 27
    5 of 5 bubbles (5) Excellent
    Glen Ellen
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Perched at the top of Trinity Road sits this charming country home offering breathtaking panoramic views of the Valley of the Moon. Sitting on over 5 acres, this gated estate allows plenty of privacy, and is ideally located to explore both Sonoma and Napa Valleys. Located less than 10 minutes from... View all property information
    Location Information
    Glen Ellen, Sonoma County 95442
    5 of 5 bubbles Reviewed June 7, 2016
    Great location between the two valleys and fun drive into the wine county each day. The house is well decorated and supplied, it really did feel like home. The view is...
    5 of 5 bubbles Reviewed January 11, 2016
    Stayed at this fabulous property with a group and friends and could not be happier! The views are amazing and the decks all around the house are perfect for relaxing with a glass...
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    1 / 17
    5 of 5 bubbles (5) Excellent
    Glen Ellen
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This wine country cottage sits in a sunny spot on a private lane just off Warm Springs Road. Your experience here will be peaceful and private, with only a few deer crossing the property occasionally. The two bedroom home provides you with a cozy atmosphere, closeness to Glen Ellen with a large,... View all property information
    Location Information
    Glen Ellen, Sonoma County 95442
    5 of 5 bubbles Reviewed October 28, 2016
    Better than we could have thought. Wonderful home base for exploring Sonoma. High end kitchen made meals easy and fun. Napa is a bit of a drive either over a winding road or...
    5 of 5 bubbles Reviewed April 2, 2016
    Stayed at this charming cottage that my son rented over easter week-end. It is in a lovely quiet wooded area. Such a nice place to relax. House was clean and comfy and well...
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    1 / 24
    5 of 5 bubbles (1) Excellent
    Kenwood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    About this property
    Hello and welcome to Casa Orinda, our newly renovated wine country home in Kenwood, in the heart of the Valley of the Moon.<BR><BR>Our 2 bedroom, 2 bathroom home features an open kitchen-living floor plan perfect for enjoying a good time with family and friends. <BR><BR>The kitchen is fully... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 bubbles Reviewed September 13, 2016
    I booked this property for 4 adults. We ended up with a Newborn as our 5th!!! This house has been transformed by the Owner Peter into a great oasis in the middle of an old...
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    5 of 5 bubbles (2) Excellent
    Glen Ellen
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • DVD Player
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    Welcome to our little house!<BR><BR>A Getaway that is still easily reached within an hour from the Golden Gate! Located in a quiet neighborhood in Glen Ellen, just a few miles north of Sonoma Square. Glen Ellen sits right in the heart of the wine country- Sonoma, Napa, Healdsburg, Yountville are... View all property information
    Location Information
    Glen Ellen, Sonoma County 95442
    5 of 5 bubbles Reviewed September 25, 2016
    We spent 2 lovely nights in this house. House was 2 bedrooms with very comfortable beds. Simple but very comfortable home with all the amenities. The back yard was beautiful. So...
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    1 / 23
    5 of 5 bubbles (3) Excellent
    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Washer
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    • DVD Player
    • Air Conditioning
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sonoma Valley is the epicenter of food and wine culture, but sometimes no one wants to have to be the "D.D." on vacation. With our perfect location in the heart of Sonoma Valley, you can walk to 9 wineries within 5 blocks, and still feel like you're "getting away from it all" in our quiet... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 bubbles Reviewed August 6, 2015
    This home was truly amazing!! Our friends and I truly enjoyed its beauty, both inside and out. We laughed, ate, reminisced and drank wine with such joy here. The kitchen was so...
    5 of 5 bubbles Reviewed September 24, 2014
    Where do I begin, the house is perfect! The location, the amenities. It feels like home as soon as you unpack your suitcase! Everything you need is already there. The house and...
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    1 / 22
    Kenwood
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
    • ?
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    This one of a kind stone lodge is located in a secluded location at the very heart of the Sonoma Valley, all 5 bedrooms are large and have a private, ensuite bath. We have a caretaker who lives just down the lane, so you can be assured of superior oversight and assistance. We now have access to a... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 18
    5 of 5 bubbles (3) Excellent
    Kenwood
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Waterfront
    • Washer
    • Hot Tub
    • Satellite TV
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    • DVD Player
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Kenwood Cottage is located in the heart of Sonoma's wine country and the charming town of Kenwood. This two bedroom home (over 1300 square feet of living space) is walking or biking distance to Sugarloaf Ridge State Park and major wineries. This idyllic cottage rests on a year round creek in the... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 bubbles Reviewed September 28, 2012
    Stayed here with 2 friends....all middle-aged ladies enjoying Northern California. The Cottage was spotlessly clean, well maintained, restfull, and centrally located. From here...
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    Glen Ellen
    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • x
    • ?
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    • ?
    About this property
    The charming house has two bedrooms: a very generous master bedroom suite with a private deck and a second bedroom with two beds that can be coverted into one queen size bed. Additionally, the living room has a comfortable pull-out couch suitable for sleeping two. The gourmet kitchen is fully... View all property information
    Location Information
    Glen Ellen, Sonoma County
    1 / 28
    Kenwood
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The decision to spend time outdoors or indoors will be difficult as this luxury vacation home features gorgeous and well appointed living areas both inside and out. Upon arrival you will notice that the architecture of the luxurious Estate in the Vines was designed to complement its wine country... View all property information
    Location Information
    Kenwood, Sonoma County 95409
    1 / 14
    Glen Ellen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Wi-Fi
    • Balcony
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Welcome to The Valley Of The Moon! Nestled among giant Oaks, hugging a sprawling forest and across from Morton's Warm Springs, our lovely sanctuary offers the blissful relaxation of a welcome retreat. Come and see the deer, turkey, fox and other wildlife that wander among the native trees and... View all property information
    Location Information
    Glen Ellen, Sonoma County 95442
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