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Holiday Rentals near Ledson Winery & Vineyard

7335 Ca-12, Kenwood, California 95409-6269
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    Travellers to Kenwood are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 39 Rentals in Kenwood
    Heiter House - the perfect getaway in Wine Country1 / 25
    (6)Excellent
    3.1 miles from Ledson Winery & Vineyard
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Relaxing, Private Poolside Cottage for 2 in Sonoma Valley Wine Country1 / 18
    (22)Excellent
    0.9 miles from Ledson Winery & Vineyard
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    WALK to Wineries from this Gorgeous Designer Home!1 / 23
    (4)Excellent
    2.6 miles from Ledson Winery & Vineyard
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries1 / 24
    (1)Excellent
    2.8 miles from Ledson Winery & Vineyard
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Washer
    • Porch
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 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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    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. Our 2 bedroom, 2 bathroom home features an open kitchen-living floor plan perfect for enjoying a good time with family and friends. The kitchen is fully equipped and...
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    Location Information
    Kenwood, Sonoma County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.0 miles from Ledson Winery & Vineyard
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All originally built or restored by owners for friends and family - this elegant home sits on an acre with over 300 feet of rare Sonoma Creek frontage in Kenwood. Behind the stone wall and gated circular driveway there's a 16' x 33' solar heated saline pool with a child safe automatic cover that's...
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.7 miles from Ledson Winery & Vineyard
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Balcony
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    • Parking
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Escape to wine country for a peaceful getaway at this stunning 4BR/2.5BA home. Situated on an acre of land with mature trees and beautiful landscape, this ultra secluded estate features a wraparound porch, fire pit, al fresco dining, and brand-new hot tub. As you enter through...
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    Kenwood, Sonoma County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    2.3 miles from Ledson Winery & Vineyard
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled along a quiet country road overlooking Sonoma Valley vineyards and mountain panoramas, this 2BR/2BA cottage is ideal for couples vacationing together. Enjoy spacious communal living areas and a private upstairs loft with a separate entrance. This rental features a well-equipped kitchen,...
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    Kenwood, Sonoma County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.9 miles from Ledson Winery & Vineyard
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on over 7 acres, this secluded home is nestled on a hillside surrounded by century-old oak trees. Fresh from an extensive renovation in 2021, your private retreat provides a delightful wine country getaway. Bonus: solar panels and 3 Tesla Powerwall batteries make this home environmentally...
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.6 miles from Ledson Winery & Vineyard
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prime location in world-famous Sonoma wine country - close to prestigious vineyards, fine dining, state parks and community activities. The property has been tastefully decorated and appointed to maximize your enjoyment and anticipate every need. Make the most of indoor – outdoor living with a...
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    Location Information
    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.3 miles from Ledson Winery & Vineyard
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Washer
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled under the giant oaks at the end of this country road overlooking Napa Valley vineyards and mountain panoramas, this 1BR cottage sits on a stunning 6.5-acre estate. The cottage has a spacious living area, well-equipped kitchen, and large deck with a private hot tub overlooking the scenic...
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    Kenwood, Sonoma County
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Elegant five-acre estate w/private hot tub, pond, close to wineries1 / 34
    (28)Very good
    1.6 miles from Ledson Winery & Vineyard
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Charming Country Home Nestled In Kenwood Village the heart of the wine country.1 / 24
    (78)Excellent
    2.7 miles from Ledson Winery & Vineyard
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N1 / 49
    (107)Excellent
    2.7 miles from Ledson Winery & Vineyard
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Brambleberry - Idyllic Private Estate, Views, Pool, Spa, Bocce, Best Location!1 / 50
    (89)Excellent
    1.7 miles from Ledson Winery & Vineyard
    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
    Escape the Crowds in Luxury—Kenwood Knoll1 / 22
    (1)Terrible
    2.0 miles from Ledson Winery & Vineyard
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
    8.5 Acre Estate in the heart of wine country. Pool, Hot tub, Total Privacy1 / 24
    (18)Very good
    2.1 miles from Ledson Winery & Vineyard
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Casa Bella Estate in Wine Country1 / 27
    (6)Excellent
    2.2 miles from Ledson Winery & Vineyard
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Kenwood Farmhouse - A Little Piece Of Heaven Amongst The Vineyards!  2 Bedrooms,1 / 9
    (29)Excellent
    2.8 miles from Ledson Winery & Vineyard
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Private home in Sonoma Wine Country *Monthly Discounts*1 / 38
    (39)Excellent
    2.6 miles from Ledson Winery & Vineyard
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Himmel House- Enchanting home away from home is a serene idyll for a relaxing ge1 / 46
    (17)Excellent
    3.2 miles from Ledson Winery & Vineyard
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Internet Access
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.1 miles from Ledson Winery & Vineyard
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Kenwood, Sonoma County
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    2.4 miles from Ledson Winery & Vineyard
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Kenwood, Vina Vista is a fantastic wine country retreat. Comprised of a main house and private cottage, this 5BR/3BA rental is truly one-of-a-kind. Host cookouts in the garden oasis, complete with a custom outdoor kitchen, heated pool, and spa. Or dine alfresco on the deck...
