
House vacation rentals in Healdsburg
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Top-rated house rentals in Healdsburg
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Dry Creek Valley Cottage
Enjoy your stay in beautiful Dry Creek Valley, a pastoral rural setting surrounded by vineyards and local wineries, minutes from Healdsburg's historic quaint downtown plaza. The cottage is 480 square feet with big windows, high ceilings and its own private entrance. There is parking right in front. It has kitchen amenities (coffee and tea pot, mini refrigerator, toaster and microwave), living room and bathroom with a mosaic tile shower. Right across the way you can take a lovely walk or run alongside the vineyards or you can rent a bike to explore the beauty of the valley. If you enjoy hiking, seasonal kayaking or canoeing there are opportunities all around us to explore as well. Our property has multiple fruit trees and we will be happy to share whatever bounty is in season when you arrive. The water here is also clean spring fed and very tasty and the sky at night is full of stars! You can enjoy sitting in the front yard which is bordered by a dozen Redwood trees or you can picnic in our big back yard among the fruit trees. We also have 2 female dogs who are quite friendly if you'd like to meet them. We would be happy to welcome you to Sonoma County and insure that your stay here is enjoyable.

Forest Cozy Home
My house in Forestville is a walk to the river (Steelhead County Beach), near endless wineries, canoe rentals, gorgeous Sonoma coast beaches, Santa Rosa airport, a bicycle trail through West County with bike rentals in downtown Forestville offering immediate access to the trail, and a very well-stocked little grocery store a 5-minute walk down the hill. Lovely back roads take you to Healdsburg to the north or Sebastopol to the south. My dog & I stay in a basement studio when guests are here.

Vineyard Views + Hot Tub | Bocce | 5 Min to Plaza
Located just 5 minutes from the Healdsburg Plaza on Dry Creek Road, this modern wine country retreat is designed for effortless relaxation and elevated gatherings. Set on a private half-acre with vineyard views, the home features a hot tub, bocce court, expansive deck, and fully stocked kitchen. World-class dining, wine tasting, cycling, and scenic nature are nearby. Location highlights: • 5 min to Healdsburg Plaza restaurants, tasting rooms, and shops • 10 min to dozens of nearby wineries

Healdsburg 2br Cottage with Private Yard!
Relax at our renovated private guesthouse a 5 min drive (1 mi) from the Healdsburg Plaza. Updated 2 br/ 1 ba home with private yard and outdoor dining and lounge areas. Our layout is ideal for one family or close friends traveling together as the one bathroom is accessed through the primary bedroom. Perfect for a wine country getaway- convenient location just outside of Healdsburg city limits in a vineyard adjacent neighborhood. We love kids and welcome them! Permit #TVR22-0119

Haven in the Woods
Tucked amongst Redwoods and ivy on the hill, our forest getaway has a magical feel. Escape the hustle, relax in the hot tub and enjoy the upgraded home. Walk down to the river or the Rio Nido Roadhouse. Downtown Guerneville and Armstrong Woods State Park are a 5 min drive. Haven in the Woods is a short drive from wine tasting rooms and a MacKenzie Northwood Golf Club. Note: Must climb stairs to the house and we do not have a TV (though have strong internet). TOT certificate #2903N

Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

WineCamp - Russian River Valley AVA - No Pets
The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the covered terrace and vineyards beyond. This wine and beer themed property is not suitable for children.

The Wine Ranch
The Wine Ranch Just five minutes north of Healdsburg Plaza, The Wine Ranch is a beautifully remodeled ranch-style home, set on over a half acre of lush outdoor space. The property features a bocce ball court, ping-pong, an expansive deck and patio perfect for al fresco dining or tranquil relaxation. Designed to host gatherings, the spacious living room, dining area, and gourmet kitchen create an inviting atmosphere for couples, families, or groups of up to eight friends.

Spectacular Vineyard View!! SPA, Close to Plaza!
Escape to our charming 3B/2B Healdsburg Vineyard Home nestled in the 30 acres vineyards of world famous scenic Dry Creek Valley. With a stunning view that spans across the picturesque vineyard landscape!! Adjacent to the property, indulge in the authentic experience of wine tasting at our neighboring winery, offering a firsthand glimpse into the art of local viticulture. We consider small lapdogs, ensuring the whole family can revel in the joys of our splendid abode.

Winelight Vineyard Home With Spa
Gated driveway, private, scenic, safe, secure, and impeccably clean. Unwind, prepare dinner on granite counter tops in this newly remodeled well-stocked gourmet kitchen. Enjoy plush amenities, fine decor, hot tub, romantic fireplace, French doors leading to outdoor decks, secluded rural vibe, reliably fast internet. Close to Sonoma County's best wineries, breweries and restaurants. There is a guest laundry, designer carport, and ample parking for guests.

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!

Jenner Gem: gorgeous retreat by the river
Feel the cool ocean breeze while admiring the views to the Russian River estuary. Kick back and relax in a peaceful and stylish setting. Grab your favorite drink and enjoy the beauty of the California coast. Just steps away from Pacific Highway 1 and walking distance to the river or a short drive to Goat Rock beach. Plus, you're just a short stroll down Aquatica Café. ***Please Read the Full Listing Description Before Booking***
Popular amenities for Healdsburg house rentals
House rentals with a pool

Farpoint: Heated Infinity Pool, Mountain Views

Modern mid-century-inspired, Deer Ranch

Wine Country Retreat- Privacy-Spa/Pool/Games

Private, Warm & Cozy + Spa + Pool + Fire Pit + WiFi!

STAY AWHiLE Guerneville Hot Tub Fireplace Yard

Luxury home (+ pool house) with views, pool & spa

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food
Weekly house rentals

Cuvée House
Vineyard Vista / Scenic Home Close to The Russian River

Pelican Hill House

Luxurious 3-Bedroom Home in Healdsburg

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa

Redwood Treehouse Retreat

Craftsman 2 blocks from Russian River Brewery!

Wine County Opulent Villa Pool/Hot Tub-Upper Level
Private house rentals

Healdsburg Wine Country Oasis, Hot Tub & Bocce

Casa de la Esperanza: 1890s Gem - Hot Tub - 5BD/3BA

Dry Creek Ranch ~ (Tariff Discount) Hot Tub & Pool

Private Wine Country Retreat in Healdsburg

Spectacular views from hot tub

Magical riverfront home, hot tub

Mill Creek - AvantStay | Patio, Hot Tub, A+ Design

Healdsburg Plaza Charmer w/ Hot Tub & Fire Pit
When is the best time to visit Healdsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,157 | ﺩ.ﺇ1,157 | ﺩ.ﺇ1,311 | ﺩ.ﺇ1,381 | ﺩ.ﺇ1,487 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,576 | ﺩ.ﺇ1,289 | ﺩ.ﺇ1,418 | ﺩ.ﺇ1,484 | ﺩ.ﺇ1,616 | ﺩ.ﺇ1,649 |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about house rentals in Healdsburg

Total vacation rentals
Explore 80 vacation rentals in Healdsburg

Nightly prices starting at
Healdsburg vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 4,300 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Healdsburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Healdsburg rentals

4.9 Average rating
Healdsburg stays are highly rated by guests—averaging 4.9 out of 5!
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- Lake Berryessa
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- Jenner Beach
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- Goat Rock Beach
- Safari West
- Doran Beach
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- Sonoma Coast State Park
- Limantour Beach
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- V. Sattui Winery
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- Healdsburg Plaza




