
Vacation rentals with a patio in Healdsburg
Find and book unique accommodations with an outdoor patio on Airbnb
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.

Chic Wine Country Stay - Walk to River & Downtown
Discover our cozy two-bedroom retreat, just minutes from downtown. This charming space features top-quality cooking items, a bidet, and a heated towel rack. Enjoy seamless indoor-outdoor living with doors that open to a deck, complete with a BBQ and outdoor dining area. Located across from scenic walking trails and only four blocks from the Russian River, it's the perfect spot for nature lovers. Despite its small size, every detail is thoughtfully designed for your comfort. Book your stay today

Redwood Treehouse with Hot Tub
Nestled among majestic redwoods, our charming & stylish home offers a unique retreat for guests seeking a tranquil escape in the heart of nature. Step inside to discover a thoughtfully designed living space, adorned with natural wood accents, stylish decor, and ample natural light streaming through the windows. Whether you're seeking a romantic getaway, a family vacation, or a weekend retreat, our home offers the perfect blend of comfort, convenience, and natural beauty. 4 min to downtown.

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!

Redwood Treehouse Retreat - Hot tub, fire pit
Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

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.

Botany House Designer Home with Hot Tub
Property is managed by Inspired in Sonoma Discover your Wine Country sanctuary in this lush, design-forward Santa Rosa retreat. With a chef’s kitchen, a six-person hot tub, a fire pit, and Restoration Hardware furnishings, every detail is crafted for comfort and style. Perfectly located near wineries, Michelin-star dining, and redwood adventures, it’s ideal for families or friends seeking luxury and connection. Book your escape today. We are pet-friendly and look forward to hosting you.

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

Spacious Studio Apt. Glen Ellen

Chic 2BR Sonoma Condo + Patios

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!

The Downtown French Flat
House rentals with an outdoor patio

Pixel Place - A Private Arcade + Outdoor Sanctuary

Easy elegance in this wine country home

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Doxie Ranch - Serene Vineyard Escape

Ocean Front Paradise w Hot Tub&Fire Pit

ALBA | A modern luxury retreat in Healdsburg

Cozy cabin deep in the redwoods / WiFi & Hot Tub

Wood-Haven
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 | $470 CAD | $469 CAD | $489 CAD | $482 CAD | $506 CAD | $479 CAD | $552 CAD | $510 CAD | $490 CAD | $514 CAD | $541 CAD | $503 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 100 vacation rentals in Healdsburg

Nightly prices starting at
Healdsburg vacation rentals start at $137 CAD per night before taxes and fees

Verified guest reviews
Over 6,920 verified reviews to help you choose

Family-friendly vacation rentals
70 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
100 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!
Destinations to explore
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Wine Country Vacation rentals
- Oakland Vacation rentals
- South Lake Tahoe Vacation rentals
- Rentals with a washer and dryer Healdsburg
- Condo rentals Healdsburg
- Rentals with pools Healdsburg
- Villa rentals Healdsburg
- Cottage rentals Healdsburg
- House rentals Healdsburg
- Rentals with a fireplace Healdsburg
- Rentals with a hot tub Healdsburg
- Hotel rooms Healdsburg
- Cabin rentals Healdsburg
- Apartment rentals Healdsburg
- Rentals with a firepit Healdsburg
- Luxury rentals Healdsburg
- Fitness-friendly rentals Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- Rentals with an EV charger Healdsburg
- Family-friendly rentals Healdsburg
- Rentals with a patio Sonoma County
- Rentals with a patio California
- Rentals with a patio United States
- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Limantour Beach
- Johnson's Beach
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
- Trione-Annadel State Park
- Jack London State Historic Park
- Chateau St. Jean
- Charles M. Schulz Museum
- V. Sattui Winery
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Sugarloaf Ridge State Park
- Napa Valley Wine Train Wine Shop
- Iron Horse Vineyards
- Harbin Hot Springs
- St. Francis Winery and Vineyard
- Salt Point State Park




