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Cottages and Apartments in Healdsburg, CA

About Healdsburg
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    47 Vacation Rentals in Healdsburg
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    $5,500
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    1 / 44
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    $595
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    $285
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    5 of 5 stars (1) Excellent
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    1 / 9
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview Reviews (2)
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    • Suitable for children
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    About this property
    Newly remodeled, and nicely appointed the Barn suite will have you steps from the vineyard, right in the heart of Alexander Valley. The full sized bathroom, with a full sized kitchen will help you relax in absolute comfort. Located on a beautiful winery, it was originally the post office and town... View all property information
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    5 of 5 stars Reviewed June 26, 2014
    We traveled to the area for a wedding in Geyserville and were fortunate to find that Soda Rock and some of the other winerys in the Wilson family offer accommodations on the...
    5 of 5 stars Reviewed January 25, 2014
    My wife and 4 friends rented the Barn Suite, Vineyard Suite, and Artists Den during the Winter Wineland 2014. All 3 units were unique and comfortable. Each had a luxurious...
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    1 / 30
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    Mill Creek Estate is an exceptional Vineyard Estate located in the heart of the Sonoma Wine Country near the quaint town of Healdsburg and less than 6 minutes from the historic, upscale, and charming Downtown Plaza. The property consists of a main house and adjacent studio suite situated within an... View all property information
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    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Suitable for children
    • x
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    • x
    About this property
    Newly remodeled, and nicely appointed the Vineyard suite will have you steps from the vineyard, right in the heart of Alexander Valley. A Full size bathroom, with a kitchenette will help you relax in absolute comfort. Located on a beautiful winery, it was originally the post office and town center... View all property information
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    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Mountain Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • Elder access
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    About this property
    Thought of as the 'honeymoon suite', newly remodeled and nicely appointed the Water Tower suite has you steps from the vineyards as well as offering 360 degree views of the vineyards and mountains, right in the heart of Alexander Valley. Full size bathroom and full size kitchen will help you relax... View all property information
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    1 / 20
    Overview
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
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    About this property
    Our apt. is nestled in the heart of the gorgeous Dry Creek Valley wine country, 10 minutes away from Healdsburg and its many wineries, acclaimed restaurants, and shops galore. the apt. is 1150 Sq ft with 2 bedrooms, kitchen/great room, and deck/BBQ. We have 8 acres with organic gardens, raised... View all property information
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    1 / 28
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    • Pets allowed
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    About this property
    Our home is a perfect starting point to Alexander Valley and Dry Creek wineries and a short walk to the banks of Russian River where you can float, kayak, paddle board or just lay in the sun. Nested on Fitch Mountain, our home is in the heart of nature. You are close enough to downtown... View all property information
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    1 / 13
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (8)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
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    About this property
    Cute, fully furnished, 3 bedroom/2 bath farm house in the city of Healdsburg. 10-15 minute walk/ 5 minute bike ride / 3 minute drive to Downtown Healdsburg. Few miles away from over 100 wineries! 30 DAY MINIMUM per Healdsburg Zoning Laws THERE ARE PROBLEMS WITH FLIPKEY EMAIL SO PLEASE CHECK YOUR... View all property information
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    5 of 5 stars Reviewed May 27, 2014
    My husband, son and I had a wonderful time exploring the wine country last summer. The house is very warm, welcoming and comfortable. I love to cook and found the kitchen to be...
    5 of 5 stars Reviewed May 21, 2014
    We live in NYC and have been to Napa many times. This was our first visit to Healdsburg and the Sonoma region. We loved it and have found our new favorite place in CA wine...
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    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
    About this property
    This is a beautifully newly designed architectural home recently built and most recently landscaped by an up and coming architect. It is a family home but also designed for entertaining as well - which is what we do often. We have a patanque court (small bocce ball court) trampoline to play on,... View all property information
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    $165
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    1 / 17
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    The pristine Chalk Hill valley here in Healdsburg is where this lovely attached studio is located and only 12-14 minutes drive to downtown Healdsburg, and 5-7 minutes to downtown Windsor featuring: Separate entrance with deck and views, gas bbq Queen size bed, fully equipped kitchen, private... View all property information
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    5 of 5 stars Reviewed January 8, 2015
    We had a very nice stay with Tony and Julie. It's a lovely studio with all the amenities you need. It's convenient to many wineries, Windsor and Healdsburg. The owners were...
