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$500

4 BR / 3 BA / Sleeps 8

30-NT MIN Healdsburg 2nd Street Manor - Healdsburg vacation rentals
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$500

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30-NT MIN Healdsburg 2nd Street Manor

Healdsburg house
4 BR / 3 BA / Sleeps 8 | Quick view

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Spectacular, spectacular, spectacular! This new 3000+ sq. ft., 2-story, custom, luxury Estate Home with central heat/AC is a 4br/3.5ba (both ensuite) home. It is fabulously located on a prestigious, quiet street surrounded by vintage homes and just a few blocks east of the Healdsburg Plaza. The many splendid …
  • Pet friendly
  • Suitable for the elderly - ask

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$1,450

5 BR / 4 BA / Sleeps 12

4 Reviews

$1,450

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Twin Pillar Hillside Estate

Healdsburg villa
5 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

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 appointment only), this …
  • Hot Tub/Jacuzzi
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

out of this world

Left on Sep 26, 2012 for a stay in August 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 gorgeous. Large, spacious hallways, great gathering spaces, bocce ball court that looks over a beautiful vista. More unexpected were the ramada that sits next to the house that offers a gorgeous view, and the pool that is …

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$595

4 BR / 3 BA / Sleeps 8

2 Reviews

$595

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Maison du Soleil on Dry Creek

Healdsburg house
4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

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 sitting on the …
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Fabulous Vacation Rental

Left on Feb 10, 2014 for a stay in January 2014

This property was perfect for our wine weekend getaway. Eight of us were very comfortable in this spacious, contemporary home. The house was clean and fully stocked which made it easy and enjoyable to cook meals. It's conveniently located a couple minutes from Healdsburg Square. We will definitely rent this property again.

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$1,195

5 BR / 4 BA / Sleeps 12

1 Reviews

$1,195

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Wine Country Estate on Chalk Hill

Healdsburg house
5 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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 opposite side of the circle…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Perfect relaxing retreat with plenty of space

Left on Jun 28, 2013 for a stay in June 2013

We stayed at this property for a girls weekend (my bachelorette trip, to be exact.) It was perfect! Exactly what we were looking for - which was plenty of space for 12 adults, a pool and a beautiful setting. It is about 20 minutes from downtown Healdsburg, which is the only downside.

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$1,550

4 BR / 3 BA / Sleeps 10

17 Reviews

$1,550

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Tertulia at Amber Ridge

Healdsburg villa
4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 17 Reviews

Details

Reviews

(17)

The elegant main home is a 4br/3ba, nearly 4000 sq. ft., two-story, gated estate with central heat/AC, a spectacular gourmet kitchen, abundant high end architectural details and custom finishes, fine furnishings, and the entire home is floored in honed hickory hardwood made even more comfortable with the addition of …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(17)

Magical Place......

Left on Aug 14, 2012 for a stay in July 2012

My family rented this beautiful home, nestled among the vineyards, in the Healdsburg area for a week in July. The accommodations were beyond wonderful! The owner thought of everything: comfortable beds, luxurious linens/ towels and very well-appointed kitchen with everything that we could have wanted including a new BBQ, a state of the art washer/ dryer and a wonderful entertainment center. There…

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$795

4 BR / 4 BA / Sleeps 10

9 Reviews

$795

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Luxury Tuscan Vineyard Villa on 5 Gated Acres

Healdsburg house
4 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

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’…
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (9)

    Cecilia's Vineyard

    Left on Apr 02, 2010 for a stay in March 2010

    This is a wonderful house in a great location. If you are looking for a place where you can cook, relax, and drink the wine from your daily tastings this is the place. It's conveniently located just outside of Healdsburg, but you would never know it. It's just a short drive to Big John's which has everything you might need for cooking in, rather than going out. The view is beautiful, the …

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    $800

    4 BR / 4 BA / Sleeps 10

    9 Reviews

    $800

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    4BR/4BA hm w/solar htd pool surrounded by vineyard

    Healdsburg house
    4 BR / 4 BA / Sleeps 10 | Quick view
    “ Excellent ” 9 Reviews

    Details

    Reviews

    (9)

    '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 of Dry Creek Valley …
    • Mountain Views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (9)

    Perfect Place to be unexpectedly proposed to!