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    Kenwood, Sonoma County
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Quiet and Private —Tree Top Modern1 / 45
    (1)Excellent
    2.1 miles from Ledson Winery & Vineyard
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Smoking allowed
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    Kenwood, Sonoma County
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Modern 3 Bedroom Home W/Pool in Sonoma on 2 acres along a seasonal creek.1 / 49
    (43)Very good
    2.5 miles from Ledson Winery & Vineyard
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.6 miles from Ledson Winery & Vineyard
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Kenwood, Sonoma County
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    The Kenwood House, a Place to Stay1 / 27
    (60)Excellent
    2.9 miles from Ledson Winery & Vineyard
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kenwood, Sonoma County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.5 miles from Ledson Winery & Vineyard
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover a private paradise at this 3BR/2BA home, complete with a sparkling hot tub and fruit trees in the backyard! Inside, you’ll find a large collection of books and movies in the media room. Perfect for work and play, the game room offers a spacious desk and lots of toys. Indulge your inner...
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.1 miles from Ledson Winery & Vineyard
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience vineyard villa perfection at the remarkable Locanda Estate, an immaculate gated property surrounded by acres of vineyards in the heart of the Sonoma Valley. Inspired by old-world Mediterranean architecture, this 3BR/3.5BA hideaway boasts a roomy all-suite layout, a chef’s kitchen, and...
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    Kenwood, Sonoma County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries, Bikes Included1 / 24
    (43)Very good
    2.8 miles from Ledson Winery & Vineyard
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Kenwood, Sonoma County
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    2.2 miles from Ledson Winery & Vineyard
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boasting a sparkling pool next to a thriving backyard vineyard, this all-suite 3BR/4BA home is a private paradise in the heart of Wine Country. Enjoy easy access to top wineries along the Sonoma Highway or walk to tasting rooms in your neighborhood. Share festive alfresco meals on the patio, then...
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    Kenwood, Sonoma County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    EXECUTIVE WINE COUNTRY HOME HEART OF SONOMA VALLEY1 / 31
    (20)Excellent
    4.5 miles from Ledson Winery & Vineyard
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Mountain Views
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    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2016
    My wife and I just completed another week-long visit to this house. We have been there before and will come back again. It is beautifully furnished with conveniences you likely...
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    About this property
    LOCATION, LOCATION, LOCATION, our reviews speak for themselves. This home is perfect for mature couples, families with kids, multifamilies, reunions, or an adult retreat. With 4 bedrooms and 2.5 bathrooms, this luxury 2900 square foot home is located in a quiet neighborhood, on a hill-offering...
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    Santa Rosa, Sonoma County
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Newly Remodeled 'Vineyard's Found' Vacation Home1 / 26
    (1)Excellent
    3.7 miles from Ledson Winery & Vineyard
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 18 November 2018
    This was probably the best vacation home experience I’ve had. It was in a great neighborhood and I felt lucky to get this location since it’s about 15 mins away from downtown...
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    About this property
    Brand new and beautifully remodeled . The sounds of birds, and crickets serenade you in this hill side property at the edge of high end Skyhawk neighborhood in the heart of the wine country. Our home welcomes you with a private nature sanctuary of Vineyard planted with Cabernet Sauvignon Grape...
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    Location Information
    Santa Rosa, Sonoma County
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2.6 miles from Ledson Winery & Vineyard
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious and luxurious 3BR/3BA retreat features a den (which can be used as an additional sleeping area) and an inviting family room. The opulent living room features a fireplace and piano. Lounge in the sun by the private pool in the enclosed backyard. Take a short drive to some of the most...
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    Santa Rosa, Sonoma County
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3.3 miles from Ledson Winery & Vineyard
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    About this property
    A wonderful retreat for wine lovers, this light-filled 2BR/2BA home offers easy access to the Sonoma Valley vineyards and downtown Santa Rosa. The expansive grounds offer views of a dramatic landscape with rolling mountains in the distance. Take a stroll in the gardens filled with stately oak...
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    Santa Rosa, Sonoma County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4.3 miles from Ledson Winery & Vineyard
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A perfect wine country destination! This home is located on a quiet cul-de-sac near Annadel State Park in the Bennett Valley neighborhood of Santa Rosa. Open, sunny and inviting, this ranch style home is solar-powered and energy-efficient and includes charging for an electric car. Relax on the...
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    Santa Rosa, Sonoma County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.8 miles from Ledson Winery & Vineyard
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Washer
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Retreat to wine country when you stay at this charming vacation rental home! Located in Glen Ellen, California, the 4-bedroom, 2-bathroom space can accommodate 8 travelers. The gorgeous property sits on a lush meadow and is surrounded by towering oak and evergreen trees. Spend your days lounging by...
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    Location Information
    Glen Ellen, Sonoma County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    3.4 miles from Ledson Winery & Vineyard
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A grocery store and good restaurants are just a short pleasant walk away! The nearest winery is only 10 minute-drive away. A quick drive to the heart of Santa Rosa and all of it’s bars, restaurants and entertainment, all this while being under an hour from the ocean. The space Highlights The...
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    Location Information
    Santa Rosa, Sonoma County
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    3.3 miles from Ledson Winery & Vineyard
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Slip into your private outdoor hot tub and watch the stars come out at this incredible 4BR/3BA wine country haven. With 3,337 square feet of opulent living space, you'll feel right at home in two living rooms. The Great Room features a piano, a plush TV lounge area, and a gas fireplace. A second...
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    Location Information
    Santa Rosa, Sonoma County
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3.7 miles from Ledson Winery & Vineyard
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • Hot Tub
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully updated and completely serene, this 5BR/4.5BA home presents a vacation paradise in the rural heart of Bennett Valley! The gated 6.8-acre parcel boasts a heated lap pool, hot tub, and private basketball court. Find two living areas, each with cathedral ceilings and a fireplace. The...
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    Location Information
    Santa Rosa, Sonoma County
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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