    5 of 5 stars Reviewed November 21, 2013
    My husband and I stayed at this location with our 2 small dogs. We were looking for a quiet place to spend Independence holiday, far away from noisy fireworks... and that is...
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    $575
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Spend your vacation in the heart of Healdsburg, CA at the Moorish-inspired Cypress House. Beautiful tiles, an interior courtyard, and an incredible view of downtown and beyond from the top floor terrace make this property unique to wine country. Located at the edge of a small shopping center, it... View all property information
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    1 / 23
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    New on the market! Response time is typically within the hour except if making a request after 9pm pst which could be a few hours. Please don't pay for reservation unless contacted via phone for your protection. This is a great chance to stay in a very comfortable and well decorated Sonoma... View all property information
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    $290
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    1 / 18
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    This charming 3 bedroom, 2 bath home is one of four riverfront vacation homes offered by Wine Country Lodges, and has everything you need for a great Wine Country stay. It's located less than one mile from Healdsburg and all the excitement of a world class wine producing region, but feels world's... View all property information
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    1 / 23
    4.5 of 5 stars (2) Very good
    Overview Reviews (2)
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Firefly Lodge is one of 4 luxurious riverfront vacation homes owned by Wine Country Lodges, located in beautiful natural settings in Sonoma Wine Country. (For information on all four visit the WineCountryLodges website.) Firefly Lodge is a warm and welcoming retreat, enjoying peaceful and... View all property information
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    5 of 5 stars Reviewed September 30, 2014
    We had 8 people staying for a wedding in September in the Alexander Valley. The Firefly lodge was a perfect place to stay. It has a wonderful view of the Russion River. More...
    4 of 5 stars Reviewed January 2, 2013
    Wonderful place. I would suggest going when the weather is warmer so you can take advantage of the kayaks, hot tub and sauna. Beautiful home on the Russian River. Be prepared to...
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    $340
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    Overview Reviews (1)
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This 3 story, 3+ bedroom classic river retreat has beautiful river views, and it's own dock. It is only a mile from Healdsburg and guests can take an easy and enjoyable walk to the Plaza, around which all the excitement and activity revolve in this picturesque, world class wine growing region.... View all property information
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    4 of 5 stars Reviewed July 14, 2014
    Spent a week at the Old River Lodge with both daughters and their husbands and had a most enjoyable time. The lodge is a three story home on the bank of the Russian River, with...
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    $195
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    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Fishing...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    About this property
    Our cottage is one of the best priced rentals right on the river with a big spa. It is priced the same or lower than other rentals across the street or up Fitch Mountain. There is a big difference being on the river, the big deck and dinning room have river views and lots of natural lights. The... View all property information
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    5 of 5 stars Reviewed April 5, 2015
    Easy breezy. Everything about this rental was a no-brainer. From communication with the owners to the accessibility and instructions to the quaintness and cleanliness of the...
    4 of 5 stars Reviewed March 10, 2014
    My daughter found this cute cottage on VRBO. We were looking for a place to stay with a hot tub with great scenery and relaxing. We enjoyed making meals, sitting on the deck with...
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    1 / 20
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    This distinctive and luxurious vacation home, with views and a private beach, offers 3 King Bedrooms, plus Queen guestrooms. The prime riverfront location in Healdsburg lies in the heart of Sonoma Wine Country, near the point where the Russian River flows through three world class wine growing... View all property information
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    $309
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    Overview Reviews (5)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
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    About this property
    DEAR POTENTIAL GUEST: PLEASE CHECK CALENDAR BEFORE INQUIRING ABOUT AVAILABILITY - IT IS ALWAYS CURRENT. THANK YOU!! Dry Creek Villa was completed in 2008. Since its opening, guest reviews confirm the villa to be a truly exceptional, idyllic retreat! We consistently rate 5/5 stars from prior... View all property information
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    5 of 5 stars Reviewed August 1, 2014
    My wife and I were looking for a quite, secluded retreat to totally unwind, we have found it. A modern, contemporary villa, on top of a ridge, with views in every direction. Only...