    Left on Oct 17, 2011 for a stay in February 2003

    My beau (now husband) and I spent a weekend here, over Valentine's Day, where we got engaged. We returned for another long weekend, the following year. Fabulous!
    The house is huge--much bigger than the 2 of us needed, but it was fun to play house and pretend it was ours for the weekend.
    It's close to so many wineries, great restaurants, and shopping, yet nestled in a little winery, off the …

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    $470

    5 BR / 3 BA / Sleeps 8

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    $470

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    Luxury Vacation Home, Spa, Sauna, Kayaks, PingPong

    Healdsburg house
    5 BR / 3 BA / Sleeps 8 | Quick view

    Details

    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 valleys, (the Dry Creek…
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Sauna
    • Internet Access
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $340

    4 BR / 3 BA / Sleeps 8

    1 Reviews

    $340

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    Classic Riverfront Retreat, Views, Spa, Kayaks

    Healdsburg house
    4 BR / 3 BA / Sleeps 8 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    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. The home has a large …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Rustic river retreat with Wildlife Galore !

    Left on Jul 14, 2014 for a stay in July 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 spacious decks on every level, a great hammock and a hot tub that can accommodate six..

    The building itself dates from the thirties, with extensive old wood paneling and great charm. The main level living room is an A…

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    $440

    4 BR / 2 BA / Sleeps 10

    2 Reviews

    $440

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    Firefly Lodge - Sparkling Riverfront Home in Healdsburg

    Healdsburg house
    4 BR / 2 BA / Sleeps 10 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    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 panoramic river views and …
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Hot Tub/Jacuzzi
    • Sauna
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (2)

    Great house!

    Left on Jan 02, 2013 for a stay in December 2012

    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 drive to everything.

    Wi fi was very slow.

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    $1,200

    4 BR / 4 BA / Sleeps 10

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    $1,200

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    Secluded Vineyard Estate Yet Close to Plaza

    Healdsburg villa
    4 BR / 4 BA / Sleeps 10 | Quick view

    Details

    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 oak covered 15 acre …
    • Mountain Views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $595

    4 BR / 3 BA / Sleeps 8

    1 / 24

    $595

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    Riverfront Home 5 Minutes from Healdsburg Plaza

    Healdsburg house
    4 BR / 3 BA / Sleeps 8 | Quick view

    Details

    Buena Vista – beautiful view in Spanish.  When you reserve this 2400 square foot, 4 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 inviting and spacious home that accommodates up to eight guests. Whether you're heading to the …
    • Ocean or water views
    • Mountain Views
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $795

    4 BR / 3 BA / Sleeps 8

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    Montebello Heights Estate

    Healdsburg house
    4 BR / 3 BA / Sleeps 8 | Quick view

    Details

    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, both indoors and out…
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • A/C or climate control
    • Central heating
    • Parking

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    $1,800

    4 BR / 7 BA / Sleeps 8

    1 / 10

    $1,800

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    The Ultimate Wine County View Estate

    Healdsburg house
    4 BR / 7 BA / Sleeps 8 | Quick view

    Details

    Stunning Modern Villa on eight acres, Located in exclusive Shiloh Estates, only minutes to down town Healdsburg and world class Wineries. Extremely private, Triple gated in a natural setting next to famed Mayacama Gold Course. Fully furnished, high end high thread count linens. 4th bedroom is fully equipped Guest …
    • Mountain Views
    • Hot Tub/Jacuzzi
    • A/C or climate control
    • Balcony or terrace

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    $1,000

    4 BR / 4 BA / Sleeps 10

    1 / 19

    $1,000

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    Perfect Family Wine Country Getaway

    Healdsburg villa
    4 BR / 4 BA / Sleeps 10 | Quick view

    Details

    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, play structure and of…
    • Hot Tub/Jacuzzi
    • Sauna
    • Wireless Internet
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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