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Cottages and House Rentals in Healdsburg, CA

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    Travelers to Healdsburg are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 20
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 10
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 bubbles (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 26
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 Healdsburg... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles Reviewed June 9, 2015
    I would definitely recommend this property. My wife and I stayed there with friends for a wine country holiday. The house seems recently remodeled with many seating areas both...
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    1 / 43
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    CHATTHAVELI is the perfect wine country retreat in Healdsburg, Sonoma County, California - close to Napa Valley, the Russian River, Guerneville, and the coast. Our home is walking distance from wineries, a 6-minute drive from downtown Healdsburg, a few short miles from hiking trails and kayaking,... View all property information
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    Healdsburg, Sonoma County 95448
    1 / 37
    5 of 5 bubbles (3) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Inspired by the Villa Gallici in Aix-en-Provence, Villa Aix Vineyards combines traditional, French cottage warmth with fresh, contemporary farmhouse flair.Nestled on a serene 20-acre vineyard in the Alexander Valley appellation of Sonoma's gorgeous rolling hills, this private estate offers all the... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles Reviewed January 7, 2017
    We stayed at the Villa Aix Vineyards over New Year's. The villa is perfectly laid out for a party of twelve people (and one dog). The small vineyard is pleasant to walk in, and...
    5 of 5 bubbles Reviewed April 11, 2016
    We rented this house for my girlfriend's bachelorette weekend and it was absolutely beautiful! We were a large group but never left crowded as the house was very spacious, giving...
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    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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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    Healdsburg, Sonoma County 95448
    1 / 28
    4.5 of 5 bubbles (17) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    About this property
    If you would like to book our cottage please send an inquiry and I will respond to you directly within a few hours, with a direct booking there are no booking fees which can save you as much as 10%. Our cottage is one of the best priced rentals right on the river with wonderful river views, direct... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    3 of 5 bubbles Reviewed December 14, 2016
    We loved the location of this cozy cabin. Our only complaint was that there was no air conditioning and it was pretty warm while we were there. I don't believe this was mentioned...
    5 of 5 bubbles Reviewed September 13, 2016
    Spent our anniversary in this lovely home and it had everything we needed!!! Loved coming back here after a long day of wine tasting. Either sitting on the deck taking in the...
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    1 / 26
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    About this property
    Experience the best of California wine country at this two-bedroom Healdsburg home, where you'll enjoy a private outdoor hot tub, two patios and a deck, and an ideal location close to restaurants and tasting rooms. This dog-friendly retreat sits on a tree-lined property two miles north of central... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 20
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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
    Location Information
    Healdsburg, Sonoma County 95448
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    1 / 23
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This beautiful retreat is in the heart of Russian River Valley. Relax on the patio adjacent to the seasonal creek among the vintage oaks and look out to 55 acres of vineyards and the Russian River. Situated on a Wine Road, this lovely get-a-way neighbors Thomas George Winery and Porter Creek with... View all property information
    Location Information
    Healdsburg, Sonoma County
    5 of 5 bubbles Reviewed May 18, 2016
    We especially noted the well equipped kitchen--although we didn't take advantage of it fully on this trip. One could devote energy to activities other than restaurants, and plan...
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    1 / 33
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
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    • x
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    About this property
    Drive down a tree-lined road. Vineyard is on left, beautiful gardens and bocce court in front, and garden area to the right in which to sit or stroll. Walk into a dramatic entry, and you'll see formal living room and dining rooms on the right, with a half bath across the hallway. To your left,... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 29
    4 of 5 bubbles (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Mountain Views
    • Internet Access
    • Satellite TV
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    • Waterfront
    • Hot Tub
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    • Pet-friendly
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    • ?
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    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    4 of 5 bubbles Reviewed August 22, 2015
    The house (Old River Lodge) is beautiful and comfortable, but the parking is a bit tricky. The only real problem was major construction going on next door. The loud hammering...
    4 of 5 bubbles 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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    1 / 22
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Central Heating
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    • ?
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    • x
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Balcony
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    • Terrace
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    • x
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    • x
    About this property
    The Space The perfect home away from home. Makes this your personal sanctuary wether you are staying for the weekend or for the whole month while looking for the perfect home to buy. Well appointed, decorated with international contemporary art with just enough touches that take you beyond the... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 31
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Oenophiles and nature enthusiasts alike will be right at home at this luxury residence situated on a seventeen acre estate vineyard in luscious Sonoma County. From grape vines to mountain pines, the landscape surrounding this stunning vacation rental reflects the quintessential spirit of California... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 37
    4.5 of 5 bubbles (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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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
    Location Information
    Healdsburg, Sonoma County 95448
    4 of 5 bubbles 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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    1 / 28
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles 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 / 30
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • Smoking allowed
    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles Reviewed September 13, 2015
    Mona was just as warm & welcoming as the photos showcased. Celebrating our Mother's 90th, it was the perfect location to enjoy time together as family- plenty of games to enjoy...