    5 of 5 stars Reviewed April 25, 2012
    This place was completely procured by my friend, Andrew, with the smallest of input from the other members of the party. We were all very impressed with the property, both in...
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    5 of 5 stars (8) Excellent
    Overview Reviews (8)
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Lytton Place is a two bedroom, two bath turn of the century restored farmhouse. It is nestled between Dry Creek Valley and Alexander Valley wine areas, but only 3 miles from the Plaza in downtown Healdsburg. There are pastoral view of open space and vineyards from the farmhouse. View all property information
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    5 of 5 stars Reviewed November 3, 2014
    We picked this farmhouse for it's location, layout, and value. Two senior couples doing cycling wine tours for 8 days. This location was perfect to ride out everyday to a...
    5 of 5 stars Reviewed October 20, 2014
    This house was great! It is well maintained and very clean. The kitchen was well stocked with essentials. The porch was relaxing and offered great views of the surrounding...
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    1 / 20
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (5)
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This restored country home sits in the Alexander Valley near the famous Jimtown store, and looks across to and around vineyards. Just 7 minutes from Central Healdsburg, many wineries are nearby such as Fieldstone, White Oak, Sausal and Hanna, and Calistoga is within a 20 minute drive. As you drive... View all property information
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    5 of 5 stars Reviewed July 24, 2014
    We just celebrated a girls get togther at the Jimstown house and it was excellent. The house is in a great location, is artfully decorated and very comfortable. There were 4...
    5 of 5 stars Reviewed July 16, 2013
    We stayed at the Jimtown House for a girls getaway. It was absolutely wonderful! The house is stunning, beautifully furnished, well stocked and on the most magnificent grounds...
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    1 / 44
    4.5 of 5 stars (3) Very good
    Overview Reviews (3)
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    All of the living at West Dry Creek View is at the back side of this beautiful modern minimalist country property. Three private acres offer a large in ground 22' x 60' swimming pool and large concrete hot tub amid gardens, emerald green lawn, and vineyard views galore, all less than ten minutes to... View all property information
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    4 of 5 stars Reviewed March 15, 2015
    Beautiful location on west dry creek road making it convenient to get to many wineries and downtown Healdsburg but also secluded enough to get away from the hustle and bustle...
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    $550
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    1 / 11
    5 of 5 stars (6) Excellent
    Overview Reviews (6)
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    About this property
    Enjoy this newly renovated 2 bedroom, 2 full bath cottage with gourmet kitchen, wood burning fireplace, large back deck with vineyard views and more. Located 5 miles outside historic Healdsburg, just 90 minutes north of San Francisco. This beautiful cottage provides it all. Spectacular vineyards... View all property information
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    $800
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    Overview Reviews (9)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
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    About this property
    'Mona, a name given to house by our daughter when she could not say 'Sonoma,' is a four bedroom/four bath, completely remodeled home including a one bedroom/one bath guest house in the heart of Dry Creek Valley in Healdsburg, California. Our vacation home sits on one acre nestled among the vines... View all property information
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    5 of 5 stars Reviewed April 1, 2015
    We rented this home for a group of nine former college roommates gathering for a long wine country weekend. Being unfamiliar with the area, we could not have lucked out more on...
    5 of 5 stars Reviewed May 14, 2014
    I rented this house for a Mother's Day weekend away with a group of new moms. We arrived and the house was very clean. The house is simply beautiful. The settings are stunning. We...
