
Holiday rentals with a patio in Healdsburg
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Healdsburg
Guests agree: these rentals with a 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

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.

Villa Annadel - Stunning 5 Bedroom with a Pool
Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

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.

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
Popular amenities for rentals with patio in Healdsburg
Flat 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 a patio

Beautiful Home Close To The Beach

Wine Country Retreat- Privacy-Spa/Pool/Games

Spacious 5 BR 3BA Pool EV Charger Group Getaway

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

Willow Farm Cabin & Farm Retreat

Ocean Front Paradise w Hot Tub&Fire Pit

Vino Rio: Wine Country • Hot Tub • Russian River

Pacific Gardens Retreat
Apartment rentals with a patio

Luxe Silverado Condo Golf Course View | 2 BR

Book Now For Easter Weekend!

Wine Country Living at it's best at Silverado CC

Cozy 3 Beds/2 Ba - Silverado

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

Napa Valley 1BR Villa on Prime Resort w/Amenities

*Fairway Retreat at Silverado

Silverado Retreat- Your Napa Sanctuary
When is the best time to visit Healdsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $441 SGD | $440 SGD | $460 SGD | $453 SGD | $475 SGD | $450 SGD | $519 SGD | $479 SGD | $461 SGD | $483 SGD | $508 SGD | $472 SGD |
| 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 holiday rentals with a patio in Healdsburg

Total holiday rentals
Explore 110 holiday rentals in Healdsburg

Nightly prices starting at
Healdsburg holiday rentals start at $129 SGD per night before taxes and fees

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

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Healdsburg holiday 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 Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- South Lake Tahoe Holiday rentals
- Rentals with a washing machine and dryer Healdsburg
- Villa rentals Healdsburg
- Rentals with a hot tub Healdsburg
- Cabin rentals Healdsburg
- Hotel rooms Healdsburg
- Rentals with an EV charger Healdsburg
- Apartment rentals Healdsburg
- Rentals with pools Healdsburg
- Rentals with a firepit Healdsburg
- Luxury rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- Fitness-friendly rentals Healdsburg
- Flat rentals Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with a fireplace Healdsburg
- Family-friendly rentals Healdsburg
- Cottage rentals Healdsburg
- House 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
- Bolinas Beach
- Jenner Beach
- Goat Rock Beach
- Safari West
- Doran Beach
- Johnson's Beach
- Limantour Beach
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
- Trione-Annadel State Park
- Chateau St. Jean
- V. Sattui Winery
- Jack London State Historic Park
- Healdsburg Plaza
- Charles M. Schulz Museum
- Napa Valley Wine Train Wine Shop
- VJB Vineyard & Cellars
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Iron Horse Vineyards
- St. Francis Winery and Vineyard
- Salt Point State Park




