
Holiday rentals with a patio in Healdsburg
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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!

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! *Hot tub is inoperable from Nov 1-7, 2025

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.

Botany House Designer Home with Hot Tub
Ideally located in the center of Sonoma County Luxurious 3 bedroom home, furnished almost entirely from * Restoration Hardware * Williams Sonoma Close to * Countless Wineries * Michelin Star Restaurants * The Rugged California Coast * Point Reyes Lighthouse * Armstrong Redwoods * Sonoma * Healdsburg * Luxurious Spas Spacious patio * Hot Tub for 6 * Fire Pit * Cozy Soft Seating * Grill * Local wine * Nespresso * Illy coffee * Message on social media Inspired in Sonoma for a discount.

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!

Calistoga Tejas Trails
Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and 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

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.

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.

Immersive Stylish Cabin with Sauna
Update: Beautiful sauna installed Fall 2025. Escape off the beaten path to a cabin with original beams & features, highly curated & beautifully decorated, amidst the emerald forest terraces of Monte Rio. Stay hygge with modern comforts. Multiple outdoors options to relax & tree-bathe - from a wild-garden patio, to the chandelier ‘outside living room’ pergola immersed in woods, plus a simple mature-redwood deck that catches the sun all day.
Popular amenities for rentals with patio in Healdsburg
Flat rentals with a patio

Fairway Getaway

NO Cleaning Fee Vino bello Resort Napa - Studio

Silverado Retreat | Dwtn Minutes Away | Sleeps 4

Charming countryside apartment

Spacious Studio Apt. Glen Ellen

*Relaxing Condo at Silverado

Chic 2BR Sonoma Condo + Patios

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

Vineyard views, hot tub, sauna, cinema!

Farmhouse at Sonoma Oaks: Hot Tub · Pool · Bocce!

Heron House: Ocean View, Fully Remodeled

Easy elegance in this wine country home

Vineyard House Pool Hot Tub by Inspired in Sonoma

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

Wine Country Retreat- Privacy-Spa/Pool/Games

Hilltop Haven 🌅 view & hot tub
Apartment rentals with a patio

WM Windsor 1 Bedroom Condo

Wine Country Living at it's best at Silverado CC

Cozy 3 Beds/2 Ba - Silverado

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

Wine Country, CA, 1-Bedrm SN #1

*Fairway Retreat at Silverado

1BR-Resort--Pool--Relaxing vibe--Views--Amenities+

2B/2B - Mansion Cottages Silverado
When is the best time to visit Healdsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $447 SGD | $445 SGD | $465 SGD | $458 SGD | $480 SGD | $456 SGD | $545 SGD | $539 SGD | $545 SGD | $506 SGD | $503 SGD | $437 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 $104 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!
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