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    5 of 5 stars (15) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Overview Reviews (15)
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    • Grill
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Isabelle's Maison Zinscape’s Private Cottage and Garden Room are set among the Dry Creek Valley , with over 60 wineries and vineyards in the heart of the wine country. You pull down driveway to the doors of both seperate rooms which are adjacent to each other. You can come and go in privacy. The... View all property information
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    5 of 5 stars Reviewed December 1, 2014
    This was perfect! So peaceful and beautiful, walking every morning, comfy bed, awesome food, off the hook wine and such a nice proprietor , BRUCE!
    5 of 5 stars Reviewed November 23, 2014
    We have been staying about twice a year at Zinscape for about 3 years and we are never disappointed. The past visit was no exception. It is a quiet sanctuary in close proximity...
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    $675
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    • Dishwasher
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    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Nestled in a picturesque redwood grove on the banks of the Russian River, only 3 miles from historic Healdsburg Plaza, Redwood Tree House is one of the most enchanting vacation rental homes in all California Wine Country. The charming Main House and romantic 'La Casita' guest cottage provide a... View all property information
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    5 of 5 stars Reviewed September 13, 2013
    I don't think I can say enough about how wonderful our trip to the Redwood Treehouse was! My husband and I were travelling with friends of ours, another couple, and this house was...
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    4.5 of 5 stars (4) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (4)
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Enjoy the best of two worlds, the peace and tranquility of ‘country living’ among the vineyards and wineries of the Russian River Valley, and the convenience of being only five minutes from the historic Healdsburg’s Plaza. BellaGia Healdsburg is an upscale, and modern appointed three bedroom, three... View all property information
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    3 of 5 stars Reviewed September 10, 2014
    I was staying at Bella Gia with my husband and a few friends. We were in Healdsburg for our friends' wedding. The house is in an extremely convenient location to downtown...
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    $595
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Luxury Two-Story Home – 3 (4)br/2 full ba/2 half bath (up to 6 guests, children & sm. dogs ok) w/ Spa/Pool & Spectacular Views Private, secluded, and serene... Healdsburg Hillside Haven is nestled among the oaks, pines and redwoods on South Fitch Mountain, yet is only minutes from only minutes... View all property information
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    5 of 5 stars Reviewed August 22, 2014
    I have rarely been in such a well appointed house. Everywhere you looked in the house was interesting and beautiful. The view was also spectacular. The front garden with hot...
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    5 of 5 stars (4) Excellent
    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Satellite TV
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    Suitability
    • Pets allowed
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    • Suitable for children
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    About this property
    Centrally located in the heart of Sonoma County wine country, this 7-acre, gated Estate has everything you can imagine to make for a fabulous Vacation experience and is nestled on a hillside in the western Sonoma Foothills. On a secluded private lane, just past the Schlumberger Art Gallery (by... View all property information
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    5 of 5 stars Reviewed September 26, 2012
    After much searching for the perfect rental that would meet the needs of our family,(adult children!) I decided on Twin Pillars and boy did I hit a home run!! The home is...
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    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Very well located just about 3 miles south of Healdsburg’s historic Plaza, among vineyard and equestrian estate homes, this lovely two-story 3br/2.5ba, 2300 sq. ft. home has central heat and AC, with many custom features and special amenities. This ‘lovely lady’ sits on a beautifully landscaped... View all property information
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    5 of 5 stars Reviewed March 2, 2015
    This property was nothing short of spectacular! The layout offered privacy as well as many areas for social gathering both inside and outdoors. The kitchen was well organized and...
    5 of 5 stars Reviewed September 12, 2014
    What a wonderful house for a vacation escape. The home has been recently remodeled and is artistically decorated. In addition, it's wired up for the techie-lover (Sonos, WiFi...
