25 Healdsburg Vacation Rentals were found matching your criteria.
These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries.
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Wine Country getaway w/Salt Water Pool in Alexander Valley
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Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Charcoal Grill, Crib, Deck, Fireplace, Full Kitchen, Garden, High Chair, Linens Provided, Patio, Pool (private)
Description: Luxurious Wine Country getaway nestled on 4 acres in the Alexander Valley. Lovely views of the Alexander Valley and Mayacamas Mountains. Large decks perfect for entertaining. Amazing 45' salt water po...(more)
Price Range:
675 -
700 /night
:
4500 -
4500 /week
(in US $)
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Healdsburg Modern Cottage - Charles
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Cottage: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Deck, Fireplace, Garden, Gated Complex, High-Speed Internet, Linens Provided, Maid Service Available, Pool (private)
Description: Four themed and contemporary cottages in downtown Healdsburg These cottages offer a rare opportunity to visit Healdsburg in the heart of downtown, while renting a vacation rental. Walk to all downt...(more)
Price Range:
225 -
275 /night
:
1350 -
1500 /week
(in US $)
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Wagon Wheel Ranch
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Home: 4 Bedroom, 4.5 Bathroom, Sleeps 14
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Gas Grill, High-Speed Internet, Linens Provided, Pool (private), Spa/Hot Tub (private)
Description: Whether you arrive in the heat of the day, or the cool of the evening, you can slip into comfort at this property. In the heat of summer, the sparking swimming pool welcomes you, and the Air condition...(more)
Price Range:
520 -
520 /night
(in US $)
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La Primavera
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Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Gas Grill, High-Speed Internet, Linens Provided, Pool (private), Spa/Hot Tub (private)
Description: Beautiful Dry Creek Valley estate like home on 7 acres, with inground swimming pool, hot tub, large outdoor kitchen, and pond. Our guests drive through the lush vineyard land of Dry Creek Valley and j...(more)
Price Range:
829 -
829 /night
(in US $)
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Chemise Retreat
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Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Cooking Utensils Provided, Deck, Full Kitchen, Linens Provided, Patio, Spa/Hot Tub (private)
Description: Gorgeous top of the world views above Dry Creek Valley, 15 minutes to the on/off of the 101 freeway. Private decks all around and for each bedroom, 2 story home. Enter the kitchen with granite count...(more)
Price Range:
366 -
366 /night
(in US $)
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Valley Oak Manor
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Home: 4 Bedroom, 2 Bathroom, Sleeps 10
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Deck, Full Kitchen, Gas Grill, Linens Provided, Spa/Hot Tub (private)
Description: Valley Oak Manor is a lovely country home located in the Heart of the Dry Creek Valley wine growing area in Healdsburg. Set slightly elevated on a knoll, this property offers several different areas o...(more)
Price Range:
520 -
520 /night
(in US $)
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Beaux Reves
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Home: 4 Bedroom, 1.5 Bathroom, Sleeps 8
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Fireplace, Full Kitchen, Gas Grill, Linens Provided, Patio, Spa/Hot Tub (private)
Description: Beaux Reves is located 10 minutes from Central Healdsburg and less than 5 minutes to Geyserville in Sonoma County Wine Country. The home is set on a knoll, with valley and vineyard views, and quick fr...(more)
Price Range:
417 -
417 /night
(in US $)
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Jimtown House
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Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Gas Grill, Linens Provided, Patio, Spa/Hot Tub (private)
Description: 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 a...(more)
Price Range:
417 -
417 /night
(in US $)
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Healdsburg Modern Cottages - George
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Cabin: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Deck, Fireplace, Linens Provided, Lounge/Common Area, Pool (private)
Description: Four themed and contemporary cottages in downtown Healdsburg These cottages offer a rare opportunity to visit Healdsburg in the heart of downtown, while renting a vacation rental. Walk to all downtow...(more)
Price Range:
395 -
395 /night
(in US $)
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Chez Provence
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Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Fireplace, Full Kitchen, Gas Grill, High-Speed Internet, Linens Provided, Patio, Spa/Hot Tub (private)
Description: Sitting on a hilltop location 10 minutes from Central Healdsburg and a bike ride away from Dry Creek Road is the Chez Provence. Our guests will immediately feel a mediterranean influence when they wal...(more)
Price Range:
417 -
417 /night
(in US $)
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Twin Oak
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Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Deck, Full Kitchen, Gas Grill, Linens Provided
Description: A jewel in the outter Dry Creek Valley/Russian River appellation that is a family treasure is the Twin Oaks home and vineyards. Sixty acres of vineyards, gardens, lake and views offers our guests a u...(more)
Price Range:
778 -
778 /night
(in US $)
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Alexander Valley Vista
