
Vacation rentals with a patio in Healdsburg
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Top-rated accommodations with an outdoor patio in Healdsburg
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

Stunning Sauna Cottage Retreat on Private Vineyard
Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

Bucher Vineyard Cottage
Discover the Charm of Our Vineyard Cottage! Escape to the heart of wine country with a stay at our fantastic one-bedroom cottage, nestled on the renowned Bucher Vineyard. Large room with kitchen & cozy seating area. Enjoy a restful night in a comfy queen bed surrounded by a stunning Redwood wall. Covered patio with heaters and fan. Deck with spectacular views of our vineyard & the Russian River Valley. Gas fire pit near deck. Hosts John & Diane are farmers and winery owners live on the property.

Raven Haven: Cozy Forest Storybook Cabin w Hot Tub
Nestled among majestic redwoods in the historic Rio Nido hamlet near Guerneville, Raven Haus is a delightful Hansel and Gretel cottage. Surrounded by towering firs, the whimsical charm of this cottage captures the essence of a bygone era. Located just a mile from the renowned Korbel vineyards and tasting room, guests can explore the local wine scene. The proximity to the popular Rio Nido Lodge and Roadhouse offers convenient options for dining, drinks, and entertainment within walking distance.

Private Wine Country Bungalow! Sunny Treetop Views
Cozy retreat nestled in the heart of wine country. Our charming home offers a tranquil escape surrounded by breathtaking redwood trees. Relax on the 3 private decks while sipping your morning coffee or unwind in the inviting living space. The bedrooms promise a restful sleep, and the high end fully equipped kitchen allows for home-cooked meals. Conveniently near wineries, hiking, and the Russian River, our sunny forest getaway is the perfect destination for nature lovers and adventure seekers.

The Black Sheep - Wine Country • Hot Tub • Theater
This bold, eclectic 2000 sqft cabin provides a unique bohemian experience and a spacious calm retreat, ideal for multiple couples or families. The Black Sheep is nestled among the redwoods and perfectly situated for the Russian River (4min), wine tasting (8min), restaurants (10min), and the Armstrong Redwoods preserve. After a day spent floating on the river or tasting some of the best wines in the world, soak in the hot tub, BBQ, or watch a movie/karaoke/play games on the 12ft movie screen!

Wine Country Dream Retreat! By Wineries/River~
RIO RETREAT~ when you're here, you're a local! This gorgeous, renovated, vintage cabin is ready for your dream getaway in Sonoma wine country and the Russian River. You're right in the center of it all, with easy access to the wineries and river activities locals and visitors love. Minutes from the River, Steelhead Beach, Armstrong Redwood Reserve and numerous wineries (Korbel, Martinelli and La Crema to name a few), Rio Retreat is the perfect choice for your fun and relaxation in Sonoma!

Views, hot tub, sauna, cold plunge, cinema!
Relax at this stunning and peaceful two level house overlooking vineyards. Incredible deck, beautiful living/dining room with fireplace. Spa area with hot tub, sauna, cold plunge, gym and massage table. Two huge ensuite bedrooms and flex space playroom with queen daybed too. So much space. Sorry no parties/events allowed here. Max 6 guests and 3 cars as per county rules. I’ve just updated the listing with some new amenities if anything is unclear please message me and I'll reply fast! :)

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

Designer Wine Country Cottage in Perfect Location
Welcome to your wine country home, with every detail carefully designed to be the perfect luxury retreat. A 2 bed, 1 bath, 800 sq ft cottage on a private half acre garden. Walking distance to two tasting rooms, a sunny cafe, late-night gastropub, and nature trail. A ten minute drive to 18 more tasting rooms. 25 minutes to the coast. With a fully-stocked kitchen, outdoor barbecue, visiting chickens, and luxury linens and towels, this is the perfect base to explore the best of wine country.

Centrally Located Modern Wine Country Home
Your wine country retreat awaits you. This gorgeous home features a new modern kitchen, outdoor seating area, washer and dryer, free WiFi and parking. This home is conveniently located in the heart of wine country minutes away from Sonoma wineries, breweries, Sonoma County Airport, downtown Santa Rosa, downtown Sebastopol and great dinning. Due to COVID we clean and sanitize the house thoroughly before and after each stay. Welcome to your home away from home!! Your concierge Ana

Ideal romantic getaway...♥️♥️👨❤️👨👩❤️💋👩
A lovely studio , with a private entrance, above the world famous Alexander Valley. Just 20 minutes to Geyersville/Healdsburg wineries, shopping and fine dining. A secure gated property in this tranquil area of Northern California, yet just 10 minutes from the charming historic village of Cloverdale awaits. The perfect place to kick back and relax in a calm, stylish space. Let your stress melt away while you enjoy incredible views from your private patio, complete with hot tub.

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!
Popular amenities for Healdsburg accommodations with an outdoor patio
Apartment rentals with a patio

Stunning Silverado | Gtwy to Wine Country

Romantic Studio in Wine Country

Napa Valley Getaway in Silverado

Charming countryside apartment

Chic 2BR Sonoma Condo + Patios

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!

Unique Brand New Apartment in 1920's Home

The Downtown French Flat
House rentals with an outdoor patio

Healdsburg Wine Country Oasis, Hot Tub & Bocce

Beautiful Home Close To The Beach

Wine Country | Pool & Spa | Park Views | Fast WiFi

Best View Wine Country Oasis: Pool-Hot tub-Sauna

Fireside Sips & Oak Dreams in Sonoma Valley

Vino Rio: Wine Country • Hot Tub • Russian River

Wood-Haven

Creekside Sonoma Cottage • Patio, Hot Tub & BBQ
Condo rentals with a patio

Luxe Silverado Condo Golf Course View | 2 BR

Scenic Fairway Stay | BBQ + Firepit

Remodeled Napa, CA Silverado Golf Course Condo

Wine Country Living at it's best at Silverado CC

Cozy 3 Beds/2 Ba - Silverado

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

Stunning 2/2 River Townhome in Redwoods

*Fairway Retreat at Silverado
When is the best time to visit Healdsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $475 CAD | $473 CAD | $494 CAD | $487 CAD | $511 CAD | $485 CAD | $558 CAD | $515 CAD | $496 CAD | $519 CAD | $547 CAD | $508 CAD |
| 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 vacation rentals with a patio in Healdsburg

Total vacation rentals
Explore 110 vacation rentals in Healdsburg

Nightly prices starting at
Healdsburg vacation rentals start at $138 CAD per night before taxes and fees

Verified guest reviews
Over 6,690 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Healdsburg vacation rentals include wifi 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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- Doran Beach
- Safari West
- Limantour Beach
- Johnson's Beach
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
- Trione-Annadel State Park
- V. Sattui Winery
- Chateau St. Jean
- Jack London State Historic Park
- Charles M. Schulz Museum
- Healdsburg Plaza
- VJB Vineyard & Cellars
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