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    $1,195
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    5 of 5 stars (1) Excellent
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    About this property
    Nestled on 10 acres in the prestigious Chalk Hill appellation of the Alexander Valley, this beautifully renovated and newly furnished, 5br/3.5ba, 3200 sq. ft., two-story lovely home with central heat/AC, sits on a wooded knoll just above the vineyards. There is a separate pool house on the... View all property information
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    $495
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pets allowed
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    About this property
    Luxury One-Level Home - 3(4)br/3.5 ba (up to 8+ guests, children welcome, small well behaved pets considered) ‘Paradise Found' in an absolutely magical creekside setting among the Redwoods, the Mill Creek Retreat is a private and serene, 2000+ sq. ft., 3(4) bedroom, 3.5 bath gated estate. With... View all property information
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    5 of 5 stars Reviewed August 6, 2013
    Just got home from a 2 night stay at the Mill Creek Retreat with 4 girlfriends to celebrate a milestone birthday. We all agreed that the pictures just don't do the house and...
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    $795
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    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (3)
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Only 3.5 miles northeast of Healdsburg’s historic plaza, this stunning, nearly new, custom 3br + bonus room / 2.5 bath “castle” is a 4 acre vineyard estate property that is perched on a knoll and surrounded by vineyards with a beautiful view of the foothills of the Alexander Valley wine growing... View all property information
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    $395
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    • Pets allowed
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    About this property
    Newly Renovated Healdsburg VineHaven - 3br/2ba (up to 8 guests, children welcome, small lapdogs considered) w/ Spa, Gardens, & Spectacular Vineyard Views Very well located at the north end of Healdsburg and the beginning of the famed Dry Creek Valley and vineyards, this newly renovated 50’s... View all property information
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    5 of 5 stars Reviewed August 13, 2014
    Location could not have been better. The house and property were well done and very clean. Had everything we needed and more. Only one little thing we didn't like was the...
    4 of 5 stars Reviewed June 21, 2012
    We just returned from a long weekend trip to Russian River Valley for a wine tasting trip & 50th birthday celebration. I found VineHaven online while looking for a house rental...
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    $595
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    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Very well located on a ½ an acre with the back fence on the edge of Dry Creek Valley’s West Wines Vineyards, this beautiful ‘home away from home’ awaits you and your guests! First, be welcomed by a lovely landscaped yard out front with mature plantings and a small lawn which you can enjoy while... View all property information
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    $695
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Perfectly located only 3 miles from the charming and historic Healdsburg Plaza, this fabulous custom home abounds with special eco-friendly features including blown-in cellulose and effective bat ceiling insulation atop a massive, whole house radiant-heated concrete slab, which keeps the house cool... View all property information
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    $395
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    1 / 22
    5 of 5 stars (4) Excellent
    Overview Reviews (4)
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    • Hot Tub
    Suitability
    • Pets allowed
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    About this property
    Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8+ guests, children welcome, small lapdogs considered), in the vineyards. Shaded by a 100-year-old oak tree, this very special home ‘lives’ on 30 vineyard acres and is off Dry Creek Road, just one mile west of the north end of charming, upscale,... View all property information
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    $795
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    About this property
    Spectacular Two-Story Tuscan Villa Estate Home - 4br/3ba (2-8+ guests) w/ Spa, Decks & Views, on 5 Gated, Secluded Vineyard Acres. At the end of a private tree lined country lane, ‘under the Tuscan sun’, vacation in your ‘own private villa’. Nestled in charming, upscale, and historic... View all property information
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    5 of 5 stars Reviewed September 30, 2014
    I spent a week at the villa with my husband and two teenage girls. The house was perfect for us. There was plenty of room. The girls stayed on the upper level and we stayed...
    5 of 5 stars Reviewed October 4, 2013
    We traveled with 3 other couples a few weeks ago and had the pleasure of staying in this gorgeous Tuscan villa! We absolutely loved the location and the comfort of the home...