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    1 / 14
    3.5 of 5 bubbles (7) Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles Reviewed May 26, 2015
    Communication with owners was quick and easy. The place is close enough to town to walk. If you want to wake up and see vines, you won't be disappointed. Beads were super comfy...
    3 of 5 bubbles 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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    1 / 13
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    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 but we require longer stays based on seasonality THERE ARE... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 17
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Central Heating
    • Wi-Fi
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    • Mountain Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    River View Lodge appeals to guests with its spectacular riverfront setting, spacious river view deck, charming décor, exceptionally comfortable beds and linens, outstanding cleanliness, and quality amenities. River View features private river access, and includes kayaks, paddles and life jackets.... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles Reviewed August 24, 2015
    We loved staying at the Northwoods Lodge and would like to return again sometime. The property was very clean and well maintained, and the location, view, and river access are...
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    1 / 18
    4.5 of 5 bubbles (2) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles 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 bubbles 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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    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This remarkable 3-bedroom, 2.5-bathroom house is well-equipped to give you the getaway of a lifetime in the Alexander Valley area. With room for 6, an exquisite backyard oasis, and easy access to attractions, this home leaves nothing to be desired. As soon as you arrive at this abode, you’ll know... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 8
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    DEAR POTENTIAL GUEST: PLEASE CHECK CALENDAR BEFORE INQUIRING ABOUT AVAILABILITY - IT IS ALWAYS CURRENT. THANK YOU!!<BR><BR>Since its opening in 2008, guest reviews confirm Dry Creek Villa to be a truly exceptional, idyllic retreat! We consistently rate 5/5 stars from prior guests. Among the... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles 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 bubbles 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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    1 / 26
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Enjoy the beauty of Healdsburg from the middle of a 12-acre vineyard at this three-bedroom vacation cottage, where you'll have your very own scenic deck and enclosed yard! Gorgeously situated just three miles from central Healdsburg in the heart of California wine country, this bright and... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 29
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
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    • x
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    • x
    About this property
    Situated on 2.5 acres, just minutes from the quaint downtown of Windsor and about 10 minutes from the Healdsburg square, Woody Creek Retreat is at the pinnacle of convenience while offering the serenity of a quiet country luxury farmhouse. Ideal for families, couples, or friends wanting a to... View all property information
    Location Information
    Healdsburg, Sonoma County 95492
    1 / 30
    5 of 5 bubbles (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • ?
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    • x
    About this property
    Isabelle's Maison Guests: " Please read for full pricing"$ 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... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles Reviewed July 22, 2016
    Loved the 4 days here in such a beautiful area of Ca nestled in the vineyards of Healdsburg Ca. The owners were super friendly and gave us hints on where to visit, eat and see...
    5 of 5 bubbles Reviewed September 19, 2015
    We rented the cottage and our friends stayed in the garden room. Both rooms were quite lovely and all that we expected. The location was convenient yet very private and quiet...
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    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Buena Vista is a Wine Country getaway on the Russian River with Spectacular Views just 5 Minutes from Healdsburg Plaza. When you reserve this 2400 square foot, 3 bedroom, 3 bath home, beautiful, panoramic views are just one of the many amenities you will be able to enjoy. The Buena Vista is an... View all property information
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    Healdsburg, Sonoma County 95448
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Healdsburg, Sonoma County 95448
    1 / 15
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    Healdsburg, Sonoma County 95448
    1 / 44
    3 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Mountain Views
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    • Porch
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    • x
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    About this property
    2nd floor: 11 foot ceilings. Beautiful, gourmet kitchen with stunning views. Kitchen is equipped with a Thermador 6 burner (and grill) gas stove top and double electric oven. Butcher block counter tops. Dishwasher, Professional quality knives and cookware. Large microwave. Spacious walk-in pantry.... View all property information
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    About this property
    Riverstone Ranch is truely a multi-family property. A location which caters to several generations with traditional main house, or modern 2BR/2BA "coup" or "Oak Tree House", each offers something a little different, all against gorgeous Russian River views and less than 5 minutes to downtown... View all property information
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    Healdsburg, Sonoma County 95448
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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.