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Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Spa/Hot Tub (private)
Description: This Healdsburg/Alexander Valley home is a real fine when visiting the wine country. Located off Chalk Hill Road, and near wineries such as Chateau Felice, Chalk Hill, Sausal and others, Alexander Val...(more)
Price Range:
417 -
417 /night
(in US $)
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Heaven In The Redwoods
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Home: 3 Bedroom, 2.5 Bathroom, Sleeps 11
Location: Healdsburg, Wine Country, California, United States
Features:
Deck, Fireplace, Full Kitchen, Games, Linens Provided, Spa/Hot Tub (private)
Description: A truely serene setting that is a wonderful and special retreat in Sonoma County Wine Country. From the moment you drive through the gate and onto 'Heaven in the Redwoods' your stress comes down a not...(more)
Price Range:
417 -
417 /night
(in US $)
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Healdsburg Modern Cottage - Ray
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Cabin: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Cooking Utensils Provided, Deck, Fireplace, Linens Provided, Lounge/Common Area, Pool (private), Spa/Hot Tub (private)
Description: Four themed and contemporary cottages in downtown Healdsburg These cottages offer a rare opportunity to visit Healdsburg in the heart of downtown, while renting a vacation rental. Walk to all downtow...(more)
Price Range:
475 -
475 /night
(in US $)
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Olivet Ranch at the Russian River
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Home: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Covered Parking, Deck, Fireplace, Full Kitchen, High-Speed Internet, Linens Provided, Spa/Hot Tub (private)
Description: This wine country home offers the visitor the unique experience of staying in and among vineyards, in a beautiful estate-like home. Our guests will be impressed with the privacy of the home as they a...(more)
Price Range:
466 -
466 /night
(in US $)
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Redwood Cottage
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Cottage: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Healdsburg, Wine Country, California, United States
Features:
Deck, Linens Provided, Terrace
Description: Quaint little cabin in the West Dry Creek Valley. Wonderful valley/vineyard views, great bicycling road, near many wineries. Approximately 6.5 miles to Central Healdsburg (10 minutes), but the feel ...(more)
Price Range:
125 -
125 /night
(in US $)
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Villa Ariadna
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Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Gas Grill, High-Speed Internet, Linens Provided, Pool (private), Spa/Hot Tub (private)
Description: Welcome to Villa Ariadna. This cute little Villa is set on five acres of hobby vineyard, hillside, and beautiful green lawn and fruit trees. Located up a country lane, you arrive at Villa Adriadna aft...(more)
Price Range:
778 -
778 /night
(in US $)
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Blue Heron House
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Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Covered Parking, Deck, Fireplace, Full Kitchen, Gas Grill, High-Speed Internet, Linens Provided, Pool (private)
Description: One of the nicest homes on the Russian River in Healdsburg, this four bedroom 3.5 bath home has river frontage, large deck and hot tub. Enter into the living room, which features sofas, chairs, wood ...(more)
Price Range:
829 -
829 /night
(in US $)
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Dry Creek Moderna
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Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Gas Grill, Linens Provided, Patio, Pool (private), Spa/Hot Tub (private)
Description: As you drive through West Dry Creek Valley and up Jack Pine Road, you enter the property and have a circular driveway and 3 carport stalls for parking. There are two areas on the property, the main ho...(more)
Price Range:
1200 -
1200 /night
(in US $)
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Healdsburg Lake House
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Cabin: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Healdsburg, Wine Country, California, United States
Features:
Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Gas Grill, Linens Provided, Lounge/Common Area, Patio
Description: The first thoughts our guest might have in driving to this vacation home is the beauty in its location and surroundings. Located in Geyserville, about 15 minutes north of Healdsburg, this little cot...(more)
Price Range:
325 -
325 /night
(in US $)
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Interlude
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Home: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Gas Grill, Linens Provided, Lounge/Common Area, Patio, Pool (private)
Description: Interlude is a pleasant wine country cottage just 10 minutes from Central Healdsburg, 5 minutes to Old Town Windsor, or 20 minutes to Guerneville/Russian River. It sits 1/2 mile from Old Redwood Highw...(more)
Price Range:
625 -
625 /night
(in US $)
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Casa De La Luna
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Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Healdsburg, Wine Country, California, United States
Features:
Air Conditioning, Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Pool (private), Spa/Hot Tub (private)
Description: Set in the beautiful Valley of the Moon in Kenwood, this three bedroom two bath home is top of the line in comfort and luxury. The owner has gone the extra step in furnishings, amenities, and comfort....(more)
Price Range:
443 -
443 /night
(in US $)
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