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    $395
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    ENJOY...a fabulous vacation with old man river, at the RiverHouse, where the Redwoods meet the Russian River. With direct river access and its own private beach, this very special riverfront home is located just minutes from downtown Healdsburg, yet a world away, nestled on a wooded knoll on... View all property information
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    From
    $425
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    1 / 24
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (1)
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Very well located at the eastern end of the famed Dry Creek Valley and only 2.5 miles to historic Healdsburg’s Downtown Plaza, this charming Wine Country Cottage maintains the beautiful craftsmanship of its time, and yet is newly renovated, upgraded, and modernized with comfort and convenience all... View all property information
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    $995
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    1 / 23
    5 of 5 stars (2) Excellent
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Very well located in Healdsburg, the ‘crown jewel’ of Sonoma County’s Wine Country, and under 2 miles from the historic Plaza, this 2000 sq. ft. vintage main house and 640 sq. ft. pool house, originally built in 1898 has many beautiful upgrades including central heat/AC, and combines the beautiful... View all property information
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    $795
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
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    About this property
    With a spectacular location on 12 beautifully landscaped and maintained acres, in the foothills between Santa Rosa and Healdsburg, Montebello Heights Estate is a newer Tuscan-themed, 4200 sq. ft. 4br/3.5ba, two-story home, with central heat and AC, and many custom features and special amenities,... View all property information
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    $350
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Suitability
    • Pets allowed
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    About this property
    Very well located, just a couple miles north of the charming, historic, upscale Healdsburg Plaza, is your wonderful Getaway with close access to the Hwy 101. This special home rests at the ‘gateway’ of the famed Dry Creek Valley wine growing region, with dozens of world class wineries, and tasting... View all property information
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    1 / 12
    3 of 5 stars (6) Average
    Overview Reviews (6)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This lovely little cottage is really a unique and hard to find category for a few guests or 2 couples. Furnished smartly, and priced right, this cottage offers big amenities for the vacation home traveler. Set on one acre, there is off street parking through gates, a hobby vineyard, and outdoor... View all property information
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    3 of 5 stars Reviewed June 10, 2013
    Yes, this cottage is comfortable and well furnished. Full kitchen, great hot tub, comfortable beds, lovely setting in a real vineyard. BUT: it is located off a fairly busy road...
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    Healdsburg Vacation Rentals

    Beautiful Northern California has many fabulous destinations, and the town of Healdsburg in Sonoma County is at the top of the list. And if you are looking for a vacation rental in this slice of world famous wine country, we’ve got you covered. We have a huge variety of Healdsburg vacation rental listings. You might be looking for a large house for the whole family, or a quaint cottage for a special romantic getaway. Whatever your needs and budget, we can help you find the perfect vacation rental that will make your stay in Healdsburg even more amazing. We can also provide you with helpful user reviews of vacation rentals in Healdsburg and the surrounding area, so you’ll be sure to get good value for your money.

    Healdsburg a Slice of Paradise

    Small town charm, beautiful landscapes and outstanding weather are just a few of the trademark qualities that make Healdsburg so popular. Healdsburg combines five-star cuisine, rolling hills and world-acclaimed wine growing appellations for an experience you will never forget. When it’s time to relax at the end of the day, why stay in a cramped hotel when you can enjoy the comforts of home in one of our rental cottages, houses or cabins?

    Lots of Activities

    If you love the vibrant outdoors and colorful festivals, you will love Healdsburg. In April, you can help harvest roses and distill them into fragrant rose oil and rosewater as part of the Classic Perfume Rose Harvest & Distillation Tours. An annual sea food dinner at the Healdsburg Fire Department is also in April. From February to June, enjoy the "Russian River Good Old Days" exhibit at the Healdsburg Museum. And on the first Friday of the month, Williamson Wines sponsors an Epicurean Dinner at the Dry Creek Kitchen at Hotel Healdsburg.

    Food, Wine and Fun

    Speaking of eating, you won’t want to miss the chance to dine at Healdsburg’s amazing restaurants, including Affronti, Agave Mexican Restaurant &Tequila Bar, Thai Orchid Cuisine, Willi's Seafood & Raw Bar and Zin Restaurant & Wine Bar. And don’t forget to visit the beautiful wine country all around you, featuring names like Alexander Valley, Chalk Hill, Dry Creek Valley, and Russian River Valley. We’re here to help you make the most of your visit to Healdsburg. Let us help you find the perfect cozy cottage, cabin or house to make your stay in Healdsburg one you will always remember.