
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)

Country Studio Cottage Sanctuary
Cozy, quiet studio cottage nestled on 1/3 acre of trees and surrounded by seasonal creeks. Indoor gas fireplace and full kitchen & large spacious deck. In Sonoma Wine Country, 12 minutes to downtown gourmet restaurants, and organic coffee houses. Take gorgeous backroads to Bodega Bay and Sonoma Coast. Nestle into the warm glow of a gas fireplace or watch for deer and wildlife from the deck or living room. This is a perfect retreat space for one or two people; it is not appropriate for parties.

Farmhouse Villa w/ Captivating Views & Hot Tub
Welcome to your perfect retreat in the heart of wine country! This newly renovated modern farmhouse villa offers 11 acres of private serenity, surrounded by nature and breathtaking 360-degree views, including the majestic Mount Helena. Perfectly situated between the cities of Calistoga (15 mins away), Healdsburg (20 mins away), and surrounded by amazing wineries, this is the perfect place for you and your friends/families to decompress. Book your stay today and experience the magic for yourself!

Escape to the Redwoods - The Hidden Valley Hideout
At the Hidden Valley Hideout, we invite you to put your worries aside and enjoy the tranquility that the giant redwoods surrounding the property create. Friends and families will love the open floorplan and indoor/ outdoor feel that this cottage in the woods provides. In the winter, enjoy a beautiful moving creek that flows through the property whilst fighting the morning chill away with a warm cup of coffee on the deck. Still feeling cold? The brand-new hot tub is calling. Welcome home.

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

Hilltop Haven 🌅 view & hot tub
Relax with the whole family at this peaceful place to stay on a quiet hilltop. This is a quaint 2 bedroom, 1 bath with a queen bed in one bedroom and bunk (twin over full) in the second bedroom. Relax in the hot tub or in the hammock on the backyard deck with a peaceful nature view or hang inside the cozy abode and make use of the fully-stocked kitchen. we have a limit of 4 overnight guests and 2 vehicles per Sonoma County permit rules. For more pictures on IG @hilltop_haven_vacation

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
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. Message us on Social Media at Inspired in Sonoma for Inspiration and Tips.

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. New theatre room too! 3 separate patio spaces and 5 desk options! 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! :)

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!

Garden house with gas fireplace
Beautiful new cottage with lots of light, swing, and gas fireplace. Large open space with private deck looking out at Mt St. Helena. In the evening, turn on the outdoor string lights and relax on the swing under the huge oak tree before sinking into the memory foam king size bed. In the morning there is pour over coffee and robes so you can sit outside and sip your coffee. Perfect place to stay for a while, or have a romantic weekend.
Popular amenities for rentals with patio in Healdsburg
Flat rentals with a patio

Cozy Silverado | Gtwy to Wine Country | Sleeps 4

Napa Valley Getaway in Silverado

Charming countryside apartment

Spacious Studio Apt. Glen Ellen

*Relaxing Condo at Silverado

Chic 2BR Sonoma Condo + Patios

NO Cleaning Fee Vino Bello Resort-Studio

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!
House rentals with a patio

Russian River Luxury Escape | Private Hot Tub

Easy elegance in this wine country home

Sonoma Gem | VIEWS | Minutes to Dwtn | Sleeps 6

Ocean Front Paradise w Hot Tub&Fire Pit

Russian River Getaway Cabin- walk to town/beach

2 BD/1 BA Home- Wine Country Getaway

Lux, Sunny Retreat w/ XL Hot Tub by Redwoods

Zen House redwood retreat.
Apartment rentals with a patio

Fairway Getaway

Winter Escape: Luxe 2BR at Silverado w/ Fire Pit

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

1BR-Resort--Pool--Relaxing vibe--Views--Amenities+
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 | $459 SGD | $453 SGD | $474 SGD | $450 SGD | $518 SGD | $478 SGD | $460 SGD | $532 SGD | $496 SGD | $432 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 $103 SGD per night before taxes and fees

Verified guest reviews
Over 6,620 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
40 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 fireplace Healdsburg
- Villa rentals Healdsburg
- Apartment rentals Healdsburg
- Rentals with pools Healdsburg
- Hotel rooms Healdsburg
- Flat rentals Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with a hot tub Healdsburg
- Rentals with a firepit Healdsburg
- Luxury rentals Healdsburg
- Family-friendly rentals Healdsburg
- Cottage rentals Healdsburg
- House rentals Healdsburg
- Fitness-friendly rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- Cabin rentals Healdsburg
- Rentals with an EV charger Healdsburg
- Rentals with a washing machine and dryer Healdsburg
- Rentals with a patio Sonoma County
- Rentals with a patio California
- Rentals with a patio United States
- Lake Berryessa
- Bolinas Beach
- Six Flags Discovery Kingdom
- Jenner Beach
- Santa Maria Beach
- Point Reyes Beach
- Schoolhouse Beach
- Clam Beach
- Doran Beach
- Safari West
- Goat Rock Beach
- Drakes Beach
- Johnson's Beach
- Caymus Vineyards
- Bowling Ball Beach
- Healdsburg Plaza
- Mayacama Golf Club
- Limantour Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- North Salmon Creek Beach
- Portuguese Beach
- Silver Oak Cellars
- Ceja Vineyards




